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JPH10251255A - Azine derivative - Google Patents

Azine derivative

Info

Publication number
JPH10251255A
JPH10251255A JP9061021A JP6102197A JPH10251255A JP H10251255 A JPH10251255 A JP H10251255A JP 9061021 A JP9061021 A JP 9061021A JP 6102197 A JP6102197 A JP 6102197A JP H10251255 A JPH10251255 A JP H10251255A
Authority
JP
Japan
Prior art keywords
pyra
cme
come
group
cyc
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP9061021A
Other languages
Japanese (ja)
Inventor
Katsuyuki Morimoto
勝之 森本
Masatoshi Onari
正寿 大成
Takumi Terachi
拓己 寺地
Tsutomu Nawamaki
勤 縄巻
Kunimitsu Nakahira
国光 中平
Kimihiro Ishikawa
公広 石川
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nissan Chemical Corp
Original Assignee
Nissan Chemical Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nissan Chemical Corp filed Critical Nissan Chemical Corp
Priority to JP9061021A priority Critical patent/JPH10251255A/en
Publication of JPH10251255A publication Critical patent/JPH10251255A/en
Pending legal-status Critical Current

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  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

PROBLEM TO BE SOLVED: To obtain the subject new compound useful as an active ingredient for agrochemicals, esp. herbicides having high herbicidal power against various weeds and selectivity on important crops. SOLUTION: This new compound, an azine derivative, is expressed by the formula Qa -(CH2 )n -X-Qb -Qc ((n) is 0-2; Qa is a benzene ring, pyrazole ring, pyridine ring, etc.; Qb is an azine ring, etc.; Qc is an azole ring, etc.; X is oxygen, sulfur or (substituted) nitrogen) [e.g. 4-(5-pentafluoroethyl-1,3,4-oxadiazol-2-yl)-2-(3- trifluoromethylphenoxy)-6-methylpyrimidine]. The compound of the formula is obtained by reaction of a halogenoazine of the formula Z-Qb -Qc (Z is a halogen) with a nucleophilic reagent of the formula Qa -(CH2 )n -X-H in the presence of a base normally at -50 to 200 deg.C, pref. at 10-150 deg.C.

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【０００１】[0001]

【発明の属する技術分野】本発明は新規なアジン誘導体
およびそれらを有効成分とする農薬、特に除草剤に関す
るものである。TECHNICAL FIELD The present invention relates to novel azine derivatives and pesticides containing them as an active ingredient, especially herbicides.

【０００２】[0002]

【従来の技術および課題】現在、イネ、コムギ、トウモ
ロコシ、ダイズ、ワタ、ビート等重要な作物を雑草から
守り増収をはかるために除草剤を使用することは欠くこ
とができない。近年、これらの有用作物と雑草の混在す
る耕地において、作物に対して薬害を示さず雑草のみを
選択的に枯殺しうる選択性除草剤が望まれている。ま
た、環境汚染防止、輸送・散布の際の経済コスト低減等
の観点から、できるだけ低薬量で高い除草効果をあげる
化合物の探索研究が長年にわたり続けられている。この
ような特性を有する化合物のいくつかは選択性除草剤と
して使用されているが、依然としてこれらの性質を備え
る更に優れた新しい化合物の需要も存在する。2. Description of the Related Art At present, it is indispensable to use herbicides to protect important crops such as rice, wheat, corn, soybean, cotton and beet from weeds and increase the yield. In recent years, in arable land where these useful crops and weeds are mixed, a selective herbicide capable of selectively killing only weeds without showing phytotoxicity to crops has been desired. In addition, from the viewpoints of preventing environmental pollution and reducing economic costs during transportation and spraying, research for compounds having a low dose and a high herbicidal effect has been continued for many years. Although some of the compounds with such properties have been used as selective herbicides, there is still a need for better new compounds with these properties.

【０００３】アジン誘導体としては、特願平4-217959、
特開平4-290805、特開平5-213882、特表平8-502736、特
開平6-40813、特表平8-508277、GB-2277930、特表平8-5
10462、特表平8-510461、GB-2285045、特開平7-28596
2、特開平8-27122、特開平8-269055、WO-9606096、特開
平8-81447、特開平8-277268、特開平8-268808等が知ら
れている。[0003] As azine derivatives, Japanese Patent Application No. 4-217959,
JP-A-4-290805, JP-A-5-213882, JP-A-8-502736, JP-A-6-40813, JP-A-8-508277, GB-2277930, JP-T-8-8-5
10462, Tokiohei 8-510461, GB-2285045, JP-A-7-28596
2, JP-A-8-27122, JP-A-8-269055, WO-9606096, JP-A-8-81447, JP-A-8-277268, JP-A-8-268808 and the like are known.

【０００４】[0004]

【課題を解決するための手段】本発明者らは、重要作物
に対して選択性のある農薬、特に除草剤を開発するため
長年にわたる研鑽を続け、より高い殺草力と、より広い
選択性をもつ化合物を生み出すべく、多くの化合物につ
いてその除草特性を検討してきた。その結果、式
（１）：SUMMARY OF THE INVENTION The present inventors have been working for many years to develop pesticides, especially herbicides, which are selective for important crops. Many compounds have been studied for their herbicidal properties in order to produce compounds having the following characteristics. As a result, equation (1):

【０００５】[0005]

【化６】 Embedded image

【０００６】〔式中、ｎは０、１または２を表し、Ｑａ
は[Wherein, n represents 0, 1 or 2;
Is

【０００７】[0007]

【化７】 Embedded image

【０００８】（式中、ｒ1、ｒ2、ｒ3、ｒ4およびｒ5は
それぞれ独立して水素原子、Ｃ1-4アルキル基、Ｃ1-4ハ
ロアルキル基、Ｃ1-4アルコキシ基、シアノ基、ニトロ
基またはハロゲン原子を表し、ｒ6は水素原子、Ｃ1-6ア
ルキル基、Ｃ1-4アルキル基で置換されていてもよいＣ
3-6シクロアルキル基、Ｃ2-4アルケニル基、Ｃ2-4アル
キニル基またはＣ1-4ハロアルキル基を表し、ｒ7および
ｒ8はそれぞれ独立して水素原子、Ｃ1-6アルキル基、Ｃ
3-6シクロアルキル基、Ｃ2-4アルケニル基、Ｃ2-4アル
キニル基、Ｃ1-4ハロアルキル基、Ｃ1-4アルコキシカル
ボニル基、シアノ基、ハロゲン原子またはニトロ基を表
し、ｒ9、ｒ10、ｒ11およびｒ12はそれぞれ独立して水
素原子、Ｃ1-4アルキル基、Ｃ1-4ハロアルキル基、Ｃ
1-4アルコキシ基、シアノ基、ニトロ基またはハロゲン
原子を表す。）を表し、Ｑｂは(Wherein r 1 , r 2 , r 3 , r 4 and r 5 are each independently a hydrogen atom, a C 1-4 alkyl group, a C 1-4 haloalkyl group, a C 1-4 alkoxy group, Represents a cyano group, a nitro group or a halogen atom, and r 6 represents a hydrogen atom, a C 1-6 alkyl group or a C 1-4 alkyl group which may be substituted with a C 1-4 alkyl group.
Represents a 3-6 cycloalkyl group, a C 2-4 alkenyl group, a C 2-4 alkynyl group or a C 1-4 haloalkyl group, and r 7 and r 8 are each independently a hydrogen atom, a C 1-6 alkyl group, C
Represents a 3-6 cycloalkyl group, C 2-4 alkenyl group, C 2-4 alkynyl group, C 1-4 haloalkyl group, C 1-4 alkoxycarbonyl group, cyano group, halogen atom or nitro group, r 9 , r 10 , r 11 and r 12 each independently represent a hydrogen atom, a C 1-4 alkyl group, a C 1-4 haloalkyl group,
1-4 represents an alkoxy group, a cyano group, a nitro group or a halogen atom. ) And Qb is

【０００９】[0009]

【化８】 Embedded image

【００１０】[0010]

【化９】 Embedded image

【００１１】（式中、Ｒ1、Ｒ2、Ｒ3、Ｒ4、Ｒ5、Ｒ6、
Ｒ7、Ｒ8、Ｒ9、Ｒ10、Ｒ11、Ｒ12、Ｒ13、Ｒ14、
Ｒ15、Ｒ16、Ｒ17、Ｒ18、Ｒ19、Ｒ20、Ｒ21、Ｒ22、Ｒ
23、Ｒ24、Ｒ25、Ｒ26、Ｒ27、Ｒ28、Ｒ29、Ｒ30、
Ｒ31、Ｒ32、Ｒ33、Ｒ34、Ｒ35、Ｒ36、Ｒ37、Ｒ38、Ｒ
39、Ｒ40、Ｒ41、Ｒ42、Ｒ43、Ｒ44、Ｒ45、Ｒ46、
Ｒ47、Ｒ48、Ｒ49、Ｒ50、Ｒ51、Ｒ52、Ｒ53、Ｒ54、Ｒ
55、Ｒ56、Ｒ57、Ｒ58、Ｒ59、Ｒ60およびＲ61はそれぞ
れ独立して、水素原子、Ｃ1-6アルキル基、Ｃ1-4ハロア
ルキル基、Ｃ1-4アルコキシ基、シアノ基、ニトロ基ま
たはハロゲン原子を表し、（Ｘ）および（Ｑｃ）はそれ
ぞれＸおよびＱｃの結合位置を表す。）を表し、ＱｃはWherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 ,
R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 ,
R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , R 21 , R 22 , R
23 , R 24 , R 25 , R 26 , R 27 , R 28 , R 29 , R 30 ,
R 31 , R 32 , R 33 , R 34 , R 35 , R 36 , R 37 , R 38 , R
39, R 40, R 41, R 42, R 43, R 44, R 45, R 46,
R 47, R 48, R 49 , R 50, R 51, R 52, R 53, R 54, R
55 , R 56 , R 57 , R 58 , R 59 , R 60 and R 61 each independently represent a hydrogen atom, a C 1-6 alkyl group, a C 1-4 haloalkyl group, a C 1-4 alkoxy group, a cyano group; And (X) and (Qc) represent the bonding positions of X and Qc, respectively. ) And Qc is

【００１２】[0012]

【化１０】 Embedded image

【００１３】（式中、ｑ1、ｑ2、ｑ3、ｑ4、ｑ5および
ｑ6はそれぞれ独立して、水素原子、Ｃ 1-6アルキル基、
Ｃ1-4アルキル基またはハロゲン原子により置換されて
いてもよいＣ3-6シクロアルキル基、Ｃ1-4ハロアルキル
基、Ｃ1-4アルコキシ基、シアノ基、ニトロ基、ハロゲ
ン原子、Ｃ1-4アルコキシＣ1-4アルキル基、Ｃ1-4ハロ
アルコキシＣ1-4アルキル基、フェニル基、ベンジル
基、３−ピリジル基、Ｃ1-4アルコキシカルボニル基、
ハロゲン原子により置換されていてもよいＣ2-4アルケ
ニル基、Ｃ1-4ハロアルコキシ基、Ｃ1-4アルキルチオ
基、Ｃ1-4アルキルスルフィニル基、Ｃ1-4アルキルスル
ホニル基、Ｃ2-4アルケニルオキシ基、Ｃ3-4アルキニル
オキシ基、Ｃ1-4ハロアルキルチオ基、Ｃ2-4アルケニル
チオ基、Ｃ3-4アルキニルチオ基、Ｃ1-4アルキルアミノ
基、Ｃ2-4ハロアルキルアミノ基、ジＣ1- 4アルキルアミ
ノ基、カルバモイル基、Ｎ−シクロプロピルカルバモイ
ル基、ヒドロキシル基、Ｃ1-4アルキル基により置換さ
れていてもよいエポキシ基またはジＣ2-4ハロアルキル
アミノ基を表し、ｑ7およびｑ8はそれぞれ独立して水素
原子またはＣ1-6アルキル基を表し、Ｙは酸素原子、硫
黄原子またはＮ−ｑ9を表し、ｑ9は水素原子またはＣ
1-4アルキル基を表す。）を表し、Ｘは酸素原子、硫黄
原子またはＮ−Ｒ62を表し、Ｒ62は水素原子またはＣ
1-4アルキル基を表す。〕で表されるアジン誘導体（以
下、本発明化合物）が、土壌処理、土壌混和処理、茎葉
処理のいずれの場合にも、多くの雑草に対して強い殺草
力を有することを見出して本発明を完成した。(Wherein q1, QTwo, QThree, QFour, QFiveand
q6Is independently a hydrogen atom, C 1-6Alkyl group,
C1-4Substituted by an alkyl group or a halogen atom
May be C3-6Cycloalkyl group, C1-4Haloalkyl
Group, C1-4Alkoxy group, cyano group, nitro group, halogen
Atom, C1-4Alkoxy C1-4Alkyl group, C1-4Halo
Alkoxy C1-4Alkyl group, phenyl group, benzyl
Group, 3-pyridyl group, C1-4An alkoxycarbonyl group,
C optionally substituted by a halogen atom2-4Arche
Nyl group, C1-4Haloalkoxy group, C1-4Alkylthio
Group, C1-4Alkylsulfinyl group, C1-4Alkylsul
Honyl group, C2-4Alkenyloxy group, C3-4Alkynyl
Oxy group, C1-4Haloalkylthio group, C2-4Alkenyl
Thio group, C3-4Alkynylthio group, C1-4Alkylamino
Group, C2-4Haloalkylamino group, di-C1- FourAlkylam
Group, carbamoyl group, N-cyclopropylcarbamoy
Group, hydroxyl group, C1-4Substituted by an alkyl group
Optionally an epoxy group or di-C2-4Haloalkyl
Represents an amino group, q7And q8Are each independently hydrogen
Atom or C1-6Represents an alkyl group, Y is an oxygen atom, sulfur
Yellow atom or Nq9And q9Is a hydrogen atom or C
1-4Represents an alkyl group. X represents an oxygen atom, sulfur
Atom or NR62And R62Is a hydrogen atom or C
1-4Represents an alkyl group. An azine derivative represented by
Below, the compound of the present invention) is subjected to soil treatment, soil admixture treatment, foliage
Strong weed killing against many weeds in each case of treatment
The inventors have found that they have power and completed the present invention.

【００１４】[0014]

〔本発明化合物の置換基Ｑａの具体例〕[Specific examples of the substituent Qa of the compound of the present invention]

【００１５】[0015]

【化１１】 Embedded image

【００１６】〔本発明化合物の置換基ｒ1、ｒ2、ｒ3、
ｒ4およびｒ5の具体例〕H, Me, Et, Pr-n, Pr-iso, Bu-
n, Bu-iso, Bu-sec, Bu-tert, CH2F, CH2Cl,CH2Br, CH2
I, CHF2, CHCl2, CHBr2, CF3, CCl3, CBr3, CClF2, CF3
CH2, CF3CF2, ClCH2CH2, Cl2CHCH2, Cl3CCH2, BrCH2C
H2, Br2CHCH2, ICH2CH2, CF3CH2CH2, CF3CF2CH2, CF3CF
2CF2, CF3CH2CH2CH2, CF3CF2CH2CH2, CF3CF2CF2CH2, Cl
CH2CH2CH2, ClCH2CH2CH2CH2, OMe, OEt, OPr-n, OPr-is
o, OBu-n, OBu-iso, OBu-tert, CN, NO2, F, Cl, Br, I 〔本発明化合物の置換基ｒ6の具体例〕H, Me, Et, Pr-
n, Pr-iso, Bu-n, Bu-iso, Bu-sec, Bu-tert, Pen-n, H
ex-n, Pr-cyc, Bu-cyc, Pen-cyc, Hex-cyc, CH2CH=CH2,
CH2CH=CHMe, CH2CH2CH=CH2, CH2C≡CH, CH2C≡CMe, CH
2F, CH2Cl, CH2Br, CH2I, CHF2, CHCl2, CHBr2, CF3, C
Cl 3, CBr3, CClF2, CF3CH2, CF3CF2, ClCH2CH2, Cl2CHC
H2, Cl3CCH2, BrCH2CH2,Br 2CHCH2, ICH2CH2, CF3CH2C
H2, CF3CF2CH2, CF3CF2CF2, CF3CH2CH2CH2, CF3CF2CH 2C
H2, CF3CF2CF2CH2, ClCH2CH2CH2, ClCH2CH2CH2CH2 〔本発明化合物の置換基ｒ7およびｒ8の具体例〕H, Me,
Et, Pr-n, Pr-iso, Bu-n, Bu-iso, Bu-sec, Bu-tert,
Pen-n, Hex-n, Pr-cyc, Bu-cyc, Pen-cyc, Hex-cyc, CH
2CH=CH2, CH2CH=CHMe, CH2CH2CH=CH2, CH2C≡CH, CH2C
≡CMe, CH2F, CH2Cl, CH2Br, CH2I, CHF2, CHCl2, CHBr
2, CF3, CCl 3, CBr3, CClF2, CF3CH2, CF3CF2, ClCH2CH
2, Cl2CHCH2, Cl3CCH2, BrCH2CH2,Br 2CHCH2, ICH2CH2,
CF3CH2CH2, CF3CF2CH2, CF3CF2CF2, CF3CH2CH2CH2, CF3
CF2CH 2CH2, CF3CF2CF2CH2, ClCH2CH2CH2, ClCH2CH2CH2C
H2, CO2Me, CO2Et, CO2Pr-n,CO2Pr-iso, CO2Bu-n, CN,
NO2, F, Cl, Br, I 〔本発明化合物の置換基ｒ9、ｒ10、ｒ11およびｒ12の
具体例〕H, Me, Et, Pr-n, Pr-iso, Bu-n, Bu-iso, Bu-
sec, Bu-tert, CH2F, CH2Cl,CH2Br, CH2I, CHF2, CHC
l2, CHBr2, CF3, CCl3, CBr3, CClF2, CF3CH2, CF3CF2,
ClCH2CH2, Cl2CHCH2, Cl3CCH2, BrCH2CH2, Br2CHCH2,
ICH2CH2, CF3CH2CH2, CF3CF2CH2, CF3CF2CF2, CF3CH2CH
2CH2, CF3CF2CH2CH2, CF3CF2CF2CH2, ClCH2CH2CH2, ClC
H2CH2CH2CH2, OMe, OEt, OPr-n, OPr-iso, OBu-n, OBu-
iso, OBu-tert, CN, NO2, F, Cl, Br, I 〔本発明化合物の置換基Ｑｂの具体例〕[Substituent r of the compound of the present invention1, RTwo, RThree,
rFourAnd rFiveSpecific examples of H, Me, Et, Pr-n, Pr-iso, Bu-
n, Bu-iso, Bu-sec, Bu-tert, CHTwoF, CHTwoCl, CHTwoBr, CHTwo
I, CHFTwo, CHClTwo, CHBrTwo, CFThree, CClThree, CBrThree, CClFTwo, CFThree
CHTwo, CFThreeCFTwo, ClCHTwoCHTwo, ClTwoCHCHTwo, ClThreeCCHTwo, BrCHTwoC
HTwo, BrTwoCHCHTwo, ICHTwoCHTwo, CFThreeCHTwoCHTwo, CFThreeCFTwoCHTwo, CFThreeCF
TwoCFTwo, CFThreeCHTwoCHTwoCHTwo, CFThreeCFTwoCHTwoCHTwo, CFThreeCFTwoCFTwoCHTwo, Cl
CHTwoCHTwoCHTwo, ClCHTwoCHTwoCHTwoCHTwo, OMe, OEt, OPr-n, OPr-is
o, OBu-n, OBu-iso, OBu-tert, CN, NOTwo, F, Cl, Br, I (substituent r of the compound of the present invention)6Specific examples of H, Me, Et, Pr-
n, Pr-iso, Bu-n, Bu-iso, Bu-sec, Bu-tert, Pen-n, H
ex-n, Pr-cyc, Bu-cyc, Pen-cyc, Hex-cyc, CHTwoCH = CHTwo,
 CHTwoCH = CHMe, CHTwoCHTwoCH = CHTwo, CHTwoC≡CH, CHTwoC≡CMe, CH
TwoF, CHTwoCl, CHTwoBr, CHTwoI, CHFTwo, CHClTwo, CHBrTwo, CFThree, C
Cl Three, CBrThree, CClFTwo, CFThreeCHTwo, CFThreeCFTwo, ClCHTwoCHTwo, ClTwoCHC
HTwo, ClThreeCCHTwo, BrCHTwoCHTwo, Br TwoCHCHTwo, ICHTwoCHTwo, CFThreeCHTwoC
HTwo, CFThreeCFTwoCHTwo, CFThreeCFTwoCFTwo, CFThreeCHTwoCHTwoCHTwo, CFThreeCFTwoCH TwoC
HTwo, CFThreeCFTwoCFTwoCHTwo, ClCHTwoCHTwoCHTwo, ClCHTwoCHTwoCHTwoCHTwo [Substituent r of the compound of the present invention7And r8Examples of H, Me,
 Et, Pr-n, Pr-iso, Bu-n, Bu-iso, Bu-sec, Bu-tert,
Pen-n, Hex-n, Pr-cyc, Bu-cyc, Pen-cyc, Hex-cyc, CH
TwoCH = CHTwo, CHTwoCH = CHMe, CHTwoCHTwoCH = CHTwo, CHTwoC≡CH, CHTwoC
≡CMe, CHTwoF, CHTwoCl, CHTwoBr, CHTwoI, CHFTwo, CHClTwo, CHBr
Two, CFThree, CCl Three, CBrThree, CClFTwo, CFThreeCHTwo, CFThreeCFTwo, ClCHTwoCH
Two, ClTwoCHCHTwo, ClThreeCCHTwo, BrCHTwoCHTwo, Br TwoCHCHTwo, ICHTwoCHTwo,
CFThreeCHTwoCHTwo, CFThreeCFTwoCHTwo, CFThreeCFTwoCFTwo, CFThreeCHTwoCHTwoCHTwo, CFThree
CFTwoCH TwoCHTwo, CFThreeCFTwoCFTwoCHTwo, ClCHTwoCHTwoCHTwo, ClCHTwoCHTwoCHTwoC
HTwo, COTwoMe, COTwoEt, COTwoPr-n, COTwoPr-iso, COTwoBu-n, CN,
NOTwo, F, Cl, Br, I (substituent r of the compound of the present invention)9, RTen, R11And r12of
Specific examples) H, Me, Et, Pr-n, Pr-iso, Bu-n, Bu-iso, Bu-
sec, Bu-tert, CHTwoF, CHTwoCl, CHTwoBr, CHTwoI, CHFTwo, CHC
lTwo, CHBrTwo, CFThree, CClThree, CBrThree, CClFTwo, CFThreeCHTwo, CFThreeCFTwo,
 ClCHTwoCHTwo, ClTwoCHCHTwo, ClThreeCCHTwo, BrCHTwoCHTwo, BrTwoCHCHTwo,
ICHTwoCHTwo, CFThreeCHTwoCHTwo, CFThreeCFTwoCHTwo, CFThreeCFTwoCFTwo, CFThreeCHTwoCH
TwoCHTwo, CFThreeCFTwoCHTwoCHTwo, CFThreeCFTwoCFTwoCHTwo, ClCHTwoCHTwoCHTwo, ClC
HTwoCHTwoCHTwoCHTwo, OMe, OEt, OPr-n, OPr-iso, OBu-n, OBu-
iso, OBu-tert, CN, NOTwo, F, Cl, Br, I [Specific examples of the substituent Qb of the compound of the present invention]

【００１７】[0017]

【化１２】 Embedded image

【００１８】[0018]

【化１３】 Embedded image

【００１９】〔本発明化合物の置換基Ｒ1、Ｒ2、Ｒ3、
Ｒ4、Ｒ5、Ｒ6、Ｒ7、Ｒ8、Ｒ9、Ｒ1 0、Ｒ11、Ｒ12、Ｒ
13、Ｒ14、Ｒ15、Ｒ16、Ｒ17、Ｒ18、Ｒ19、Ｒ20、
Ｒ21、Ｒ2 2、Ｒ23、Ｒ24、Ｒ25、Ｒ26、Ｒ27、Ｒ28、Ｒ
29、Ｒ30、Ｒ31、Ｒ32、Ｒ33、Ｒ3 4、Ｒ35、Ｒ36、
Ｒ37、Ｒ38、Ｒ39、Ｒ40、Ｒ41、Ｒ42、Ｒ43、Ｒ44、Ｒ
45、Ｒ4 6、Ｒ47、Ｒ48、Ｒ49、Ｒ50、Ｒ51、Ｒ52、
Ｒ53、Ｒ54、Ｒ55、Ｒ56、Ｒ57、Ｒ5 8、Ｒ59、Ｒ60およ
びＲ61の具体例〕H, Me, Et, Pr-n, Pr-iso, Bu-n, Bu-
iso, Bu-sec, Bu-tert, Pen-n, Hex-n, CH 2F, CH2Cl, C
H2Br, CH2I, CHF2, CHCl2, CHBr2, CF3, CCl3, CBr3, C
ClF2, CF3CH2, CF3CF2, ClCH2CH2, Cl2CHCH2, Cl3CCH2,
BrCH2CH2, Br2CHCH2, ICH2CH2, CF 3CH2CH2, CF3CF2C
H2, CF3CF2CF2, CF3CH2CH2CH2, CF3CF2CH2CH2, CF3CF2C
F2CH2,ClCH2CH2CH2, ClCH2CH2CH2CH2, OMe, OEt, OPr-
n, OPr-iso, OBu-n, OBu-iso,OBu-tert, CN, NO2, F, C
l, Br, I 〔本発明化合物の置換基Ｑｃの具体例〕[Substituent R of the compound of the present invention1, RTwo, RThree,
RFour, RFive, R6, R7, R8, R9, R1 0, R11, R12, R
13, R14, RFifteen, R16, R17, R18, R19, R20,
Rtwenty one, RTwo Two, Rtwenty three, Rtwenty four, Rtwenty five, R26, R27, R28, R
29, R30, R31, R32, R33, RThree Four, R35, R36,
R37, R38, R39, R40, R41, R42, R43, R44, R
45, RFour 6, R47, R48, R49, R50, R51, R52,
R53, R54, R55, R56, R57, RFive 8, R59, R60And
And R61Specific examples of H), Me, Et, Pr-n, Pr-iso, Bu-n, Bu-
iso, Bu-sec, Bu-tert, Pen-n, Hex-n, CH TwoF, CHTwoCl, C
HTwoBr, CHTwoI, CHFTwo, CHClTwo, CHBrTwo, CFThree, CClThree, CBrThree, C
ClFTwo, CFThreeCHTwo, CFThreeCFTwo, ClCHTwoCHTwo, ClTwoCHCHTwo, ClThreeCCHTwo,
 BrCHTwoCHTwo, BrTwoCHCHTwo, ICHTwoCHTwo, CF ThreeCHTwoCHTwo, CFThreeCFTwoC
HTwo, CFThreeCFTwoCFTwo, CFThreeCHTwoCHTwoCHTwo, CFThreeCFTwoCHTwoCHTwo, CFThreeCFTwoC
FTwoCHTwo, ClCHTwoCHTwoCHTwo, ClCHTwoCHTwoCHTwoCHTwo, OMe, OEt, OPr-
n, OPr-iso, OBu-n, OBu-iso, OBu-tert, CN, NOTwo, F, C
l, Br, I [Specific examples of the substituent Qc of the compound of the present invention]

【００２０】[0020]

【化１４】 Embedded image

【００２１】〔本発明化合物の置換基ｑ1、ｑ2、ｑ3、
ｑ4、ｑ5およびｑ6の具体例〕H, Me, Et, Pr-n, Pr-iso,
Bu-n, Bu-iso, Bu-sec, Bu-tert, Pen-n, Hex-n, Pr-c
yc, Bu-cyc, Pen-cyc, Hex-cyc, CH2F, CH2Cl, CH2Br,
CH2I, CHF2, CHCl2, CHBr2, CF3, CCl3, CBr3, CClF2,
CF3CH2, CF3CF2, ClCH2CH2, Cl2CHCH2, Cl3CCH 2, BrCH2
CH2, Br2CHCH2, ICH2CH2, CF3CH2CH2, CF3CF2CH2, CF3C
F2CF2, CF3CH2CH2CH2, CF3CF2CH2CH2, CF3CF2CF2CH2, C
lCH2CH2CH2, ClCH2CH2CH2CH2, OMe, OEt, OPr-n, OPr-i
so, OBu-n, OBu-iso, OBu-tert, CN, NO2, F, Cl, Br,
I, CH2OMe, CH2CH2OMe, CH2CH2CH2OMe, CH2CH2CH2CH2OM
e, CH2OEt, CH2OPr-n, CH2OBu-n,CH2OCH2CF3, CH2CH2OC
H2CF3, CH2CH2CH2OCH2CF3, CH2CH2CH2CH2OCH2CF3,CH2OC
H 2CH2F, CH2OCH2CH2Cl, CH2OCH2CH2Br, Ph, PhCH2, 3-P
y, CO2Me, CO2Et,CO2Pr-n, CO2Bu-n, CH=CH2, CH=CHMe,
CH=CMe2, CH2CH=CH2, CH2CH=CHMe, OCH2F, OCHF2, OCF
3, OCBrF2, OCH2CF3, OCF2CF3, OCH2CH2Cl, OCH2CHCl2,
OCH2CH2CF3, OCH2CF2CF3, OCF2CF2CF3, OCH2CH2CH2CH2
Cl, SMe, SEt, SPr-n, SPr-iso, SBu-n, S(O)Me, S(O)E
t, S(O)Pr-n, S(O)Pr-iso, S(O)Bu-n, SO2Me, SO2Et, S
O2Pr-n, SO2Pr-iso, SO2Bu-n, OCH=CH2, OCH=CHMe, OCH
=CMe2, OCH2CH=CH2, OCH2CH=CHMe, OCH2C≡CH, OCH2C≡
CMe, SCH2F, SCHF2, SCF3, SCBrF2, SCH2CF3, SCF2CF3,
SCH2CH2Cl, SCH2CHCl2, SCH2CH2CF3, SCH2CF2CF3, SCF
2CF2CF3, SCH2CH2CH2CH2Cl, SCH=CH2, SCH=CHMe, SCH=C
Me2, SCH2CH=CH2, SCH2CH=CHMe, SCH2C≡CH, SCH2C≡CM
e , NHMe, NHEt, NHPr-n, NHPr-iso, NHBu-n, NHCH2C
F3, NHCF2CF3, NHCH2CH2Cl, NHCH2CHCl2, NHCH2CH2CF3,
NHCH2CF2CF3, NHCF2CF2CF3, NHCH2CH2CH2CH2Cl,NMe2,
NEt2, N(Pr-n)2, N(Pr-iso)2, N(Bu-n)2, N(CH2CF3)2,
N(CF2CF3)2, N(CH 2CH2Cl)2, N(CH2CHCl2)2, N(CH2CH2CF
3)2, N(CH2CF2CF3)2, N(CF2CF2CF3)2, N(CH2CH2CH2CH2C
l)2, 2-Me-Pr-cyc, CMe=CH2, CONH2, CONH-Pr-cyc, OH,
Epo, 1-Me-Epo, CF2Br, CF2I, CFMe2, CH(CF3)2, CH(C
F3)Me, CF2Me, CHFMe, 2-F-Pr-cyc,2,2-F2-Pr-cyc, 2,
2,3,3-F4-Pr-cyc, 2-Cl-Pr-cyc, 2,2-Cl2-Pr-cyc, CH=C
F2 〔本発明化合物の置換基ｑ7およびｑ8の具体例〕H, Me,
Et, Pr-n, Pr-iso, Bu-n, Bu-iso, Bu-sec, Bu-tert,
Pen-n, Hex-n 〔本発明化合物の置換基ｑ9の具体例〕H, Me, Et, Pr-
n, Pr-iso, Bu-n, Bu-iso, Bu-sec, Bu-tert 〔本発明化合物の置換基Ｙの具体例〕O, S, NH, NMe, N
Et, NPr-n, NPr-iso, NBu-n, NBu-iso, NBu-sec, NBu-t
ert 本発明化合物は下記の反応式の方法を選ぶことにより容
易に製造できる。[Substituent q of the compound of the present invention1, QTwo, QThree,
qFour,qFiveAnd q6Specific examples of H, Me, Et, Pr-n, Pr-iso,
 Bu-n, Bu-iso, Bu-sec, Bu-tert, Pen-n, Hex-n, Pr-c
yc, Bu-cyc, Pen-cyc, Hex-cyc, CHTwoF, CHTwoCl, CHTwoBr,
CHTwoI, CHFTwo, CHClTwo, CHBrTwo, CFThree, CClThree, CBrThree, CClFTwo,
CFThreeCHTwo, CFThreeCFTwo, ClCHTwoCHTwo, ClTwoCHCHTwo, ClThreeCCH Two, BrCHTwo
CHTwo, BrTwoCHCHTwo, ICHTwoCHTwo, CFThreeCHTwoCHTwo, CFThreeCFTwoCHTwo, CFThreeC
FTwoCFTwo, CFThreeCHTwoCHTwoCHTwo, CFThreeCFTwoCHTwoCHTwo, CFThreeCFTwoCFTwoCHTwo, C
lCHTwoCHTwoCHTwo, ClCHTwoCHTwoCHTwoCHTwo, OMe, OEt, OPr-n, OPr-i
so, OBu-n, OBu-iso, OBu-tert, CN, NOTwo, F, Cl, Br,
I, CHTwoOMe, CHTwoCHTwoOMe, CHTwoCHTwoCHTwoOMe, CHTwoCHTwoCHTwoCHTwoOM
e, CHTwoOEt, CHTwoOPr-n, CHTwoOBu-n, CHTwoOCHTwoCFThree, CHTwoCHTwoOC
HTwoCFThree, CHTwoCHTwoCHTwoOCHTwoCFThree, CHTwoCHTwoCHTwoCHTwoOCHTwoCFThree, CHTwoOC
H TwoCHTwoF, CHTwoOCHTwoCHTwoCl, CHTwoOCHTwoCHTwoBr, Ph, PhCHTwo, 3-P
y, COTwoMe, COTwoEt, COTwoPr-n, COTwoBu-n, CH = CHTwo, CH = CHMe,
 CH = CMeTwo, CHTwoCH = CHTwo, CHTwoCH = CHMe, OCHTwoF, OCHFTwo, OCF
Three, OCBrFTwo, OCHTwoCFThree, OCFTwoCFThree, OCHTwoCHTwoCl, OCHTwoCHClTwo,
 OCHTwoCHTwoCFThree, OCHTwoCFTwoCFThree, OCFTwoCFTwoCFThree, OCHTwoCHTwoCHTwoCHTwo
Cl, SMe, SEt, SPr-n, SPr-iso, SBu-n, S (O) Me, S (O) E
t, S (O) Pr-n, S (O) Pr-iso, S (O) Bu-n, SOTwoMe, SOTwoEt, S
OTwoPr-n, SOTwoPr-iso, SOTwoBu-n, OCH = CHTwo, OCH = CHMe, OCH
= CMeTwo, OCHTwoCH = CHTwo, OCHTwoCH = CHMe, OCHTwoC≡CH, OCHTwoC≡
CMe, SCHTwoF, SCHFTwo, SCFThree, SCBrFTwo, SCHTwoCFThree, SCFTwoCFThree,
 SCHTwoCHTwoCl, SCHTwoCHClTwo, SCHTwoCHTwoCFThree, SCHTwoCFTwoCFThree, SCF
TwoCFTwoCFThree, SCHTwoCHTwoCHTwoCHTwoCl, SCH = CHTwo, SCH = CHMe, SCH = C
MeTwo, SCHTwoCH = CHTwo, SCHTwoCH = CHMe, SCHTwoC≡CH, SCHTwoC≡CM
e,NHMe, NHEt, NHPr-n, NHPr-iso, NHBu-n, NHCHTwoC
FThree, NHCFTwoCFThree, NHCHTwoCHTwoCl, NHCHTwoCHClTwo, NHCHTwoCHTwoCFThree,
 NHCHTwoCFTwoCFThree, NHCFTwoCFTwoCFThree, NHCHTwoCHTwoCHTwoCHTwoCl, NMeTwo,
NEtTwo, N (Pr-n)Two, N (Pr-iso)Two, N (Bu-n)Two, N (CHTwoCFThree)Two,
N (CFTwoCFThree)Two, N (CH TwoCHTwoCl)Two, N (CHTwoCHClTwo)Two, N (CHTwoCHTwoCF
Three)Two, N (CHTwoCFTwoCFThree)Two, N (CFTwoCFTwoCFThree)Two, N (CHTwoCHTwoCHTwoCHTwoC
l)Two, 2-Me-Pr-cyc, CMe = CHTwo, CONH2, CONH-Pr-cyc, OH,
 Epo, 1-Me-Epo, CFTwoBr, CFTwoI, CFMeTwo, CH (CFThree)Two, CH (C
FThree) Me, CFTwoMe, CHFMe, 2-F-Pr-cyc, 2,2-FTwo-Pr-cyc, 2,
2,3,3-FFour-Pr-cyc, 2-Cl-Pr-cyc, 2,2-ClTwo-Pr-cyc, CH = C
FTwo [Substituent q of the compound of the present invention7And q8Examples of H, Me,
 Et, Pr-n, Pr-iso, Bu-n, Bu-iso, Bu-sec, Bu-tert,
Pen-n, Hex-n [Substituent q of the compound of the present invention9Specific examples of H, Me, Et, Pr-
n, Pr-iso, Bu-n, Bu-iso, Bu-sec, Bu-tert (Specific examples of the substituent Y of the compound of the present invention) O, S, NH, NMe, N
Et, NPr-n, NPr-iso, NBu-n, NBu-iso, NBu-sec, NBu-t
ert The compound of the present invention can be prepared by selecting the method of the following reaction formula.
Can be easily manufactured.

【００２２】〔反応式１〕[Reaction formula 1]

【００２３】[0023]

【化１５】 Embedded image

【００２４】〔式中、Ｑａ、Ｑｂ、Ｑｃ、Ｘおよびｎは
前記と同様の意味を表し、Ｚはハロゲン原子を表す。〕 すなわち、ハロゲノアジン類（２）を塩基存在下、求核
試薬（１）と反応させ本発明化合物（３）を合成するこ
とができる。塩基としては水酸化ナトリウム、水酸化カ
リウム、炭酸カリウム、水素化ナトリウム等の無機塩基
類、ナトリウムメトキシド、ナトリウムエトキシド、カ
リウムブトキシド等の金属アルコキシド類、ナトリウム
アミド、カリウムアミド、リチウムジイソプロピルアミ
ド等の金属アミド類、メチルリチウム、ｎ−ブチルリチ
ウム等の有機金属類またはピリジン、トリエチルアミ
ン、ＤＢＵ等の有機塩基類を使用することができる。[Wherein Qa, Qb, Qc, X and n have the same meanings as described above, and Z represents a halogen atom. That is, the halogenoazines (2) are reacted with a nucleophile (1) in the presence of a base to synthesize the compound (3) of the present invention. Examples of the base include inorganic bases such as sodium hydroxide, potassium hydroxide, potassium carbonate, and sodium hydride; metal alkoxides such as sodium methoxide, sodium ethoxide, and potassium butoxide; sodium amide, potassium amide, and lithium diisopropylamide. Metal amides, organic metals such as methyllithium, n-butyllithium and the like, or organic bases such as pyridine, triethylamine and DBU can be used.

【００２５】また、上記塩基類とともに銅粉、酸化銅あ
るいは塩化銅、沃化銅等の銅塩を加えると反応が促進さ
れる場合がある。本反応は無溶媒でも進行するが、必要
に応じて溶媒を使用することもできる。使用される溶媒
は反応に不活性なものであれば特に制限はないが、例え
ば、ヘキサン、シクロヘキサン、ベンゼン、トルエン等
の脂肪族または芳香族炭化水素類、ジエチルエーテル、
ジイソプロピルエーテル、ジオキサン、テトラヒドロフ
ラン等のエーテル類、アセトン、メチルエチルケトン、
メチルイソブチルケトン等のケトン類、アセトニトリ
ル、プロピオニトリル等のニトリル類、Ｎ，Ｎ−ジメチ
ルホルムアミド、Ｎ，Ｎ−ジメチルアセトアミド等の酸
アミド類、ジメチルスルホキシド、スルホラン等の含硫
黄極性溶媒類、ピリジン等の有機塩基類があげられる。The reaction may be promoted by adding copper powder, copper oxide or a copper salt such as copper chloride or copper iodide together with the above bases. This reaction proceeds even without solvent, but a solvent can be used if necessary. The solvent used is not particularly limited as long as it is inert to the reaction, for example, hexane, cyclohexane, benzene, aliphatic or aromatic hydrocarbons such as toluene, diethyl ether,
Diisopropyl ether, dioxane, ethers such as tetrahydrofuran, acetone, methyl ethyl ketone,
Ketones such as methyl isobutyl ketone; nitriles such as acetonitrile and propionitrile; acid amides such as N, N-dimethylformamide and N, N-dimethylacetamide; sulfur-containing polar solvents such as dimethyl sulfoxide and sulfolane; pyridine And other organic bases.

【００２６】反応温度は通常−５０℃〜２００℃である
が、好ましくは１０℃〜１５０℃である。反応式１の原
料であるハロゲノアジン類（２）の合成例を反応式２に
示す。 〔反応式２〕The reaction temperature is usually from -50 ° C to 200 ° C, preferably from 10 ° C to 150 ° C. An example of the synthesis of halogenoazines (2), which is a raw material of the reaction formula 1, is shown in the reaction formula 2. [Reaction formula 2]

【００２７】[0027]

【化１６】 Embedded image

【００２８】[0028]

【化１７】 Embedded image

【００２９】[0029]

【化１８】 Embedded image

【００３０】[0030]

【化１９】 Embedded image

【００３１】〔式中、ＱｂおよびＺは前記と同様の意味
を表し、ｑ21、ｑ22、ｑ23、ｑ24、ｑ 25、ｑ26およびｑ
27はＣ1-4アルキル基、Ｃ1-4ハロアルキル基、Ｃ1-4ア
ルコキシ基Ｃ1-4アルキル基、Ｃ1-4ハロアルコキシＣ
1-4アルキル基、フェニル基、ベンジル基、３−ピリジ
ル基、Ｃ2-4アルケニル基またはＣ1-4アルコキシカルボ
ニル基を表す。〕 工程Ａ：ハロゲノアジンカルボン酸クロリド類（４）と
アミドオキシム類（５）を反応させてハロゲノアジンカ
ルボン酸エステル類（６）とする。（６）を加熱あるい
は硫酸、五塩化燐、オキシ塩化燐あるいはポリ燐酸等の
脱水剤と反応させてハロゲノ（１，２，４−オキサジア
ゾール−５−イル）アジン類（２ａ）を得る。Wherein Qb and Z are the same as defined above.
And qtwenty one, Qtwenty two, Qtwenty three, Qtwenty four, Q twenty five, Q26And q
27Is C1-4Alkyl group, C1-4Haloalkyl group, C1-4A
Lucoxy group C1-4Alkyl group, C1-4Haloalkoxy C
1-4Alkyl group, phenyl group, benzyl group, 3-pyridi
Group, C2-4Alkenyl group or C1-4Alkoxycarbo
Represents a nyl group. Step A: halogenoazine carboxylic acid chlorides (4)
Reaction of amide oximes (5) with halogenoazine
Rubonic acid esters (6). (6) heating or
Is sulfuric acid, phosphorus pentachloride, phosphorus oxychloride or polyphosphoric acid
Halogeno (1,2,4-oxadia
(Zol-5-yl) azines (2a) are obtained.

【００３２】工程Ｂ：ハロゲノアジンカルボン酸クロリ
ド類（４）とアシルヒドラジド類（７）を反応させて
１，２−ジアシルヒドラジド類（８）とする。（８）を
硫酸、五塩化燐、オキシ塩化燐あるいはポリ燐酸等の脱
水剤と反応させてハロゲノ（１，３，４−オキサジアゾ
ール−２−イル）アジン類（２ｂ）を得る。 工程Ｃ：ハロゲノアジンカルボン酸クロリド（４）とア
ルコール類（９）を反応させてハロゲノアジンカルボン
酸エステル類（１０）とし、（１０）を包水ヒドラジン
と反応させヒドラジド類（１１）を得る。（１１）をア
シルクロリド類（１２）あるいは無水カルボン酸類（１
３）と反応させて１，２−ジアシルヒドラジド類（８）
とする。（８）を硫酸、五塩化燐、オキシ塩化燐あるい
はポリ燐酸等の脱水剤と反応させてハロゲノ（１，３，
４−オキサジアゾール−２−イル）アジン類（２ｂ）を
得る。Step B: The halogenoazine carboxylic acid chlorides (4) are reacted with the acyl hydrazides (7) to give 1,2-diacyl hydrazides (8). (8) is reacted with a dehydrating agent such as sulfuric acid, phosphorus pentachloride, phosphorus oxychloride or polyphosphoric acid to obtain halogeno (1,3,4-oxadiazol-2-yl) azines (2b). Step C: A halogenoazine carboxylic acid chloride (4) is reacted with an alcohol (9) to form a halogenoazine carboxylic acid ester (10), and the (10) is reacted with water-containing hydrazine to obtain a hydrazide (11). (11) is converted to an acyl chloride (12) or a carboxylic anhydride (1).
1,2-diacylhydrazides (8) by reacting with 3)
And (8) is reacted with a dehydrating agent such as sulfuric acid, phosphorus pentachloride, phosphorus oxychloride or polyphosphoric acid to obtain halogeno (1,3,
4-oxadiazol-2-yl) azines (2b) are obtained.

【００３３】工程Ｄ：１，２−ジアシルヒドラジド類
（８）を、五硫化二燐あるいはローソン（Ｌａｗｅｓｓ
ｏｎ）試薬と反応させてハロゲノ（１，３，４−チアジ
アゾール−２−イル）アジン類（２ｃ）を得る。 工程Ｅ：ハロゲノアジンカルボニトリル類（１４）にヒ
ドロキシルアミンを反応させてアミドオキシム類（１
５）とした後、無水カルボン酸類（１６）と反応させハ
ロゲノ（１，２，４−オキサジアゾール−３−イル）ア
ジン類（２ｄ）を得る。Step D: 1,2-diacylhydrazide (8) is converted to diphosphorus pentasulfide or Lawesson
on) Reaction with a reagent to obtain halogeno (1,3,4-thiadiazol-2-yl) azines (2c). Step E: Reaction of halogenoazine carbonitrile (14) with hydroxylamine to give amide oxime (1)
After 5), it is reacted with carboxylic anhydrides (16) to obtain halogeno (1,2,4-oxadiazol-3-yl) azines (2d).

【００３４】工程Ｆ：ハロゲノアジンカルボニトリル類
（１４）にアジ化ナトリウムを反応させてテトラゾリル
アジン類（２ｅ）とした後、沃化メチル等でメチル化し
Ｎ−メチルテトラゾリルアジン類（２ｆ）および（２
ｇ）を得る。 工程Ｇ：ジハロゲノアジン類（１７）とピラゾール類
（１８）を反応させて、ハロゲノ（ピラゾール−１−イ
ル）アジン類（２ｈ）および（２ｉ）を得る。Step F: The halogenoazine carbonitrile (14) is reacted with sodium azide to form a tetrazolylazine (2e), which is then methylated with methyl iodide or the like to give an N-methyltetrazolylazine (14). 2f) and (2)
g). Step G: Reacting dihalogenoazines (17) with pyrazoles (18) to obtain halogeno (pyrazol-1-yl) azines (2h) and (2i).

【００３５】工程Ｈ：ハロゲノアジンカルボン酸アミド
（１９）とＮ，Ｎ−ジメチルホルムアミドアセタールを
反応させてホルムアミジン類（２０）とする。（２０）
をヒドラジン類（２１）と反応させて、ハロゲノ（１，
２，４−トリアゾール−５−イル）アジン類（２ｊ）あ
るいはハロゲノ（１，２，４−トリアゾール−３−イ
ル）アジン類（２ｋ）を得る。 〔反応式３〕Step H: The halogenoazine carboxylic amide (19) is reacted with N, N-dimethylformamide acetal to form formamidines (20). (20)
Is reacted with hydrazines (21) to obtain halogeno (1,
2,4-Triazol-5-yl) azines (2j) or halogeno (1,2,4-triazol-3-yl) azines (2k) are obtained. [Reaction formula 3]

【００３６】[0036]

【化２０】 Embedded image

【００３７】[0037]

【化２１】 Embedded image

【００３８】[0038]

【化２２】 Embedded image

【００３９】[0039]

【化２３】 Embedded image

【００４０】〔式中、ｎ、Ｑａ、Ｑｂ、Ｘ、ｑ21、
ｑ22、ｑ23、ｑ24、ｑ25、ｑ26およびｑ27は前記と同様
の意味を表す。〕 工程Ｉ：アジンカルボン酸クロリド類（２２）とアミド
オキシム類（５）を反応させてアジンカルボン酸エステ
ル類（２３）とする。（２３）を加熱あるいは硫酸、五
塩化燐、オキシ塩化燐あるいはポリ燐酸等の脱水剤と反
応させて本発明化合物の一部である（１，２，４−オキ
サジアゾール−５−イル）アジン類（３ａ）を得る。[Wherein n, Qa, Qb, X, q 21 ,
q 22, q 23, q 24 , q 25, q 26 and q 27 are the same meaning as defined above. Step I: An azine carboxylic acid ester (23) is obtained by reacting an azine carboxylic acid chloride (22) with an amide oxime (5). (23) is heated or reacted with a dehydrating agent such as sulfuric acid, phosphorus pentachloride, phosphorus oxychloride or polyphosphoric acid to form (1,2,4-oxadiazol-5-yl) azine which is a part of the compound of the present invention. Class (3a) is obtained.

【００４１】工程Ｊ：アジンカルボン酸クロリド類（２
２）とアシルヒドラジド類（７）を反応させて１，２−
ジアシルヒドラジド類（２４）とする。（２４）を硫
酸、五塩化燐、オキシ塩化燐あるいはポリ燐酸等の脱水
剤と反応させて本発明化合物の一部である（１，３，４
−オキサジアゾール−２−イル）アジン類（３ｂ）を得
る。Step J: Azine carboxylic acid chlorides (2
2) is reacted with an acylhydrazide (7) to give 1,2-
Diacyl hydrazides (24). (24) is reacted with a dehydrating agent such as sulfuric acid, phosphorus pentachloride, phosphorus oxychloride or polyphosphoric acid to form a part of the compound of the present invention (1,3,4)
-Oxadiazol-2-yl) azines (3b) are obtained.

【００４２】工程Ｋ：アジンカルボン酸クロリド（２
２）とアルコール類（９）を反応させてアジンカルボン
酸エステル類（２５）とし、（２５）を包水ヒドラジン
と反応させヒドラジド類（２６）を得る。（２６）をア
シルクロリド類（１２）あるいは無水カルボン酸類（１
３）と反応させて１，２−ジアシルヒドラジド類（２
４）とする。（２４）を硫酸、五塩化燐、オキシ塩化燐
あるいはポリ燐酸等の脱水剤と反応させて本発明化合物
の一部である（１，３，４−オキサジアゾール−２−イ
ル）アジン類（３ｂ）を得る。Step K: Azine carboxylic acid chloride (2
2) is reacted with alcohols (9) to form azine carboxylic esters (25), and (25) is reacted with hydrous hydrazine to obtain hydrazides (26). (26) is converted to an acyl chloride (12) or a carboxylic anhydride (1).
3) to react with 1,2-diacylhydrazides (2
4). (24) is reacted with a dehydrating agent such as sulfuric acid, phosphorus pentachloride, phosphorus oxychloride, or polyphosphoric acid to form (1,3,4-oxadiazol-2-yl) azines (1) Obtain 3b).

【００４３】工程Ｌ：１，２−ジアシルヒドラジド類
（２４）を、五硫化二燐あるいはＬａｗｅｓｓｏｎ試薬
と反応させて本発明化合物の一部である（１，３，４−
チアジアゾール−２−イル）アジン類（３ｃ）を得る。 工程Ｍ：アジンカルボニトリル類（２７）にヒドロキシ
ルアミンを反応させてアミドオキシム類（２８）とした
後、無水カルボン酸類（１６）と反応させ本発明化合物
の一部である（１，２，４−オキサジアゾール−３−イ
ル）アジン類（３ｄ）を得る。Step L: 1,2-diacylhydrazides (24) are reacted with diphosphorus pentasulfide or Lawesson's reagent to form a part of the compound of the present invention (1,3,4-
(Thiadiazol-2-yl) azines (3c) are obtained. Step M: Azincarbonitrile (27) is reacted with hydroxylamine to give amide oximes (28), and then reacted with carboxylic anhydrides (16) to form a part of the compound of the present invention (1,2,4). -Oxadiazol-3-yl) azines (3d) are obtained.

【００４４】工程Ｎ：アジンカルボニトリル類（２７）
にアジ化ナトリウムを反応させて本発明化合物の一部で
あるテトラゾリルアジン類（３ｅ）を得る。さらに（３
ｅ）を沃化メチル等でメチル化し、本発明化合物の一部
であるＮ−メチルテトラゾリルアジン類（３ｆ）および
（３ｇ）を得る。 工程Ｏ：ハロゲノアジン類（２９）とピラゾール類（１
８）を反応させて、本発明化合物の一部である（ピラゾ
ール−１−イル）アジン類（３ｈ）および（３ｉ）を得
る。Step N: Azine carbonitrile (27)
Is reacted with sodium azide to obtain tetrazolylazines (3e) which are a part of the compound of the present invention. Furthermore, (3
e) is methylated with methyl iodide or the like to obtain N-methyltetrazolylazines (3f) and (3g) which are a part of the compound of the present invention. Step O: halogenoazines (29) and pyrazoles (1
8) is reacted to obtain (pyrazol-1-yl) azines (3h) and (3i) which are a part of the compound of the present invention.

【００４５】工程Ｐ：アジンカルボン酸アミド（３０）
とＮ，Ｎ−ジメチルホルムアミドアセタールを反応させ
てホルムアミジン類（３１）とする。（３１）をヒドラ
ジン類（２１）と反応させて、本発明化合物の一部であ
る（１，２，４−トリアゾール−５−イル）アジン類
（３ｊ）あるいは（１，２，４−トリアゾール−３−イ
ル）アジン類（３ｋ）を得る。Step P: Azincarboxylic acid amide (30)
And N, N-dimethylformamide acetal are reacted to form formamidines (31). (31) is reacted with hydrazines (21) to give (1,2,4-triazol-5-yl) azines (3j) or (1,2,4-triazole-) as a part of the compound of the present invention. 3-yl) azines (3k) are obtained.

【００４６】以下に本発明化合物の合成例を実施例とし
て具体的に述べるが、本発明はこれらに限定されるもの
ではない。The synthesis examples of the compound of the present invention are specifically described below as examples, but the present invention is not limited to these examples.

【００４７】[0047]

【実施例】【Example】

〔実施例１〕 （１）６−メチル−２−（３−トリフルオロメチルフェ
ノキシ）ピリミジン−４−カルボニルヒドラジンの合成Example 1 (1) Synthesis of 6-methyl-2- (3-trifluoromethylphenoxy) pyrimidine-4-carbonylhydrazine

【００４８】[0048]

【化２４】 Embedded image

【００４９】エタノール（１０ｍｌ）に６−メチル−２
−（３−トリフルオロメチルフェノキシ）ピリミジン−
４−カルボン酸メチル１．５ｇ（４．８ｍｍｏｌ）を溶
かし、そこに包水ヒドラジン１．２ｇ（２４ｍｍｏｌ）
の水（１０ｍｌ）溶液を加え、１時間加熱還流した。室
温まで冷却し、エタノールを減圧下留去した後、析出し
た固体を濾取、ジイソプロピルエーテルにて洗浄、乾燥
させて目的物１．５ｇを得た。融点１１７〜１１９℃。6-Methyl-2 in ethanol (10 ml)
-(3-trifluoromethylphenoxy) pyrimidine-
1.5 g (4.8 mmol) of methyl 4-carboxylate was dissolved, and 1.2 g (24 mmol) of water-containing hydrazine was dissolved therein.
Of water (10 ml) was added, and the mixture was heated under reflux for 1 hour. After cooling to room temperature and distilling off ethanol under reduced pressure, the precipitated solid was collected by filtration, washed with diisopropyl ether and dried to obtain 1.5 g of the desired product. 117-119 ° C.

【００５０】（２）Ｎ’−（６−メチル−２−（３−ト
リフルオロメチルフェノキシ）ピリミジン−４−カルボ
ニル）ペンタフルオロプロピオノヒドラジドの合成(2) Synthesis of N '-(6-methyl-2- (3-trifluoromethylphenoxy) pyrimidine-4-carbonyl) pentafluoropropionohydrazide

【００５１】[0051]

【化２５】 Embedded image

【００５２】ＴＨＦ（２０ｍｌ）に６−メチル−２−
（３−トリフルオロメチルフェノキシ）ピリミジン−４
−カルボニルヒドラジン１．２ｇ（３．８ｍｍｏｌ）を
溶かし、無水ペンタフルオロプロピオン酸１．７ｇ
（５．５ｍｍｏｌ）を加えた。室温にて４５分間撹拌
後、炭酸水素ナトリウム飽和水溶液（３０ｍｌ）と酢酸
エチル（５０ｍｌ）を加え抽出操作を行った。得られた
有機層を塩化ナトリウム飽和水溶液にて洗浄後、無水硫
酸マグネシウムにて乾燥、溶媒留去して目的物１．８ｇ
を得た。ガラス状固体。6-methyl-2-in THF (20 ml)
(3-trifluoromethylphenoxy) pyrimidine-4
Dissolve 1.2 g (3.8 mmol) of carbonylhydrazine and 1.7 g of pentafluoropropionic anhydride
(5.5 mmol) was added. After stirring at room temperature for 45 minutes, a saturated aqueous solution of sodium hydrogen carbonate (30 ml) and ethyl acetate (50 ml) were added to perform extraction. The obtained organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and the solvent was distilled off to obtain 1.8 g of the desired product.
I got Glassy solid.

【００５３】（３）４−（５−ペンタフルオロエチル−
１，３，４−オキサジアゾール−２−イル）−２−（３
−トリフルオロメチルフェノキシ）−６−メチルピリミ
ジンの合成(3) 4- (5-pentafluoroethyl-
1,3,4-oxadiazol-2-yl) -2- (3
Synthesis of (-trifluoromethylphenoxy) -6-methylpyrimidine

【００５４】[0054]

【化２６】 Embedded image

【００５５】トルエン（２０ｍｌ）にＮ’−（６−メチ
ル−２−（３−トリフルオロメチルフェノキシ）ピリミ
ジン−４−カルボニル）ペンタフルオロプロピオノヒド
ラジド１．７ｇ（３．８ｍｍｏｌ）を溶かし、オキシ塩
化燐０．８６ｇ（５．６ｍｍｏｌ）加え、２４時間加熱
環流した。室温まで冷却し、溶媒を減圧下留去した後、
炭酸水素ナトリウム飽和水溶液（３０ｍｌ）と酢酸エチ
ル（５０ｍｌ）を加え抽出操作を行った。得られた有機
層を塩化ナトリウム飽和水溶液にて洗浄後、無水硫酸マ
グネシウムにて乾燥、溶媒留去して得られた油状物をシ
リカゲルカラムクロトグラフィー（溶離液：クロロホル
ム）にて精製し目的物０．５５ｇを得た。油状物質。 〔実施例２〕 （１）２−（３−トリフルオロメチルフェノキシ）ピリ
ジン−３−カルボニルヒドラジンの合成In toluene (20 ml), 1.7 g (3.8 mmol) of N '-(6-methyl-2- (3-trifluoromethylphenoxy) pyrimidine-4-carbonyl) pentafluoropropionohydrazide was dissolved. 0.86 g (5.6 mmol) of phosphorus was added, and the mixture was heated under reflux for 24 hours. After cooling to room temperature and evaporating the solvent under reduced pressure,
An extraction operation was performed by adding a saturated aqueous solution of sodium hydrogen carbonate (30 ml) and ethyl acetate (50 ml). The obtained organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and the solvent was distilled off. The resulting oil was purified by silica gel column chromatography (eluent: chloroform) to give the target compound 0. .55 g were obtained. Oily substance. Example 2 (1) Synthesis of 2- (3-trifluoromethylphenoxy) pyridine-3-carbonylhydrazine

【００５６】[0056]

【化２７】 Embedded image

【００５７】エタノール（１０ｍｌ）に２−（３−トリ
フルオロメチルフェノキシ）ピリジン−３−カルボン酸
エチル２．０ｇ（６．４ｍｍｏｌ）を溶かし、そこに包
水ヒドラジン１．６ｇ（２４ｍｍｏｌ）の水（２０ｍ
ｌ）溶液を加え、５時間加熱還流した。室温まで冷却
し、エタノールを減圧下留去した後、析出した固体を濾
取、ジイソプロピルエーテルにて洗浄、乾燥させて目的
物１．５ｇを得た。融点１３７〜１３８℃。In ethanol (10 ml), 2.0 g (6.4 mmol) of ethyl 2- (3-trifluoromethylphenoxy) pyridine-3-carboxylate was dissolved, and 1.6 g (24 mmol) of water-containing hydrazine was added to water ( 20m
l) The solution was added and the mixture was heated under reflux for 5 hours. After cooling to room temperature and distilling off ethanol under reduced pressure, the precipitated solid was collected by filtration, washed with diisopropyl ether and dried to obtain 1.5 g of the desired product. 137-138 ° C.

【００５８】（２）Ｎ’−（２−（３−トリフルオロメ
チルフェノキシ）ピリジン−３−カルボニル）ペンタフ
ルオロプロピオノヒドラジドの合成(2) Synthesis of N '-(2- (3-trifluoromethylphenoxy) pyridine-3-carbonyl) pentafluoropropionohydrazide

【００５９】[0059]

【化２８】 Embedded image

【００６０】ＴＨＦ（２０ｍｌ）に２−（３−トリフル
オロメチルフェノキシ）ピリジン−３−カルボニルヒド
ラジン１．０ｇ（３．４ｍｍｏｌ）を溶かし、無水ペン
タフルオロプロピオン酸１．０ｇ（３．４ｍｍｏｌ）を
加えた。室温にて３０分間撹拌後、炭酸水素ナトリウム
飽和水溶液（３０ｍｌ）と酢酸エチル（５０ｍｌ）を加
え抽出操作を行った。得られた有機層を塩化ナトリウム
飽和水溶液にて洗浄後、無水硫酸マグネシウムにて乾
燥、溶媒留去して目的物１．７ｇを得た。融点１１８〜
１２３℃。1.0 g (3.4 mmol) of 2- (3-trifluoromethylphenoxy) pyridine-3-carbonylhydrazine was dissolved in THF (20 ml), and 1.0 g (3.4 mmol) of pentafluoropropionic anhydride was added. Was. After stirring at room temperature for 30 minutes, a saturated aqueous solution of sodium hydrogen carbonate (30 ml) and ethyl acetate (50 ml) were added to perform extraction. The obtained organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and the solvent was distilled off to obtain 1.7 g of the desired product. Melting point 118-
123 ° C.

【００６１】（３）３−（５−ペンタフルオロエチル−
１，３，４−オキサジアゾール−２−イル）−２−（３
−トリフルオロメチルフェノキシ）ピリジンの合成(3) 3- (5-pentafluoroethyl-
1,3,4-oxadiazol-2-yl) -2- (3
Synthesis of (trifluoromethylphenoxy) pyridine

【００６２】[0062]

【化２９】 Embedded image

【００６３】トルエン（２０ｍｌ）にＮ’−（２−（３
−トリフルオロメチルフェノキシ）ピリジン−３−カル
ボニル）ペンタフルオロプロピオノヒドラジド１．５ｇ
（３．５ｍｍｏｌ）を溶かし、オキシ塩化燐０．７９ｇ
（５．２ｍｍｏｌ）加え、６時間加熱環流した。室温ま
で冷却し、溶媒を減圧下留去した後、炭酸水素ナトリウ
ム飽和水溶液（３０ｍｌ）と酢酸エチル（５０ｍｌ）を
加え抽出操作を行った。得られた有機層を塩化ナトリウ
ム飽和水溶液にて洗浄後、無水硫酸マグネシウムにて乾
燥、溶媒留去して得られた油状物をシリカゲルカラムク
ロトグラフィー（溶離液：クロロホルム）にて精製し目
的物０．８０ｇを得た。融点４８〜４９℃。 〔実施例３〕 （１）２−クロロ−６−（３−トリフルオロメチルピラ
ゾール−１−イル）ピリダジンの合成Toluene (20 ml) was added to N '-(2- (3
-Trifluoromethylphenoxy) pyridine-3-carbonyl) pentafluoropropionohydrazide 1.5 g
(3.5 mmol) and 0.79 g of phosphorus oxychloride
(5.2 mmol), and the mixture was heated under reflux for 6 hours. After cooling to room temperature and evaporating the solvent under reduced pressure, a saturated aqueous solution of sodium hydrogen carbonate (30 ml) and ethyl acetate (50 ml) were added to carry out an extraction operation. The obtained organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and the solvent was distilled off. .80 g were obtained. Melting point 48-49 [deg.] C. Example 3 (1) Synthesis of 2-chloro-6- (3-trifluoromethylpyrazol-1-yl) pyridazine

【００６４】[0064]

【化３０】 Embedded image

【００６５】ＤＭＦ（２０ｍｌ）にトリフルオロメチル
ピラゾール２．７ｇ（２０ｍｍｏｌ）、炭酸カリウム
２．８ｇおよび２，６−ジクロロピラジン３．０ｇ（２
０ｍｍｏｌ）を順次加え、室温にて４時間撹拌した。そ
の後、水（３０ｍｌ）と酢酸エチル（５０ｍｌ）を加え
抽出操作を行った。得られた有機層を１Ｎ塩酸、炭酸水
素ナトリウム飽和水溶液、塩化ナトリウム飽和水溶液に
て洗浄後、無水硫酸マグネシウムにて乾燥、溶媒留去し
て得られた油状物をシリカゲルカラムクロトグラフィー
（溶離液：ｎ−ヘキサン／酢酸エチル＝５０／１）にて
精製し目的物２．４ｇを得た。融点６５〜６７℃。 （２）２−（３−トリフルオロメチルフェノキシ）−６
−（３−トリフルオロメチルピラゾール−１−イル）ピ
リダジンの合成2.7 g (20 mmol) of trifluoromethylpyrazole, 2.8 g of potassium carbonate and 3.0 g of 2,6-dichloropyrazine (20 ml) were added to DMF (20 ml).
0 mmol), and the mixture was stirred at room temperature for 4 hours. Thereafter, water (30 ml) and ethyl acetate (50 ml) were added to perform an extraction operation. The obtained organic layer was washed with 1N hydrochloric acid, a saturated aqueous solution of sodium hydrogen carbonate, and a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and the solvent was distilled off. The resulting oil was purified by silica gel column chromatography (eluent: Purification with n-hexane / ethyl acetate = 50/1) gave 2.4 g of the desired product. 65-67 ° C. (2) 2- (3-trifluoromethylphenoxy) -6
Synthesis of-(3-trifluoromethylpyrazol-1-yl) pyridazine

【００６６】[0066]

【化３１】 Embedded image

【００６７】ＤＭＦ（１０ｍｌ）に３−トリフルオロメ
チルフェノール０．３９ｇ（２．４ｍｍｏｌ）、炭酸カ
リウム０．３３ｇおよび２−クロロ−６−（３−トリフ
ルオロメチルピラゾール−１−イル）ピリダジン０．６
０ｇ（２．４ｍｍｏｌ）を順次加え、室温にて４８時間
撹拌した。その後、水（３０ｍｌ）と酢酸エチル（５０
ｍｌ）を加え抽出操作を行った。得られた有機層を水、
塩化ナトリウム飽和水溶液にて洗浄後、無水硫酸マグネ
シウムにて乾燥、溶媒留去して得られた油状物をシリカ
ゲルカラムクロトグラフィー（溶離液：ｎ−ヘキサン／
酢酸エチル＝５０／１）にて精製し目的物０．６７ｇを
得た。融点６８〜７０℃。In DMF (10 ml), 0.39 g (2.4 mmol) of 3-trifluoromethylphenol, 0.33 g of potassium carbonate and 0.2 g of 2-chloro-6- (3-trifluoromethylpyrazol-1-yl) pyridazine were added. 6
0 g (2.4 mmol) was sequentially added, and the mixture was stirred at room temperature for 48 hours. Then, water (30 ml) and ethyl acetate (50
ml) was added to perform an extraction operation. The obtained organic layer is water,
After washing with a saturated aqueous solution of sodium chloride, drying over anhydrous magnesium sulfate and distilling off the solvent, the resulting oil was subjected to silica gel column chromatography (eluent: n-hexane /
Purification by ethyl acetate = 50/1) gave 0.67 g of the desired product. Mp 68-70 ° C.

【００６８】前記実施例と同様の方法を用いることによ
り合成された化合物の構造式と物性値を、前記実施例と
ともに第１−１表および第１−２表に示す。但し、表中
の記号はそれぞれ以下の意味を示す。Tables 1-1 and 1-2 show the structural formulas and physical properties of the compounds synthesized by using the same method as in the above Examples. However, the symbols in the table have the following meanings.

【００６９】[0069]

【化３２】 Embedded image

【００７０】〔第１−１表〕[Table 1-1]

【００７１】[0071]

【化３３】 Embedded image

【００７２】[0072]

【表１】 ──────────────────────────────────── 化合物 No. R1 R2 R3 l m 物性値（融点、℃） ──────────────────────────────────── 1 Qa1 H Qb1 N CMe 油状物質 2 Qa2 H Qb2 N CMe 133-135 3 Qa2 H Qb1 N CMe 110-115 4 Qa2 H Qb3 N CMe 164-167 5 Qa1 H Qb1 CH CH 油状物質 6 H Qb1 Qa1 CH CH 48-49 7 H Qb4 Qa1 CH CH 133-136 8 Qa1 H Qb5 CH N 68-70 9 Qa1 H Qb5 N CH 油状物質 10 Qa1 H Qb5 N CMe 油状物質 11 Qa2 H Qb5 CH N 98-100 12 Qa2 H Qb5 N CH 120-124 13 Qa2 H Qb5 N CMe 73-77 14 Qa3 H Qb5 N CH 油状物質 15 Qa3 H Qb5 CH N 54-56 16 Qa3 H Qb5 N CMe 油状物質 ──────────────────────────────────── [Table 1] 化合物 Compound No. R 1 R 2 R 3 lm Physical properties (melting point, ° C) ──────────────────────────────────── 1 Qa 1 H Qb 1 N CMe oily substance 2 Qa 2 H Qb 2 N CMe 133-135 3 Qa 2 H Qb 1 N CMe 110-115 4 Qa 2 H Qb 3 N CMe 164-167 5 Qa 1 H Qb1 CH CH oily substance 6 H Qb 1 Qa 1 CH CH 48-49 7 H Qb 4 Qa 1 CH CH 133-136 8 Qa 1 H Qb 5 CH N 68-70 9 Qa 1 H Qb 5 N CH Oil 10 Qa 1 H Qb 5 N CMe Oil 11 Qa 2 H Qb 5 CH N 98-100 12 Qa 2 H Qb 5 N CH 120-124 13 Qa 2 H Qb 5 N CMe 73-77 14 Qa 3 H Qb 5 N CH Oil 15 Qa 3 H Qb 5 CH N 54 -56 16 Qa 3 H Qb 5 N CMe Oil ────────────────────────────────────

【００７３】[0073]

【表２】 〔第１−２表〕 ──────────────────────────────────── 化合物 No. NMRデータ［1H δ(ppm) / CDCl3］ ──────────────────────────────────── 1 2.62(s,3H), 7.30-7.65(m,4H), 7.88(s,1H). 5 7.34-7.77(m,4H), 8.02(d,6.6Hz,1H), 8.87(d,6.6Hz,1H). 9 6.69-6.76(m,1H), 7.35-7.66(m,4H), 7.74(d,4.8Hz,1H), 8.39-8.50(m,1H), 8.64(d,4.8Hz,1H). 10 2.58(s,3H), 6.65-7.75(m,1H), 7.46-7.58(m,4H), 7.61(s,1H), 8.24-8.43(m,1H). 14 6.67-6.77(m,1H), 7.22-7.73(m,4H), 7.71(d,6.6Hz,1H), 8.40-8.51(m,1H), 8.61(d,6.6Hz,1H). 16 2.55(s,3H), 6.60-6.70(m,1H), 7.22-7.85(m,5H), 8.26-8.39(m,1H). ────────────────────────────────────[Table 2] [Table 1-2] 化合物 Compound No. NMR data [ 1 H δ (ppm) / CDCl 3 ] ──────────────────────────────────── 1 2.62 (s, 3H), 7.30-7.65 (m, 4H), 7.88 (s, 1H) .5 7.34-7.77 (m, 4H), 8.02 (d, 6.6Hz, 1H), 8.87 (d, 6.6Hz, 1H). 9 6.69-6.76 (m, 1H), 7.35-7.66 (m, 4H), 7.74 (d, 4.8Hz, 1H), 8.39-8.50 (m, 1H), 8.64 (d, 4.8Hz, 1H) 10 2.58 (s, 3H), 6.65-7.75 (m, 1H), 7.46-7.58 (m, 4H), 7.61 (s, 1H), 8.24-8.43 (m, 1H) .14 6.67-6.77 (m, 1H), 7.22-7.73 (m, 4H), 7.71 (d, 6.6Hz, 1H), 8.40-8.51 (m, 1H), 8.61 (d, 6.6Hz, 1H) .16 2.55 (s, 3H), 6.60 -6.70 (m, 1H), 7.22-7.85 (m, 5H), 8.26-8.39 (m, 1H). ────────────

【００７４】次に、本発明に含まれる化合物の例を、前
記実施例で合成した化合物を含め以下の第２表〜第６表
に示すが本発明化合物はこれらに限定されるものではな
い。但し、表中の記号それぞれ以下の意味を示す。 Ｍｅ：メチル基、Ｅｔ：エチル基、Ｐｒ−ｎ：ノルマル
プロピル基、Ｐｒ−ｉｓｏ：イソプロピル基、Ｂｕ−
ｎ：ノルマルブチル基、Ｂｕ−ｉｓｏ：イソブチル基、
Ｂｕ−ｓｅｃ：セカンダリ−ブチル基、Ｂｕ−ｔｅｒ
ｔ：ターシャリーブチル基、Ｐｅｎ−ｎ：ノルマルペン
チル基、Ｈｅｘ−ｎ：ノルマルヘキシル基、Ｐｒ−ｃｙ
ｃ：シクロプロピル基、Ｂｕ−ｃｙｃ：シクロブチル
基、Ｐｅｎ−ｃｙｃ：シクロペンチル基、Ｈｅｘ−ｃｙ
ｃ：シクロヘキシル基、Ｐｈ：フェニル基、Ｐｙ：ピリ
ジル基、Ｅｐｏ：エポキシ基、Ｐｙｒａ（３）：ピラゾ
ール−３−イル基、Ｐｙｒａ（５）：ピラゾール−５−
イル基。Next, examples of the compounds included in the present invention are shown in the following Tables 2 to 6, including the compounds synthesized in the above Examples, but the compounds of the present invention are not limited thereto. However, the symbols in the table have the following meanings. Me: methyl group, Et: ethyl group, Pr-n: normal propyl group, Pr-iso: isopropyl group, Bu-
n: normal butyl group, Bu-iso: isobutyl group,
Bu-sec: secondary-butyl group, Bu-ter
t: tert-butyl group, Pen-n: normal pentyl group, Hex-n: normal hexyl group, Pr-cy
c: cyclopropyl group, Bu-cyc: cyclobutyl group, Pen-cyc: cyclopentyl group, Hex-cy
c: cyclohexyl group, Ph: phenyl group, Py: pyridyl group, Epo: epoxy group, Pyra (3): pyrazol-3-yl group, Pyra (5): pyrazole-5
Il group.

【００７５】〔第２表〕[Table 2]

【００７６】[0076]

【化３４】 Embedded image

【００７７】[0077]

【表３】 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 2-CF3-Ph N CH CH CF3 3-CF3-Ph N CH CH CF3 4-CF3-Ph N CH CH CF3 2-Me-Ph N CH CH CF3 3-Me-Ph N CH CH CF3 4-Me-Ph N CH CH CF3 2-Et-Ph N CH CH CF3 3-Et-Ph N CH CH CF3 4-Et-Ph N CH CH CF3 2-MeO-Ph N CH CH CF3 3-MeO-Ph N CH CH CF3 4-MeO-Ph N CH CH CF3 2-CN-Ph N CH CH CF3 3-CN-Ph N CH CH CF3 4-CN-Ph N CH CH CF3 2-NO2-Ph N CH CH CF3 3-NO2-Ph N CH CH CF3 4-NO2-Ph N CH CH CF3 2-F-Ph N CH CH CF3 3-F-Ph N CH CH CF3 4-F-Ph N CH CH CF3 2-Cl-Ph N CH CH CF3 3-Cl-Ph N CH CH CF3 ────────────────────────────────────[Table 3] ──────────────────────────────────── Qa l 1 l 2 l 3 q ── ────────────────────────────────── 2-CF 3 -Ph N CH CH CF 3 3-CF 3- Ph N CH CH CF 3 4-CF 3 -Ph N CH CH CF 3 2-Me-Ph N CH CH CF 3 3-Me-Ph N CH CH CF 3 4-Me-Ph N CH CH CF 3 2-Et -Ph N CH CH CF 3 3-Et-Ph N CH CH CF 3 4-Et-Ph N CH CH CF 3 2-MeO-Ph N CH CH CF 3 3-MeO-Ph N CH CH CF 3 4-MeO -Ph N CH CH CF 3 2-CN-Ph N CH CH CF 3 3-CN-Ph N CH CH CF 3 4-CN-Ph N CH CH CF 3 2-NO 2 -Ph N CH CH CF 3 3- NO 2 -Ph N CH CH CF 3 4-NO 2 -Ph N CH CH CF 3 2-F-Ph N CH CH CF 3 3-F-Ph N CH CH CF 3 4-F-Ph N CH CH CF 3 2-Cl-Ph N CH CH CF 3 3-Cl-Ph N CH CH CF 3 ────────────────────────────── ──────

【００７８】[0078]

【表４】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 4-Cl-Ph N CH CH CF3 2-Br-Ph N CH CH CF3 3-Br-Ph N CH CH CF3 4-Br-Ph N CH CH CF3 2-I-Ph N CH CH CF3 3-I-Ph N CH CH CF3 4-I-Ph N CH CH CF3 2-CF3-Ph N CH CH CF2CF3 3-CF3-Ph N CH CH CF2CF3 4-CF3-Ph N CH CH CF2CF3 2-Me-Ph N CH CH CF2CF3 3-Me-Ph N CH CH CF2CF3 4-Me-Ph N CH CH CF2CF3 2-Et-Ph N CH CH CF2CF3 3-Et-Ph N CH CH CF2CF3 4-Et-Ph N CH CH CF2CF3 2-CN-Ph N CH CH CF2CF3 3-CN-Ph N CH CH CF2CF3 4-CN-Ph N CH CH CF2CF3 2-F-Ph N CH CH CF2CF3 3-F-Ph N CH CH CF2CF3 4-F-Ph N CH CH CF2CF3 ────────────────────────────────────[Table 4] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 4-Cl-Ph N CH CH CF 3 2-Br-Ph N CH CH CF 3 3-Br-Ph N CH CH CF 3 4-Br-Ph N CH CH CF 3 2-I-Ph N CH CH CF 3 3-I-Ph N CH CH CF 3 4-I-Ph N CH CH CF 3 2-CF 3 -Ph N CH CH CF 2 CF 3 3-CF 3 -Ph N CH CH CF 2 CF 3 4-CF 3 -Ph N CH CH CF 2 CF 3 2 -Me-Ph N CH CH CF 2 CF 3 3-Me-Ph N CH CH CF 2 CF 3 4-Me-Ph N CH CH CF 2 CF 3 2-Et-Ph N CH CH CF 2 CF 3 3-Et -Ph N CH CH CF 2 CF 3 4-Et-Ph N CH CH CF 2 CF 3 2-CN-Ph N CH CH CF 2 CF 3 3-CN-Ph N CH CH CF 2 CF 3 4-CN-Ph N CH CH CF 2 CF 3 2-F-Ph N CH CH CF 2 CF 3 3-F-Ph N CH CH CF 2 CF 3 4-F-Ph N CH CH CF 2 CF 3 ─────── ─────────────────────────────

【００７９】[0079]

【表５】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 2-Cl-Ph N CH CH CF2CF3 3-Cl-Ph N CH CH CF2CF3 4-Cl-Ph N CH CH CF2CF3 2-Br-Ph N CH CH CF2CF3 3-Br-Ph N CH CH CF2CF3 4-Br-Ph N CH CH CF2CF3 2-CF3-Ph N CH CH H 3-CF3-Ph N CH CH H 4-CF3-Ph N CH CH H 2-Me-Ph N CH CH H 3-Me-Ph N CH CH H 4-Me-Ph N CH CH H 2-Et-Ph N CH CH H 3-Et-Ph N CH CH H 4-Et-Ph N CH CH H 2-CN-Ph N CH CH H 3-CN-Ph N CH CH H 4-CN-Ph N CH CH H 2-F-Ph N CH CH H 3-F-Ph N CH CH H 4-F-Ph N CH CH H 2-Cl-Ph N CH CH H ────────────────────────────────────[Table 5] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 2-Cl-Ph N CH CH CF 2 CF 3 3-Cl-Ph N CH CH CF 2 CF 3 4-Cl-Ph N CH CH CF 2 CF 3 2-Br-Ph N CH CH CF 2 CF 3 3-Br-Ph N CH CH CF 2 CF 3 4-Br-Ph N CH CH CF 2 CF 3 2-CF 3 -Ph N CH CH H 3-CF 3 -Ph N CH CH H 4-CF 3 -Ph N CH CH H 2-Me-Ph N CH CH H 3-Me-Ph N CH CH H 4-Me-Ph N CH CH H 2-Et-Ph N CH CH H 3-Et-Ph N CH CH H 4-Et-Ph N CH CH H 2-CN- Ph N CH CH H 3-CN-Ph N CH CH H 4-CN-Ph N CH CH H 2-F-Ph N CH CH H 3-F-Ph N CH CH H 4-F-Ph N CH CH H 2-Cl-Ph N CH CH H ────────────────────────────────────

【００８０】[0080]

【表６】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-Cl-Ph N CH CH H 4-Cl-Ph N CH CH H 2-CF3-Ph N CH CH Me 3-CF3-Ph N CH CH Me 4-CF3-Ph N CH CH Me 2-Me-Ph N CH CH Me 3-Me-Ph N CH CH Me 4-Me-Ph N CH CH Me 2-Et-Ph N CH CH Me 3-Et-Ph N CH CH Me 4-Et-Ph N CH CH Me 2-CN-Ph N CH CH Me 3-CN-Ph N CH CH Me 4-CN-Ph N CH CH Me 2-F-Ph N CH CH Me 3-F-Ph N CH CH Me 4-F-Ph N CH CH Me 2-Cl-Ph N CH CH Me 3-Cl-Ph N CH CH Me 4-Cl-Ph N CH CH Me 2-CF3-Ph N CH CH Et 3-CF3-Ph N CH CH Et ────────────────────────────────────[Table 6] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-Cl-Ph N CH CH H 4 -Cl-Ph N CH CH H 2-CF 3 -Ph N CH CH Me 3-CF 3 -Ph N CH CH Me 4-CF 3 -Ph N CH CH Me 2-Me-Ph N CH CH Me 3-Me -Ph N CH CH Me 4-Me-Ph N CH CH Me 2-Et-Ph N CH CH Me 3-Et-Ph N CH CH Me 4-Et-Ph N CH CH Me 2-CN-Ph N CH CH Me 3-CN-Ph N CH CH Me 4-CN-Ph N CH CH Me 2-F-Ph N CH CH Me Me 3-F-Ph N CH CH Me 4-F-Ph N CH CH Me 2-Cl- Ph N CH CH Me 3-Cl-Ph N CH CH Me 4-Cl-Ph N CH CH Me 2-CF 3 -Ph N CH CH Et 3-CF 3 -Ph N CH CH Et ─────── ─────────────────────────────

【００８１】[0081]

【表７】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 4-CF3-Ph N CH CH Et 2-Me-Ph N CH CH Et 3-Me-Ph N CH CH Et 4-Me-Ph N CH CH Et 2-Et-Ph N CH CH Et 3-Et-Ph N CH CH Et 4-Et-Ph N CH CH Et 2-CN-Ph N CH CH Et 3-CN-Ph N CH CH Et 4-CN-Ph N CH CH Et 2-F-Ph N CH CH Et 3-F-Ph N CH CH Et 4-F-Ph N CH CH Et 2-Cl-Ph N CH CH Et 3-Cl-Ph N CH CH Et 4-Cl-Ph N CH CH Et 2-CF3-Ph N CH CH Pr-iso 3-CF3-Ph N CH CH Pr-iso 4-CF3-Ph N CH CH Pr-iso 2-CF3-Ph N CH CH Pr-n 3-CF3-Ph N CH CH Pr-n 4-CF3-Ph N CH CH Pr-n ────────────────────────────────────[Table 7] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 4-CF 3 -Ph N CH CH Et 2-Me-Ph N CH CH Et 3-Me-Ph N CH CH Et 4-Me-Ph N CH CH Et 2-Et-Ph N CH CH Et 3-Et-Ph N CH CH Et 4-Et-Ph N CH CH Et 2-CN-Ph N CH CH Et 3-CN-Ph N CH CH Et 4-CN-Ph N CH CH Et 2-F-Ph N CH CH Et 3-F-Ph N CH CH Et 4 -F-Ph N CH CH Et 2-Cl-Ph N CH CH Et 3-Cl-Ph N CH CH Et 4-Cl-Ph N CH CH Et 2-CF 3 -Ph N CH CH Pr-iso 3-CF 3 -Ph N CH CH Pr-iso 4-CF 3 -Ph N CH CH Pr-iso 2-CF 3 -Ph N CH CH Pr-n 3-CF 3 -Ph N CH CH Pr-n 4-CF 3- Ph N CH CH Pr-n ────────────────────────────────────

【００８２】[0082]

【表８】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N CH CH Bu-n 3-CF3-Ph N CH CH Bu-iso 3-CF3-Ph N CH CH Bu-sec 3-CF3-Ph N CH CH Bu-tert 3-CF3-Ph N CH CH Pr-n 3-CF3-Ph N CH CH Pen-n 3-CF3-Ph N CH CH Hex-n 3-CF3-Ph N CH CH Pr-cyc 3-CF3-Ph N CH CH Bu-cyc 3-CF3-Ph N CH CH Pen-cyc 3-CF3-Ph N CH CH Hex-cyc 3-CF3-Ph N CH CH CH2F 3-CF3-Ph N CH CH CH2Cl 3-CF3-Ph N CH CH CH2Br 3-CF3-Ph N CH CH CH2I 3-CF3-Ph N CH CH CHF2 3-CF3-Ph N CH CH CHCl2 3-CF3-Ph N CH CH CHBr2 3-CF3-Ph N CH CH CCl3 3-CF3-Ph N CH CH CBr3 3-CF3-Ph N CH CH CClF2 3-CF3-Ph N CH CH CH2CF3 ────────────────────────────────────[Table 8] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N CH CH Bu -n 3-CF 3 -Ph N CH CH Bu-iso 3-CF 3 -Ph N CH CH Bu-sec 3-CF 3 -Ph N CH CH Bu-tert 3-CF 3 -Ph N CH CH Pr-n 3-CF 3 -Ph N CH CH Pen-n 3-CF 3 -Ph N CH CH Hex-n 3-CF 3 -Ph N CH CH Pr-cyc 3-CF 3 -Ph N CH CH Bu-cyc 3- CF 3 -Ph N CH CH Pen-cyc 3-CF 3 -Ph N CH CH Hex-cyc 3-CF 3 -Ph N CH CH CH 2 F 3-CF 3 -Ph N CH CH CH 2 Cl 3-CF 3 -Ph N CH CH CH 2 Br 3 -CF 3 -Ph N CH CH CH 2 I 3-CF 3 -Ph N CH CH CHF 2 3-CF 3 -Ph N CH CH CHCl 2 3-CF 3 -Ph N CH CH CHBr 2 3-CF 3 -Ph N CH CH CCl 3 3-CF 3 -Ph N CH CH CBr 3 3-CF 3 -Ph N CH CH CClF 2 3-CF 3 -Ph N CH CH CH 2 CF 3 ─ ───────────────────────────────────

【００８３】[0083]

【表９】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N CH CH CH2CH2Cl 3-CF3-Ph N CH CH CH2CHCl2 3-CF3-Ph N CH CH CH2CCl3 3-CF3-Ph N CH CH CH2CH2Br 3-CF3-Ph N CH CH CH2CHBr2 3-CF3-Ph N CH CH CH2CH2I 3-CF3-Ph N CH CH CH2CH2CF3 3-CF3-Ph N CH CH CH2CF2CF3 3-CF3-Ph N CH CH CF2CF2CF3 3-CF3-Ph N CH CH CH2CH2CH2CF3 3-CF3-Ph N CH CH CH2CH2CF2CF3 3-CF3-Ph N CH CH CH2CF2CF2CF3 3-CF3-Ph N CH CH CH2CH2CH2Cl 3-CF3-Ph N CH CH CH2CH2CH2CH2Cl 3-CF3-Ph N CH CH OMe 3-CF3-Ph N CH CH OEt 3-CF3-Ph N CH CH OPr-n 3-CF3-Ph N CH CH OPr-iso 3-CF3-Ph N CH CH OBu-n 3-CF3-Ph N CH CH OBu-is 3-CF3-Ph N CH CH OBu-tert 3-CF3-Ph N CH CH CN ────────────────────────────────────[Table 9] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N CH CH CH 2 CH 2 Cl 3-CF 3 -Ph N CH CH CH 2 CHCl 2 3-CF 3 -Ph N CH CH CH 2 CCl 3 3-CF 3 -Ph N CH CH CH 2 CH 2 Br 3-CF 3 -Ph N CH CH CH 2 CHBr 2 3-CF 3 -Ph N CH CH CH 2 CH 2 I 3-CF 3 -Ph N CH CH CH 2 CH 2 CF 3 3-CF 3 -Ph N CH CH CH 2 CF 2 CF 3 3-CF 3 -Ph N CH CH CF 2 CF 2 CF 3 3-CF 3 -Ph N CH CH CH 2 CH 2 CH 2 CF 3 3-CF 3 -Ph N CH CH CH 2 CH 2 CF 2 CF 3 3-CF 3 -Ph N CH CH CH 2 CF 2 CF 2 CF 3 3-CF 3 -Ph N CH CH CH 2 CH 2 CH 2 Cl 3-CF 3 -Ph N CH CH CH 2 CH 2 CH 2 CH 2 Cl 3-CF 3 -Ph N CH CH OMe 3-CF 3 -Ph N CH CH OEt 3-CF 3 -Ph N CH CH OPr-n 3-CF 3 -Ph N CH CH OPr-iso 3-CF 3- Ph N CH CH OBu-n 3-CF 3 -Ph N CH CH OBu-is 3-CF 3 -Ph N CH CH OBu-tert 3-CF 3 -Ph N CH CH CN ───────── ── ────────────────────────

【００８４】[0084]

【表１０】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N CH CH NO2 3-CF3-Ph N CH CH F 3-CF3-Ph N CH CH Cl 3-CF3-Ph N CH CH Br 3-CF3-Ph N CH CH I 1-Me-3-CF3-Pyra(5) N CH CH CF3 1-Me-3-CF3CF2-Pyra(5) N CH CH CF3 1-Me-3-CF3CF2CF2-Pyra(5) N CH CH CF3 1-Me-Pyra(5) N CH CH CF3 1-Me-3-Me-Pyra(5) N CH CH CF3 1-Me-3-Et-Pyra(5) N CH CH CF3 1-Me-3-Pr-n-Pyra(5) N CH CH CF3 1-Me-3-CH2F-Pyra(5) N CH CH CF3 1-Me-3-CHF2-Pyra(5) N CH CH CF3 1-Me-3-CO2Me-Pyra(5) N CH CH CF3 1-Me-3-CN-Pyra(5) N CH CH CF3 1-Me-3-NO2-Pyra(5) N CH CH CF3 1-Me-3-F-Pyra(5) N CH CH CF3 1-Me-3-Cl-Pyra(5) N CH CH CF3 1-Me-3-Br-Pyra(5) N CH CH CF3 1-Me-3-I-Pyra(5) N CH CH CF3 1-Me-3-CF3-4-Cl-Pyra(5) N CH CH CF3 ────────────────────────────────────[Table 10] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N CH CH NO 2 3-CF 3 -Ph N CH CH F 3-CF 3 -Ph N CH CH Cl 3-CF 3 -Ph N CH CH Br 3-CF 3 -Ph N CH CH I 1-Me-3-CF 3- Pyra (5) N CH CH CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) N CH CH CF 31 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N CH CH CF 3 1-Me-Pyra (5 ) N CH CH CF 3 1-Me-3-Me-Pyra (5) N CH CH CF 3 1-Me-3-Et-Pyra (5) N CH CH CF 3 1- Me-3-Pr-n-Pyra (5) N CH CH CF 31 -Me-3-CH 2 F-Pyra (5) N CH CH CF 31 -Me-3-CHF 2 -Pyra (5) N CH CH CF 31 -Me-3-CO 2 Me-Pyra (5) N CH CH CF 31 -Me-3-CN-Pyra (5) N CH CH CF 31 -Me-3-NO 2 -Pyra (5) N CH CH CF 31 -Me-3-F-Pyra (5) N CH CH CF 31 -Me-3-Cl-Pyra (5) N CH CH CF 31 1-Me-3-Br- Pyra (5) N CH CH CF 3 1-Me-3-I-Pyra (5) N CH CH CF 3 1-Me-3-CF 3 -4-Cl-Pyra (5) N CH CH CF 3 ── ───────── ────────────────────────

【００８５】[0085]

【表１１】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CF3-4-Br-Pyra(5) N CH CH CF3 1-Et-3-CF3-Pyra(5) N CH CH CF3 1-Et-3-CF3CF2-Pyra(5) N CH CH CF3 1-Et-3-CF3CF2CF2-Pyra(5) N CH CH CF3 1-Et-Pyra(5) N CH CH CF3 1-Et-3-Me-Pyra(5) N CH CH CF3 1-Et-3-Et-Pyra(5) N CH CH CF3 1-Et-3-Pr-n-Pyra(5) N CH CH CF3 1-Et-3-CH2F-Pyra(5) N CH CH CF3 1-Et-3-CHF2-Pyra(5) N CH CH CF3 1-Et-3-CO2Me-Pyra(5) N CH CH CF3 1-Et-3-CN-Pyra(5) N CH CH CF3 1-Et-3-NO2-Pyra(5) N CH CH CF3 1-Et-3-F-Pyra(5) N CH CH CF3 1-Et-3-Cl-Pyra(5) N CH CH CF3 1-Et-3-Br-Pyra(5) N CH CH CF3 1-Et-3-I-Pyra(5) N CH CH CF3 1-Et-3-CF3-4-Cl-Pyra(5) N CH CH CF3 1-Et-3-CF3-4-Br-Pyra(5) N CH CH CF3 1-Me-5-CF3-Pyra(3) N CH CH CF3 1-Me-5-CF3CF2-Pyra(3) N CH CH CF3 1-Me-5-CF3CF2CF2-Pyra(3) N CH CH CF3 ────────────────────────────────────[Table 11] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CF 3 -4 -Br-Pyra (5) N CH CH CF 3 1-Et-3-CF 3 -Pyra (5) N CH CH CF 31 -Et-3-CF 3 CF 2 -Pyra (5) N CH CH CF 3 1-Et-3-CF 3 CF 2 CF 2 -Pyra (5) N CH CH CF 3 1-Et-Pyra (5) N CH CH CF 3 1-Et-3-Me-Pyra (5) N CH CH CF 3 1-Et-3-Et-Pyra (5) N CH CH CF 3 1-Et-3-Pr-n-Pyra (5) N CH CH CF 3 1-Et-3-CH 2 F-Pyra ( 5) N CH CH CF 3 1-Et-3-CHF 2 -Pyra (5) N CH CH CF 3 1-Et-3-CO 2 Me-Pyra (5) N CH CH CF 3 1-Et-3- CN-Pyra (5) N CH CH CF 3 1-Et-3-NO 2 -Pyra (5) N CH CH CF 3 1-Et-3-F-Pyra (5) N CH CH CF 31 1-Et- 3-Cl-Pyra (5) N CH CH CF 31 -Et-3-Br-Pyra (5) N CH CH CF 31 -Et-3-I-Pyra (5) N CH CH CF 31 -Et -3-CF 3 -4-Cl-Pyra (5) N CH CH CF 31 -Et-3-CF 3 -4-Br-Pyra (5) N CH CH CF 31 -Me-5-CF 3- Pyra (3) N CH CH CF 3 1-Me-5-CF 3 CF 2 -Pyra (3) N CH CH CF 3 1-Me-5-CF 3 CF 2 CF 2 -Pyra (3) N CH CH CF 3 ────────────────────────── ──────────

【００８６】[0086]

【表１２】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-Pyra(3) N CH CH CF3 1-Me-5-Me-Pyra(3) N CH CH CF3 1-Me-5-Et-Pyra(3) N CH CH CF3 1-Me-5-Pr-n-Pyra(3) N CH CH CF3 1-Me-5-CH2F-Pyra(3) N CH CH CF3 1-Me-5-CHF2-Pyra(3) N CH CH CF3 1-Me-5-CO2Me-Pyra(3) N CH CH CF3 1-Me-5-CN-Pyra(3) N CH CH CF3 1-Me-5-NO2-Pyra(3) N CH CH CF3 1-Me-5-F-Pyra(3) N CH CH CF3 1-Me-5-Cl-Pyra(3) N CH CH CF3 1-Me-5-Br-Pyra(3) N CH CH CF3 1-Me-5-I-Pyra(3) N CH CH CF3 1-Me-5-CF3-4-Cl-Pyra(3) N CH CH CF3 1-Me-5-CF3-4-Br-Pyra(3) N CH CH CF3 1-Me-3-CF3-Pyra(5) N CH CH CF2CF3 1-Me-3-CF3CF2-Pyra(5) N CH CH CF2CF3 1-Me-3-CF3CF2CF2-Pyra(5) N CH CH CF2CF3 1-Me-Pyra(5) N CH CH CF2CF3 1-Me-3-Me-Pyra(5) N CH CH CF2CF3 1-Me-3-Et-Pyra(5) N CH CH CF2CF3 1-Me-3-Pr-n-Pyra(5) N CH CH CF2CF3 ────────────────────────────────────[Table 12] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-Pyra (3) N CH CH CF 3 1-Me-5-Me-Pyra (3) N CH CH CF 3 1-Me-5-Et-Pyra (3) N CH CH CF 3 1-Me-5-Pr-n-Pyra (3 ) N CH CH CF 3 1-Me-5-CH 2 F-Pyra (3) N CH CH CF 31 1-Me-5-CHF 2 -Pyra (3) N CH CH CF 31 1-Me-5-CO 2 Me-Pyra (3) N CH CH CF 3 1-Me-5-CN-Pyra (3) N CH CH CF 31 -Me-5-NO 2 -Pyra (3) N CH CH CF 31 -Me -5-F-Pyra (3) N CH CH CF 3 1-Me-5-Cl-Pyra (3) N CH CH CF 3 1-Me-5-Br-Pyra (3) N CH CH CF 3 1- Me-5-I-Pyra (3) N CH CH CF 3 1-Me-5-CF 3 -4-Cl-Pyra (3) N CH CH CF 31 -Me-5-CF 3 -4-Br- Pyra (3) N CH CH CF 3 1-Me-3-CF 3 -Pyra (5) N CH CH CF 2 CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) N CH CH CF 2 CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N CH CH CF 2 CF 3 1-Me-Pyra (5) N CH CH CF 2 CF 3 1-Me-3-Me-Pyra ( 5) N CH CH CF 2 CF 3 1-Me-3-Et-Pyra (5) N CH C H CF 2 CF 3 1-Me-3-Pr-n-Pyra (5) N CH CH CF 2 CF 3 ──────────────────────── ────────────

【００８７】[0087]

【表１３】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CH2F-Pyra(5) N CH CH CF2CF3 1-Me-3-CHF2-Pyra(5) N CH CH CF2CF3 1-Me-3-CO2Me-Pyra(5) N CH CH CF2CF3 1-Me-3-CN-Pyra(5) N CH CH CF2CF3 1-Me-3-NO2-Pyra(5) N CH CH CF2CF3 1-Me-3-F-Pyra(5) N CH CH CF2CF3 1-Me-3-Cl-Pyra(5) N CH CH CF2CF3 1-Me-3-Br-Pyra(5) N CH CH CF2CF3 1-Me-3-I-Pyra(5) N CH CH CF2CF3 1-Me-3-CF3-4-Cl-Pyra(5) N CH CH CF2CF3 1-Me-3-CF3-4-Br-Pyra(5) N CH CH CF2CF3 1-Et-3-CF3-Pyra(5) N CH CH CF2CF3 1-Et-3-CF3CF2-Pyra(5) N CH CH CF2CF3 1-Et-3-CF3CF2CF2-Pyra(5) N CH CH CF2CF3 1-Et-Pyra(5) N CH CH CF2CF3 1-Et-3-Me-Pyra(5) N CH CH CF2CF3 1-Et-3-Et-Pyra(5) N CH CH CF2CF3 1-Et-3-Pr-n-Pyra(5) N CH CH CF2CF3 1-Et-3-CH2F-Pyra(5) N CH CH CF2CF3 1-Et-3-CHF2-Pyra(5) N CH CH CF2CF3 1-Et-3-CO2Me-Pyra(5) N CH CH CF2CF3 1-Et-3-CN-Pyra(5) N CH CH CF2CF3 ────────────────────────────────────[Table 13] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CH 2 F- Pyra (5) N CH CH CF 2 CF 3 1-Me-3-CHF 2 -Pyra (5) N CH CH CF 2 CF 3 1-Me-3-CO 2 Me-Pyra (5) N CH CH CF 2 CF 3 1-Me-3-CN-Pyra (5) N CH CH CF 2 CF 3 1-Me-3-NO 2 -Pyra (5) N CH CH CF 2 CF 3 1-Me-3-F-Pyra (5) N CH CH CF 2 CF 3 1-Me-3-Cl-Pyra (5) N CH CH CF 2 CF 3 1-Me-3-Br-Pyra (5) N CH CH CF 2 CF 3 1- Me-3-I-Pyra (5) N CH CH CF 2 CF 3 1-Me-3-CF 3 -4-Cl-Pyra (5) N CH CH CF 2 CF 3 1-Me-3-CF 3- 4-Br-Pyra (5) N CH CH CF 2 CF 3 1-Et-3-CF 3 -Pyra (5) N CH CH CF 2 CF 31 -Et-3-CF 3 CF 2 -Pyra (5) N CH CH CF 2 CF 3 1-Et-3-CF 3 CF 2 CF 2 -Pyra (5) N CH CH CF 2 CF 31 1-Et-Pyra (5) N CH CH CF 2 CF 3 1-Et- 3-Me-Pyra (5) N CH CH CF 2 CF 3 1-Et-3-Et-Pyra (5) N CH CH CF 2 CF 31 -Et-3-Pr-n-Pyra (5) N CH CH CF 2 CF 3 1-Et-3-CH 2 F-Py ra (5) N CH CH CF 2 CF 3 1-Et-3-CHF 2 -Pyra (5) N CH CH CF 2 CF 3 1-Et-3-CO 2 Me-Pyra (5) N CH CH CF 2 CF 3 1-Et-3-CN-Pyra (5) N CH CH CF 2 CF 3 ───────────────────────────── ───────

【００８８】[0088]

【表１４】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Et-3-NO2-Pyra(5) N CH CH CF2CF3 1-Et-3-F-Pyra(5) N CH CH CF2CF3 1-Et-3-Cl-Pyra(5) N CH CH CF2CF3 1-Et-3-Br-Pyra(5) N CH CH CF2CF3 1-Et-3-I-Pyra(5) N CH CH CF2CF3 1-Et-3-CF3-4-Cl-Pyra(5) N CH CH CF2CF3 1-Et-3-CF3-4-Br-Pyra(5) N CH CH CF2CF3 1-Me-3-CF3-Pyra(5) N CH CH Me 1-Me-3-CF3CF2-Pyra(5) N CH CH Me 1-Me-3-CF3CF2CF2-Pyra(5) N CH CH Me 1-Me-Pyra(5) N CH CH Me 1-Me-3-Me-Pyra(5) N CH CH Me 1-Me-3-Et-Pyra(5) N CH CH Me 1-Me-3-Pr-n-Pyra(5) N CH CH Me 1-Me-3-CH2F-Pyra(5) N CH CH Me 1-Me-3-CHF2-Pyra(5) N CH CH Me 1-Me-3-CO2Me-Pyra(5) N CH CH Me 1-Me-3-CN-Pyra(5) N CH CH Me 1-Me-3-NO2-Pyra(5) N CH CH Me 1-Me-3-F-Pyra(5) N CH CH Me 1-Me-3-Cl-Pyra(5) N CH CH Me 1-Me-3-Br-Pyra(5) N CH CH Me ────────────────────────────────────[Table 14] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Et-3-NO 2 -Pyra (5) N CH CH CF 2 CF 3 1-Et-3-F-Pyra (5) N CH CH CF 2 CF 3 1-Et-3-Cl-Pyra (5) N CH CH CF 2 CF 3 1- Et-3-Br-Pyra (5) N CH CH CF 2 CF 3 1-Et-3-I-Pyra (5) N CH CH CF 2 CF 31 -Et-3-CF 3 -4-Cl-Pyra (5) N CH CH CF 2 CF 3 1-Et-3-CF 3 -4-Br-Pyra (5) N CH CH CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH CH Me 1-Me-3-CF 3 CF 2 -Pyra (5) N CH CH Me 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N CH CH Me 1-Me-Pyra (5) N CH CH Me 1-Me-3-Me-Pyra (5) N CH CH Me 1-Me-3-Et-Pyra (5) N CH CH Me 1-Me-3-Pr-n-Pyra (5) N CH CH Me 1-Me-3-CH 2 F-Pyra (5) N CH CH Me 1-Me-3-CHF 2 -Pyra (5) N CH CH Me 1-Me-3-CO 2 Me-Pyra ( 5) N CH CH Me 1-Me-3-CN-Pyra (5) N CH CH Me 1-Me-3-NO 2 -Pyra (5) N CH CH Me 1-Me-3-F-Pyra (5 ) N CH CH Me 1-Me-3-Cl-Pyra (5) N CH CH Me 1-Me -3-Br-Pyra (5) N CH CH Me ────────────────────────────────────

【００８９】[0089]

【表１５】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-I-Pyra(5) N CH CH Me 1-Me-3-CF3-4-Cl-Pyra(5) N CH CH Me 1-Me-3-CF3-4-Br-Pyra(5) N CH CH Me 1-Me-3-CF3-Pyra(5) N CH CH Et 1-Me-3-CF3-Pyra(5) N CH CH Pr-iso 1-Me-3-CF3-Pyra(5) N CH CH Pr-n 1-Me-3-CF3-Pyra(5) N CH CH Bu-n 1-Me-3-CF3-Pyra(5) N CH CH Bu-iso 1-Me-3-CF3-Pyra(5) N CH CH Bu-sec 1-Me-3-CF3-Pyra(5) N CH CH Bu-tert 1-Me-3-CF3-Pyra(5) N CH CH Pr-n 1-Me-3-CF3-Pyra(5) N CH CH Pen-n 1-Me-3-CF3-Pyra(5) N CH CH Hex-n 1-Me-3-CF3-Pyra(5) N CH CH Pr-cyc 1-Me-3-CF3-Pyra(5) N CH CH Bu-cyc 1-Me-3-CF3-Pyra(5) N CH CH Pen-cyc 1-Me-3-CF3-Pyra(5) N CH CH Hex-cyc 1-Me-3-CF3-Pyra(5) N CH CH CH2F 1-Me-3-CF3-Pyra(5) N CH CH CH2Cl 1-Me-3-CF3-Pyra(5) N CH CH CH2Br 1-Me-3-CF3-Pyra(5) N CH CH CH2I 1-Me-3-CF3-Pyra(5) N CH CH CHF2 ────────────────────────────────────[Table 15] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-I-Pyra ( 5) N CH CH Me 1-Me-3-CF 3 -4-Cl-Pyra (5) N CH CH Me 1-Me-3-CF 3 -4-Br-Pyra (5) N CH CH Me 1- Me-3-CF 3 -Pyra (5) N CH CH Et 1-Me-3-CF 3 -Pyra (5) N CH CH Pr-iso 1-Me-3-CF 3 -Pyra (5) N CH CH Pr-n 1-Me-3-CF 3 -Pyra (5) N CH CH Bu-n 1-Me-3-CF 3 -Pyra (5) N CH CH Bu-iso 1-Me-3-CF 3- Pyra (5) N CH CH Bu-sec 1-Me-3-CF 3 -Pyra (5) N CH CH Bu-tert 1-Me-3-CF 3 -Pyra (5) N CH CH Pr-n 1- Me-3-CF 3 -Pyra (5) N CH CH Pen-n 1-Me-3-CF 3 -Pyra (5) N CH CH Hex-n 1-Me-3-CF 3 -Pyra (5) N CH CH Pr-cyc 1-Me-3-CF 3 -Pyra (5) N CH CH Bu-cyc 1-Me-3-CF 3 -Pyra (5) N CH CH Pen-cyc 1-Me-3-CF 3 -Pyra (5) N CH CH Hex-cyc 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 F 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 Cl 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 Br 1-Me-3-C F 3 -Pyra (5) N CH CH CH 2 I 1-Me-3-CF 3 -Pyra (5) N CH CH CHF 2 ─────────────────── ─────────────────

【００９０】[0090]

【表１６】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CF3-Pyra(5) N CH CH CHCl2 1-Me-3-CF3-Pyra(5) N CH CH CHBr2 1-Me-3-CF3-Pyra(5) N CH CH CCl3 1-Me-3-CF3-Pyra(5) N CH CH CBr3 1-Me-3-CF3-Pyra(5) N CH CH CClF2 1-Me-3-CF3-Pyra(5) N CH CH CH2CF3 1-Me-3-CF3-Pyra(5) N CH CH CH2CH2Cl 1-Me-3-CF3-Pyra(5) N CH CH CH2CHCl2 1-Me-3-CF3-Pyra(5) N CH CH CH2CCl3 1-Me-3-CF3-Pyra(5) N CH CH CH2CH2Br 1-Me-3-CF3-Pyra(5) N CH CH CH2CHBr2 1-Me-3-CF3-Pyra(5) N CH CH CH2CH2I 1-Me-3-CF3-Pyra(5) N CH CH CH2CH2CF3 1-Me-3-CF3-Pyra(5) N CH CH CH2CF2CF3 1-Me-3-CF3-Pyra(5) N CH CH CF2CF2CF3 1-Me-3-CF3-Pyra(5) N CH CH CH2CH2CH2CF3 1-Me-3-CF3-Pyra(5) N CH CH CH2CH2CF2CF3 1-Me-3-CF3-Pyra(5) N CH CH CH2CF2CF2CF3 1-Me-3-CF3-Pyra(5) N CH CH CH2CH2CH2Cl 1-Me-3-CF3-Pyra(5) N CH CH CH2CH2CH2CH2Cl 2-CF3-Ph N CMe CH CF3 3-CF3-Ph N CMe CH CF3 ────────────────────────────────────[Table 16] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CF 3 -Pyra (5) N CH CH CHCl 2 1-Me-3-CF 3 -Pyra (5) N CH CH CHBr 2 1-Me-3-CF 3 -Pyra (5) N CH CH CCl 3 1-Me-3- CF 3 -Pyra (5) N CH CH CBr 3 1-Me-3-CF 3 -Pyra (5) N CH CH CClF 2 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 CH 2 Cl 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 CHCl 2 1-Me-3-CF 3- Pyra (5) N CH CH CH 2 CCl 3 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 CH 2 Br 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 CHBr 2 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 CH 2 I 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 CH 2 CF 3 1-Me-3 -CF 3 -Pyra (5) N CH CH CH 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH CH CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra ( 5) N CH CH CH 2 CH 2 CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 CH 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 CH 2 CH 2 Cl 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 CH 2 CH 2 CH 2 Cl 2-CF 3 -Ph N CMe CH CF 3 3-CF 3 -Ph N CMe CH CF 3 ─────────────────── ─────────────────

【００９１】[0091]

【表１７】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 4-CF3-Ph N CMe CH CF3 2-Me-Ph N CMe CH CF3 3-Me-Ph N CMe CH CF3 4-Me-Ph N CMe CH CF3 2-Et-Ph N CMe CH CF3 3-Et-Ph N CMe CH CF3 4-Et-Ph N CMe CH CF3 2-MeO-Ph N CMe CH CF3 3-MeO-Ph N CMe CH CF3 4-MeO-Ph N CMe CH CF3 2-CN-Ph N CMe CH CF3 3-CN-Ph N CMe CH CF3 4-CN-Ph N CMe CH CF3 2-NO2-Ph N CMe CH CF3 3-NO2-Ph N CMe CH CF3 4-NO2-Ph N CMe CH CF3 2-F-Ph N CMe CH CF3 3-F-Ph N CMe CH CF3 4-F-Ph N CMe CH CF3 2-Cl-Ph N CMe CH CF3 3-Cl-Ph N CMe CH CF3 ──────────────────────────────────── [Table 17] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 4-CF 3 -Ph N CMe CH CF 3 2-Me-Ph N CMe CH CF 3 3-Me-Ph N CMe CH CF 3 4-Me-Ph N CMe CH CF 3 2-Et-Ph N CMe CH CF 3 3-Et-Ph N CMe CH CF 3 4-Et-Ph N CMe CH CF 3 2-MeO-Ph N CMe CH CF 3 3-MeO-Ph N CMe CH CF 3 4-MeO-Ph N CMe CH CF 3 2-CN-Ph N CMe CH CF 3 3-CN-Ph N CMe CH CF 3 4-CN-Ph N CMe CH CF 3 2-NO 2 -Ph N CMe CH CF 3 3-NO 2 -Ph N CMe CH CF 3 4-NO 2 -Ph N CMe CH CF 3 2-F-Ph N CMe CH CF 3 3-F-Ph N CMe CH CF 3 4-F-Ph N CMe CH CF 3 2-Cl-Ph N CMe CH CF 3 3-Cl-Ph N CMe CH CF 3 ────────────────────────────────────

【００９２】[0092]

【表１８】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 4-Cl-Ph N CMe CH CF3 2-Br-Ph N CMe CH CF3 3-Br-Ph N CMe CH CF3 4-Br-Ph N CMe CH CF3 2-I-Ph N CMe CH CF3 3-I-Ph N CMe CH CF3 4-I-Ph N CMe CH CF3 2-CF3-Ph N CMe CH CF2CF3 3-CF3-Ph N CMe CH CF2CF3 4-CF3-Ph N CMe CH CF2CF3 2-Me-Ph N CMe CH CF2CF3 3-Me-Ph N CMe CH CF2CF3 4-Me-Ph N CMe CH CF2CF3 2-Et-Ph N CMe CH CF2CF3 3-Et-Ph N CMe CH CF2CF3 4-Et-Ph N CMe CH CF2CF3 2-CN-Ph N CMe CH CF2CF3 3-CN-Ph N CMe CH CF2CF3 4-CN-Ph N CMe CH CF2CF3 2-F-Ph N CMe CH CF2CF3 3-F-Ph N CMe CH CF2CF3 4-F-Ph N CMe CH CF2CF3 ────────────────────────────────────[Table 18] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 4-Cl-Ph N CMe CH CF 3 2-Br-Ph N CMe CH CF 3 3-Br-Ph N CMe CH CF 3 4-Br-Ph N CMe CH CF 3 2-I-Ph N CMe CH CF 3 3-I-Ph N CMe CH CF 3 4-I-Ph N CMe CH CF 3 2-CF 3 -Ph N CMe CH CF 2 CF 3 3-CF 3 -Ph N CMe CH CF 2 CF 3 4-CF 3 -Ph N CMe CH CF 2 CF 3 2 -Me-Ph N CMe CH CF 2 CF 3 3-Me-Ph N CMe CH CF 2 CF 3 4-Me-Ph N CMe CH CF 2 CF 3 2-Et-Ph N CMe CH CF 2 CF 3 3-Et -Ph N CMe CH CF 2 CF 3 4-Et-Ph N CMe CH CF 2 CF 3 2-CN-Ph N CMe CH CF 2 CF 3 3-CN-Ph N CMe CH CF 2 CF 3 4-CN-Ph N CMe CH CF 2 CF 3 2-F-Ph N CMe CH CF 2 CF 3 3-F-Ph N CMe CH CF 2 CF 3 4-F-Ph N CMe CH CF 2 CF 3 ─────── ─────────────────────────────

【００９３】[0093]

【表１９】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 2-Cl-Ph N CMe CH CF2CF3 3-Cl-Ph N CMe CH CF2CF3 4-Cl-Ph N CMe CH CF2CF3 2-Br-Ph N CMe CH CF2CF3 3-Br-Ph N CMe CH CF2CF3 4-Br-Ph N CMe CH CF2CF3 2-CF3-Ph N CMe CH H 3-CF3-Ph N CMe CH H 4-CF3-Ph N CMe CH H 2-Me-Ph N CMe CH H 3-Me-Ph N CMe CH H 4-Me-Ph N CMe CH H 2-Et-Ph N CMe CH H 3-Et-Ph N CMe CH H 4-Et-Ph N CMe CH H 2-CN-Ph N CMe CH H 3-CN-Ph N CMe CH H 4-CN-Ph N CMe CH H 2-F-Ph N CMe CH H 3-F-Ph N CMe CH H 4-F-Ph N CMe CH H 2-Cl-Ph N CMe CH H ────────────────────────────────────[Table 19] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 2-Cl-Ph N CMe CH CF 2 CF 3 3-Cl-Ph N CMe CH CF 2 CF 3 4-Cl-Ph N CMe CH CF 2 CF 3 2-Br-Ph N CMe CH CF 2 CF 3 3-Br-Ph N CMe CH CF 2 CF 3 4-Br-Ph N CMe CH CF 2 CF 3 2-CF 3 -Ph N CMe CH H 3-CF 3 -Ph N CMe CH H 4-CF 3 -Ph N CMe CH H 2-Me-Ph N CMe CH H 3-Me-Ph N CMe CH H 4-Me-Ph N CMe CH H 2-Et-Ph N CMe CH H 3-Et-Ph N CMe CH H 4-Et-Ph NCME CH H 2-CN- Ph N CMe CH H 3-CN-Ph N CMe CH H 4-CN-Ph N CMe CH H 2-F-Ph N CMe CH H 3-F-Ph N CMe CH H 4-F-Ph N CMe CH H 2-Cl-Ph N CMe CH H ────────────────────────────────────

【００９４】[0094]

【表２０】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-Cl-Ph N CMe CH H 4-Cl-Ph N CMe CH H 2-CF3-Ph N CMe CH Me 3-CF3-Ph N CMe CH Me 4-CF3-Ph N CMe CH Me 2-Me-Ph N CMe CH Me 3-Me-Ph N CMe CH Me 4-Me-Ph N CMe CH Me 2-Et-Ph N CMe CH Me 3-Et-Ph N CMe CH Me 4-Et-Ph N CMe CH Me 2-CN-Ph N CMe CH Me 3-CN-Ph N CMe CH Me 4-CN-Ph N CMe CH Me 2-F-Ph N CMe CH Me 3-F-Ph N CMe CH Me 4-F-Ph N CMe CH Me 2-Cl-Ph N CMe CH Me 3-Cl-Ph N CMe CH Me 4-Cl-Ph N CMe CH Me 2-CF3-Ph N CMe CH Et 3-CF3-Ph N CMe CH Et ────────────────────────────────────[Table 20] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-Cl-Ph N CMe CH H 4 -Cl-Ph N CMe CH H 2-CF 3 -Ph N CMe CH Me 3-CF 3 -Ph N CMe CH Me 4-CF 3 -Ph N CMe CH Me 2-Me-Ph N CMe CH Me 3-Me -Ph N CMe CH Me 4-Me-Ph N CMe CH Me 2-Et-Ph N CMe CH Me 3-Et-Ph N CMe CH Me 4-Et-Ph N CMe CH Me 2-CN-Ph NCMe CH Me 3-CN-Ph N CMe CH Me 4-CN-Ph N CMe CH Me 2-F-Ph N CMe CH Me 3-F-Ph N CMe CH Me 4-F-Ph N CMe CH Me 2-Cl- Ph N CMe CH Me 3-Cl-Ph N CMe CH Me 4-Cl-Ph N CMe CH Me 2-CF 3 -Ph N CMe CH Et 3-CF 3 -Ph N CMe CH Et ─────── ─────────────────────────────

【００９５】[0095]

【表２１】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 4-CF3-Ph N CMe CH Et 2-Me-Ph N CMe CH Et 3-Me-Ph N CMe CH Et 4-Me-Ph N CMe CH Et 2-Et-Ph N CMe CH Et 3-Et-Ph N CMe CH Et 4-Et-Ph N CMe CH Et 2-CN-Ph N CMe CH Et 3-CN-Ph N CMe CH Et 4-CN-Ph N CMe CH Et 2-F-Ph N CMe CH Et 3-F-Ph N CMe CH Et 4-F-Ph N CMe CH Et 2-Cl-Ph N CMe CH Et 3-Cl-Ph N CMe CH Et 4-Cl-Ph N CMe CH Et 2-CF3-Ph N CMe CH Pr-iso 3-CF3-Ph N CMe CH Pr-iso 4-CF3-Ph N CMe CH Pr-iso 2-CF3-Ph N CMe CH Pr-n 3-CF3-Ph N CMe CH Pr-n 4-CF3-Ph N CMe CH Pr-n ────────────────────────────────────[Table 21] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 4-CF 3 -Ph N CMe CH Et 2-Me-Ph N CMe CH Et 3-Me-Ph N CMe CH Et 4-Me-Ph N CMe CH Et 2-Et-Ph N CMe CH Et 3-Et-Ph N CMe CH Et 4-Et-Ph N CMe CH Et 2-CN-Ph N CMe CH Et 3-CN-Ph N CMe CH Et 4-CN-Ph N CMe CH Et 2-F-Ph N CMe CH Et 3-F-Ph N CMe CH Et 4 -F-Ph N CMe CH Et 2-Cl-Ph N CMe CH Et 3-Cl-Ph N CMe CH Et 4-Cl-Ph N CMe CH Et 2-CF 3 -Ph N CMe CH Pr-iso 3-CF 3 -Ph N CMe CH Pr-iso 4-CF 3 -Ph N CMe CH Pr-iso 2-CF 3 -Ph N CMe CH Pr-n 3-CF 3 -Ph N CMe CH Pr-n 4-CF 3- Ph N CMe CH Pr-n ────────────────────────────────────

【００９６】[0096]

【表２２】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N CMe CH Bu-n 3-CF3-Ph N CMe CH Bu-iso 3-CF3-Ph N CMe CH Bu-sec 3-CF3-Ph N CMe CH Bu-tert 3-CF3-Ph N CMe CH Pr-n 3-CF3-Ph N CMe CH Pen-n 3-CF3-Ph N CMe CH Hex-n 3-CF3-Ph N CMe CH Pr-cyc 3-CF3-Ph N CMe CH Bu-cyc 3-CF3-Ph N CMe CH Pen-cyc 3-CF3-Ph N CMe CH Hex-cyc 3-CF3-Ph N CMe CH CH2F 3-CF3-Ph N CMe CH CH2Cl 3-CF3-Ph N CMe CH CH2Br 3-CF3-Ph N CMe CH CH2I 3-CF3-Ph N CMe CH CHF2 3-CF3-Ph N CMe CH CHCl2 3-CF3-Ph N CMe CH CHBr2 3-CF3-Ph N CMe CH CCl3 3-CF3-Ph N CMe CH CBr3 3-CF3-Ph N CMe CH CClF2 3-CF3-Ph N CMe CH CH2CF3 ────────────────────────────────────[Table 22] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N CMe CH Bu -n 3-CF 3 -Ph N CMe CH Bu-iso 3-CF 3 -Ph N CMe CH Bu-sec 3-CF 3 -Ph N CMe CH Bu-tert 3-CF 3 -Ph N CMe CH Pr-n 3-CF 3 -Ph N CMe CH Pen-n 3-CF 3 -Ph N CMe CH Hex-n 3-CF 3 -Ph N CMe CH Pr-cyc 3-CF 3 -Ph N CMe CH Bu-cyc 3- CF 3 -Ph N CMe CH Pen-cyc 3-CF 3 -Ph N CMe CH Hex-cyc 3-CF 3 -Ph N CMe CH CH 2 F 3-CF 3 -Ph N CMe CH CH 2 Cl 3-CF 3 -Ph N CMe CH CH 2 Br 3-CF 3 -Ph N CMe CH CH 2 I 3-CF 3 -Ph N CMe CH CHF 2 3-CF 3 -Ph N CMe CH CHCl 2 3-CF 3 -Ph N CMe CH CHBr 2 3-CF 3 -Ph N CMe CH CCl 3 3-CF 3 -Ph N CMe CH CBr 3 3-CF 3 -Ph N CMe CH CClF 2 3-CF 3 -Ph N CMe CH CH 2 CF 3 ─ ───────────────────────────────────

【００９７】[0097]

【表２３】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N CMe CH CH2CH2Cl 3-CF3-Ph N CMe CH CH2CHCl2 3-CF3-Ph N CMe CH CH2CCl3 3-CF3-Ph N CMe CH CH2CH2Br 3-CF3-Ph N CMe CH CH2CHBr2 3-CF3-Ph N CMe CH CH2CH2I 3-CF3-Ph N CMe CH CH2CH2CF3 3-CF3-Ph N CMe CH CH2CF2CF3 3-CF3-Ph N CMe CH CF2CF2CF3 3-CF3-Ph N CMe CH CH2CH2CH2CF3 3-CF3-Ph N CMe CH CH2CH2CF2CF3 3-CF3-Ph N CMe CH CH2CF2CF2CF3 3-CF3-Ph N CMe CH CH2CH2CH2Cl 3-CF3-Ph N CMe CH CH2CH2CH2CH2Cl 3-CF3-Ph N CMe CH OMe 3-CF3-Ph N CMe CH OEt 3-CF3-Ph N CMe CH OPr-n 3-CF3-Ph N CMe CH OPr-iso 3-CF3-Ph N CMe CH OBu-n 3-CF3-Ph N CMe CH OBu-is 3-CF3-Ph N CMe CH OBu-tert 3-CF3-Ph N CMe CH CN ────────────────────────────────────[Table 23] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N CMe CH CH 2 CH 2 Cl 3-CF 3 -Ph N CMe CH CH 2 CHCl 2 3-CF 3 -Ph N CMe CH CH 2 CCl 3 3-CF 3 -Ph N CMe CH CH 2 CH 2 Br 3-CF 3 -Ph N CMe CH CH 2 CHBr 2 3-CF 3 -Ph N CMe CH CH 2 CH 2 I 3-CF 3 -Ph N CMe CH CH 2 CH 2 CF 3 3-CF 3 -Ph N CMe CH CH 2 CF 2 CF 3 3-CF 3 -Ph N CMe CH CF 2 CF 2 CF 3 3-CF 3 -Ph N CMe CH CH 2 CH 2 CH 2 CF 3 3-CF 3 -Ph N CMe CH CH 2 CH 2 CF 2 CF 3 3-CF 3 -Ph N CMe CH CH 2 CF 2 CF 2 CF 3 3-CF 3 -Ph N CMe CH CH 2 CH 2 CH 2 Cl 3-CF 3 -Ph N CMe CH CH 2 CH 2 CH 2 CH 2 Cl 3-CF 3 -Ph N CMe CH OMe 3-CF 3 -Ph N CMe CH OEt 3-CF 3 -Ph N CMe CH OPr-n 3-CF 3 -Ph N CMe CH OPr-iso 3-CF 3- Ph N CMe CH OBu-n 3-CF 3 -Ph N CMe CH OBu-is 3-CF 3 -Ph N CMe CH OBu-tert 3-CF 3 -Ph N CMe CH CN ─── ─────────────────────────────────

【００９８】[0098]

【表２４】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N CMe CH NO2 3-CF3-Ph N CMe CH F 3-CF3-Ph N CMe CH Cl 3-CF3-Ph N CMe CH Br 3-CF3-Ph N CMe CH I 1-Me-3-CF3-Pyra(5) N CMe CH CF3 1-Me-3-CF3CF2-Pyra(5) N CMe CH CF3 1-Me-3-CF3CF2CF2-Pyra(5) N CMe CH CF3 1-Me-Pyra(5) N CMe CH CF3 1-Me-3-Me-Pyra(5) N CMe CH CF3 1-Me-3-Et-Pyra(5) N CMe CH CF3 1-Me-3-Pr-n-Pyra(5) N CMe CH CF3 1-Me-3-CH2F-Pyra(5) N CMe CH CF3 1-Me-3-CHF2-Pyra(5) N CMe CH CF3 1-Me-3-CO2Me-Pyra(5) N CMe CH CF3 1-Me-3-CN-Pyra(5) N CMe CH CF3 1-Me-3-NO2-Pyra(5) N CMe CH CF3 1-Me-3-F-Pyra(5) N CMe CH CF3 1-Me-3-Cl-Pyra(5) N CMe CH CF3 1-Me-3-Br-Pyra(5) N CMe CH CF3 1-Me-3-I-Pyra(5) N CMe CH CF3 1-Me-3-CF3-4-Cl-Pyra(5) N CMe CH CF3 ────────────────────────────────────[Table 24] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N CMe CH NO 2 3-CF 3 -Ph N CMe CH F 3-CF 3 -Ph N CMe CH Cl 3-CF 3 -Ph N CMe CH Br 3-CF 3 -Ph N CMe CH I 1-Me-3-CF 3- Pyra (5) N CMe CH CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) N CMe CH CF 31 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N CMe CH CF 3 1-Me-Pyra (5 ) N CMe CH CF 3 1-Me-3-Me-Pyra (5) N CMe CH CF 3 1-Me-3-Et-Pyra (5) N CMe CH CF 3 1- Me-3-Pr-n-Pyra (5) N CMe CH CF 31 -Me-3-CH 2 F-Pyra (5) N CMe CH CF 31 -Me-3-CHF 2 -Pyra (5) N CMe CH CF 31 -Me-3-CO 2 Me-Pyra (5) N CMe CH CF 31 -Me-3-CN-Pyra (5) N CMe CH CF 31 -Me-3-NO 2 -Pyra (5) N CMe CH CF 31 -Me-3-F-Pyra (5) N CMe CH CF 31 -Me-3-Cl-Pyra (5) N CMe CH CF 31 -Me-3-Br- Pyra (5) N CMe CH CF 31 -Me-3-I-Pyra (5) N CMe CH CF 31 -Me-3-CF 3 -4-Cl-Pyra (5) N CMe CH CF 3 ── ── ───────────────────────────────

【００９９】[0099]

【表２５】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CF3-4-Br-Pyra(5) N CMe CH CF3 1-Et-3-CF3-Pyra(5) N CMe CH CF3 1-Et-3-CF3CF2-Pyra(5) N CMe CH CF3 1-Et-3-CF3CF2CF2-Pyra(5) N CMe CH CF3 1-Et-Pyra(5) N CMe CH CF3 1-Et-3-Me-Pyra(5) N CMe CH CF3 1-Et-3-Et-Pyra(5) N CMe CH CF3 1-Et-3-Pr-n-Pyra(5) N CMe CH CF3 1-Et-3-CH2F-Pyra(5) N CMe CH CF3 1-Et-3-CHF2-Pyra(5) N CMe CH CF3 1-Et-3-CO2Me-Pyra(5) N CMe CH CF3 1-Et-3-CN-Pyra(5) N CMe CH CF3 1-Et-3-NO2-Pyra(5) N CMe CH CF3 1-Et-3-F-Pyra(5) N CMe CH CF3 1-Et-3-Cl-Pyra(5) N CMe CH CF3 1-Et-3-Br-Pyra(5) N CMe CH CF3 1-Et-3-I-Pyra(5) N CMe CH CF3 1-Et-3-CF3-4-Cl-Pyra(5) N CMe CH CF3 1-Et-3-CF3-4-Br-Pyra(5) N CMe CH CF3 1-Me-5-CF3-Pyra(3) N CMe CH CF3 1-Me-5-CF3CF2-Pyra(3) N CMe CH CF3 1-Me-5-CF3CF2CF2-Pyra(3) N CMe CH CF3 ────────────────────────────────────[Table 25] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CF 3 -4 -Br-Pyra (5) N CMe CH CF 3 1-Et-3-CF 3 -Pyra (5) N CMe CH CF 31 -Et-3-CF 3 CF 2 -Pyra (5) N CMe CH CF 3 1-Et-3-CF 3 CF 2 CF 2 -Pyra (5) N CMe CH CF 3 1-Et-Pyra (5) N CMe CH CF 3 1-Et-3-Me-Pyra (5) N CMe CH CF 3 1-Et-3-Et-Pyra (5) N CMe CH CF 3 1-Et-3-Pr-n-Pyra (5) N CMe CH CF 3 1-Et-3-CH 2 F-Pyra ( 5) N CMe CH CF 3 1-Et-3-CHF 2 -Pyra (5) N CMe CH CF 3 1-Et-3-CO 2 Me-Pyra (5) N CMe CH CF 3 1-Et-3- CN-Pyra (5) N CMe CH CF 31 -Et-3-NO 2 -Pyra (5) N CMe CH CF 31 -Et-3-F-Pyra (5) N CMe CH CF 31 -Et- 3-Cl-Pyra (5) N CMe CH CF 31 -Et-3-Br-Pyra (5) N CMe CH CF 31 -Et-3-I-Pyra (5) N CMe CH CF 31 -Et -3-CF 3 -4-Cl-Pyra (5) N CMe CH CF 31 -Et-3-CF 3 -4-Br-Pyra (5) N CMe CH CF 31 -Me-5-CF 3- Pyra (3) N CMe CH CF 3 1-Me-5-CF 3 C F 2 -Pyra (3) N CMe CH CF 3 1-Me-5-CF 3 CF 2 CF 2 -Pyra (3) N CMe CH CF 3 ──────────────── ────────────────────

【０１００】[0100]

【表２６】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-Pyra(3) N CMe CH CF3 1-Me-5-Me-Pyra(3) N CMe CH CF3 1-Me-5-Et-Pyra(3) N CMe CH CF3 1-Me-5-Pr-n-Pyra(3) N CMe CH CF3 1-Me-5-CH2F-Pyra(3) N CMe CH CF3 1-Me-5-CHF2-Pyra(3) N CMe CH CF3 1-Me-5-CO2Me-Pyra(3) N CMe CH CF3 1-Me-5-CN-Pyra(3) N CMe CH CF3 1-Me-5-NO2-Pyra(3) N CMe CH CF3 1-Me-5-F-Pyra(3) N CMe CH CF3 1-Me-5-Cl-Pyra(3) N CMe CH CF3 1-Me-5-Br-Pyra(3) N CMe CH CF3 1-Me-5-I-Pyra(3) N CMe CH CF3 1-Me-5-CF3-4-Cl-Pyra(3) N CMe CH CF3 1-Me-5-CF3-4-Br-Pyra(3) N CMe CH CF3 1-Me-3-CF3-Pyra(5) N CMe CH CF2CF3 1-Me-3-CF3CF2-Pyra(5) N CMe CH CF2CF3 1-Me-3-CF3CF2CF2-Pyra(5) N CMe CH CF2CF3 1-Me-Pyra(5) N CMe CH CF2CF3 1-Me-3-Me-Pyra(5) N CMe CH CF2CF3 1-Me-3-Et-Pyra(5) N CMe CH CF2CF3 1-Me-3-Pr-n-Pyra(5) N CMe CH CF2CF3 ────────────────────────────────────[Table 26] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-Pyra (3) N CMe CH CF 3 1-Me-5-Me-Pyra (3) N CMe CH CF 3 1-Me-5-Et-Pyra (3) N CMe CH CF 31 1-Me-5-Pr-n-Pyra (3 ) N CMe CH CF 3 1-Me-5-CH 2 F-Pyra (3) N CMe CH CF 3 1-Me-5-CHF 2 -Pyra (3) N CMe CH CF 3 1-Me-5-CO 2 Me-Pyra (3) N CMe CH CF 3 1-Me-5-CN-Pyra (3) N CMe CH CF 31 -Me-5-NO 2 -Pyra (3) N CMe CH CF 31 -Me -5-F-Pyra (3) N CMe CH CF 3 1-Me-5-Cl-Pyra (3) N CMe CH CF 3 1-Me-5-Br-Pyra (3) N CMe CH CF 3 1- Me-5-I-Pyra (3) N CMe CH CF 31 -Me-5-CF 3 -4-Cl-Pyra (3) N CMe CH CF 31 -Me-5-CF 3 -4-Br- Pyra (3) N CMe CH CF 3 1-Me-3-CF 3 -Pyra (5) N CMe CH CF 2 CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) N CMe CH CF 2 CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N CMe CH CF 2 CF 3 1-Me-Pyra (5) N CMe CH CF 2 CF 3 1-Me-3-Me-Pyra ( 5) N CMe CH CF 2 CF 31 -Me -3-Et-Pyra (5) N CMe CH CF 2 CF 3 1-Me-3-Pr-n-Pyra (5) N CMe CH CF 2 CF 3 ───────────── ───────────────────────

【０１０１】[0101]

【表２７】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CH2F-Pyra(5) N CMe CH CF2CF3 1-Me-3-CHF2-Pyra(5) N CMe CH CF2CF3 1-Me-3-CO2Me-Pyra(5) N CMe CH CF2CF3 1-Me-3-CN-Pyra(5) N CMe CH CF2CF3 1-Me-3-NO2-Pyra(5) N CMe CH CF2CF3 1-Me-3-F-Pyra(5) N CMe CH CF2CF3 1-Me-3-Cl-Pyra(5) N CMe CH CF2CF3 1-Me-3-Br-Pyra(5) N CMe CH CF2CF3 1-Me-3-I-Pyra(5) N CMe CH CF2CF3 1-Me-3-CF3-4-Cl-Pyra(5) N CMe CH CF2CF3 1-Me-3-CF3-4-Br-Pyra(5) N CMe CH CF2CF3 1-Et-3-CF3-Pyra(5) N CMe CH CF2CF3 1-Et-3-CF3CF2-Pyra(5) N CMe CH CF2CF3 1-Et-3-CF3CF2CF2-Pyra(5) N CMe CH CF2CF3 1-Et-Pyra(5) N CMe CH CF2CF3 1-Et-3-Me-Pyra(5) N CMe CH CF2CF3 1-Et-3-Et-Pyra(5) N CMe CH CF2CF3 1-Et-3-Pr-n-Pyra(5) N CMe CH CF2CF3 1-Et-3-CH2F-Pyra(5) N CMe CH CF2CF3 1-Et-3-CHF2-Pyra(5) N CMe CH CF2CF3 1-Et-3-CO2Me-Pyra(5) N CMe CH CF2CF3 1-Et-3-CN-Pyra(5) N CMe CH CF2CF3 ────────────────────────────────────[Table 27] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CH 2 F- Pyra (5) N CMe CH CF 2 CF 3 1-Me-3-CHF 2 -Pyra (5) N CMe CH CF 2 CF 31 -Me-3-CO 2 Me-Pyra (5) N CMe CH CF 2 CF 3 1-Me-3-CN-Pyra (5) N CMe CH CF 2 CF 3 1-Me-3-NO 2 -Pyra (5) N CMe CH CF 2 CF 3 1-Me-3-F-Pyra (5) N CMe CH CF 2 CF 3 1-Me-3-Cl-Pyra (5) N CMe CH CF 2 CF 3 1-Me-3-Br-Pyra (5) N CMe CH CF 2 CF 3 1- Me-3-I-Pyra (5) N CMe CH CF 2 CF 3 1-Me-3-CF 3 -4-Cl-Pyra (5) N CMe CH CF 2 CF 3 1-Me-3-CF 3- 4-Br-Pyra (5) N CMe CH CF 2 CF 3 1-Et-3-CF 3 -Pyra (5) N CMe CH CF 2 CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) N CMe CH CF 2 CF 3 1-Et-3-CF 3 CF 2 CF 2 -Pyra (5) N CMe CH CF 2 CF 3 1-Et-Pyra (5) N CMe CH CF 2 CF 3 1-Et- 3-Me-Pyra (5) N CMe CH CF 2 CF 31 -Et-3-Et-Pyra (5) N CMe CH CF 2 CF 31 -Et-3-Pr-n-Pyra (5) N CMe CH CF 2 CF 3 1-Et-3-CH 2 F-Pyra (5) N CMe CH CF 2 CF 3 1-Et-3-CHF 2 -Pyra (5) N CMe CH CF 2 CF 3 1-Et-3-CO 2 Me-Pyra (5) N CMe CH CF 2 CF 3 1-Et-3-CN-Pyra (5) N CMe CH CF 2 CF 3 ────────────────── ──────────────────

【０１０２】[0102]

【表２８】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Et-3-NO2-Pyra(5) N CMe CH CF2CF3 1-Et-3-F-Pyra(5) N CMe CH CF2CF3 1-Et-3-Cl-Pyra(5) N CMe CH CF2CF3 1-Et-3-Br-Pyra(5) N CMe CH CF2CF3 1-Et-3-I-Pyra(5) N CMe CH CF2CF3 1-Et-3-CF3-4-Cl-Pyra(5) N CMe CH CF2CF3 1-Et-3-CF3-4-Br-Pyra(5) N CMe CH CF2CF3 1-Me-3-CF3-Pyra(5) N CMe CH Me 1-Me-3-CF3CF2-Pyra(5) N CMe CH Me 1-Me-3-CF3CF2CF2-Pyra(5) N CMe CH Me 1-Me-Pyra(5) N CMe CH Me 1-Me-3-Me-Pyra(5) N CMe CH Me 1-Me-3-Et-Pyra(5) N CMe CH Me 1-Me-3-Pr-n-Pyra(5) N CMe CH Me 1-Me-3-CH2F-Pyra(5) N CMe CH Me 1-Me-3-CHF2-Pyra(5) N CMe CH Me 1-Me-3-CO2Me-Pyra(5) N CMe CH Me 1-Me-3-CN-Pyra(5) N CMe CH Me 1-Me-3-NO2-Pyra(5) N CMe CH Me 1-Me-3-F-Pyra(5) N CMe CH Me 1-Me-3-Cl-Pyra(5) N CMe CH Me 1-Me-3-Br-Pyra(5) N CMe CH Me ────────────────────────────────────[Table 28] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Et-3-NO 2 -Pyra (5) N CMe CH CF 2 CF 3 1-Et-3-F-Pyra (5) N CMe CH CF 2 CF 31 -Et-3-Cl-Pyra (5) N CMe CH CF 2 CF 3 1- Et-3-Br-Pyra (5) N CMe CH CF 2 CF 31 -Et-3-I-Pyra (5) N CMe CH CF 2 CF 31 -Et-3-CF 3 -4-Cl-Pyra (5) N CMe CH CF 2 CF 3 1-Et-3-CF 3 -4-Br-Pyra (5) N CMe CH CF 2 CF 31 -Me-3-CF 3 -Pyra (5) N CMe CH Me 1-Me-3-CF 3 CF 2 -Pyra (5) N CMe CH Me 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N CMe CH Me 1-Me-Pyra (5) N CMe CH Me 1-Me-3-Me-Pyra (5) N CMe CH Me 1-Me-3-Et-Pyra (5) N CMe CH Me 1-Me-3-Pr-n-Pyra (5) N CMe CH Me 1-Me-3-CH 2 F-Pyra (5) N CMe CH Me 1-Me-3-CHF 2 -Pyra (5) N CMe CH Me 1-Me-3-CO 2 Me-Pyra ( 5) N CMe CH Me 1-Me-3-CN-Pyra (5) N CMe CH Me 1-Me-3-NO 2 -Pyra (5) N CMe CH Me 1-Me-3-F-Pyra (5) ) N CMe CH Me 1-Me-3-Cl-Pyr a (5) N CMe CH Me 1-Me-3-Br-Pyra (5) N CMe CH Me ────────────────────────── ──────────

【０１０３】[0103]

【表２９】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-I-Pyra(5) N CMe CH Me 1-Me-3-CF3-4-Cl-Pyra(5) N CMe CH Me 1-Me-3-CF3-4-Br-Pyra(5) N CMe CH Me 1-Me-3-CF3-Pyra(5) N CMe CH Et 1-Me-3-CF3-Pyra(5) N CMe CH Pr-iso 1-Me-3-CF3-Pyra(5) N CMe CH Pr-n 1-Me-3-CF3-Pyra(5) N CMe CH Bu-n 1-Me-3-CF3-Pyra(5) N CMe CH Bu-iso 1-Me-3-CF3-Pyra(5) N CMe CH Bu-sec 1-Me-3-CF3-Pyra(5) N CMe CH Bu-tert 1-Me-3-CF3-Pyra(5) N CMe CH Pr-n 1-Me-3-CF3-Pyra(5) N CMe CH Pen-n 1-Me-3-CF3-Pyra(5) N CMe CH Hex-n 1-Me-3-CF3-Pyra(5) N CMe CH Pr-cyc 1-Me-3-CF3-Pyra(5) N CMe CH Bu-cyc 1-Me-3-CF3-Pyra(5) N CMe CH Pen-cyc 1-Me-3-CF3-Pyra(5) N CMe CH Hex-cyc 1-Me-3-CF3-Pyra(5) N CMe CH CH2F 1-Me-3-CF3-Pyra(5) N CMe CH CH2Cl 1-Me-3-CF3-Pyra(5) N CMe CH CH2Br 1-Me-3-CF3-Pyra(5) N CMe CH CH2I 1-Me-3-CF3-Pyra(5) N CMe CH CHF2 ────────────────────────────────────[Table 29] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-I-Pyra ( 5) N CMe CH Me 1-Me-3-CF 3 -4-Cl-Pyra (5) N CMe CH Me 1-Me-3-CF 3 -4-Br-Pyra (5) N CMe CH Me 1- Me-3-CF 3 -Pyra (5) N CMe CH Et 1-Me-3-CF 3 -Pyra (5) N CMe CH Pr-iso 1-Me-3-CF 3 -Pyra (5) N CMe CH Pr-n 1-Me-3-CF 3 -Pyra (5) N CMe CH Bu-n 1-Me-3-CF 3 -Pyra (5) N CMe CH Bu-iso 1-Me-3-CF 3- Pyra (5) N CMe CH Bu-sec 1-Me-3-CF 3 -Pyra (5) N CMe CH Bu-tert 1-Me-3-CF 3 -Pyra (5) N CMe CH Pr-n 1- Me-3-CF 3 -Pyra (5) N CMe CH Pen-n 1-Me-3-CF 3 -Pyra (5) N CMe CH Hex-n 1-Me-3-CF 3 -Pyra (5) N CMe CH Pr-cyc 1-Me-3-CF 3 -Pyra (5) N CMe CH Bu-cyc 1-Me-3-CF 3 -Pyra (5) N CMe CH Pen-cyc 1-Me-3-CF 3 -Pyra (5) N CMe CH Hex-cyc 1-Me-3-CF 3 -Pyra (5) N CMe CH CH 2 F 1-Me-3-CF 3 -Pyra (5) N CMe CH CH 2 Cl 1-Me-3-CF 3 -Pyra (5) N CMe CH CH 2 Br 1-Me-3-CF 3 -Pyra (5) N CMe CH CH 2 I 1-Me-3-CF 3 -Pyra (5) N CMe CH CHF 2 ───────── ───────────────────────────

【０１０４】[0104]

【表３０】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CF3-Pyra(5) N CMe CH CHCl2 1-Me-3-CF3-Pyra(5) N CMe CH CHBr2 1-Me-3-CF3-Pyra(5) N CMe CH CCl3 1-Me-3-CF3-Pyra(5) N CMe CH CBr3 1-Me-3-CF3-Pyra(5) N CMe CH CClF2 1-Me-3-CF3-Pyra(5) N CMe CH CH2CF3 1-Me-3-CF3-Pyra(5) N CMe CH CH2CH2Cl 1-Me-3-CF3-Pyra(5) N CMe CH CH2CHCl2 1-Me-3-CF3-Pyra(5) N CMe CH CH2CCl3 1-Me-3-CF3-Pyra(5) N CMe CH CH2CH2Br 1-Me-3-CF3-Pyra(5) N CMe CH CH2CHBr2 1-Me-3-CF3-Pyra(5) N CMe CH CH2CH2I 1-Me-3-CF3-Pyra(5) N CMe CH CH2CH2CF3 1-Me-3-CF3-Pyra(5) N CMe CH CH2CF2CF3 1-Me-3-CF3-Pyra(5) N CMe CH CF2CF2CF3 1-Me-3-CF3-Pyra(5) N CMe CH CH2CH2CH2CF3 1-Me-3-CF3-Pyra(5) N CMe CH CH2CH2CF2CF3 1-Me-3-CF3-Pyra(5) N CMe CH CH2CF2CF2CF3 1-Me-3-CF3-Pyra(5) N CMe CH CH2CH2CH2Cl 1-Me-3-CF3-Pyra(5) N CMe CH CH2CH2CH2CH2Cl 2-CF3-Ph N COMe CH CF3 3-CF3-Ph N COMe CH CF3 ────────────────────────────────────[Table 30] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CF 3 -Pyra (5) N CMe CH CHCl 2 1-Me-3-CF 3 -Pyra (5) N CMe CH CHBr 2 1-Me-3-CF 3 -Pyra (5) N CMe CH CCl 3 1-Me-3- CF 3 -Pyra (5) N CMe CH CBr 3 1-Me-3-CF 3 -Pyra (5) N CMe CH CClF 2 1-Me-3-CF 3 -Pyra (5) N CMe CH CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CMe CH CH 2 CH 2 Cl 1-Me-3-CF 3 -Pyra (5) N CMe CH CH 2 CHCl 2 1-Me-3-CF 3- Pyra (5) N CMe CH CH 2 CCl 3 1-Me-3-CF 3 -Pyra (5) N CMe CH CH 2 CH 2 Br 1-Me-3-CF 3 -Pyra (5) N CMe CH CH 2 CHBr 2 1-Me-3-CF 3 -Pyra (5) N CMe CH CH 2 CH 2 I 1-Me-3-CF 3 -Pyra (5) N CMe CH CH 2 CH 2 CF 3 1-Me-3 -CF 3 -Pyra (5) N CMe CH CH 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CMe CH CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra ( 5) N CMe CH CH 2 CH 2 CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CMe CH CH 2 CH 2 CF 2 CF 3 1-Me -3-CF 3 -Pyra (5) N CMe CH CH 2 CF 2 CF 2 CF 31 -Me-3-CF 3 -Pyra (5) N CMe CH CH 2 CH 2 CH 2 Cl 1-Me-3- CF 3 -Pyra (5) N CMe CH CH 2 CH 2 CH 2 CH 2 Cl 2-CF 3 -Ph N COMe CH CF 3 3-CF 3 -Ph N COMe CH CF 3 ───────── ───────────────────────────

【０１０５】[0105]

【表３１】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 4-CF3-Ph N COMe CH CF3 2-Me-Ph N COMe CH CF3 3-Me-Ph N COMe CH CF3 4-Me-Ph N COMe CH CF3 2-Et-Ph N COMe CH CF3 3-Et-Ph N COMe CH CF3 4-Et-Ph N COMe CH CF3 2-MeO-Ph N COMe CH CF3 3-MeO-Ph N COMe CH CF3 4-MeO-Ph N COMe CH CF3 2-CN-Ph N COMe CH CF3 3-CN-Ph N COMe CH CF3 4-CN-Ph N COMe CH CF3 2-NO2-Ph N COMe CH CF3 3-NO2-Ph N COMe CH CF3 4-NO2-Ph N COMe CH CF3 2-F-Ph N COMe CH CF3 3-F-Ph N COMe CH CF3 4-F-Ph N COMe CH CF3 2-Cl-Ph N COMe CH CF3 3-Cl-Ph N COMe CH CF3 ────────────────────────────────────[Table 31] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 4-CF 3 -Ph N COMe CH CF 3 2-Me-Ph N COMe CH CF 3 3-Me-Ph N COMe CH CF 3 4-Me-Ph N COMe CH CF 3 2-Et-Ph N COMe CH CF 3 3-Et-Ph N COMe CH CF 3 4-Et-Ph N COMe CH CF 3 2-MeO-Ph N COMe CH CF 3 3-MeO-Ph N COMe CH CF 3 4-MeO-Ph N COMe CH CF 3 2-CN-Ph N COMe CH CF 3 3-CN-Ph N COMe CH CF 3 4-CN-Ph N COMe CH CF 3 2-NO 2 -Ph N COMe CH CF 3 3-NO 2 -Ph N COMe CH CF 3 4-NO 2 -Ph N COMe CH CF 3 2-F-Ph N COMe CH CF 3 3-F-Ph N COMe CH CF 3 4-F-Ph N COMe CH CF 3 2-Cl-Ph N COMe CH CF 3 3-Cl-Ph N COMe CH CF 3 ────────────────────────────────────

【０１０６】[0106]

【表３２】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 4-Cl-Ph N COMe CH CF3 2-Br-Ph N COMe CH CF3 3-Br-Ph N COMe CH CF3 4-Br-Ph N COMe CH CF3 2-I-Ph N COMe CH CF3 3-I-Ph N COMe CH CF3 4-I-Ph N COMe CH CF3 2-CF3-Ph N COMe CH CF2CF3 3-CF3-Ph N COMe CH CF2CF3 4-CF3-Ph N COMe CH CF2CF3 2-Me-Ph N COMe CH CF2CF3 3-Me-Ph N COMe CH CF2CF3 4-Me-Ph N COMe CH CF2CF3 2-Et-Ph N COMe CH CF2CF3 3-Et-Ph N COMe CH CF2CF3 4-Et-Ph N COMe CH CF2CF3 2-CN-Ph N COMe CH CF2CF3 3-CN-Ph N COMe CH CF2CF3 4-CN-Ph N COMe CH CF2CF3 2-F-Ph N COMe CH CF2CF3 3-F-Ph N COMe CH CF2CF3 4-F-Ph N COMe CH CF2CF3 ────────────────────────────────────[Table 32] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 4-Cl-Ph N COMe CH CF 3 2-Br-Ph N COMe CH CF 3 3-Br-Ph N COMe CH CF 3 4-Br-Ph N COMe CH CF 3 2-I-Ph N COMe CH CF 3 3-I-Ph N COMe CH CF 3 4-I-Ph N COMe CH CF 3 2-CF 3 -Ph N COMe CH CF 2 CF 3 3-CF 3 -Ph N COMe CH CF 2 CF 3 4-CF 3 -Ph N COMe CH CF 2 CF 3 2 -Me-Ph N COMe CH CF 2 CF 3 3-Me-Ph N COMe CH CF 2 CF 3 4-Me-Ph N COMe CH CF 2 CF 3 2-Et-Ph N COMe CH CF 2 CF 3 3-Et -Ph N COMe CH CF 2 CF 3 4-Et-Ph N COMe CH CF 2 CF 3 2-CN-Ph N COMe CH CF 2 CF 3 3-CN-Ph N COMe CH CF 2 CF 3 4-CN-Ph N COMe CH CF 2 CF 3 2-F-Ph N COMe CH CF 2 CF 3 3-F-Ph N COMe CH CF 2 CF 3 4-F-Ph N COMe CH CF 2 CF 3 ─────── ─────────────────────────────

【０１０７】[0107]

【表３３】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 2-Cl-Ph N COMe CH CF2CF3 3-Cl-Ph N COMe CH CF2CF3 4-Cl-Ph N COMe CH CF2CF3 2-Br-Ph N COMe CH CF2CF3 3-Br-Ph N COMe CH CF2CF3 4-Br-Ph N COMe CH CF2CF3 2-CF3-Ph N COMe CH H 3-CF3-Ph N COMe CH H 4-CF3-Ph N COMe CH H 2-Me-Ph N COMe CH H 3-Me-Ph N COMe CH H 4-Me-Ph N COMe CH H 2-Et-Ph N COMe CH H 3-Et-Ph N COMe CH H 4-Et-Ph N COMe CH H 2-CN-Ph N COMe CH H 3-CN-Ph N COMe CH H 4-CN-Ph N COMe CH H 2-F-Ph N COMe CH H 3-F-Ph N COMe CH H 4-F-Ph N COMe CH H 2-Cl-Ph N COMe CH H ────────────────────────────────────[Table 33] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 2-Cl-Ph N COMe CH CF 2 CF 3 3-Cl-Ph N COMe CH CF 2 CF 3 4-Cl-Ph N COMe CH CF 2 CF 3 2-Br-Ph N COMe CH CF 2 CF 3 3-Br-Ph N COMe CH CF 2 CF 3 4-Br-Ph N COMe CH CF 2 CF 3 2-CF 3 -Ph N COMe CH H 3-CF 3 -Ph N COMe CH H 4-CF 3 -Ph N COMe CH H 2-Me-Ph N COMe CH H 3-Me-Ph N COMe CH H 4-Me-Ph N COMe CH H 2-Et-Ph N COMe CH H 3-Et-Ph N COMe CH H 4-Et-Ph N COMe CH H 2-CN- Ph N COMe CH H 3-CN-Ph N COMe CH H 4-CN-Ph N COMe CH H 2-F-Ph N COMe CH H 3-F-Ph N COMe CH H 4-F-Ph N COMe CH H 2-Cl-Ph N COMe CH H ────────────────────────────────────

【０１０８】[0108]

【表３４】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-Cl-Ph N COMe CH H 4-Cl-Ph N COMe CH H 2-CF3-Ph N COMe CH Me 3-CF3-Ph N COMe CH Me 4-CF3-Ph N COMe CH Me 2-Me-Ph N COMe CH Me 3-Me-Ph N COMe CH Me 4-Me-Ph N COMe CH Me 2-Et-Ph N COMe CH Me 3-Et-Ph N COMe CH Me 4-Et-Ph N COMe CH Me 2-CN-Ph N COMe CH Me 3-CN-Ph N COMe CH Me 4-CN-Ph N COMe CH Me 2-F-Ph N COMe CH Me 3-F-Ph N COMe CH Me 4-F-Ph N COMe CH Me 2-Cl-Ph N COMe CH Me 3-Cl-Ph N COMe CH Me 4-Cl-Ph N COMe CH Me 2-CF3-Ph N COMe CH Et 3-CF3-Ph N COMe CH Et ────────────────────────────────────[Table 34] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-Cl-Ph N COMe CH H 4 -Cl-Ph N COMe CH H 2-CF 3 -Ph N COMe CH Me 3-CF 3 -Ph N COMe CH Me 4-CF 3 -Ph N COMe CH Me 2-Me-Ph N COMe CH Me 3-Me -Ph N COMe CH Me 4-Me-Ph N COMe CH Me 2-Et-Ph N COMe CH Me 3-Et-Ph N COMe CH Me 4-Et-Ph N COMe CH Me 2-CN-Ph N COMe CH Me 3-CN-Ph N COMe CH Me 4-CN-Ph N COMe CH Me 2-F-Ph N COMe CH Me 3-F-Ph N COMe CH Me 4-F-Ph N COMe CH Me 2-Cl- Ph N COMe CH Me 3-Cl-Ph N COMe CH Me 4-Cl-Ph N COMe CH Me 2-CF 3 -Ph N COMe CH Et 3-CF 3 -Ph N COMe CH Et ─────── ─────────────────────────────

【０１０９】[0109]

【表３５】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 4-CF3-Ph N COMe CH Et 2-Me-Ph N COMe CH Et 3-Me-Ph N COMe CH Et 4-Me-Ph N COMe CH Et 2-Et-Ph N COMe CH Et 3-Et-Ph N COMe CH Et 4-Et-Ph N COMe CH Et 2-CN-Ph N COMe CH Et 3-CN-Ph N COMe CH Et 4-CN-Ph N COMe CH Et 2-F-Ph N COMe CH Et 3-F-Ph N COMe CH Et 4-F-Ph N COMe CH Et 2-Cl-Ph N COMe CH Et 3-Cl-Ph N COMe CH Et 4-Cl-Ph N COMe CH Et 2-CF3-Ph N COMe CH Pr-iso 3-CF3-Ph N COMe CH Pr-iso 4-CF3-Ph N COMe CH Pr-iso 2-CF3-Ph N COMe CH Pr-n 3-CF3-Ph N COMe CH Pr-n 4-CF3-Ph N COMe CH Pr-n ────────────────────────────────────[Table 35] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 4-CF 3 -Ph N COMe CH Et 2-Me-Ph N COMe CH Et 3-Me-Ph N COMe CH Et 4-Me-Ph N COMe CH Et 2-Et-Ph N COMe CH Et 3-Et-Ph N COMe CH Et 4-Et-Ph N COMe CH Et 2-CN-Ph N COMe CH Et 3-CN-Ph N COMe CH Et 4-CN-Ph N COMe CH Et 2-F-Ph N COMe CH Et 3-F-Ph N COMe CH Et 4 -F-Ph N COMe CH Et 2-Cl-Ph N COMe CH Et 3-Cl-Ph N COMe CH Et 4-Cl-Ph N COMe CH Et 2-CF 3 -Ph N COMe CH Pr-iso 3-CF 3 -Ph N COMe CH Pr-iso 4-CF 3 -Ph N COMe CH Pr-iso 2-CF 3 -Ph N COMe CH Pr-n 3-CF 3 -Ph N COMe CH Pr-n 4-CF 3- Ph N COMe CH Pr-n ────────────────────────────────────

【０１１０】[0110]

【表３６】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N COMe CH Bu-n 3-CF3-Ph N COMe CH Bu-iso 3-CF3-Ph N COMe CH Bu-sec 3-CF3-Ph N COMe CH Bu-tert 3-CF3-Ph N COMe CH Pr-n 3-CF3-Ph N COMe CH Pen-n 3-CF3-Ph N COMe CH Hex-n 3-CF3-Ph N COMe CH Pr-cyc 3-CF3-Ph N COMe CH Bu-cyc 3-CF3-Ph N COMe CH Pen-cyc 3-CF3-Ph N COMe CH Hex-cyc 3-CF3-Ph N COMe CH CH2F 3-CF3-Ph N COMe CH CH2Cl 3-CF3-Ph N COMe CH CH2Br 3-CF3-Ph N COMe CH CH2I 3-CF3-Ph N COMe CH CHF2 3-CF3-Ph N COMe CH CHCl2 3-CF3-Ph N COMe CH CHBr2 3-CF3-Ph N COMe CH CCl3 3-CF3-Ph N COMe CH CBr3 3-CF3-Ph N COMe CH CClF2 3-CF3-Ph N COMe CH CH2CF3 ────────────────────────────────────[Table 36] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N COMe CH Bu -n 3-CF 3 -Ph N COMe CH Bu-iso 3-CF 3 -Ph N COMe CH Bu-sec 3-CF 3 -Ph N COMe CH Bu-tert 3-CF 3 -Ph N COMe CH Pr-n 3-CF 3 -Ph N COMe CH Pen-n 3-CF 3 -Ph N COMe CH Hex-n 3-CF 3 -Ph N COMe CH Pr-cyc 3-CF 3 -Ph N COMe CH Bu-cyc 3- CF 3 -Ph N COMe CH Pen-cyc 3-CF 3 -Ph N COMe CH Hex-cyc 3-CF 3 -Ph N COMe CH CH 2 F 3-CF 3 -Ph N COMe CH CH 2 Cl 3-CF 3 -Ph N COMe CH CH 2 Br 3-CF 3 -Ph N COMe CH CH 2 I 3-CF 3 -Ph N COMe CH CHF 2 3-CF 3 -Ph N COMe CH CHCl 2 3-CF 3 -Ph N COMe CH CHBr 2 3-CF 3 -Ph N COMe CH CCl 3 3-CF 3 -Ph N COMe CH CBr 3 3-CF 3 -Ph N COMe CH CClF 2 3-CF 3 -Ph N COMe CH CH 2 CF 3 ─ ──────────────────────────────── ──

【０１１１】[0111]

【表３７】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N COMe CH CH2CH2Cl 3-CF3-Ph N COMe CH CH2CHCl2 3-CF3-Ph N COMe CH CH2CCl3 3-CF3-Ph N COMe CH CH2CH2Br 3-CF3-Ph N COMe CH CH2CHBr2 3-CF3-Ph N COMe CH CH2CH2I 3-CF3-Ph N COMe CH CH2CH2CF3 3-CF3-Ph N COMe CH CH2CF2CF3 3-CF3-Ph N COMe CH CF2CF2CF3 3-CF3-Ph N COMe CH CH2CH2CH2CF3 3-CF3-Ph N COMe CH CH2CH2CF2CF3 3-CF3-Ph N COMe CH CH2CF2CF2CF3 3-CF3-Ph N COMe CH CH2CH2CH2Cl 3-CF3-Ph N COMe CH CH2CH2CH2CH2Cl 3-CF3-Ph N COMe CH OMe 3-CF3-Ph N COMe CH OEt 3-CF3-Ph N COMe CH OPr-n 3-CF3-Ph N COMe CH OPr-iso 3-CF3-Ph N COMe CH OBu-n 3-CF3-Ph N COMe CH OBu-is 3-CF3-Ph N COMe CH OBu-tert 3-CF3-Ph N COMe CH CN ────────────────────────────────────[Table 37] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N COMe CH CH 2 CH 2 Cl 3-CF 3 -Ph N COMe CH CH 2 CHCl 2 3-CF 3 -Ph N COMe CH CH 2 CCl 3 3-CF 3 -Ph N COMe CH CH 2 CH 2 Br 3-CF 3 -Ph N COMe CH CH 2 CHBr 2 3-CF 3 -Ph N COMe CH CH 2 CH 2 I 3-CF 3 -Ph N COMe CH CH 2 CH 2 CF 3 3-CF 3 -Ph N COMe CH CH 2 CF 2 CF 3 3-CF 3 -Ph N COMe CH CF 2 CF 2 CF 3 3-CF 3 -Ph N COMe CH CH 2 CH 2 CH 2 CF 3 3-CF 3 -Ph N COMe CH CH 2 CH 2 CF 2 CF 3 3-CF 3 -Ph N COMe CH CH 2 CF 2 CF 2 CF 3 3-CF 3 -Ph N COMe CH CH 2 CH 2 CH 2 Cl 3-CF 3 -Ph N COMe CH CH 2 CH 2 CH 2 CH 2 Cl 3-CF 3 -Ph N COMe CH OMe 3-CF 3 -Ph N COMe CH OEt 3-CF 3 -Ph N COMe CH OPr-n 3-CF 3 -Ph N COMe CH OPr-iso 3-CF 3- Ph N COMe CH OBu-n 3-CF 3 -Ph N COMe CH OBu-is 3-CF 3 -Ph N COMe CH OBu-tert 3-CF 3 -Ph N COMe CH CN ────────────────────────────────────

【０１１２】[0112]

【表３８】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N COMe CH NO2 3-CF3-Ph N COMe CH F 3-CF3-Ph N COMe CH Cl 3-CF3-Ph N COMe CH Br 3-CF3-Ph N COMe CH I 1-Me-3-CF3-Pyra(5) N COMe CH CF3 1-Me-3-CF3CF2-Pyra(5) N COMe CH CF3 1-Me-3-CF3CF2CF2-Pyra(5) N COMe CH CF3 1-Me-Pyra(5) N COMe CH CF3 1-Me-3-Me-Pyra(5) N COMe CH CF3 1-Me-3-Et-Pyra(5) N COMe CH CF3 1-Me-3-Pr-n-Pyra(5) N COMe CH CF3 1-Me-3-CH2F-Pyra(5) N COMe CH CF3 1-Me-3-CHF2-Pyra(5) N COMe CH CF3 1-Me-3-CO2Me-Pyra(5) N COMe CH CF3 1-Me-3-CN-Pyra(5) N COMe CH CF3 1-Me-3-NO2-Pyra(5) N COMe CH CF3 1-Me-3-F-Pyra(5) N COMe CH CF3 1-Me-3-Cl-Pyra(5) N COMe CH CF3 1-Me-3-Br-Pyra(5) N COMe CH CF3 1-Me-3-I-Pyra(5) N COMe CH CF3 1-Me-3-CF3-4-Cl-Pyra(5) N COMe CH CF3 ────────────────────────────────────[Table 38] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N COMe CH NO 2 3-CF 3 -Ph N COMe CH F 3-CF 3 -Ph N COMe CH Cl 3-CF 3 -Ph N COMe CH Br 3-CF 3 -Ph N COMe CH I 1-Me-3-CF 3- Pyra (5) N COMe CH CF 31 -Me-3-CF 3 CF 2 -Pyra (5) N COMe CH CF 31 -Me-3-CF 3 CF 2 CF 2 -Pyra (5) N COMe CH CF 3 1-Me-Pyra (5) N COMe CH CF 3 1-Me-3-Me-Pyra (5) N COMe CH CF 31 -Me-3-Et-Pyra (5) N COMe CH CF 3 1- Me-3-Pr-n-Pyra (5) N COMe CH CF 31 -Me-3-CH 2 F-Pyra (5) N COMe CH CF 31 -Me-3-CHF 2 -Pyra (5) N COMe CH CF 3 1-Me-3-CO 2 Me-Pyra (5) N COMe CH CF 31 -Me-3-CN-Pyra (5) N COMe CH CF 31 -Me-3-NO 2 -Pyra (5) N COMe CH CF 31 -Me-3-F-Pyra (5) N COMe CH CF 31 -Me-3-Cl-Pyra (5) N COMe CH CF 31 -Me-3-Br- Pyra (5) N COMe CH CF 31 -Me-3-I-Pyra (5) N COMe CH CF 31 -Me-3-CF 3 -4-Cl-Pyra (5) N COMe CH CF 3 ────────────────────────────────────

【０１１３】[0113]

【表３９】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CF3-4-Br-Pyra(5) N COMe CH CF3 1-Et-3-CF3-Pyra(5) N COMe CH CF3 1-Et-3-CF3CF2-Pyra(5) N COMe CH CF3 1-Et-3-CF3CF2CF2-Pyra(5) N COMe CH CF3 1-Et-Pyra(5) N COMe CH CF3 1-Et-3-Me-Pyra(5) N COMe CH CF3 1-Et-3-Et-Pyra(5) N COMe CH CF3 1-Et-3-Pr-n-Pyra(5) N COMe CH CF3 1-Et-3-CH2F-Pyra(5) N COMe CH CF3 1-Et-3-CHF2-Pyra(5) N COMe CH CF3 1-Et-3-CO2Me-Pyra(5) N COMe CH CF3 1-Et-3-CN-Pyra(5) N COMe CH CF3 1-Et-3-NO2-Pyra(5) N COMe CH CF3 1-Et-3-F-Pyra(5) N COMe CH CF3 1-Et-3-Cl-Pyra(5) N COMe CH CF3 1-Et-3-Br-Pyra(5) N COMe CH CF3 1-Et-3-I-Pyra(5) N COMe CH CF3 1-Et-3-CF3-4-Cl-Pyra(5) N COMe CH CF3 1-Et-3-CF3-4-Br-Pyra(5) N COMe CH CF3 1-Me-5-CF3-Pyra(3) N COMe CH CF3 1-Me-5-CF3CF2-Pyra(3) N COMe CH CF3 1-Me-5-CF3CF2CF2-Pyra(3) N COMe CH CF3 ────────────────────────────────────[Table 39] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CF 3 -4 -Br-Pyra (5) N COMe CH CF 3 1-Et-3-CF 3 -Pyra (5) N COMe CH CF 31 -Et-3-CF 3 CF 2 -Pyra (5) N COMe CH CF 3 1-Et-3-CF 3 CF 2 CF 2 -Pyra (5) N COMe CH CF 3 1-Et-Pyra (5) N COMe CH CF 3 1-Et-3-Me-Pyra (5) N COMe CH CF 3 1-Et-3-Et-Pyra (5) N COMe CH CF 3 1-Et-3-Pr-n-Pyra (5) N COMe CH CF 31 1-Et-3-CH 2 F-Pyra ( 5) N COMe CH CF 3 1-Et-3-CHF 2 -Pyra (5) N COMe CH CF 3 1-Et-3-CO 2 Me-Pyra (5) N COMe CH CF 3 1-Et-3- CN-Pyra (5) N COMe CH CF 31 -Et-3-NO 2 -Pyra (5) N COMe CH CF 31 -Et-3-F-Pyra (5) N COMe CH CF 31 -Et- 3-Cl-Pyra (5) N COMe CH CF 31 -Et-3-Br-Pyra (5) N COMe CH CF 31 -Et-3-I-Pyra (5) N COMe CH CF 31 -Et -3-CF 3 -4-Cl-Pyra (5) N COMe CH CF 31 -Et-3-CF 3 -4-Br-Pyra (5) N COMe CH CF 31 -Me-5-CF 3- Pyra (3) N COMe C H CF 3 1-Me-5-CF 3 CF 2 -Pyra (3) N COMe CH CF 3 1-Me-5-CF 3 CF 2 CF 2 -Pyra (3) N COMe CH CF 3 ───── ───────────────────────────────

【０１１４】[0114]

【表４０】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-Pyra(3) N COMe CH CF3 1-Me-5-Me-Pyra(3) N COMe CH CF3 1-Me-5-Et-Pyra(3) N COMe CH CF3 1-Me-5-Pr-n-Pyra(3) N COMe CH CF3 1-Me-5-CH2F-Pyra(3) N COMe CH CF3 1-Me-5-CHF2-Pyra(3) N COMe CH CF3 1-Me-5-CO2Me-Pyra(3) N COMe CH CF3 1-Me-5-CN-Pyra(3) N COMe CH CF3 1-Me-5-NO2-Pyra(3) N COMe CH CF3 1-Me-5-F-Pyra(3) N COMe CH CF3 1-Me-5-Cl-Pyra(3) N COMe CH CF3 1-Me-5-Br-Pyra(3) N COMe CH CF3 1-Me-5-I-Pyra(3) N COMe CH CF3 1-Me-5-CF3-4-Cl-Pyra(3) N COMe CH CF3 1-Me-5-CF3-4-Br-Pyra(3) N COMe CH CF3 1-Me-3-CF3-Pyra(5) N COMe CH CF2CF3 1-Me-3-CF3CF2-Pyra(5) N COMe CH CF2CF3 1-Me-3-CF3CF2CF2-Pyra(5) N COMe CH CF2CF3 1-Me-Pyra(5) N COMe CH CF2CF3 1-Me-3-Me-Pyra(5) N COMe CH CF2CF3 1-Me-3-Et-Pyra(5) N COMe CH CF2CF3 1-Me-3-Pr-n-Pyra(5) N COMe CH CF2CF3 ────────────────────────────────────[Table 40] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-Pyra (3) N COMe CH CF 31 -Me-5-Me-Pyra (3) N COMe CH CF 31 -Me-5-Et-Pyra (3) N COMe CH CF 31 -Me-5-Pr-n-Pyra (3 ) N COMe CH CF 3 1-Me-5-CH 2 F-Pyra (3) N COMe CH CF 3 1-Me-5-CHF 2 -Pyra (3) N COMe CH CF 3 1-Me-5-CO 2 Me-Pyra (3) N COMe CH CF 3 1-Me-5-CN-Pyra (3) N COMe CH CF 31 -Me-5-NO 2 -Pyra (3) N COMe CH CF 31 -Me -5-F-Pyra (3) N COMe CH CF 3 1-Me-5-Cl-Pyra (3) N COMe CH CF 31 -Me-5-Br-Pyra (3) N COMe CH CF 3 1- Me-5-I-Pyra (3) N COMe CH CF 3 1-Me-5-CF 3 -4-Cl-Pyra (3) N COMe CH CF 3 1-Me-5-CF 3 -4-Br- Pyra (3) N COMe CH CF 3 1-Me-3-CF 3 -Pyra (5) N COMe CH CF 2 CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) N COMe CH CF 2 CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N COMe CH CF 2 CF 31 -Me-Pyra (5) N COMe CH CF 2 CF 31 -Me-3-Me-Pyra ( 5) N CO Me CH CF 2 CF 3 1-Me-3-Et-Pyra (5) N COMe CH CF 2 CF 3 1-Me-3-Pr-n-Pyra (5) N COMe CH CF 2 CF 3 ──── ────────────────────────────────

【０１１５】[0115]

【表４１】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CH2F-Pyra(5) N COMe CH CF2CF3 1-Me-3-CHF2-Pyra(5) N COMe CH CF2CF3 1-Me-3-CO2Me-Pyra(5) N COMe CH CF2CF3 1-Me-3-CN-Pyra(5) N COMe CH CF2CF3 1-Me-3-NO2-Pyra(5) N COMe CH CF2CF3 1-Me-3-F-Pyra(5) N COMe CH CF2CF3 1-Me-3-Cl-Pyra(5) N COMe CH CF2CF3 1-Me-3-Br-Pyra(5) N COMe CH CF2CF3 1-Me-3-I-Pyra(5) N COMe CH CF2CF3 1-Me-3-CF3-4-Cl-Pyra(5) N COMe CH CF2CF3 1-Me-3-CF3-4-Br-Pyra(5) N COMe CH CF2CF3 1-Et-3-CF3-Pyra(5) N COMe CH CF2CF3 1-Et-3-CF3CF2-Pyra(5) N COMe CH CF2CF3 1-Et-3-CF3CF2CF2-Pyra(5) N COMe CH CF2CF3 1-Et-Pyra(5) N COMe CH CF2CF3 1-Et-3-Me-Pyra(5) N COMe CH CF2CF3 1-Et-3-Et-Pyra(5) N COMe CH CF2CF3 1-Et-3-Pr-n-Pyra(5) N COMe CH CF2CF3 1-Et-3-CH2F-Pyra(5) N COMe CH CF2CF3 1-Et-3-CHF2-Pyra(5) N COMe CH CF2CF3 1-Et-3-CO2Me-Pyra(5) N COMe CH CF2CF3 1-Et-3-CN-Pyra(5) N COMe CH CF2CF3 ────────────────────────────────────[Table 41] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CH 2 F- Pyra (5) N COMe CH CF 2 CF 3 1-Me-3-CHF 2 -Pyra (5) N COMe CH CF 2 CF 31 -Me-3-CO 2 Me-Pyra (5) N COMe CH CF 2 CF 3 1-Me-3-CN-Pyra (5) N COMe CH CF 2 CF 3 1-Me-3-NO 2 -Pyra (5) N COMe CH CF 2 CF 3 1-Me-3-F-Pyra (5) N COMe CH CF 2 CF 3 1-Me-3-Cl-Pyra (5) N COMe CH CF 2 CF 3 1-Me-3-Br-Pyra (5) N COMe CH CF 2 CF 3 1- Me-3-I-Pyra (5) N COMe CH CF 2 CF 3 1-Me-3-CF 3 -4-Cl-Pyra (5) N COMe CH CF 2 CF 3 1-Me-3-CF 3- 4-Br-Pyra (5) N COMe CH CF 2 CF 3 1-Et-3-CF 3 -Pyra (5) N COMe CH CF 2 CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) N COMe CH CF 2 CF 3 1-Et-3-CF 3 CF 2 CF 2 -Pyra (5) N COMe CH CF 2 CF 3 1-Et-Pyra (5) N COMe CH CF 2 CF 3 1-Et- 3-Me-Pyra (5) N COMe CH CF 2 CF 31 -Et-3-Et-Pyra (5) N COMe CH CF 2 CF 31 -Et-3-Pr-n-Pyra (5) N COMe CH CF 2 CF 3 1-Et-3-CH 2 F-Pyra (5) N COMe CH CF 2 CF 3 1-Et-3-CHF 2 -Pyra (5) N COMe CH CF 2 CF 3 1- Et-3-CO 2 Me-Pyra (5) N COMe CH CF 2 CF 3 1-Et-3-CN-Pyra (5) N COMe CH CF 2 CF 3 ──────────── ────────────────────────

【０１１６】[0116]

【表４２】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Et-3-NO2-Pyra(5) N COMe CH CF2CF3 1-Et-3-F-Pyra(5) N COMe CH CF2CF3 1-Et-3-Cl-Pyra(5) N COMe CH CF2CF3 1-Et-3-Br-Pyra(5) N COMe CH CF2CF3 1-Et-3-I-Pyra(5) N COMe CH CF2CF3 1-Et-3-CF3-4-Cl-Pyra(5) N COMe CH CF2CF3 1-Et-3-CF3-4-Br-Pyra(5) N COMe CH CF2CF3 1-Me-3-CF3-Pyra(5) N COMe CH Me 1-Me-3-CF3CF2-Pyra(5) N COMe CH Me 1-Me-3-CF3CF2CF2-Pyra(5) N COMe CH Me 1-Me-Pyra(5) N COMe CH Me 1-Me-3-Me-Pyra(5) N COMe CH Me 1-Me-3-Et-Pyra(5) N COMe CH Me 1-Me-3-Pr-n-Pyra(5) N COMe CH Me 1-Me-3-CH2F-Pyra(5) N COMe CH Me 1-Me-3-CHF2-Pyra(5) N COMe CH Me 1-Me-3-CO2Me-Pyra(5) N COMe CH Me 1-Me-3-CN-Pyra(5) N COMe CH Me 1-Me-3-NO2-Pyra(5) N COMe CH Me 1-Me-3-F-Pyra(5) N COMe CH Me 1-Me-3-Cl-Pyra(5) N COMe CH Me 1-Me-3-Br-Pyra(5) N COMe CH Me ────────────────────────────────────[Table 42] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Et-3-NO 2 -Pyra (5) N COMe CH CF 2 CF 3 1-Et-3-F-Pyra (5) N COMe CH CF 2 CF 3 1-Et-3-Cl-Pyra (5) N COMe CH CF 2 CF 3 1- Et-3-Br-Pyra (5) N COMe CH CF 2 CF 3 1-Et-3-I-Pyra (5) N COMe CH CF 2 CF 3 1-Et-3-CF 3 -4-Cl-Pyra (5) N COMe CH CF 2 CF 3 1-Et-3-CF 3 -4-Br-Pyra (5) N COMe CH CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N COMe CH Me 1-Me-3-CF 3 CF 2 -Pyra (5) N COMe CH Me 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N COMe CH Me 1-Me-Pyra (5) N COMe CH Me 1-Me-3-Me-Pyra (5) N COMe CH Me 1-Me-3-Et-Pyra (5) N COMe CH Me 1-Me-3-Pr-n-Pyra (5) N COMe CH Me 1-Me-3-CH 2 F-Pyra (5) N COMe CH Me 1-Me-3-CHF 2 -Pyra (5) N COMe CH Me 1-Me-3-CO 2 Me-Pyra ( 5) N COMe CH Me 1-Me-3-CN-Pyra (5) N COMe CH Me 1-Me-3-NO 2 -Pyra (5) N COMe CH Me 1-Me-3-F-Pyra (5) ) N COMe CH Me 1-Me-3-Cl-Pyra (5) N COMe CH Me 1-Me-3-Br-Pyra (5) N COMe CH Me ──────────────── ────────────────────

【０１１７】[0117]

【表４３】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-I-Pyra(5) N COMe CH Me 1-Me-3-CF3-4-Cl-Pyra(5) N COMe CH Me 1-Me-3-CF3-4-Br-Pyra(5) N COMe CH Me 1-Me-3-CF3-Pyra(5) N COMe CH Et 1-Me-3-CF3-Pyra(5) N COMe CH Pr-iso 1-Me-3-CF3-Pyra(5) N COMe CH Pr-n 1-Me-3-CF3-Pyra(5) N COMe CH Bu-n 1-Me-3-CF3-Pyra(5) N COMe CH Bu-iso 1-Me-3-CF3-Pyra(5) N COMe CH Bu-sec 1-Me-3-CF3-Pyra(5) N COMe CH Bu-tert 1-Me-3-CF3-Pyra(5) N COMe CH Pr-n 1-Me-3-CF3-Pyra(5) N COMe CH Pen-n 1-Me-3-CF3-Pyra(5) N COMe CH Hex-n 1-Me-3-CF3-Pyra(5) N COMe CH Pr-cyc 1-Me-3-CF3-Pyra(5) N COMe CH Bu-cyc 1-Me-3-CF3-Pyra(5) N COMe CH Pen-cyc 1-Me-3-CF3-Pyra(5) N COMe CH Hex-cyc 1-Me-3-CF3-Pyra(5) N COMe CH CH2F 1-Me-3-CF3-Pyra(5) N COMe CH CH2Cl 1-Me-3-CF3-Pyra(5) N COMe CH CH2Br 1-Me-3-CF3-Pyra(5) N COMe CH CH2I 1-Me-3-CF3-Pyra(5) N COMe CH CHF2 ────────────────────────────────────[Table 43] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-I-Pyra ( 5) N COMe CH Me 1-Me-3-CF 3 -4-Cl-Pyra (5) N COMe CH Me 1-Me-3-CF 3 -4-Br-Pyra (5) N COMe CH Me 1- Me-3-CF 3 -Pyra (5) N COMe CH Et 1-Me-3-CF 3 -Pyra (5) N COMe CH Pr-iso 1-Me-3-CF 3 -Pyra (5) N COMe CH Pr-n 1-Me-3-CF 3 -Pyra (5) N COMe CH Bu-n 1-Me-3-CF 3 -Pyra (5) N COMe CH Bu-iso 1-Me-3-CF 3- Pyra (5) N COMe CH Bu-sec 1-Me-3-CF 3 -Pyra (5) N COMe CH Bu-tert 1-Me-3-CF 3 -Pyra (5) N COMe CH Pr-n 1- Me-3-CF 3 -Pyra (5) N COMe CH Pen-n 1-Me-3-CF 3 -Pyra (5) N COMe CH Hex-n 1-Me-3-CF 3 -Pyra (5) N COMe CH Pr-cyc 1-Me-3-CF 3 -Pyra (5) N COMe CH Bu-cyc 1-Me-3-CF 3 -Pyra (5) N COMe CH Pen-cyc 1-Me-3-CF 3 -Pyra (5) N COMe CH Hex-cyc 1-Me-3-CF 3 -Pyra (5) N COMe CH CH 2 F 1-Me-3-CF 3 -Pyra (5) N COMe CH CH 2 Cl 1-Me-3- CF 3 -Pyra (5) N COMe CH CH 2 Br 1-Me-3-CF 3 -Pyra (5) N COMe CH CH 2 I 1-Me-3-CF 3 -Pyra (5) N COMe CH CHF 2 ────────────────────────────────────

【０１１８】[0118]

【表４４】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CF3-Pyra(5) N COMe CH CHCl2 1-Me-3-CF3-Pyra(5) N COMe CH CHBr2 1-Me-3-CF3-Pyra(5) N COMe CH CCl3 1-Me-3-CF3-Pyra(5) N COMe CH CBr3 1-Me-3-CF3-Pyra(5) N COMe CH CClF2 1-Me-3-CF3-Pyra(5) N COMe CH CH2CF3 1-Me-3-CF3-Pyra(5) N COMe CH CH2CH2Cl 1-Me-3-CF3-Pyra(5) N COMe CH CH2CHCl2 1-Me-3-CF3-Pyra(5) N COMe CH CH2CCl3 1-Me-3-CF3-Pyra(5) N COMe CH CH2CH2Br 1-Me-3-CF3-Pyra(5) N COMe CH CH2CHBr2 1-Me-3-CF3-Pyra(5) N COMe CH CH2CH2I 1-Me-3-CF3-Pyra(5) N COMe CH CH2CH2CF3 1-Me-3-CF3-Pyra(5) N COMe CH CH2CF2CF3 1-Me-3-CF3-Pyra(5) N COMe CH CF2CF2CF3 1-Me-3-CF3-Pyra(5) N COMe CH CH2CH2CH2CF3 1-Me-3-CF3-Pyra(5) N COMe CH CH2CH2CF2CF3 1-Me-3-CF3-Pyra(5) N COMe CH CH2CF2CF2CF3 1-Me-3-CF3-Pyra(5) N COMe CH CH2CH2CH2Cl 1-Me-3-CF3-Pyra(5) N COMe CH CH2CH2CH2CH2Cl 2-CF3-Ph N COMe CH OCClF2 3-CF3-Ph N COMe CH OCF3 ────────────────────────────────────[Table 44] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CF 3 -Pyra (5) N COMe CH CHCl 2 1-Me-3-CF 3 -Pyra (5) N COMe CH CHBr 2 1-Me-3-CF 3 -Pyra (5) N COMe CH CCl 3 1-Me-3- CF 3 -Pyra (5) N COMe CH CBr 3 1-Me-3-CF 3 -Pyra (5) N COMe CH CClF 2 1-Me-3-CF 3 -Pyra (5) N COMe CH CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) N COMe CH CH 2 CH 2 Cl 1-Me-3-CF 3 -Pyra (5) N COMe CH CH 2 CHCl 2 1-Me-3-CF 3- Pyra (5) N COMe CH CH 2 CCl 3 1-Me-3-CF 3 -Pyra (5) N COMe CH CH 2 CH 2 Br 1-Me-3-CF 3 -Pyra (5) N COMe CH CH 2 CHBr 2 1-Me-3-CF 3 -Pyra (5) N COMe CH CH 2 CH 2 I 1-Me-3-CF 3 -Pyra (5) N COMe CH CH 2 CH 2 CF 3 1-Me-3 -CF 3 -Pyra (5) N COMe CH CH 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N COMe CH CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra ( 5) N COMe CH CH 2 CH 2 CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) N COMe CH CH 2 CH 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N COMe CH CH 2 CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N COMe CH CH 2 CH 2 CH 2 Cl 1-Me-3-CF 3 -Pyra (5) N COMe CH CH 2 CH 2 CH 2 CH 2 Cl 2-CF 3 -Ph N COMe CH OCClF 2 3-CF 3 -Ph N COMe CH OCF 3 ─ ───────────────────────────────────

【０１１９】[0119]

【表４５】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 2-CF3-Ph CH N CH CF3 3-CF3-Ph CH N CH CF3 4-CF3-Ph CH N CH CF3 2-F-Ph CH N CH CF3 3-F-Ph CH N CH CF3 4-F-Ph CH N CH CF3 2-Cl-Ph CH N CH CF3 3-Cl-Ph CH N CH CF3 4-Cl-Ph CH N CH CF3 2-CF3-Ph CH N CH CF2CF3 3-CF3-Ph CH N CH CF2CF3 4-CF3-Ph CH N CH CF2CF3 2-F-Ph CH N CH CF2CF3 3-F-Ph CH N CH CF2CF3 4-F-Ph CH N CH CF2CF3 2-Cl-Ph CH N CH CF2CF3 3-Cl-Ph CH N CH CF2CF3 4-Cl-Ph CH N CH CF2CF3 2-CF3-Ph CH N CH Me 3-CF3-Ph CH N CH Me 4-CF3-Ph CH N CH Me 2-F-Ph CH N CH Me ────────────────────────────────────[Table 45] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 2-CF 3 -Ph CH N CH CF 3 3-CF 3 -Ph CH N CH CF 3 4-CF 3 -Ph CH N CH CF 3 2-F-Ph CH N CH CF 3 3-F-Ph CH N CH CF 3 4-F-Ph CH N CH CF 3 2-Cl-Ph CH N CH CF 3 3-Cl-Ph CH N CH CF 3 4-Cl-Ph CH N CH CF 3 2-CF 3 -Ph CH N CH CF 2 CF 3 3-CF 3 -Ph CH N CH CF 2 CF 3 4-CF 3 -Ph CH N CH CF 2 CF 3 2-F-Ph CH N CH CF 2 CF 3 3-F-Ph CH N CH CF 2 CF 3 4-F- Ph CH N CH CF 2 CF 3 2-Cl-Ph CH N CH CF 2 CF 3 3-Cl-Ph CH N CH CF 2 CF 3 4-Cl-Ph CH N CH CF 2 CF 3 2-CF 3 -Ph CH N CH Me 3-CF 3 -Ph CH N CH Me 4-CF 3 -Ph CH N CH Me 2-F-Ph CH N CH Me ───────────────── ───────────────────

【０１２０】[0120]

【表４６】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-F-Ph CH N CH Me 4-F-Ph CH N CH Me 2-Cl-Ph CH N CH Me 3-Cl-Ph CH N CH Me 4-Cl-Ph CH N CH Me 2-CF3-Ph CH N CH Et 3-CF3-Ph CH N CH Et 4-CF3-Ph CH N CH Et 2-F-Ph CH N CH Et 3-F-Ph CH N CH Et 4-F-Ph CH N CH Et 2-Cl-Ph CH N CH Et 3-Cl-Ph CH N CH Et 4-Cl-Ph CH N CH Et 2-CF3-Ph CH N CH Pr-iso 3-CF3-Ph CH N CH Pr-iso 4-CF3-Ph CH N CH Pr-iso 2-CF3-Ph CH N CH Pr-n 3-CF3-Ph CH N CH Pr-n 4-CF3-Ph CH N CH Pr-n 3-CF3-Ph CH N CH Bu-n 3-CF3-Ph CH N CH Bu-iso ────────────────────────────────────[Table 46] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-F-Ph CH N CH Me 4 -F-Ph CH N CH Me 2-Cl-Ph CH N CH Me 3-Cl-Ph CH N CH Me 4-Cl-Ph CH N CH Me 2-CF 3 -Ph CH N CH Et 3-CF 3- Ph CH N CH Et 4-CF 3 -Ph CH N CH Et 2-F-Ph CH N CH Et 3-F-Ph CH N CH Et 4-F-Ph CH N CH Et 2-Cl-Ph CH N CH Et 3-Cl-Ph CH N CH Et 4-Cl-Ph CH N CH Et 2-CF 3 -Ph CH N CH Pr-iso 3-CF 3 -Ph CH N CH Pr-iso 4-CF 3 -Ph CH N CH Pr-iso 2-CF 3 -Ph CH N CH Pr-n 3-CF 3 -Ph CH N CH Pr-n 4-CF 3 -Ph CH N CH Pr-n 3-CF 3 -Ph CH N CH Bu-n 3-CF 3 -Ph CH N CH Bu-iso ─────────────────────────────────── ─

【０１２１】[0121]

【表４７】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph CH N CH Bu-sec 3-CF3-Ph CH N CH Bu-tert 3-CF3-Ph CH N CH Pr-n 3-CF3-Ph CH N CH Pen-n 3-CF3-Ph CH N CH Hex-n 3-CF3-Ph CH N CH Pr-cyc 3-CF3-Ph CH N CH Bu-cyc 3-CF3-Ph CH N CH Pen-cyc 3-CF3-Ph CH N CH Hex-cyc 3-CF3-Ph CH N CH CH2F 3-CF3-Ph CH N CH CH2Cl 3-CF3-Ph CH N CH CH2Br 3-CF3-Ph CH N CH CH2I 3-CF3-Ph CH N CH CHF2 3-CF3-Ph CH N CH CHCl2 3-CF3-Ph CH N CH CHBr2 3-CF3-Ph CH N CH CCl3 3-CF3-Ph CH N CH CBr3 3-CF3-Ph CH N CH CClF2 3-CF3-Ph CH N CH CH2CF3 3-CF3-Ph CH N CH CH2CH2CF3 3-CF3-Ph CH N CH CH2CF2CF3 ────────────────────────────────────[Table 47] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph CH N CH Bu -sec 3-CF 3 -Ph CH N CH Bu-tert 3-CF 3 -Ph CH N CH Pr-n 3-CF 3 -Ph CH N CH Pen-n 3-CF 3 -Ph CH N CH Hex-n 3-CF 3 -Ph CH N CH Pr-cyc 3-CF 3 -Ph CH N CH Bu-cyc 3-CF 3 -Ph CH N CH Pen-cyc 3-CF 3 -Ph CH N CH Hex-cyc 3- CF 3 -Ph CH N CH CH 2 F 3-CF 3 -Ph CH N CH CH 2 Cl 3-CF 3 -Ph CH N CH CH 2 Br 3-CF 3 -Ph CH N CH CH 2 I 3-CF 3 -Ph CH N CH CHF 2 3-CF 3 -Ph CH N CH CHCl 2 3-CF 3 -Ph CH N CH CHBr 2 3-CF 3 -Ph CH N CH CCl 3 3-CF 3 -Ph CH N CH CBr 3 3-CF 3 -Ph CH N CH CClF 2 3-CF 3 -Ph CH N CH CH 2 CF 3 3-CF 3 -Ph CH N CH CH 2 CH 2 CF 3 3-CF 3 -Ph CH N CH CH 2 CF 2 CF 3 ────────────────────────────────────

【０１２２】[0122]

【表４８】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph CH N CH CF2CF2CF3 3-CF3-Ph CH N CH CH2CH2CH2CF3 3-CF3-Ph CH N CH CH2CH2CF2CF3 3-CF3-Ph CH N CH CH2CF2CF2CF3 3-CF3-Ph CH N CH CN 3-CF3-Ph CH N CH NO2 3-CF3-Ph CH N CH F 3-CF3-Ph CH N CH Cl 3-CF3-Ph CH N CH Br 3-CF3-Ph CH N CH I 1-Me-3-CF3-Pyra(5) CH N CH CF3 1-Me-3-CF3CF2-Pyra(5) CH N CH CF3 1-Me-3-CF3CF2CF2-Pyra(5) CH N CH CF3 1-Me-3-CH2F-Pyra(5) CH N CH CF3 1-Me-3-CHF2-Pyra(5) CH N CH CF3 3-CF3-Ph CH N CH NO2 3-CF3-Ph CH N CH F 3-CF3-Ph CH N CH Cl 3-CF3-Ph CH N CH Br 3-CF3-Ph CH N CH I 1-Me-3-CF3-Pyra(5) CH N CH CF3 1-Me-3-CF3CF2-Pyra(5) CH N CH CF3 ────────────────────────────────────[Table 48] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph CH N CH CF 2 CF 2 CF 3 3-CF 3 -Ph CH N CH CH 2 CH 2 CH 2 CF 3 3-CF 3 -Ph CH N CH CH 2 CH 2 CF 2 CF 3 3-CF 3 -Ph CH N CH CH 2 CF 2 CF 2 CF 3 3-CF 3 -Ph CH N CH CN 3-CF 3 -Ph CH N CH NO 2 3-CF 3 -Ph CH N CH F 3-CF 3 -Ph CH N CH Cl 3-CF 3 -Ph CH N CH Br 3-CF 3 -Ph CH N CH I 1-Me-3-CF 3 -Pyra (5) CH N CH CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) CH N CH CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) CH N CH CF 3 1-Me-3-CH 2 F-Pyra (5) CH N CH CF 3 1-Me- 3-CHF 2 -Pyra (5) CH N CH CF 3 3-CF 3 -Ph CH N CH NO 2 3-CF 3 -Ph CH N CH F 3-CF 3 -Ph CH N CH Cl 3-CF 3- Ph CH N CH Br 3-CF 3 -Ph CH N CH I 1-Me-3-CF 3 -Pyra (5) CH N CH CF 31 -Me-3-CF 3 CF 2 -Pyra (5) CH N CH CF 3 ──────────────────── ───────────────

【０１２３】[0123]

【表４９】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CF3CF2CF2-Pyra(5) CH N CH CF3 1-Me-3-CH2F-Pyra(5) CH N CH CF3 1-Me-3-CHF2-Pyra(5) CH N CH CF3 1-Et-3-CF3-Pyra(5) CH N CH CF3 1-Et-3-CF3CF2-Pyra(5) CH N CH CF3 1-Et-3-CF3CF2CF2-Pyra(5) CH N CH CF3 1-Et-3-CH2F-Pyra(5) CH N CH CF3 1-Et-3-CHF2-Pyra(5) CH N CH CF3 1-Me-5-CF3-Pyra(3) CH N CH CF3 1-Me-5-CF3CF2-Pyra(3) CH N CH CF3 1-Me-5-CF3CF2CF2-Pyra(3) CH N CH CF3 1-Me-5-CH2F-Pyra(3) CH N CH CF3 1-Me-5-CHF2-Pyra(3) CH N CH CF3 1-Me-3-CF3-Pyra(5) CH N CH CF2CF3 1-Me-3-CF3CF2-Pyra(5) CH N CH CF2CF3 1-Me-3-CF3CF2CF2-Pyra(5) CH N CH CF2CF3 1-Me-3-CH2F-Pyra(5) CH N CH CF2CF3 1-Me-3-CHF2-Pyra(5) CH N CH CF2CF3 1-Et-3-CF3-Pyra(5) CH N CH CF2CF3 1-Et-3-CF3CF2-Pyra(5) CH N CH CF2CF3 1-Et-3-CF3CF2CF2-Pyra(5) CH N CH CF2CF3 1-Et-3-CH2F-Pyra(5) CH N CH CF2CF3 ────────────────────────────────────[Table 49] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) CH N CH CF 3 1-Me-3-CH 2 F-Pyra (5) CH N CH CF 31 -Me-3-CHF 2 -Pyra (5) CH N CH CF 3 1 -Et-3-CF 3 -Pyra (5) CH N CH CF 31 -Et-3-CF 3 CF 2 -Pyra (5) CH N CH CF 31 -Et-3-CF 3 CF 2 CF 2- Pyra (5) CH N CH CF 3 1-Et-3-CH 2 F-Pyra (5) CH N CH CF 3 1-Et-3-CHF 2 -Pyra (5) CH N CH CF 3 1-Me- 5-CF 3 -Pyra (3) CH N CH CF 3 1-Me-5-CF 3 CF 2 -Pyra (3) CH N CH CF 3 1-Me-5-CF 3 CF 2 CF 2 -Pyra (3 ) CH N CH CF 3 1-Me-5-CH 2 F-Pyra (3) CH N CH CF 3 1-Me-5-CHF 2 -Pyra (3) CH N CH CF 3 1-Me-3-CF 3 -Pyra (5) CH N CH CF 2 CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) CH N CH CF 2 CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra ( 5) CH N CH CF 2 CF 3 1-Me-3-CH 2 F-Pyra (5) CH N CH CF 2 CF 3 1-Me-3-CHF 2 -Pyra (5) CH N CH CF 2 CF 3 1-Et-3-CF 3 -Py ra (5) CH N CH CF 2 CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) CH N CH CF 2 CF 3 1-Et-3-CF 3 CF 2 CF 2 -Pyra (5) CH N CH CF 2 CF 3 1-Et-3-CH 2 F-Pyra (5) CH N CH CF 2 CF 3 ────────────────────── ──────────────

【０１２４】[0124]

【表５０】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Et-3-CHF2-Pyra(5) CH N CH CF2CF3 1-Me-3-CF3-Pyra(5) CH N CH Me 1-Me-3-CF3-Pyra(5) CH N CH Et 1-Me-3-CF3-Pyra(5) CH N CH Pr-iso 1-Me-3-CF3-Pyra(5) CH N CH Pr-n 1-Me-3-CF3-Pyra(5) CH N CH Bu-n 1-Me-3-CF3-Pyra(5) CH N CH Pr-n 1-Me-3-CF3-Pyra(5) CH N CH Pen-n 1-Me-3-CF3-Pyra(5) CH N CH Hex-n 1-Me-3-CF3-Pyra(5) CH N CH Pr-cyc 1-Me-3-CF3-Pyra(5) CH N CH Bu-cyc 1-Me-3-CF3-Pyra(5) CH N CH Pen-cyc 1-Me-3-CF3-Pyra(5) CH N CH Hex-cyc 1-Me-3-CF3-Pyra(5) CH N CH CH2F 1-Me-3-CF3-Pyra(5) CH N CH CH2Cl 1-Me-3-CF3-Pyra(5) CH N CH CHF2 1-Me-3-CF3-Pyra(5) CH N CH CClF2 1-Me-3-CF3-Pyra(5) CH N CH CH2CF3 1-Me-3-CF3-Pyra(5) CH N CH CH2CH2CF3 1-Me-3-CF3-Pyra(5) CH N CH CH2CF2CF3 1-Me-3-CF3-Pyra(5) CH N CH CF2CF2CF3 1-Me-3-CF3-Pyra(5) CH N CH OCF3 ────────────────────────────────────[Table 50] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Et-3-CHF 2 -Pyra (5) CH N CH CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH N CH Me 1-Me-3-CF 3 -Pyra (5) CH N CH Et 1-Me-3- CF 3 -Pyra (5) CH N CH Pr-iso 1-Me-3-CF 3 -Pyra (5) CH N CH Pr-n 1-Me-3-CF 3 -Pyra (5) CH N CH Bu- n 1-Me-3-CF 3 -Pyra (5) CH N CH Pr-n 1-Me-3-CF 3 -Pyra (5) CH N CH Pen-n 1-Me-3-CF 3 -Pyra ( 5) CH N CH Hex-n 1-Me-3-CF 3 -Pyra (5) CH N CH Pr-cyc 1-Me-3-CF 3 -Pyra (5) CH N CH Bu-cyc 1-Me- 3-CF 3 -Pyra (5) CH N CH Pen-cyc 1-Me-3-CF 3 -Pyra (5) CH N CH Hex-cyc 1-Me-3-CF 3 -Pyra (5) CH N CH CH 2 F 1-Me-3-CF 3 -Pyra (5) CH N CH CH 2 Cl 1-Me-3-CF 3 -Pyra (5) CH N CH CHF 2 1-Me-3-CF 3 -Pyra (5) CH N CH CClF 2 1-Me-3-CF 3 -Pyra (5) CH N CH CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH N CH CH 2 CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH N CH C H 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH N CH CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH N CH OCF 3 ──── ────────────────────────────────

【０１２５】[0125]

【表５１】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 2-CF3-Ph CH CH N CF3 3-CF3-Ph CH CH N CF3 4-CF3-Ph CH CH N CF3 2-F-Ph CH CH N CF3 3-F-Ph CH CH N CF3 4-F-Ph CH CH N CF3 2-Cl-Ph CH CH N CF3 3-Cl-Ph CH CH N CF3 4-Cl-Ph CH CH N CF3 2-CF3-Ph CH CH N CF2CF3 3-CF3-Ph CH CH N CF2CF3 4-CF3-Ph CH CH N CF2CF3 2-F-Ph CH CH N CF2CF3 3-F-Ph CH CH N CF2CF3 4-F-Ph CH CH N CF2CF3 2-Cl-Ph CH CH N CF2CF3 3-Cl-Ph CH CH N CF2CF3 4-Cl-Ph CH CH N CF2CF3 2-CF3-Ph CH CH N Me 3-CF3-Ph CH CH N Me 4-CF3-Ph CH CH N Me 2-F-Ph CH CH N Me ────────────────────────────────────Table 51] Second Table continued] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 2-CF 3 -Ph CH CH N CF 3 3-CF 3 -Ph CH CH N CF 3 4-CF 3 -Ph CH CH N CF 3 2-F-Ph CH CH N CF 3 3-F-Ph CH CH N CF 3 4-F-Ph CH CH N CF 3 2-Cl-Ph CH CH N CF 3 3-Cl-Ph CH CH N CF 3 4-Cl-Ph CH CH N CF 3 2-CF 3 -Ph CH CH N CF 2 CF 3 3-CF 3 -Ph CH CH N CF 2 CF 3 4-CF 3 -Ph CH CH N CF 2 CF 3 2-F-Ph CH CH N CF 2 CF 3 3-F-Ph CH CH N CF 2 CF 3 4-F- Ph CH CH N CF 2 CF 3 2-Cl-Ph CH CH N CF 2 CF 3 3-Cl-Ph CH CH N CF 2 CF 3 4-Cl-Ph CH CH N CF 2 CF 3 2-CF 3 -Ph CH CH N Me 3-CF 3 -Ph CH CH N Me 4-CF 3 -Ph CH CH N Me 2-F-Ph CH CH N Me ───────────────── ───────────────────

【０１２６】[0126]

【表５２】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-F-Ph CH CH N Me 4-F-Ph CH CH N Me 2-Cl-Ph CH CH N Me 3-Cl-Ph CH CH N Me 4-Cl-Ph CH CH N Me 2-CF3-Ph CH CH N Et 3-CF3-Ph CH CH N Et 4-CF3-Ph CH CH N Et 2-F-Ph CH CH N Et 3-F-Ph CH CH N Et 4-F-Ph CH CH N Et 2-Cl-Ph CH CH N Et 3-Cl-Ph CH CH N Et 4-Cl-Ph CH CH N Et 2-CF3-Ph CH CH N Pr-iso 3-CF3-Ph CH CH N Pr-iso 4-CF3-Ph CH CH N Pr-iso 2-CF3-Ph CH CH N Pr-n 3-CF3-Ph CH CH N Pr-n 4-CF3-Ph CH CH N Pr-n 3-CF3-Ph CH CH N Bu-n 3-CF3-Ph CH CH N Bu-iso ────────────────────────────────────[Table 52] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-F-Ph CH CH N Me 4 -F-Ph CH CH N Me 2-Cl-Ph CH CH N Me 3-Cl-Ph CH CH N Me 4-Cl-Ph CH CH N Me 2-CF 3 -Ph CH CH N Et 3-CF 3- Ph CH CH N Et 4-CF 3 -Ph CH CH N Et 2-F-Ph CH CH N Et 3-F-Ph CH CH N Et 4-F-Ph CH CH N Et 2-Cl-Ph CH CH N Et 3-Cl-Ph CH CH N Et 4-Cl-Ph CH CH N Et 2-CF 3 -Ph CH CH N Pr-iso 3-CF 3 -Ph CH CH N Pr-iso 4-CF 3 -Ph CH CH N Pr-iso 2-CF 3 -Ph CH CH N Pr-n 3-CF 3 -Ph CH CH N Pr-n 4-CF 3 -Ph CH CH N Pr-n 3-CF 3 -Ph CH CH N Bu-n 3-CF 3 -Ph CH CH N Bu-iso ─────────────────────────────────── ─

【０１２７】[0127]

【表５３】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph CH CH N Bu-sec 3-CF3-Ph CH CH N Bu-tert 3-CF3-Ph CH CH N Pr-n 3-CF3-Ph CH CH N Pen-n 3-CF3-Ph CH CH N Hex-n 3-CF3-Ph CH CH N Pr-cyc 3-CF3-Ph CH CH N Bu-cyc 3-CF3-Ph CH CH N Pen-cyc 3-CF3-Ph CH CH N Hex-cyc 3-CF3-Ph CH CH N CH2F 3-CF3-Ph CH CH N CH2Cl 3-CF3-Ph CH CH N CH2Br 3-CF3-Ph CH CH N CH2I 3-CF3-Ph CH CH N CHF2 3-CF3-Ph CH CH N CHCl2 3-CF3-Ph CH CH N CHBr2 3-CF3-Ph CH CH N CCl3 3-CF3-Ph CH CH N CBr3 3-CF3-Ph CH CH N CClF2 3-CF3-Ph CH CH N CH2CF3 3-CF3-Ph CH CH N CH2CH2CF3 3-CF3-Ph CH CH N CH2CF2CF3 ────────────────────────────────────[Table 53] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph CH CH N Bu -sec 3-CF 3 -Ph CH CH N Bu-tert 3-CF 3 -Ph CH CH N Pr-n 3-CF 3 -Ph CH CH N Pen-n 3-CF 3 -Ph CH CH N Hex-n 3-CF 3 -Ph CH CH N Pr-cyc 3-CF 3 -Ph CH CH N Bu-cyc 3-CF 3 -Ph CH CH N Pen-cyc 3-CF 3 -Ph CH CH N Hex-cyc 3- CF 3 -Ph CH CH N CH 2 F 3-CF 3 -Ph CH CH N CH 2 Cl 3-CF 3 -Ph CH CH N CH 2 Br 3-CF 3 -Ph CH CH N CH 2 I 3-CF 3 -Ph CH CH N CHF 2 3-CF 3 -Ph CH CH N CHCl 2 3-CF 3 -Ph CH CH N CHBr 2 3-CF 3 -Ph CH CH N CCl 3 3-CF 3 -Ph CH CH N CBr 3 3-CF 3 -Ph CH CH N CClF 2 3-CF 3 -Ph CH CH N CH 2 CF 3 3-CF 3 -Ph CH CH N CH 2 CH 2 CF 3 3-CF 3 -Ph CH CH N CH 2 CF 2 CF 3 ────────────────────────────────────

【０１２８】[0128]

【表５４】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph CH CH N CF2CF2CF3 3-CF3-Ph CH CH N CH2CH2CH2CF3 3-CF3-Ph CH CH N CH2CH2CF2CF3 3-CF3-Ph CH CH N CH2CF2CF2CF3 3-CF3-Ph CH CH N CN 3-CF3-Ph CH CH N NO2 3-CF3-Ph CH CH N F 3-CF3-Ph CH CH N Cl 3-CF3-Ph CH CH N Br 3-CF3-Ph CH CH N I 1-Me-3-CF3-Pyra(5) CH CH N CF3 1-Me-3-CF3CF2-Pyra(5) CH CH N CF3 1-Me-3-CF3CF2CF2-Pyra(5) CH CH N CF3 1-Me-3-CH2F-Pyra(5) CH CH N CF3 1-Me-3-CHF2-Pyra(5) CH CH N CF3 3-CF3-Ph CH CH N NO2 3-CF3-Ph CH CH N F 3-CF3-Ph CH CH N Cl 3-CF3-Ph CH CH N Br 3-CF3-Ph CH CH N I 1-Me-3-CF3-Pyra(5) CH CH N CF3 1-Me-3-CF3CF2-Pyra(5) CH CH N CF3 ────────────────────────────────────[Table 54] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph CH CH N CF 2 CF 2 CF 3 3-CF 3 -Ph CH CH N CH 2 CH 2 CH 2 CF 3 3-CF 3 -Ph CH CH N CH 2 CH 2 CF 2 CF 3 3-CF 3 -Ph CH CH N CH 2 CF 2 CF 2 CF 3 3-CF 3 -Ph CH CH N CN 3-CF 3 -Ph CH CH N NO 2 3-CF 3 -Ph CH CH NF 3-CF 3 -Ph CH CH N Cl 3-CF 3 -Ph CH CH N Br 3-CF 3 -Ph CH CH NI 1-Me-3-CF 3 -Pyra (5) CH CH N CF 31 -Me-3-CF 3 CF 2 -Pyra (5) CH CH N CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) CH CH N CF 3 1-Me-3-CH 2 F-Pyra (5) CH CH N CF 3 1-Me-3- CHF 2 -Pyra (5) CH CH N CF 3 3-CF 3 -Ph CH CH N NO 2 3-CF 3 -Ph CH CH NF 3-CF 3 -Ph CH CH N Cl 3-CF 3 -Ph CH CH N Br 3-CF 3 -Ph CH CH NI 1-Me-3-CF 3 -Pyra (5) CH CH N CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) CH CH N CF 3 ─ ───────────────────── ──────────────

【０１２９】[0129]

【表５５】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CF3CF2CF2-Pyra(5) CH CH N CF3 1-Me-3-CH2F-Pyra(5) CH CH N CF3 1-Me-3-CHF2-Pyra(5) CH CH N CF3 1-Et-3-CF3-Pyra(5) CH CH N CF3 1-Et-3-CF3CF2-Pyra(5) CH CH N CF3 1-Et-3-CF3CF2CF2-Pyra(5) CH CH N CF3 1-Et-3-CH2F-Pyra(5) CH CH N CF3 1-Et-3-CHF2-Pyra(5) CH CH N CF3 1-Me-5-CF3-Pyra(3) CH CH N CF3 1-Me-5-CF3CF2-Pyra(3) CH CH N CF3 1-Me-5-CF3CF2CF2-Pyra(3) CH CH N CF3 1-Me-5-CH2F-Pyra(3) CH CH N CF3 1-Me-5-CHF2-Pyra(3) CH CH N CF3 1-Me-3-CF3-Pyra(5) CH CH N CF2CF3 1-Me-3-CF3CF2-Pyra(5) CH CH N CF2CF3 1-Me-3-CF3CF2CF2-Pyra(5) CH CH N CF2CF3 1-Me-3-CH2F-Pyra(5) CH CH N CF2CF3 1-Me-3-CHF2-Pyra(5) CH CH N CF2CF3 1-Et-3-CF3-Pyra(5) CH CH N CF2CF3 1-Et-3-CF3CF2-Pyra(5) CH CH N CF2CF3 1-Et-3-CF3CF2CF2-Pyra(5) CH CH N CF2CF3 1-Et-3-CH2F-Pyra(5) CH CH N CF2CF3 ────────────────────────────────────[Table 55] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) CH CH N CF 3 1-Me-3-CH 2 F-Pyra (5) CH CH N CF 3 1-Me-3-CHF 2 -Pyra (5) CH CH N CF 3 1 -Et-3-CF 3 -Pyra (5) CH CH N CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) CH CH N CF 31 1-Et-3-CF 3 CF 2 CF 2- Pyra (5) CH CH N CF 3 1-Et-3-CH 2 F-Pyra (5) CH CH N CF 3 1-Et-3-CHF 2 -Pyra (5) CH CH N CF 3 1-Me- 5-CF 3 -Pyra (3) CH CH N CF 3 1-Me-5-CF 3 CF 2 -Pyra (3) CH CH N CF 3 1-Me-5-CF 3 CF 2 CF 2 -Pyra (3 ) CH CH N CF 3 1-Me-5-CH 2 F-Pyra (3) CH CH N CF 31 1-Me-5-CHF 2 -Pyra (3) CH CH N CF 31 1-Me-3-CF 3 -Pyra (5) CH CH N CF 2 CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) CH CH N CF 2 CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra ( 5) CH CH N CF 2 CF 3 1-Me-3-CH 2 F-Pyra (5) CH CH N CF 2 CF 3 1-Me-3-CHF 2 -Pyra (5) CH CH N CF 2 CF 3 1-Et-3-CF 3 -Py ra (5) CH CH N CF 2 CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) CH CH N CF 2 CF 3 1-Et-3-CF 3 CF 2 CF 2 -Pyra (5) CH CH N CF 2 CF 3 1-Et-3-CH 2 F-Pyra (5) CH CH N CF 2 CF 3 ────────────────────── ──────────────

【０１３０】[0130]

【表５６】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Et-3-CHF2-Pyra(5) CH CH N CF2CF3 1-Me-3-CF3-Pyra(5) CH CH N Me 1-Me-3-CF3-Pyra(5) CH CH N Et 1-Me-3-CF3-Pyra(5) CH CH N Pr-iso 1-Me-3-CF3-Pyra(5) CH CH N Pr-n 1-Me-3-CF3-Pyra(5) CH CH N Bu-n 1-Me-3-CF3-Pyra(5) CH CH N Pr-n 1-Me-3-CF3-Pyra(5) CH CH N Pen-n 1-Me-3-CF3-Pyra(5) CH CH N Hex-n 1-Me-3-CF3-Pyra(5) CH CH N Pr-cyc 1-Me-3-CF3-Pyra(5) CH CH N Bu-cyc 1-Me-3-CF3-Pyra(5) CH CH N Pen-cyc 1-Me-3-CF3-Pyra(5) CH CH N Hex-cyc 1-Me-3-CF3-Pyra(5) CH CH N CH2F 1-Me-3-CF3-Pyra(5) CH CH N CH2Cl 1-Me-3-CF3-Pyra(5) CH CH N CHF2 1-Me-3-CF3-Pyra(5) CH CH N CClF2 1-Me-3-CF3-Pyra(5) CH CH N CH2CF3 1-Me-3-CF3-Pyra(5) CH CH N CH2CH2CF3 1-Me-3-CF3-Pyra(5) CH CH N CH2CF2CF3 1-Me-3-CF3-Pyra(5) CH CH N CF2CF2CF3 1-Me-3-CF3-Pyra(5) CH CH N OCF3 ────────────────────────────────────[Table 56] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Et-3-CHF 2 -Pyra (5) CH CH N CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH N Me 1-Me-3-CF 3 -Pyra (5) CH CH N Et 1-Me-3- CF 3 -Pyra (5) CH CH N Pr-iso 1-Me-3-CF 3 -Pyra (5) CH CH N Pr-n 1-Me-3-CF 3 -Pyra (5) CH CH N Bu- n 1-Me-3-CF 3 -Pyra (5) CH CH N Pr-n 1-Me-3-CF 3 -Pyra (5) CH CH N Pen-n 1-Me-3-CF 3 -Pyra ( 5) CH CH N Hex-n 1-Me-3-CF 3 -Pyra (5) CH CH N Pr-cyc 1-Me-3-CF 3 -Pyra (5) CH CH N Bu-cyc 1-Me- 3-CF 3 -Pyra (5) CH CH N Pen-cyc 1-Me-3-CF 3 -Pyra (5) CH CH N Hex-cyc 1-Me-3-CF 3 -Pyra (5) CH CH N CH 2 F 1-Me-3-CF 3 -Pyra (5) CH CH N CH 2 Cl 1-Me-3-CF 3 -Pyra (5) CH CH N CHF 2 1-Me-3-CF 3 -Pyra (5) CH CH N CClF 2 1-Me-3-CF 3 -Pyra (5) CH CH N CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH N CH 2 CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH N C H 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH N CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH N OCF 3 ──── ────────────────────────────────

【０１３１】[0131]

【表５７】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 2-CF3-Ph CH CMe N CF3 3-CF3-Ph CH CMe N CF3 4-CF3-Ph CH CMe N CF3 2-F-Ph CH CMe N CF3 3-F-Ph CH CMe N CF3 4-F-Ph CH CMe N CF3 2-Cl-Ph CH CMe N CF3 3-Cl-Ph CH CMe N CF3 4-Cl-Ph CH CMe N CF3 2-CF3-Ph CH CMe N CF2CF3 3-CF3-Ph CH CMe N CF2CF3 4-CF3-Ph CH CMe N CF2CF3 2-F-Ph CH CMe N CF2CF3 3-F-Ph CH CMe N CF2CF3 4-F-Ph CH CMe N CF2CF3 2-Cl-Ph CH CMe N CF2CF3 3-Cl-Ph CH CMe N CF2CF3 4-Cl-Ph CH CMe N CF2CF3 2-CF3-Ph CH CMe N Me 3-CF3-Ph CH CMe N Me 4-CF3-Ph CH CMe N Me 2-F-Ph CH CMe N Me ────────────────────────────────────[Table 57] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 2-CF 3 -Ph CH CMe N CF 3 3-CF 3 -Ph CH CMe N CF 3 4-CF 3 -Ph CH CMe N CF 3 2-F-Ph CH CMe N CF 3 3-F-Ph CH CMe N CF 3 4-F-Ph CH CMe N CF 3 2-Cl-Ph CH CMe N CF 3 3-Cl-Ph CH CMe N CF 3 4-Cl-Ph CH CMe N CF 3 2-CF 3 -Ph CH CMe N CF 2 CF 3 3-CF 3 -Ph CH CMe N CF 2 CF 3 4-CF 3 -Ph CH CMe N CF 2 CF 3 2-F-Ph CH CMe N CF 2 CF 3 3-F-Ph CH CMe N CF 2 CF 3 4-F- Ph CH CMe N CF 2 CF 3 2-Cl-Ph CH CMe N CF 2 CF 3 3-Cl-Ph CH CMe N CF 2 CF 3 4-Cl-Ph CH CMe N CF 2 CF 3 2-CF 3 -Ph CH CMe N Me 3-CF 3 -Ph CH CMe N Me 4-CF 3 -Ph CH CMe N Me 2-F-Ph CH CMe N Me ───────────────── ───────────────────

【０１３２】[0132]

【表５８】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-F-Ph CH CMe N Me 4-F-Ph CH CMe N Me 2-Cl-Ph CH CMe N Me 3-Cl-Ph CH CMe N Me 4-Cl-Ph CH CMe N Me 2-CF3-Ph CH CMe N Et 3-CF3-Ph CH CMe N Et 4-CF3-Ph CH CMe N Et 2-F-Ph CH CMe N Et 3-F-Ph CH CMe N Et 4-F-Ph CH CMe N Et 2-Cl-Ph CH CMe N Et 3-Cl-Ph CH CMe N Et 4-Cl-Ph CH CMe N Et 2-CF3-Ph CH CMe N Pr-iso 3-CF3-Ph CH CMe N Pr-iso 4-CF3-Ph CH CMe N Pr-iso 2-CF3-Ph CH CMe N Pr-n 3-CF3-Ph CH CMe N Pr-n 4-CF3-Ph CH CMe N Pr-n 3-CF3-Ph CH CMe N Bu-n 3-CF3-Ph CH CMe N Bu-iso ────────────────────────────────────[Table 58] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-F-Ph CH CMe N Me 4 -F-Ph CH CMe N Me 2-Cl-Ph CH CMe N Me 3-Cl-Ph CH CMe N Me 4-Cl-Ph CH CMe N Me 2-CF 3 -Ph CH CMe N Et 3-CF 3- Ph CH CMe N Et 4-CF 3 -Ph CH CMe N Et 2-F-Ph CH CMe N Et 3-F-Ph CH CMe N Et 4-F-Ph CH CMe N Et 2-Cl-Ph CH CMe N Et 3-Cl-Ph CH CMe N Et 4-Cl-Ph CH CMe N Et 2-CF 3 -Ph CH CMe N Pr-iso 3-CF 3 -Ph CH CMe N Pr-iso 4-CF 3 -Ph CH CMe N Pr-iso 2-CF 3 -Ph CH CMe N Pr-n 3-CF 3 -Ph CH CMe N Pr-n 4-CF 3 -Ph CH CMe N Pr-n 3-CF 3 -Ph CH CMe N Bu-n 3-CF 3 -Ph CH CMe N Bu-iso ─────────────────────────────────── ─

【０１３３】[0133]

【表５９】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph CH CMe N Bu-sec 3-CF3-Ph CH CMe N Bu-tert 3-CF3-Ph CH CMe N Pr-n 3-CF3-Ph CH CMe N Pen-n 3-CF3-Ph CH CMe N Hex-n 3-CF3-Ph CH CMe N Pr-cyc 3-CF3-Ph CH CMe N Bu-cyc 3-CF3-Ph CH CMe N Pen-cyc 3-CF3-Ph CH CMe N Hex-cyc 3-CF3-Ph CH CMe N CH2F 3-CF3-Ph CH CMe N CH2Cl 3-CF3-Ph CH CMe N CH2Br 3-CF3-Ph CH CMe N CH2I 3-CF3-Ph CH CMe N CHF2 3-CF3-Ph CH CMe N CHCl2 3-CF3-Ph CH CMe N CHBr2 3-CF3-Ph CH CMe N CCl3 3-CF3-Ph CH CMe N CBr3 3-CF3-Ph CH CMe N CClF2 3-CF3-Ph CH CMe N CH2CF3 3-CF3-Ph CH CMe N CH2CH2CF3 3-CF3-Ph CH CMe N CH2CF2CF3 ────────────────────────────────────[Table 59] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph CH CMe N Bu -sec 3-CF 3 -Ph CH CMe N Bu-tert 3-CF 3 -Ph CH CMe N Pr-n 3-CF 3 -Ph CH CMe N Pen-n 3-CF 3 -Ph CH CMe N Hex-n 3-CF 3 -Ph CH CMe N Pr-cyc 3-CF 3 -Ph CH CMe N Bu-cyc 3-CF 3 -Ph CH CMe N Pen-cyc 3-CF 3 -Ph CH CMe N Hex-cyc 3- CF 3 -Ph CH CMe N CH 2 F 3-CF 3 -Ph CH CMe N CH 2 Cl 3-CF 3 -Ph CH CMe N CH 2 Br 3-CF 3 -Ph CH CMe N CH 2 I 3-CF 3 -Ph CH CMe N CHF 2 3-CF 3 -Ph CH CMe N CHCl 2 3-CF 3 -Ph CH CMe N CHBr 2 3-CF 3 -Ph CH CMe N CCl 3 3-CF 3 -Ph CH CMe N CBr 3 3-CF 3 -Ph CH CMe N CClF 2 3-CF 3 -Ph CH CMe N CH 2 CF 3 3-CF 3 -Ph CH CMe N CH 2 CH 2 CF 3 3-CF 3 -Ph CH CMe N CH 2 CF 2 CF 3 ────────────────────────────────── ─

【０１３４】[0134]

【表６０】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph CH CMe N CF2CF2CF3 3-CF3-Ph CH CMe N CH2CH2CH2CF3 3-CF3-Ph CH CMe N CH2CH2CF2CF3 3-CF3-Ph CH CMe N CH2CF2CF2CF3 3-CF3-Ph CH CMe N CN 3-CF3-Ph CH CMe N NO2 3-CF3-Ph CH CMe N F 3-CF3-Ph CH CMe N Cl 3-CF3-Ph CH CMe N Br 3-CF3-Ph CH CMe N I 1-Me-3-CF3-Pyra(5) CH CMe N CF3 1-Me-3-CF3CF2-Pyra(5) CH CMe N CF3 1-Me-3-CF3CF2CF2-Pyra(5) CH CMe N CF3 1-Me-3-CH2F-Pyra(5) CH CMe N CF3 1-Me-3-CHF2-Pyra(5) CH CMe N CF3 3-CF3-Ph CH CMe N NO2 3-CF3-Ph CH CMe N F 3-CF3-Ph CH CMe N Cl 3-CF3-Ph CH CMe N Br 3-CF3-Ph CH CMe N I 1-Me-3-CF3-Pyra(5) CH CMe N CF3 1-Me-3-CF3CF2-Pyra(5) CH CMe N CF3 ────────────────────────────────────[Table 60] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph CH CMe N CF 2 CF 2 CF 3 3-CF 3 -Ph CH CMe N CH 2 CH 2 CH 2 CF 3 3-CF 3 -Ph CH CMe N CH 2 CH 2 CF 2 CF 3 3-CF 3 -Ph CH CMe N CH 2 CF 2 CF 2 CF 3 3-CF 3 -Ph CH CMe N CN 3-CF 3 -Ph CH CMe N NO 2 3-CF 3 -Ph CH CMe NF 3-CF 3 -Ph CH CMe N Cl 3-CF 3 -Ph CH CMe N Br 3-CF 3 -Ph CH CMe NI 1-Me-3-CF 3 -Pyra (5) CH CMe N CF 31 -Me-3-CF 3 CF 2 -Pyra (5) CH CMe N CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) CH CMe N CF 3 1-Me-3-CH 2 F-Pyra (5) CH CMe N CF 3 1-Me-3- CHF 2 -Pyra (5) CH CMe N CF 3 3-CF 3 -Ph CH CMe N NO 2 3-CF 3 -Ph CH CMe NF 3-CF 3 -Ph CH CMe N Cl 3-CF 3 -Ph CH CMe N Br 3-CF 3 -Ph CH CMe NI 1-Me-3-CF 3 -Pyra (5) CH CMe N CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) CH CMe N CF 3 ─ ───────────── ─────────────────────

【０１３５】[0135]

【表６１】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CF3CF2CF2-Pyra(5) CH CMe N CF3 1-Me-3-CH2F-Pyra(5) CH CMe N CF3 1-Me-3-CHF2-Pyra(5) CH CMe N CF3 1-Et-3-CF3-Pyra(5) CH CMe N CF3 1-Et-3-CF3CF2-Pyra(5) CH CMe N CF3 1-Et-3-CF3CF2CF2-Pyra(5) CH CMe N CF3 1-Et-3-CH2F-Pyra(5) CH CMe N CF3 1-Et-3-CHF2-Pyra(5) CH CMe N CF3 1-Me-5-CF3-Pyra(3) CH CMe N CF3 1-Me-5-CF3CF2-Pyra(3) CH CMe N CF3 1-Me-5-CF3CF2CF2-Pyra(3) CH CMe N CF3 1-Me-5-CH2F-Pyra(3) CH CMe N CF3 1-Me-5-CHF2-Pyra(3) CH CMe N CF3 1-Me-3-CF3-Pyra(5) CH CMe N CF2CF3 1-Me-3-CF3CF2-Pyra(5) CH CMe N CF2CF3 1-Me-3-CF3CF2CF2-Pyra(5) CH CMe N CF2CF3 1-Me-3-CH2F-Pyra(5) CH CMe N CF2CF3 1-Me-3-CHF2-Pyra(5) CH CMe N CF2CF3 1-Et-3-CF3-Pyra(5) CH CMe N CF2CF3 1-Et-3-CF3CF2-Pyra(5) CH CMe N CF2CF3 1-Et-3-CF3CF2CF2-Pyra(5) CH CMe N CF2CF3 1-Et-3-CH2F-Pyra(5) CH CMe N CF2CF3 ────────────────────────────────────[Table 61] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) CH CMe N CF 3 1-Me-3-CH 2 F-Pyra (5) CH CMe N CF 3 1-Me-3-CHF 2 -Pyra (5) CH CMe N CF 3 1 -Et-3-CF 3 -Pyra (5) CH CMe N CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) CH CMe N CF 3 1-Et-3-CF 3 CF 2 CF 2- Pyra (5) CH CMe N CF 3 1-Et-3-CH 2 F-Pyra (5) CH CMe N CF 31 1-Et-3-CHF 2 -Pyra (5) CH CMe N CF 31 -Me- 5-CF 3 -Pyra (3) CH CMe N CF 3 1-Me-5-CF 3 CF 2 -Pyra (3) CH CMe N CF 3 1-Me-5-CF 3 CF 2 CF 2 -Pyra (3 ) CH CMe N CF 31 -Me-5-CH 2 F-Pyra (3) CH CMe N CF 31 -Me-5-CHF 2 -Pyra (3) CH CMe N CF 31 -Me-3-CF 3 -Pyra (5) CH CMe N CF 2 CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) CH CMe N CF 2 CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra ( 5) CH CMe N CF 2 CF 3 1-Me-3-CH 2 F-Pyra (5) CH CMe N CF 2 CF 3 1-Me-3-CHF 2 -Pyra (5) CH CMe N CF 2 CF 3 1-Et-3-CF 3 -Pyra (5) CH CMe N CF 2 CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) CH CMe N CF 2 CF 3 1-Et-3-CF 3 CF 2 CF 2 -Pyra (5) CH CMe N CF 2 CF 3 1-Et-3-CH 2 F-Pyra (5) CH CMe N CF 2 CF 3 ──────────── ────────────────────────

【０１３６】[0136]

【表６２】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Et-3-CHF2-Pyra(5) CH CMe N CF2CF3 1-Me-3-CF3-Pyra(5) CH CMe N Me 1-Me-3-CF3-Pyra(5) CH CMe N Et 1-Me-3-CF3-Pyra(5) CH CMe N Pr-iso 1-Me-3-CF3-Pyra(5) CH CMe N Pr-n 1-Me-3-CF3-Pyra(5) CH CMe N Bu-n 1-Me-3-CF3-Pyra(5) CH CMe N Pr-n 1-Me-3-CF3-Pyra(5) CH CMe N Pen-n 1-Me-3-CF3-Pyra(5) CH CMe N Hex-n 1-Me-3-CF3-Pyra(5) CH CMe N Pr-cyc 1-Me-3-CF3-Pyra(5) CH CMe N Bu-cyc 1-Me-3-CF3-Pyra(5) CH CMe N Pen-cyc 1-Me-3-CF3-Pyra(5) CH CMe N Hex-cyc 1-Me-3-CF3-Pyra(5) CH CMe N CH2F 1-Me-3-CF3-Pyra(5) CH CMe N CH2Cl 1-Me-3-CF3-Pyra(5) CH CMe N CHF2 1-Me-3-CF3-Pyra(5) CH CMe N CClF2 1-Me-3-CF3-Pyra(5) CH CMe N CH2CF3 1-Me-3-CF3-Pyra(5) CH CMe N CH2CH2CF3 1-Me-3-CF3-Pyra(5) CH CMe N CH2CF2CF3 1-Me-3-CF3-Pyra(5) CH CMe N CF2CF2CF3 1-Me-3-CF3-Pyra(5) CH CMe N OCF3 ────────────────────────────────────[Table 62] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Et-3-CHF 2 -Pyra (5) CH CMe N CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CMe N Me 1-Me-3-CF 3 -Pyra (5) CH CMe N Et 1-Me-3- CF 3 -Pyra (5) CH CMe N Pr-iso 1-Me-3-CF 3 -Pyra (5) CH CMe N Pr-n 1-Me-3-CF 3 -Pyra (5) CH CMe N Bu- n 1-Me-3-CF 3 -Pyra (5) CH CMe N Pr-n 1-Me-3-CF 3 -Pyra (5) CH CMe N Pen-n 1-Me-3-CF 3 -Pyra ( 5) CH CMe N Hex-n 1-Me-3-CF 3 -Pyra (5) CH CMe N Pr-cyc 1-Me-3-CF 3 -Pyra (5) CH CMe N Bu-cyc 1-Me- 3-CF 3 -Pyra (5) CH CMe N Pen-cyc 1-Me-3-CF 3 -Pyra (5) CH CMe N Hex-cyc 1-Me-3-CF 3 -Pyra (5) CH CMe N CH 2 F 1-Me-3-CF 3 -Pyra (5) CH CMe N CH 2 Cl 1-Me-3-CF 3 -Pyra (5) CH CMe N CHF 2 1-Me-3-CF 3 -Pyra (5) CH CMe N CClF 2 1-Me-3-CF 3 -Pyra (5) CH CMe N CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CMe N CH 2 CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CMe N CH 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CMe N CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CMe N OCF 3 ────────────────────────────────────

【０１３７】[0137]

【表６３】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 2-CF3-Ph CH COMe N CF3 3-CF3-Ph CH COMe N CF3 4-CF3-Ph CH COMe N CF3 2-F-Ph CH COMe N CF3 3-F-Ph CH COMe N CF3 4-F-Ph CH COMe N CF3 2-Cl-Ph CH COMe N CF3 3-Cl-Ph CH COMe N CF3 4-Cl-Ph CH COMe N CF3 2-CF3-Ph CH COMe N CF2CF3 3-CF3-Ph CH COMe N CF2CF3 4-CF3-Ph CH COMe N CF2CF3 2-F-Ph CH COMe N CF2CF3 3-F-Ph CH COMe N CF2CF3 4-F-Ph CH COMe N CF2CF3 2-Cl-Ph CH COMe N CF2CF3 3-Cl-Ph CH COMe N CF2CF3 4-Cl-Ph CH COMe N CF2CF3 2-CF3-Ph CH COMe N Me 3-CF3-Ph CH COMe N Me 4-CF3-Ph CH COMe N Me 2-F-Ph CH COMe N Me ────────────────────────────────────[Table 63] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 2-CF 3 -Ph CH COMe N CF 3 3-CF 3 -Ph CH COMe N CF 3 4-CF 3 -Ph CH COMe N CF 3 2-F-Ph CH COMe N CF 3 3-F-Ph CH COMe N CF 3 4-F-Ph CH COMe N CF 3 2-Cl-Ph CH COMe N CF 3 3-Cl-Ph CH COMe N CF 3 4-Cl-Ph CH COMe N CF 3 2-CF 3 -Ph CH COMe N CF 2 CF 3 3-CF 3 -Ph CH COMe N CF 2 CF 3 4-CF 3 -Ph CH COMe N CF 2 CF 3 2-F-Ph CH COMe N CF 2 CF 3 3-F-Ph CH COMe N CF 2 CF 3 4-F- Ph CH COMe N CF 2 CF 3 2-Cl-Ph CH COMe N CF 2 CF 3 3-Cl-Ph CH COMe N CF 2 CF 3 4-Cl-Ph CH COMe N CF 2 CF 3 2-CF 3 -Ph CH COMe N Me 3-CF 3 -Ph CH COMe N Me 4-CF 3 -Ph CH COMe N Me 2-F-Ph CH COMe N Me ───────────────── ───────────────────

【０１３８】[0138]

【表６４】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-F-Ph CH COMe N Me 4-F-Ph CH COMe N Me 2-Cl-Ph CH COMe N Me 3-Cl-Ph CH COMe N Me 4-Cl-Ph CH COMe N Me 2-CF3-Ph CH COMe N Et 3-CF3-Ph CH COMe N Et 4-CF3-Ph CH COMe N Et 2-F-Ph CH COMe N Et 3-F-Ph CH COMe N Et 4-F-Ph CH COMe N Et 2-Cl-Ph CH COMe N Et 3-Cl-Ph CH COMe N Et 4-Cl-Ph CH COMe N Et 2-CF3-Ph CH COMe N Pr-iso 3-CF3-Ph CH COMe N Pr-iso 4-CF3-Ph CH COMe N Pr-iso 2-CF3-Ph CH COMe N Pr-n 3-CF3-Ph CH COMe N Pr-n 4-CF3-Ph CH COMe N Pr-n 3-CF3-Ph CH COMe N Bu-n 3-CF3-Ph CH COMe N Bu-iso ────────────────────────────────────[Table 64] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-F-Ph CH COMe N Me 4 -F-Ph CH COMe N Me 2-Cl-Ph CH COMe N Me 3-Cl-Ph CH COMe N Me 4-Cl-Ph CH COMe N Me 2-CF 3 -Ph CH COMe N Et 3-CF 3- Ph CH COMe N Et 4-CF 3 -Ph CH COMe N Et 2-F-Ph CH COMe N Et 3-F-Ph CH COMe N Et 4-F-Ph CH COMe N Et 2-Cl-Ph CH COMe N Et 3-Cl-Ph CH COMe N Et 4-Cl-Ph CH COMe N Et 2-CF 3 -Ph CH COMe N Pr-iso 3-CF 3 -Ph CH COMe N Pr-iso 4-CF 3 -Ph CH COMe N Pr-iso 2-CF 3 -Ph CH COMe N Pr-n 3-CF 3 -Ph CH COMe N Pr-n 4-CF 3 -Ph CH COMe N Pr-n 3-CF 3 -Ph CH COMe N Bu-n 3-CF 3 -Ph CH COMe N Bu-iso ─────────────────────────────────── ─

【０１３９】[0139]

【表６５】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph CH COMe N Bu-sec 3-CF3-Ph CH COMe N Bu-tert 3-CF3-Ph CH COMe N Pr-n 3-CF3-Ph CH COMe N Pen-n 3-CF3-Ph CH COMe N Hex-n 3-CF3-Ph CH COMe N Pr-cyc 3-CF3-Ph CH COMe N Bu-cyc 3-CF3-Ph CH COMe N Pen-cyc 3-CF3-Ph CH COMe N Hex-cyc 3-CF3-Ph CH COMe N CH2F 3-CF3-Ph CH COMe N CH2Cl 3-CF3-Ph CH COMe N CH2Br 3-CF3-Ph CH COMe N CH2I 3-CF3-Ph CH COMe N CHF2 3-CF3-Ph CH COMe N CHCl2 3-CF3-Ph CH COMe N CHBr2 3-CF3-Ph CH COMe N CCl3 3-CF3-Ph CH COMe N CBr3 3-CF3-Ph CH COMe N CClF2 3-CF3-Ph CH COMe N CH2CF3 3-CF3-Ph CH COMe N CH2CH2CF3 3-CF3-Ph CH COMe N CH2CF2CF3 ────────────────────────────────────[Table 65] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph CH COMe N Bu -sec 3-CF 3 -Ph CH COMe N Bu-tert 3-CF 3 -Ph CH COMe N Pr-n 3-CF 3 -Ph CH COMe N Pen-n 3-CF 3 -Ph CH COMe N Hex-n 3-CF 3 -Ph CH COMe N Pr-cyc 3-CF 3 -Ph CH COMe N Bu-cyc 3-CF 3 -Ph CH COMe N Pen-cyc 3-CF 3 -Ph CH COMe N Hex-cyc 3- CF 3 -Ph CH COMe N CH 2 F 3-CF 3 -Ph CH COMe N CH 2 Cl 3-CF 3 -Ph CH COMe N CH 2 Br 3-CF 3 -Ph CH COMe N CH 2 I 3-CF 3 -Ph CH COMe N CHF 2 3-CF 3 -Ph CH COMe N CHCl 2 3-CF 3 -Ph CH COMe N CHBr 2 3-CF 3 -Ph CH COMe N CCl 3 3-CF 3 -Ph CH COMe N CBr 3 3-CF 3 -Ph CH COMe N CClF 2 3-CF 3 -Ph CH COMe N CH 2 CF 3 3-CF 3 -Ph CH COMe N CH 2 CH 2 CF 3 3-CF 3 -Ph CH COMe N CH 2 CF 2 CF 3 ─────────────────────────── ────────

【０１４０】[0140]

【表６６】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph CH COMe N CF2CF2CF3 3-CF3-Ph CH COMe N CH2CH2CH2CF3 3-CF3-Ph CH COMe N CH2CH2CF2CF3 3-CF3-Ph CH COMe N CH2CF2CF2CF3 3-CF3-Ph CH COMe N CN 3-CF3-Ph CH COMe N NO2 3-CF3-Ph CH COMe N F 3-CF3-Ph CH COMe N Cl 3-CF3-Ph CH COMe N Br 3-CF3-Ph CH COMe N I 1-Me-3-CF3-Pyra(5) CH COMe N CF3 1-Me-3-CF3CF2-Pyra(5) CH COMe N CF3 1-Me-3-CF3CF2CF2-Pyra(5) CH COMe N CF3 1-Me-3-CH2F-Pyra(5) CH COMe N CF3 1-Me-3-CHF2-Pyra(5) CH COMe N CF3 3-CF3-Ph CH COMe N NO2 3-CF3-Ph CH COMe N F 3-CF3-Ph CH COMe N Cl 3-CF3-Ph CH COMe N Br 3-CF3-Ph CH COMe N I 1-Me-3-CF3-Pyra(5) CH COMe N CF3 1-Me-3-CF3CF2-Pyra(5) CH COMe N CF3 ────────────────────────────────────[Table 66] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph CH COMe N CF 2 CF 2 CF 3 3-CF 3 -Ph CH COMe N CH 2 CH 2 CH 2 CF 3 3-CF 3 -Ph CH COMe N CH 2 CH 2 CF 2 CF 3 3-CF 3 -Ph CH COMe N CH 2 CF 2 CF 2 CF 3 3-CF 3 -Ph CH COMe N CN 3-CF 3 -Ph CH COMe N NO 2 3-CF 3 -Ph CH COMe NF 3-CF 3 -Ph CH COMe N Cl 3-CF 3 -Ph CH COMe N Br 3-CF 3 -Ph CH COMe NI 1-Me-3-CF 3 -Pyra (5) CH COMe N CF 31 -Me-3-CF 3 CF 2 -Pyra (5) CH COMe N CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) CH COMe N CF 3 1-Me-3-CH 2 F-Pyra (5) CH COMe N CF 3 1-Me-3- CHF 2 -Pyra (5) CH COMe N CF 3 3-CF 3 -Ph CH COMe N NO 2 3-CF 3 -Ph CH COMe NF 3-CF 3 -Ph CH COMe N Cl 3-CF 3 -Ph CH COMe N Br 3-CF 3 -Ph CH COMe NI 1-Me-3-CF 3 -Pyra (5) CH COMe N CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) CH COMe N CF 3 ─ ────── ────────────────────────────

【０１４１】[0141]

【表６７】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CF3CF2CF2-Pyra(5) CH COMe N CF3 1-Me-3-CH2F-Pyra(5) CH COMe N CF3 1-Me-3-CHF2-Pyra(5) CH COMe N CF3 1-Et-3-CF3-Pyra(5) CH COMe N CF3 1-Et-3-CF3CF2-Pyra(5) CH COMe N CF3 1-Et-3-CF3CF2CF2-Pyra(5) CH COMe N CF3 1-Et-3-CH2F-Pyra(5) CH COMe N CF3 1-Et-3-CHF2-Pyra(5) CH COMe N CF3 1-Me-5-CF3-Pyra(3) CH COMe N CF3 1-Me-5-CF3CF2-Pyra(3) CH COMe N CF3 1-Me-5-CF3CF2CF2-Pyra(3) CH COMe N CF3 1-Me-5-CH2F-Pyra(3) CH COMe N CF3 1-Me-5-CHF2-Pyra(3) CH COMe N CF3 1-Me-3-CF3-Pyra(5) CH COMe N CF2CF3 1-Me-3-CF3CF2-Pyra(5) CH COMe N CF2CF3 1-Me-3-CF3CF2CF2-Pyra(5) CH COMe N CF2CF3 1-Me-3-CH2F-Pyra(5) CH COMe N CF2CF3 1-Me-3-CHF2-Pyra(5) CH COMe N CF2CF3 1-Et-3-CF3-Pyra(5) CH COMe N CF2CF3 1-Et-3-CF3CF2-Pyra(5) CH COMe N CF2CF3 1-Et-3-CF3CF2CF2-Pyra(5) CH COMe N CF2CF3 1-Et-3-CH2F-Pyra(5) CH COMe N CF2CF3 ────────────────────────────────────[Table 67] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) CH COMe N CF 3 1-Me-3-CH 2 F-Pyra (5) CH COMe N CF 3 1-Me-3-CHF 2 -Pyra (5) CH COMe N CF 3 1 -Et-3-CF 3 -Pyra (5) CH COMe N CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) CH COMe N CF 3 1-Et-3-CF 3 CF 2 CF 2- Pyra (5) CH COMe N CF 3 1-Et-3-CH 2 F-Pyra (5) CH COMe N CF 3 1-Et-3-CHF 2 -Pyra (5) CH COMe N CF 3 1-Me- 5-CF 3 -Pyra (3) CH COMe N CF 3 1-Me-5-CF 3 CF 2 -Pyra (3) CH COMe N CF 3 1-Me-5-CF 3 CF 2 CF 2 -Pyra (3 ) CH COMe N CF 3 1-Me-5-CH 2 F-Pyra (3) CH COMe N CF 3 1-Me-5-CHF 2 -Pyra (3) CH COMe N CF 3 1-Me-3-CF 3 -Pyra (5) CH COMe N CF 2 CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) CH COMe N CF 2 CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra ( 5) CH COMe N CF 2 CF 3 1-Me-3-CH 2 F-Pyra (5) CH COMe N CF 2 CF 3 1-Me-3-CHF 2 -Pyra (5) CH COMe N CF 2 CF 3 1-Et-3-CF 3 -Pyra (5) CH COMe N CF 2 CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) CH COMe N CF 2 CF 3 1 -Et-3-CF 3 CF 2 CF 2 -Pyra (5) CH COMe N CF 2 CF 3 1-Et-3-CH 2 F-Pyra (5) CH COMe N CF 2 CF 3 ────── ──────────────────────────────

【０１４２】[0142]

【表６８】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Et-3-CHF2-Pyra(5) CH COMe N CF2CF3 1-Me-3-CF3-Pyra(5) CH COMe N Me 1-Me-3-CF3-Pyra(5) CH COMe N Et 1-Me-3-CF3-Pyra(5) CH COMe N Pr-iso 1-Me-3-CF3-Pyra(5) CH COMe N Pr-n 1-Me-3-CF3-Pyra(5) CH COMe N Bu-n 1-Me-3-CF3-Pyra(5) CH COMe N Pr-n 1-Me-3-CF3-Pyra(5) CH COMe N Pen-n 1-Me-3-CF3-Pyra(5) CH COMe N Hex-n 1-Me-3-CF3-Pyra(5) CH COMe N Pr-cyc 1-Me-3-CF3-Pyra(5) CH COMe N Bu-cyc 1-Me-3-CF3-Pyra(5) CH COMe N Pen-cyc 1-Me-3-CF3-Pyra(5) CH COMe N Hex-cyc 1-Me-3-CF3-Pyra(5) CH COMe N CH2F 1-Me-3-CF3-Pyra(5) CH COMe N CH2Cl 1-Me-3-CF3-Pyra(5) CH COMe N CHF2 1-Me-3-CF3-Pyra(5) CH COMe N CClF2 1-Me-3-CF3-Pyra(5) CH COMe N CH2CF3 1-Me-3-CF3-Pyra(5) CH COMe N CH2CH2CF3 1-Me-3-CF3-Pyra(5) CH COMe N CH2CF2CF3 1-Me-3-CF3-Pyra(5) CH COMe N CF2CF2CF3 1-Me-3-CF3-Pyra(5) CH COMe N OCF3 ────────────────────────────────────[Table 68] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Et-3-CHF 2 -Pyra (5) CH COMe N CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH COMe N Me 1-Me-3-CF 3 -Pyra (5) CH COMe N Et 1-Me-3- CF 3 -Pyra (5) CH COMe N Pr-iso 1-Me-3-CF 3 -Pyra (5) CH COMe N Pr-n 1-Me-3-CF 3 -Pyra (5) CH COMe N Bu- n 1-Me-3-CF 3 -Pyra (5) CH COMe N Pr-n 1-Me-3-CF 3 -Pyra (5) CH COMe N Pen-n 1-Me-3-CF 3 -Pyra ( 5) CH COMe N Hex-n 1-Me-3-CF 3 -Pyra (5) CH COMe N Pr-cyc 1-Me-3-CF 3 -Pyra (5) CH COMe N Bu-cyc 1-Me- 3-CF 3 -Pyra (5) CH COMe N Pen-cyc 1-Me-3-CF 3 -Pyra (5) CH COMe N Hex-cyc 1-Me-3-CF 3 -Pyra (5) CH COMe N CH 2 F 1-Me-3-CF 3 -Pyra (5) CH COMe N CH 2 Cl 1-Me-3-CF 3 -Pyra (5) CH COMe N CHF 2 1-Me-3-CF 3 -Pyra (5) CH COMe N CClF 2 1-Me-3-CF 3 -Pyra (5) CH COMe N CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH COMe N CH 2 CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH COMe N CH 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH COMe N CF 2 CF 2 CF 3 1-Me -3-CF 3 -Pyra (5) CH COMe N OCF 3 ─────────────────────────────────── ─

【０１４３】[0143]

【表６９】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 2-CF3-Ph N CH N CF3 3-CF3-Ph N CH N CF3 4-CF3-Ph N CH N CF3 2-F-Ph N CH N CF3 3-F-Ph N CH N CF3 4-F-Ph N CH N CF3 2-Cl-Ph N CH N CF3 3-Cl-Ph N CH N CF3 4-Cl-Ph N CH N CF3 2-CF3-Ph N CH N CF2CF3 3-CF3-Ph N CH N CF2CF3 4-CF3-Ph N CH N CF2CF3 2-F-Ph N CH N CF2CF3 3-F-Ph N CH N CF2CF3 4-F-Ph N CH N CF2CF3 2-Cl-Ph N CH N CF2CF3 3-Cl-Ph N CH N CF2CF3 4-Cl-Ph N CH N CF2CF3 2-CF3-Ph N CH N Me 3-CF3-Ph N CH N Me 4-CF3-Ph N CH N Me 2-F-Ph N CH N Me ────────────────────────────────────[Table 69] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 2-CF 3 -Ph N CH N CF 3 3-CF 3 -Ph N CH N CF 3 4-CF 3 -Ph N CH N CF 3 2-F-Ph N CH N CF 3 3-F-Ph N CH N CF 3 4-F-Ph N CH N CF 3 2-Cl-Ph N CH N CF 3 3-Cl-Ph N CH N CF 3 4-Cl-Ph N CH N CF 3 2-CF 3 -Ph N CH N CF 2 CF 3 3-CF 3 -Ph N CH N CF 2 CF 3 4-CF 3 -Ph N CH N CF 2 CF 3 2-F-Ph N CH N CF 2 CF 3 3-F-Ph N CH N CF 2 CF 3 4-F- Ph N CH N CF 2 CF 3 2-Cl-Ph N CH N CF 2 CF 3 3-Cl-Ph N CH N CF 2 CF 3 4-Cl-Ph N CH N CF 2 CF 3 2-CF 3 -Ph N CH N Me 3-CF 3 -Ph N CH N Me 4-CF 3 -Ph N CH N Me 2-F-Ph N CH N Me ───────────────── ───────────────────

【０１４４】[0144]

【表７０】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-F-Ph N CH N Me 4-F-Ph N CH N Me 2-Cl-Ph N CH N Me 3-Cl-Ph N CH N Me 4-Cl-Ph N CH N Me 2-CF3-Ph N CH N Et 3-CF3-Ph N CH N Et 4-CF3-Ph N CH N Et 2-F-Ph N CH N Et 3-F-Ph N CH N Et 4-F-Ph N CH N Et 2-Cl-Ph N CH N Et 3-Cl-Ph N CH N Et 4-Cl-Ph N CH N Et 2-CF3-Ph N CH N Pr-iso 3-CF3-Ph N CH N Pr-iso 4-CF3-Ph N CH N Pr-iso 2-CF3-Ph N CH N Pr-n 3-CF3-Ph N CH N Pr-n 4-CF3-Ph N CH N Pr-n 3-CF3-Ph N CH N Bu-n 3-CF3-Ph N CH N Bu-iso ────────────────────────────────────[Table 70] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-F-Ph N CH N Me 4 -F-Ph N CH N Me 2-Cl-Ph N CH N Me 3-Cl-Ph N CH N Me 4-Cl-Ph N CH N Me 2-CF 3 -Ph N CH N Et 3-CF 3- Ph N CH N Et 4-CF 3 -Ph N CH N Et 2-F-Ph N CH N Et 3-F-Ph N CH N Et 4-F-Ph N CH N Et 2-Cl-Ph N CH N Et 3-Cl-Ph N CH N Et 4-Cl-Ph N CH N Et 2-CF 3 -Ph N CH N Pr-iso 3-CF 3 -Ph N CH N Pr-iso 4-CF 3 -Ph N CH N Pr-iso 2-CF 3 -Ph N CH N Pr-n 3-CF 3 -Ph N CH N Pr-n 4-CF 3 -Ph N CH N Pr-n 3-CF 3 -Ph N CH N Bu-n 3-CF 3 -Ph N CH N Bu-iso ─────────────────────────────────── ─

【０１４５】[0145]

【表７１】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N CH N Bu-sec 3-CF3-Ph N CH N Bu-tert 3-CF3-Ph N CH N Pr-n 3-CF3-Ph N CH N Pen-n 3-CF3-Ph N CH N Hex-n 3-CF3-Ph N CH N Pr-cyc 3-CF3-Ph N CH N Bu-cyc 3-CF3-Ph N CH N Pen-cyc 3-CF3-Ph N CH N Hex-cyc 3-CF3-Ph N CH N CH2F 3-CF3-Ph N CH N CH2Cl 3-CF3-Ph N CH N CH2Br 3-CF3-Ph N CH N CH2I 3-CF3-Ph N CH N CHF2 3-CF3-Ph N CH N CHCl2 3-CF3-Ph N CH N CHBr2 3-CF3-Ph N CH N CCl3 3-CF3-Ph N CH N CBr3 3-CF3-Ph N CH N CClF2 3-CF3-Ph N CH N CH2CF3 3-CF3-Ph N CH N CH2CH2CF3 3-CF3-Ph N CH N CH2CF2CF3 ────────────────────────────────────[Table 71] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N CH N Bu -sec 3-CF 3 -Ph N CH N Bu-tert 3-CF 3 -Ph N CH N Pr-n 3-CF 3 -Ph N CH N Pen-n 3-CF 3 -Ph N CH N Hex-n 3-CF 3 -Ph N CH N Pr-cyc 3-CF 3 -Ph N CH N Bu-cyc 3-CF 3 -Ph N CH N Pen-cyc 3-CF 3 -Ph N CH N Hex-cyc 3- CF 3 -Ph N CH N CH 2 F 3-CF 3 -Ph N CH N CH 2 Cl 3-CF 3 -Ph N CH N CH 2 Br 3-CF 3 -Ph N CH N CH 2 I 3-CF 3 -Ph N CH N CHF 2 3-CF 3 -Ph N CH N CHCl 2 3-CF 3 -Ph N CH N CHBr 2 3-CF 3 -Ph N CH N CCl 3 3-CF 3 -Ph N CH N CBr 3 3-CF 3 -Ph N CH N CClF 2 3-CF 3 -Ph N CH N CH 2 CF 3 3-CF 3 -Ph N CH N CH 2 CH 2 CF 3 3-CF 3 -Ph N CH N CH 2 CF 2 CF 3 ────────────────────────────────────

【０１４６】[0146]

【表７２】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N CH N CF2CF2CF3 3-CF3-Ph N CH N CH2CH2CH2CF3 3-CF3-Ph N CH N CH2CH2CF2CF3 3-CF3-Ph N CH N CH2CF2CF2CF3 3-CF3-Ph N CH N CN 3-CF3-Ph N CH N NO2 3-CF3-Ph N CH N F 3-CF3-Ph N CH N Cl 3-CF3-Ph N CH N Br 3-CF3-Ph N CH N I 1-Me-3-CF3-Pyra(5) N CH N CF3 1-Me-3-CF3CF2-Pyra(5) N CH N CF3 1-Me-3-CF3CF2CF2-Pyra(5) N CH N CF3 1-Me-3-CH2F-Pyra(5) N CH N CF3 1-Me-3-CHF2-Pyra(5) N CH N CF3 3-CF3-Ph N CH N NO2 3-CF3-Ph N CH N F 3-CF3-Ph N CH N Cl 3-CF3-Ph N CH N Br 3-CF3-Ph N CH N I 1-Me-3-CF3-Pyra(5) N CH N CF3 1-Me-3-CF3CF2-Pyra(5) N CH N CF3 ────────────────────────────────────[Table 72] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N CH N CF 2 CF 2 CF 3 3-CF 3 -Ph N CH N CH 2 CH 2 CH 2 CF 3 3-CF 3 -Ph N CH N CH 2 CH 2 CF 2 CF 3 3-CF 3 -Ph N CH N CH 2 CF 2 CF 2 CF 3 3-CF 3 -Ph N CH N CN 3-CF 3 -Ph N CH N NO 2 3-CF 3 -Ph N CH NF 3-CF 3 -Ph N CH N Cl 3-CF 3 -Ph N CH N Br 3-CF 3 -Ph N CH NI 1-Me-3-CF 3 -Pyra (5) N CH N CF 31 -Me-3-CF 3 CF 2 -Pyra (5) N CH N CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N CH N CF 3 1-Me-3-CH 2 F-Pyra (5) N CH N CF 3 1-Me-3- CHF 2 -Pyra (5) N CH N CF 3 3-CF 3 -Ph N CH N NO 2 3-CF 3 -Ph N CH NF 3-CF 3 -Ph N CH N Cl 3-CF 3 -Ph N CH N Br 3-CF 3 -Ph N CH NI 1-Me-3-CF 3 -Pyra (5) N CH N CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) N CH N CF 3 ─ ──────────────────────────── ──────

【０１４７】[0147]

【表７３】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CF3CF2CF2-Pyra(5) N CH N CF3 1-Me-3-CH2F-Pyra(5) N CH N CF3 1-Me-3-CHF2-Pyra(5) N CH N CF3 1-Et-3-CF3-Pyra(5) N CH N CF3 1-Et-3-CF3CF2-Pyra(5) N CH N CF3 1-Et-3-CF3CF2CF2-Pyra(5) N CH N CF3 1-Et-3-CH2F-Pyra(5) N CH N CF3 1-Et-3-CHF2-Pyra(5) N CH N CF3 1-Me-5-CF3-Pyra(3) N CH N CF3 1-Me-5-CF3CF2-Pyra(3) N CH N CF3 1-Me-5-CF3CF2CF2-Pyra(3) N CH N CF3 1-Me-5-CH2F-Pyra(3) N CH N CF3 1-Me-5-CHF2-Pyra(3) N CH N CF3 1-Me-3-CF3-Pyra(5) N CH N CF2CF3 1-Me-3-CF3CF2-Pyra(5) N CH N CF2CF3 1-Me-3-CF3CF2CF2-Pyra(5) N CH N CF2CF3 1-Me-3-CH2F-Pyra(5) N CH N CF2CF3 1-Me-3-CHF2-Pyra(5) N CH N CF2CF3 1-Et-3-CF3-Pyra(5) N CH N CF2CF3 1-Et-3-CF3CF2-Pyra(5) N CH N CF2CF3 1-Et-3-CF3CF2CF2-Pyra(5) N CH N CF2CF3 1-Et-3-CH2F-Pyra(5) N CH N CF2CF3 ────────────────────────────────────[Table 73] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N CH N CF 3 1-Me-3-CH 2 F-Pyra (5) N CH N CF 3 1-Me-3-CHF 2 -Pyra (5) N CH N CF 3 1 -Et-3-CF 3 -Pyra (5) N CH N CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) N CH N CF 31 1-Et-3-CF 3 CF 2 CF 2- Pyra (5) N CH N CF 3 1-Et-3-CH 2 F-Pyra (5) N CH N CF 31 1-Et-3-CHF 2 -Pyra (5) N CH N CF 31 1-Me- 5-CF 3 -Pyra (3) N CH N CF 3 1-Me-5-CF 3 CF 2 -Pyra (3) N CH N CF 3 1-Me-5-CF 3 CF 2 CF 2 -Pyra (3 ) N CH N CF 3 1-Me-5-CH 2 F-Pyra (3) N CH N CF 3 1-Me-5-CHF 2 -Pyra (3) N CH N CF 31 1-Me-3-CF 3 -Pyra (5) N CH N CF 2 CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) N CH N CF 2 CF 31 -Me-3-CF 3 CF 2 CF 2 -Pyra ( 5) N CH N CF 2 CF 3 1-Me-3-CH 2 F-Pyra (5) N CH N CF 2 CF 3 1-Me-3-CHF 2 -Pyra (5) N CH N CF 2 CF 3 1-Et-3-CF 3 -Pyra (5) N CH N CF 2 CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) N CH N CF 2 CF 3 1-Et-3-CF 3 CF 2 CF 2 -Pyra (5) N CH N CF 2 CF 3 1- Et-3-CH 2 F-Pyra (5) N CH N CF 2 CF 3 ─────────────────────────────── ─────

【０１４８】[0148]

【表７４】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Et-3-CHF2-Pyra(5) N CH N CF2CF3 1-Me-3-CF3-Pyra(5) N CH N Me 1-Me-3-CF3-Pyra(5) N CH N Et 1-Me-3-CF3-Pyra(5) N CH N Pr-iso 1-Me-3-CF3-Pyra(5) N CH N Pr-n 1-Me-3-CF3-Pyra(5) N CH N Bu-n 1-Me-3-CF3-Pyra(5) N CH N Pr-n 1-Me-3-CF3-Pyra(5) N CH N Pen-n 1-Me-3-CF3-Pyra(5) N CH N Hex-n 1-Me-3-CF3-Pyra(5) N CH N Pr-cyc 1-Me-3-CF3-Pyra(5) N CH N Bu-cyc 1-Me-3-CF3-Pyra(5) N CH N Pen-cyc 1-Me-3-CF3-Pyra(5) N CH N Hex-cyc 1-Me-3-CF3-Pyra(5) N CH N CH2F 1-Me-3-CF3-Pyra(5) N CH N CH2Cl 1-Me-3-CF3-Pyra(5) N CH N CHF2 1-Me-3-CF3-Pyra(5) N CH N CClF2 1-Me-3-CF3-Pyra(5) N CH N CH2CF3 1-Me-3-CF3-Pyra(5) N CH N CH2CH2CF3 1-Me-3-CF3-Pyra(5) N CH N CH2CF2CF3 1-Me-3-CF3-Pyra(5) N CH N CF2CF2CF3 1-Me-3-CF3-Pyra(5) N CH N OCF3 ────────────────────────────────────[Table 74] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Et-3-CHF 2 -Pyra (5) N CH N CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH N Me 1-Me-3-CF 3 -Pyra (5) N CH N Et 1-Me-3- CF 3 -Pyra (5) N CH N Pr-iso 1-Me-3-CF 3 -Pyra (5) N CH N Pr-n 1-Me-3-CF 3 -Pyra (5) N CH N Bu- n 1-Me-3-CF 3 -Pyra (5) N CH N Pr-n 1-Me-3-CF 3 -Pyra (5) N CH N Pen-n 1-Me-3-CF 3 -Pyra ( 5) N CH N Hex-n 1-Me-3-CF 3 -Pyra (5) N CH N Pr-cyc 1-Me-3-CF 3 -Pyra (5) N CH N Bu-cyc 1-Me- 3-CF 3 -Pyra (5) N CH N Pen-cyc 1-Me-3-CF 3 -Pyra (5) N CH N Hex-cyc 1-Me-3-CF 3 -Pyra (5) N CH N CH 2 F 1-Me-3-CF 3 -Pyra (5) N CH N CH 2 Cl 1-Me-3-CF 3 -Pyra (5) N CH N CHF 2 1-Me-3-CF 3 -Pyra (5) N CH N CClF 2 1-Me-3-CF 3 -Pyra (5) N CH N CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH N CH 2 CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH N CH 2 CF 2 CF 3 1-Me-3 -CF 3 -Pyra (5) N CH N CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH N OCF 3 ─────────────── ─────────────────────

【０１４９】[0149]

【表７５】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 2-CF3-Ph N CMe N CF3 3-CF3-Ph N CMe N CF3 4-CF3-Ph N CMe N CF3 2-F-Ph N CMe N CF3 3-F-Ph N CMe N CF3 4-F-Ph N CMe N CF3 2-Cl-Ph N CMe N CF3 3-Cl-Ph N CMe N CF3 4-Cl-Ph N CMe N CF3 2-CF3-Ph N CMe N CF2CF3 3-CF3-Ph N CMe N CF2CF3 4-CF3-Ph N CMe N CF2CF3 2-F-Ph N CMe N CF2CF3 3-F-Ph N CMe N CF2CF3 4-F-Ph N CMe N CF2CF3 2-Cl-Ph N CMe N CF2CF3 3-Cl-Ph N CMe N CF2CF3 4-Cl-Ph N CMe N CF2CF3 2-CF3-Ph N CMe N Me 3-CF3-Ph N CMe N Me 4-CF3-Ph N CMe N Me 2-F-Ph N CMe N Me ────────────────────────────────────[Table 75] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 2-CF 3 -Ph N CMe N CF 3 3-CF 3 -Ph N CMe N CF 3 4-CF 3 -Ph N CMe N CF 3 2-F-Ph N CMe N CF 3 3-F-Ph N CMe N CF 3 4-F-Ph N CMe N CF 3 2-Cl-Ph N CMe N CF 3 3-Cl-Ph N CMe N CF 3 4-Cl-Ph N CMe N CF 3 2-CF 3 -Ph N CMe N CF 2 CF 3 3-CF 3 -Ph N CMe N CF 2 CF 3 4-CF 3 -Ph N CMe N CF 2 CF 3 2-F-Ph N CMe N CF 2 CF 3 3-F-Ph N CMe N CF 2 CF 3 4-F- Ph N CMe N CF 2 CF 3 2-Cl-Ph N CMe N CF 2 CF 3 3-Cl-Ph N CMe N CF 2 CF 3 4-Cl-Ph N CMe N CF 2 CF 3 2-CF 3 -Ph N CMe N Me 3-CF 3 -Ph N CMe N Me 4-CF 3 -Ph N CMe N Me 2-F-Ph N CMe N Me ───────────────── ───────────────────

【０１５０】[0150]

【表７６】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-F-Ph N CMe N Me 4-F-Ph N CMe N Me 2-Cl-Ph N CMe N Me 3-Cl-Ph N CMe N Me 4-Cl-Ph N CMe N Me 2-CF3-Ph N CMe N Et 3-CF3-Ph N CMe N Et 4-CF3-Ph N CMe N Et 2-F-Ph N CMe N Et 3-F-Ph N CMe N Et 4-F-Ph N CMe N Et 2-Cl-Ph N CMe N Et 3-Cl-Ph N CMe N Et 4-Cl-Ph N CMe N Et 2-CF3-Ph N CMe N Pr-iso 3-CF3-Ph N CMe N Pr-iso 4-CF3-Ph N CMe N Pr-iso 2-CF3-Ph N CMe N Pr-n 3-CF3-Ph N CMe N Pr-n 4-CF3-Ph N CMe N Pr-n 3-CF3-Ph N CMe N Bu-n 3-CF3-Ph N CMe N Bu-iso ────────────────────────────────────[Table 76] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-F-Ph N CMe N Me 4 -F-Ph N CMe N Me 2-Cl-Ph N CMe N Me 3-Cl-Ph N CMe N Me 4-Cl-Ph N CMe N Me 2-CF 3 -Ph N CMe N Et 3-CF 3- Ph N CMe N Et 4-CF 3 -Ph N CMe N Et 2-F-Ph N CMe N Et 3-F-Ph N CMe N Et 4-F-Ph N CMe N Et 2-Cl-Ph N CMe N Et 3-Cl-Ph N CMe N Et 4-Cl-Ph N CMe N Et 2-CF 3 -Ph N CMe N Pr-iso 3-CF 3 -Ph N CMe N Pr-iso 4-CF 3 -Ph N CMe N Pr-iso 2-CF 3 -Ph N CMe N Pr-n 3-CF 3 -Ph N CMe N Pr-n 4-CF 3 -Ph N CMe N Pr-n 3-CF 3 -Ph N CMe N Bu-n 3-CF 3 -Ph N CMe N Bu-iso ─────────────────────────────────── ─

【０１５１】[0151]

【表７７】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N CMe N Bu-sec 3-CF3-Ph N CMe N Bu-tert 3-CF3-Ph N CMe N Pr-n 3-CF3-Ph N CMe N Pen-n 3-CF3-Ph N CMe N Hex-n 3-CF3-Ph N CMe N Pr-cyc 3-CF3-Ph N CMe N Bu-cyc 3-CF3-Ph N CMe N Pen-cyc 3-CF3-Ph N CMe N Hex-cyc 3-CF3-Ph N CMe N CH2F 3-CF3-Ph N CMe N CH2Cl 3-CF3-Ph N CMe N CH2Br 3-CF3-Ph N CMe N CH2I 3-CF3-Ph N CMe N CHF2 3-CF3-Ph N CMe N CHCl2 3-CF3-Ph N CMe N CHBr2 3-CF3-Ph N CMe N CCl3 3-CF3-Ph N CMe N CBr3 3-CF3-Ph N CMe N CClF2 3-CF3-Ph N CMe N CH2CF3 3-CF3-Ph N CMe N CH2CH2CF3 3-CF3-Ph N CMe N CH2CF2CF3 ────────────────────────────────────[Table 77] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N CMe N Bu -sec 3-CF 3 -Ph N CMe N Bu-tert 3-CF 3 -Ph N CMe N Pr-n 3-CF 3 -Ph N CMe N Pen-n 3-CF 3 -Ph N CMe N Hex-n 3-CF 3 -Ph N CMe N Pr-cyc 3-CF 3 -Ph N CMe N Bu-cyc 3-CF 3 -Ph N CMe N Pen-cyc 3-CF 3 -Ph N CMe N Hex-cyc 3- CF 3 -Ph N CMe N CH 2 F 3-CF 3 -Ph N CMe N CH 2 Cl 3-CF 3 -Ph N CMe N CH 2 Br 3-CF 3 -Ph N CMe N CH 2 I 3-CF 3 -Ph N CMe N CHF 2 3-CF 3 -Ph N CMe N CHCl 2 3-CF 3 -Ph N CMe N CHBr 2 3-CF 3 -Ph N CMe N CCl 3 3-CF 3 -Ph N CMe N CBr 3 3-CF 3 -Ph N CMe N CClF 2 3-CF 3 -Ph N CMe N CH 2 CF 3 3-CF 3 -Ph N CMe N CH 2 CH 2 CF 3 3-CF 3 -Ph N CMe N CH 2 CF 2 CF 3 ────────────────────────────────────

【０１５２】[0152]

【表７８】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N CMe N CF2CF2CF3 3-CF3-Ph N CMe N CH2CH2CH2CF3 3-CF3-Ph N CMe N CH2CH2CF2CF3 3-CF3-Ph N CMe N CH2CF2CF2CF3 3-CF3-Ph N CMe N CN 3-CF3-Ph N CMe N NO2 3-CF3-Ph N CMe N F 3-CF3-Ph N CMe N Cl 3-CF3-Ph N CMe N Br 3-CF3-Ph N CMe N I 1-Me-3-CF3-Pyra(5) N CMe N CF3 1-Me-3-CF3CF2-Pyra(5) N CMe N CF3 1-Me-3-CF3CF2CF2-Pyra(5) N CMe N CF3 1-Me-3-CH2F-Pyra(5) N CMe N CF3 1-Me-3-CHF2-Pyra(5) N CMe N CF3 3-CF3-Ph N CMe N NO2 3-CF3-Ph N CMe N F 3-CF3-Ph N CMe N Cl 3-CF3-Ph N CMe N Br 3-CF3-Ph N CMe N I 1-Me-3-CF3-Pyra(5) N CMe N CF3 1-Me-3-CF3CF2-Pyra(5) N CMe N CF3 ────────────────────────────────────[Table 78] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N CMe N CF 2 CF 2 CF 3 3-CF 3 -Ph N CMe N CH 2 CH 2 CH 2 CF 3 3-CF 3 -Ph N CMe N CH 2 CH 2 CF 2 CF 3 3-CF 3 -Ph N CMe N CH 2 CF 2 CF 2 CF 3 3-CF 3 -Ph N CMe N CN 3-CF 3 -Ph N CMe N NO 2 3-CF 3 -Ph N CMe NF 3-CF 3 -Ph N CMe N Cl 3-CF 3 -Ph N CMe N Br 3-CF 3 -Ph N CMe NI 1-Me-3-CF 3 -Pyra (5) N CMe N CF 31 -Me-3-CF 3 CF 2 -Pyra (5) N CMe N CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N CMe N CF 3 1-Me-3-CH 2 F-Pyra (5) N CMe N CF 3 1-Me-3- CHF 2 -Pyra (5) N CMe N CF 3 3-CF 3 -Ph N CMe N NO 2 3-CF 3 -Ph N CMe NF 3-CF 3 -Ph N CMe N Cl 3-CF 3 -Ph N CMe N Br 3-CF 3 -Ph N CMe NI 1-Me-3-CF 3 -Pyra (5) N CMe N CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) N CMe N CF 3 ─ ───────────────────── ──────────────

【０１５３】[0153]

【表７９】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CF3CF2CF2-Pyra(5) N CMe N CF3 1-Me-3-CH2F-Pyra(5) N CMe N CF3 1-Me-3-CHF2-Pyra(5) N CMe N CF3 1-Et-3-CF3-Pyra(5) N CMe N CF3 1-Et-3-CF3CF2-Pyra(5) N CMe N CF3 1-Et-3-CF3CF2CF2-Pyra(5) N CMe N CF3 1-Et-3-CH2F-Pyra(5) N CMe N CF3 1-Et-3-CHF2-Pyra(5) N CMe N CF3 1-Me-5-CF3-Pyra(3) N CMe N CF3 1-Me-5-CF3CF2-Pyra(3) N CMe N CF3 1-Me-5-CF3CF2CF2-Pyra(3) N CMe N CF3 1-Me-5-CH2F-Pyra(3) N CMe N CF3 1-Me-5-CHF2-Pyra(3) N CMe N CF3 1-Me-3-CF3-Pyra(5) N CMe N CF2CF3 1-Me-3-CF3CF2-Pyra(5) N CMe N CF2CF3 1-Me-3-CF3CF2CF2-Pyra(5) N CMe N CF2CF3 1-Me-3-CH2F-Pyra(5) N CMe N CF2CF3 1-Me-3-CHF2-Pyra(5) N CMe N CF2CF3 1-Et-3-CF3-Pyra(5) N CMe N CF2CF3 1-Et-3-CF3CF2-Pyra(5) N CMe N CF2CF3 1-Et-3-CF3CF2CF2-Pyra(5) N CMe N CF2CF3 1-Et-3-CH2F-Pyra(5) N CMe N CF2CF3 ────────────────────────────────────[Table 79] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N CMe N CF 3 1-Me-3-CH 2 F-Pyra (5) N CMe N CF 31 -Me-3-CHF 2 -Pyra (5) N CMe N CF 3 1 -Et-3-CF 3 -Pyra (5) N CMe N CF 31 -Et-3-CF 3 CF 2 -Pyra (5) N CMe N CF 31 -Et-3-CF 3 CF 2 CF 2- Pyra (5) N CMe N CF 31 -Et-3-CH 2 F-Pyra (5) N CMe N CF 31 -Et-3-CHF 2 -Pyra (5) N CMe N CF 31 -Me- 5-CF 3 -Pyra (3) N CMe N CF 3 1-Me-5-CF 3 CF 2 -Pyra (3) N CMe N CF 31 -Me-5-CF 3 CF 2 CF 2 -Pyra (3 ) N CMe N CF 3 1-Me-5-CH 2 F-Pyra (3) N CMe N CF 3 1-Me-5-CHF 2 -Pyra (3) N CMe N CF 3 1-Me-3-CF 3 -Pyra (5) N CMe N CF 2 CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) N CMe N CF 2 CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra ( 5) N CMe N CF 2 CF 3 1-Me-3-CH 2 F-Pyra (5) N CMe N CF 2 CF 3 1-Me-3-CHF 2 -Pyra (5) N CMe N CF 2 CF 3 1-Et-3-CF 3 -Py ra (5) N CMe N CF 2 CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) N CMe N CF 2 CF 31 -Et-3-CF 3 CF 2 CF 2 -Pyra (5) N CMe N CF 2 CF 3 1-Et-3-CH 2 F-Pyra (5) N CMe N CF 2 CF 3 ────────────────────── ──────────────

【０１５４】[0154]

【表８０】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Et-3-CHF2-Pyra(5) N CMe N CF2CF3 1-Me-3-CF3-Pyra(5) N CMe N Me 1-Me-3-CF3-Pyra(5) N CMe N Et 1-Me-3-CF3-Pyra(5) N CMe N Pr-iso 1-Me-3-CF3-Pyra(5) N CMe N Pr-n 1-Me-3-CF3-Pyra(5) N CMe N Bu-n 1-Me-3-CF3-Pyra(5) N CMe N Pr-n 1-Me-3-CF3-Pyra(5) N CMe N Pen-n 1-Me-3-CF3-Pyra(5) N CMe N Hex-n 1-Me-3-CF3-Pyra(5) N CMe N Pr-cyc 1-Me-3-CF3-Pyra(5) N CMe N Bu-cyc 1-Me-3-CF3-Pyra(5) N CMe N Pen-cyc 1-Me-3-CF3-Pyra(5) N CMe N Hex-cyc 1-Me-3-CF3-Pyra(5) N CMe N CH2F 1-Me-3-CF3-Pyra(5) N CMe N CH2Cl 1-Me-3-CF3-Pyra(5) N CMe N CHF2 1-Me-3-CF3-Pyra(5) N CMe N CClF2 1-Me-3-CF3-Pyra(5) N CMe N CH2CF3 1-Me-3-CF3-Pyra(5) N CMe N CH2CH2CF3 1-Me-3-CF3-Pyra(5) N CMe N CH2CF2CF3 1-Me-3-CF3-Pyra(5) N CMe N CF2CF2CF3 1-Me-3-CF3-Pyra(5) N CMe N OCF3 ────────────────────────────────────[Table 80] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Et-3-CHF 2 -Pyra (5) N CMe N CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CMe N Me 1-Me-3-CF 3 -Pyra (5) N CMe N Et 1-Me-3- CF 3 -Pyra (5) N CMe N Pr-iso 1-Me-3-CF 3 -Pyra (5) N CMe N Pr-n 1-Me-3-CF 3 -Pyra (5) N CMe N Bu- n 1-Me-3-CF 3 -Pyra (5) N CMe N Pr-n 1-Me-3-CF 3 -Pyra (5) N CMe N Pen-n 1-Me-3-CF 3 -Pyra ( 5) N CMe N Hex-n 1-Me-3-CF 3 -Pyra (5) N CMe N Pr-cyc 1-Me-3-CF 3 -Pyra (5) N CMe N Bu-cyc 1-Me- 3-CF 3 -Pyra (5) N CMe N Pen-cyc 1-Me-3-CF 3 -Pyra (5) N CMe N Hex-cyc 1-Me-3-CF 3 -Pyra (5) N CMe N CH 2 F 1-Me-3-CF 3 -Pyra (5) N CMe N CH 2 Cl 1-Me-3-CF 3 -Pyra (5) N CMe N CHF 2 1-Me-3-CF 3 -Pyra (5) N CMe N CClF 2 1-Me-3-CF 3 -Pyra (5) N CMe N CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CMe N CH 2 CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CMe N C H 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CMe N CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CMe N OCF 3 ──── ────────────────────────────────

【０１５５】[0155]

【表８１】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 2-CF3-Ph N COMe N CF3 3-CF3-Ph N COMe N CF3 4-CF3-Ph N COMe N CF3 2-F-Ph N COMe N CF3 3-F-Ph N COMe N CF3 4-F-Ph N COMe N CF3 2-Cl-Ph N COMe N CF3 3-Cl-Ph N COMe N CF3 4-Cl-Ph N COMe N CF3 2-CF3-Ph N COMe N CF2CF3 3-CF3-Ph N COMe N CF2CF3 4-CF3-Ph N COMe N CF2CF3 2-F-Ph N COMe N CF2CF3 3-F-Ph N COMe N CF2CF3 4-F-Ph N COMe N CF2CF3 2-Cl-Ph N COMe N CF2CF3 3-Cl-Ph N COMe N CF2CF3 4-Cl-Ph N COMe N CF2CF3 2-CF3-Ph N COMe N Me 3-CF3-Ph N COMe N Me 4-CF3-Ph N COMe N Me 2-F-Ph N COMe N Me ────────────────────────────────────[Table 81] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 2-CF 3 -Ph N COMe N CF 3 3-CF 3 -Ph N COMe N CF 3 4-CF 3 -Ph N COMe N CF 3 2-F-Ph N COMe N CF 3 3-F-Ph N COMe N CF 3 4-F-Ph N COMe N CF 3 2-Cl-Ph N COMe N CF 3 3-Cl-Ph N COMe N CF 3 4-Cl-Ph N COMe N CF 3 2-CF 3 -Ph N COMe N CF 2 CF 3 3-CF 3 -Ph N COMe N CF 2 CF 3 4-CF 3 -Ph N COMe N CF 2 CF 3 2-F-Ph N COMe N CF 2 CF 3 3-F-Ph N COMe N CF 2 CF 3 4-F- Ph N COMe N CF 2 CF 3 2-Cl-Ph N COMe N CF 2 CF 3 3-Cl-Ph N COMe N CF 2 CF 3 4-Cl-Ph N COMe N CF 2 CF 3 2-CF 3 -Ph N COMe N Me 3-CF 3 -Ph N COMe N Me 4-CF 3 -Ph N COMe N Me 2-F-Ph N COMe N Me ───────────────── ───────────────────

【０１５６】[0156]

【表８２】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-F-Ph N COMe N Me 4-F-Ph N COMe N Me 2-Cl-Ph N COMe N Me 3-Cl-Ph N COMe N Me 4-Cl-Ph N COMe N Me 2-CF3-Ph N COMe N Et 3-CF3-Ph N COMe N Et 4-CF3-Ph N COMe N Et 2-F-Ph N COMe N Et 3-F-Ph N COMe N Et 4-F-Ph N COMe N Et 2-Cl-Ph N COMe N Et 3-Cl-Ph N COMe N Et 4-Cl-Ph N COMe N Et 2-CF3-Ph N COMe N Pr-iso 3-CF3-Ph N COMe N Pr-iso 4-CF3-Ph N COMe N Pr-iso 2-CF3-Ph N COMe N Pr-n 3-CF3-Ph N COMe N Pr-n 4-CF3-Ph N COMe N Pr-n 3-CF3-Ph N COMe N Bu-n 3-CF3-Ph N COMe N Bu-iso ────────────────────────────────────[Table 82] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-F-Ph N COMe N Me 4 -F-Ph N COMe N Me 2-Cl-Ph N COMe N Me 3-Cl-Ph N COMe N Me 4-Cl-Ph N COMe N Me 2-CF 3 -Ph N COMe N Et 3-CF 3- Ph N COMe N Et 4-CF 3 -Ph N COMe N Et 2-F-Ph N COMe N Et 3-F-Ph N COMe N Et 4-F-Ph N COMe N Et 2-Cl-Ph N COMe N Et 3-Cl-Ph N COMe N Et 4-Cl-Ph N COMe N Et 2-CF 3 -Ph N COMe N Pr-iso 3-CF 3 -Ph N COMe N Pr-iso 4-CF 3 -Ph N COMe N Pr-iso 2-CF 3 -Ph N COMe N Pr-n 3-CF 3 -Ph N COMe N Pr-n 4-CF 3 -Ph N COMe N Pr-n 3-CF 3 -Ph N COMe N Bu-n 3-CF 3 -Ph N COMe N Bu-iso ─────────────────────────────────── ─

【０１５７】[0157]

【表８３】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N COMe N Bu-sec 3-CF3-Ph N COMe N Bu-tert 3-CF3-Ph N COMe N Pr-n 3-CF3-Ph N COMe N Pen-n 3-CF3-Ph N COMe N Hex-n 3-CF3-Ph N COMe N Pr-cyc 3-CF3-Ph N COMe N Bu-cyc 3-CF3-Ph N COMe N Pen-cyc 3-CF3-Ph N COMe N Hex-cyc 3-CF3-Ph N COMe N CH2F 3-CF3-Ph N COMe N CH2Cl 3-CF3-Ph N COMe N CH2Br 3-CF3-Ph N COMe N CH2I 3-CF3-Ph N COMe N CHF2 3-CF3-Ph N COMe N CHCl2 3-CF3-Ph N COMe N CHBr2 3-CF3-Ph N COMe N CCl3 3-CF3-Ph N COMe N CBr3 3-CF3-Ph N COMe N CClF2 3-CF3-Ph N COMe N CH2CF3 3-CF3-Ph N COMe N CH2CH2CF3 3-CF3-Ph N COMe N CH2CF2CF3 ────────────────────────────────────[Table 83] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N COMe N Bu -sec 3-CF 3 -Ph N COMe N Bu-tert 3-CF 3 -Ph N COMe N Pr-n 3-CF 3 -Ph N COMe N Pen-n 3-CF 3 -Ph N COMe N Hex-n 3-CF 3 -Ph N COMe N Pr-cyc 3-CF 3 -Ph N COMe N Bu-cyc 3-CF 3 -Ph N COMe N Pen-cyc 3-CF 3 -Ph N COMe N Hex-cyc 3- CF 3 -Ph N COMe N CH 2 F 3-CF 3 -Ph N COMe N CH 2 Cl 3-CF 3 -Ph N COMe N CH 2 Br 3-CF 3 -Ph N COMe N CH 2 I 3-CF 3 -Ph N COMe N CHF 2 3-CF 3 -Ph N COMe N CHCl 2 3-CF 3 -Ph N COMe N CHBr 2 3-CF 3 -Ph N COMe N CCl 3 3-CF 3 -Ph N COMe N CBr 3 3-CF 3 -Ph N COMe N CClF 2 3-CF 3 -Ph N COMe N CH 2 CF 3 3-CF 3 -Ph N COMe N CH 2 CH 2 CF 3 3-CF 3 -Ph N COMe N CH 2 CF 2 CF 3 ────────────────────────────────── ─

【０１５８】[0158]

【表８４】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 3-CF3-Ph N COMe N CF2CF2CF3 3-CF3-Ph N COMe N CH2CH2CH2CF3 3-CF3-Ph N COMe N CH2CH2CF2CF3 3-CF3-Ph N COMe N CH2CF2CF2CF3 3-CF3-Ph N COMe N CN 3-CF3-Ph N COMe N NO2 3-CF3-Ph N COMe N F 3-CF3-Ph N COMe N Cl 3-CF3-Ph N COMe N Br 3-CF3-Ph N COMe N I 1-Me-3-CF3-Pyra(5) N COMe N CF3 1-Me-3-CF3CF2-Pyra(5) N COMe N CF3 1-Me-3-CF3CF2CF2-Pyra(5) N COMe N CF3 1-Me-3-CH2F-Pyra(5) N COMe N CF3 1-Me-3-CHF2-Pyra(5) N COMe N CF3 3-CF3-Ph N COMe N NO2 3-CF3-Ph N COMe N F 3-CF3-Ph N COMe N Cl 3-CF3-Ph N COMe N Br 3-CF3-Ph N COMe N I 1-Me-3-CF3-Pyra(5) N COMe N CF3 1-Me-3-CF3CF2-Pyra(5) N COMe N CF3 ────────────────────────────────────[Table 84] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 3-CF 3 -Ph N COMe N CF 2 CF 2 CF 3 3-CF 3 -Ph N COMe N CH 2 CH 2 CH 2 CF 3 3-CF 3 -Ph N COMe N CH 2 CH 2 CF 2 CF 3 3-CF 3 -Ph N COMe N CH 2 CF 2 CF 2 CF 3 3-CF 3 -Ph N COMe N CN 3-CF 3 -Ph N COMe N NO 2 3-CF 3 -Ph N COMe NF 3-CF 3 -Ph N COMe N Cl 3-CF 3 -Ph N COMe N Br 3-CF 3 -Ph N COMe NI 1-Me-3-CF 3 -Pyra (5) N COMe N CF 31 -Me-3-CF 3 CF 2 -Pyra (5) N COMe N CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N COMe N CF 3 1-Me-3-CH 2 F-Pyra (5) N COMe N CF 3 1-Me-3- CHF 2 -Pyra (5) N COMe N CF 3 3-CF 3 -Ph N COMe N NO 2 3-CF 3 -Ph N COMe NF 3-CF 3 -Ph N COMe N Cl 3-CF 3 -Ph N COMe N Br 3-CF 3 -Ph N COMe NI 1-Me-3-CF 3 -Pyra (5) N COMe N CF 31 -Me-3-CF 3 CF 2 -Pyra (5) N COMe N CF 3 ─ ───────────── ─────────────────────

【０１５９】[0159]

【表８５】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Me-3-CF3CF2CF2-Pyra(5) N COMe N CF3 1-Me-3-CH2F-Pyra(5) N COMe N CF3 1-Me-3-CHF2-Pyra(5) N COMe N CF3 1-Et-3-CF3-Pyra(5) N COMe N CF3 1-Et-3-CF3CF2-Pyra(5) N COMe N CF3 1-Et-3-CF3CF2CF2-Pyra(5) N COMe N CF3 1-Et-3-CH2F-Pyra(5) N COMe N CF3 1-Et-3-CHF2-Pyra(5) N COMe N CF3 1-Me-5-CF3-Pyra(3) N COMe N CF3 1-Me-5-CF3CF2-Pyra(3) N COMe N CF3 1-Me-5-CF3CF2CF2-Pyra(3) N COMe N CF3 1-Me-5-CH2F-Pyra(3) N COMe N CF3 1-Me-5-CHF2-Pyra(3) N COMe N CF3 1-Me-3-CF3-Pyra(5) N COMe N CF2CF3 1-Me-3-CF3CF2-Pyra(5) N COMe N CF2CF3 1-Me-3-CF3CF2CF2-Pyra(5) N COMe N CF2CF3 1-Me-3-CH2F-Pyra(5) N COMe N CF2CF3 1-Me-3-CHF2-Pyra(5) N COMe N CF2CF3 1-Et-3-CF3-Pyra(5) N COMe N CF2CF3 1-Et-3-CF3CF2-Pyra(5) N COMe N CF2CF3 1-Et-3-CF3CF2CF2-Pyra(5) N COMe N CF2CF3 1-Et-3-CH2F-Pyra(5) N COMe N CF2CF3 ────────────────────────────────────[Table 85] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N COMe N CF 3 1-Me-3-CH 2 F-Pyra (5) N COMe N CF 3 1-Me-3-CHF 2 -Pyra (5) N COMe N CF 3 1 -Et-3-CF 3 -Pyra (5) N COMe N CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) N COMe N CF 3 1-Et-3-CF 3 CF 2 CF 2- Pyra (5) N COMe N CF 3 1-Et-3-CH 2 F-Pyra (5) N COMe N CF 3 1-Et-3-CHF 2 -Pyra (5) N COMe N CF 3 1-Me- 5-CF 3 -Pyra (3) N COMe N CF 3 1-Me-5-CF 3 CF 2 -Pyra (3) N COMe N CF 3 1-Me-5-CF 3 CF 2 CF 2 -Pyra (3 ) N COMe N CF 3 1-Me-5-CH 2 F-Pyra (3) N COMe N CF 3 1-Me-5-CHF 2 -Pyra (3) N COMe N CF 3 1-Me-3-CF 3 -Pyra (5) N COMe N CF 2 CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) N COMe N CF 2 CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra ( 5) N COMe N CF 2 CF 3 1-Me-3-CH 2 F-Pyra (5) N COMe N CF 2 CF 31 -Me-3-CHF 2 -Pyra (5) N COMe N CF 2 CF 3 1-Et-3-CF 3 -Pyra (5) N COMe N CF 2 CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) N COMe N CF 2 CF 3 1-Et-3-CF 3 CF 2 CF 2 -Pyra (5) N COMe N CF 2 CF 3 1-Et-3-CH 2 F-Pyra (5) N COMe N CF 2 CF 3 ──────────── ────────────────────────

【０１６０】[0160]

【表８６】 〔第２表続き〕 ──────────────────────────────────── Ｑａ ｌ1 ｌ2 ｌ3 ｑ ──────────────────────────────────── 1-Et-3-CHF2-Pyra(5) N COMe N CF2CF3 1-Me-3-CF3-Pyra(5) N COMe N Me 1-Me-3-CF3-Pyra(5) N COMe N Et 1-Me-3-CF3-Pyra(5) N COMe N Pr-iso 1-Me-3-CF3-Pyra(5) N COMe N Pr-n 1-Me-3-CF3-Pyra(5) N COMe N Bu-n 1-Me-3-CF3-Pyra(5) N COMe N Pr-n 1-Me-3-CF3-Pyra(5) N COMe N Pen-n 1-Me-3-CF3-Pyra(5) N COMe N Hex-n 1-Me-3-CF3-Pyra(5) N COMe N Pr-cyc 1-Me-3-CF3-Pyra(5) N COMe N Bu-cyc 1-Me-3-CF3-Pyra(5) N COMe N Pen-cyc 1-Me-3-CF3-Pyra(5) N COMe N Hex-cyc 1-Me-3-CF3-Pyra(5) N COMe N CH2F 1-Me-3-CF3-Pyra(5) N COMe N CH2Cl 1-Me-3-CF3-Pyra(5) N COMe N CHF2 1-Me-3-CF3-Pyra(5) N COMe N CClF2 1-Me-3-CF3-Pyra(5) N COMe N CH2CF3 1-Me-3-CF3-Pyra(5) N COMe N CH2CH2CF3 1-Me-3-CF3-Pyra(5) N COMe N CH2CF2CF3 1-Me-3-CF3-Pyra(5) N COMe N CF2CF2CF3 1-Me-3-CF3-Pyra(5) N COMe N OCF3 ────────────────────────────────────[Table 86] [the second table More] ──────────────────────────────────── Qa l 1 l 2 l 3 q ──────────────────────────────────── 1-Et-3-CHF 2 -Pyra (5) N COMe N CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N COMe N Me 1-Me-3-CF 3 -Pyra (5) N COMe N Et 1-Me-3- CF 3 -Pyra (5) N COMe N Pr-iso 1-Me-3-CF 3 -Pyra (5) N COMe N Pr-n 1-Me-3-CF 3 -Pyra (5) N COMe N Bu- n 1-Me-3-CF 3 -Pyra (5) N COMe N Pr-n 1-Me-3-CF 3 -Pyra (5) N COMe N Pen-n 1-Me-3-CF 3 -Pyra ( 5) N COMe N Hex-n 1-Me-3-CF 3 -Pyra (5) N COMe N Pr-cyc 1-Me-3-CF 3 -Pyra (5) N COMe N Bu-cyc 1-Me- 3-CF 3 -Pyra (5) N COMe N Pen-cyc 1-Me-3-CF 3 -Pyra (5) N COMe N Hex-cyc 1-Me-3-CF 3 -Pyra (5) N COMe N CH 2 F 1-Me-3-CF 3 -Pyra (5) N COMe N CH 2 Cl 1-Me-3-CF 3 -Pyra (5) N COMe N CHF 2 1-Me-3-CF 3 -Pyra (5) N COMe N CClF 2 1-Me-3-CF 3 -Pyra (5) N COMe N CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) N COMe N CH 2 CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) N COMe N CH 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N COMe N CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N COMe N OCF 3 ────────────────────────────────────

【０１６１】〔第３表〕[Table 3]

【０１６２】[0162]

【化３５】 Embedded image

【０１６３】[0163]

【表８７】 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 2-CF3-Ph CH CH CH CF3 3-CF3-Ph CH CH CH CF3 4-CF3-Ph CH CH CH CF3 2-F-Ph CH CH CH CF3 3-F-Ph CH CH CH CF3 4-F-Ph CH CH CH CF3 2-Cl-Ph CH CH CH CF3 3-Cl-Ph CH CH CH CF3 4-Cl-Ph CH CH CH CF3 2-CF3-Ph CH CH CH CF2CF3 3-CF3-Ph CH CH CH CF2CF3 4-CF3-Ph CH CH CH CF2CF3 2-F-Ph CH CH CH CF2CF3 3-F-Ph CH CH CH CF2CF3 4-F-Ph CH CH CH CF2CF3 2-Cl-Ph CH CH CH CF2CF3 3-Cl-Ph CH CH CH CF2CF3 4-Cl-Ph CH CH CH CF2CF3 2-CF3-Ph CH CH CH Me 3-CF3-Ph CH CH CH Me 4-CF3-Ph CH CH CH Me 2-F-Ph CH CH CH Me ──────────────────────────────────── [Table 87] ──────────────────────────────────── Qa l 4 l 5 l 6 q ── ────────────────────────────────── 2-CF 3 -Ph CH CH CH CF 3 3-CF 3- Ph CH CH CH CF 3 4-CF 3 -Ph CH CH CH CF 3 2-F-Ph CH CH CH CF 3 3-F-Ph CH CH CH CF 3 4-F-Ph CH CH CH CF 3 2-Cl -Ph CH CH CH CF 3 3-Cl-Ph CH CH CH CF 3 4-Cl-Ph CH CH CH CF 3 2-CF 3 -Ph CH CH CH CF 2 CF 3 3-CF 3 -Ph CH CH CH CF 2 CF 3 4-CF 3 -Ph CH CH CH CF 2 CF 3 2-F-Ph CH CH CH CF 2 CF 3 3-F-Ph CH CH CH CF 2 CF 3 4-F-Ph CH CH CH CF 2 CF 3 2-Cl-Ph CH CH CH CF 2 CF 3 3-Cl-Ph CH CH CH CF 2 CF 3 4-Cl-Ph CH CH CH CF 2 CF 3 2-CF 3 -Ph CH CH CH Me 3- CF 3 -Ph CH CH CH Me 4-CF 3 -Ph CH CH CH Me 2-F-Ph CH CH CH Me ─────────────────────── ─────────────

【０１６４】[0164]

【表８８】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 3-F-Ph CH CH CH Me 4-F-Ph CH CH CH Me 2-Cl-Ph CH CH CH Me 3-Cl-Ph CH CH CH Me 4-Cl-Ph CH CH CH Me 2-CF3-Ph CH CH CH Et 3-CF3-Ph CH CH CH Et 4-CF3-Ph CH CH CH Et 2-F-Ph CH CH CH Et 3-F-Ph CH CH CH Et 4-F-Ph CH CH CH Et 2-Cl-Ph CH CH CH Et 3-Cl-Ph CH CH CH Et 4-Cl-Ph CH CH CH Et 2-CF3-Ph CH CH CH Pr-iso 3-CF3-Ph CH CH CH Pr-iso 4-CF3-Ph CH CH CH Pr-iso 2-CF3-Ph CH CH CH Pr-n 3-CF3-Ph CH CH CH Pr-n 4-CF3-Ph CH CH CH Pr-n 3-CF3-Ph CH CH CH Bu-n 3-CF3-Ph CH CH CH Bu-iso ────────────────────────────────────[Table 88] [Continued from Table 3] ──────────────────────────────────── Qa l 4 l 5 l 6 q ──────────────────────────────────── 3-F-Ph CH CH CH Me 4 -F-Ph CH CH CH Me 2-Cl-Ph CH CH CH Me 3-Cl-Ph CH CH CH Me 4-Cl-Ph CH CH CH Me 2-CF 3 -Ph CH CH CH Et 3-CF 3- Ph CH CH CH Et 4-CF 3 -Ph CH CH CH Et 2-F-Ph CH CH CH Et 3-F-Ph CH CH CH Et 4-F-Ph CH CH CH Et 2-Cl-Ph CH CH CH Et 3-Cl-Ph CH CH CH Et 4-Cl-Ph CH CH CH Et 2-CF 3 -Ph CH CH CH Pr-iso 3-CF 3 -Ph CH CH CH Pr-iso 4-CF 3 -Ph CH CH CH Pr-iso 2-CF 3 -Ph CH CH CH Pr-n 3-CF 3 -Ph CH CH CH Pr-n 4-CF 3 -Ph CH CH CH Pr-n 3-CF 3 -Ph CH CH CH Bu-n 3-CF 3 -Ph CH CH CH Bu-iso ─────────────────────────────────── ─

【０１６５】[0165]

【表８９】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 3-CF3-Ph CH CH CH Bu-sec 3-CF3-Ph CH CH CH Bu-tert 3-CF3-Ph CH CH CH Pr-n 3-CF3-Ph CH CH CH Pen-n 3-CF3-Ph CH CH CH Hex-n 3-CF3-Ph CH CH CH Pr-cyc 3-CF3-Ph CH CH CH Bu-cyc 3-CF3-Ph CH CH CH Pen-cyc 3-CF3-Ph CH CH CH Hex-cyc 3-CF3-Ph CH CH CH CH2F 3-CF3-Ph CH CH CH CH2Cl 3-CF3-Ph CH CH CH CH2Br 3-CF3-Ph CH CH CH CH2I 3-CF3-Ph CH CH CH CHF2 3-CF3-Ph CH CH CH CHCl2 3-CF3-Ph CH CH CH CHBr2 3-CF3-Ph CH CH CH CCl3 3-CF3-Ph CH CH CH CBr3 3-CF3-Ph CH CH CH CClF2 3-CF3-Ph CH CH CH CH2CF3 3-CF3-Ph CH CH CH CH2CH2CF3 3-CF3-Ph CH CH CH CH2CF2CF3 ────────────────────────────────────[Table 89] Third Table More] ──────────────────────────────────── Qa l 4 l 5 l 6 q ──────────────────────────────────── 3-CF 3 -Ph CH CH CH Bu -sec 3-CF 3 -Ph CH CH CH Bu-tert 3-CF 3 -Ph CH CH CH Pr-n 3-CF 3 -Ph CH CH CH Pen-n 3-CF 3 -Ph CH CH CH Hex-n 3-CF 3 -Ph CH CH CH Pr-cyc 3-CF 3 -Ph CH CH CH Bu-cyc 3-CF 3 -Ph CH CH CH Pen-cyc 3-CF 3 -Ph CH CH CH Hex-cyc 3- CF 3 -Ph CH CH CH CH 2 F 3-CF 3 -Ph CH CH CH CH 2 Cl 3-CF 3 -Ph CH CH CH CH 2 Br 3-CF 3 -Ph CH CH CH CH 2 I 3-CF 3 -Ph CH CH CH CHF 2 3-CF 3 -Ph CH CH CH CHCl 2 3-CF 3 -Ph CH CH CH CHBr 2 3-CF 3 -Ph CH CH CH CCl 3 3-CF 3 -Ph CH CH CH CBr 3 3-CF 3 -Ph CH CH CH CClF 2 3-CF 3 -Ph CH CH CH CH 2 CF 3 3-CF 3 -Ph CH CH CH CH 2 CH 2 CF 3 3-CF 3 -Ph CH CH CH CH 2 CF 2 CF 3 ────────────────────────────────── ─

【０１６６】[0166]

【表９０】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 3-CF3-Ph CH CH CH CF2CF2CF3 3-CF3-Ph CH CH CH CH2CH2CH2CF3 3-CF3-Ph CH CH CH CH2CH2CF2CF3 3-CF3-Ph CH CH CH CH2CF2CF2CF3 3-CF3-Ph CH CH CH CN 3-CF3-Ph CH CH CH NO2 3-CF3-Ph CH CH CH F 3-CF3-Ph CH CH CH Cl 3-CF3-Ph CH CH CH Br 3-CF3-Ph CH CH CH I 1-Me-3-CF3-Pyra(5) CH CH CH CF3 1-Me-3-CF3CF2-Pyra(5) CH CH CH CF3 1-Me-3-CF3CF2CF2-Pyra(5) CH CH CH CF3 1-Me-3-CH2F-Pyra(5) CH CH CH CF3 1-Me-3-CHF2-Pyra(5) CH CH CH CF3 3-CF3-Ph CH CH CH NO2 3-CF3-Ph CH CH CH F 3-CF3-Ph CH CH CH Cl 3-CF3-Ph CH CH CH Br 3-CF3-Ph CH CH CH I 1-Me-3-CF3-Pyra(5) CH CH CH CF3 1-Me-3-CF3CF2-Pyra(5) CH CH CH CF3 ────────────────────────────────────[Table 90] [Continued from Table 3] Ｑ Qa l 4 l 5 l 6 q ──────────────────────────────────── 3-CF 3 -Ph CH CH CH CF 2 CF 2 CF 3 3-CF 3 -Ph CH CH CH CH 2 CH 2 CH 2 CF 3 3-CF 3 -Ph CH CH CH CH 2 CH 2 CF 2 CF 3 3-CF 3 -Ph CH CH CH CH 2 CF 2 CF 2 CF 3 3-CF 3 -Ph CH CH CH CN 3-CF 3 -Ph CH CH CH NO 2 3-CF 3 -Ph CH CH CH F 3-CF 3 -Ph CH CH CH Cl 3-CF 3 -Ph CH CH CH Br 3-CF 3 -Ph CH CH CH I 1-Me-3-CF 3 -Pyra (5) CH CH CH CF 31 1-Me-3-CF 3 CF 2 -Pyra (5) CH CH CH CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) CH CH CH CF 3 1-Me-3-CH 2 F-Pyra (5) CH CH CH CF 3 1-Me- 3-CHF 2 -Pyra (5) CH CH CH CF 3 3-CF 3 -Ph CH CH CH NO 2 3-CF 3 -Ph CH CH CH F 3-CF 3 -Ph CH CH CH Cl 3-CF 3- Ph CH CH CH Br 3-CF 3 -Ph CH CH CH I 1-Me-3-CF 3 -Pyra (5) CH CH CH CF 31 -Me-3-CF 3 CF 2 -Pyra (5) CH CH CH CF 3 ───────────── ──────────────────────

【０１６７】[0167]

【表９１】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 1-Me-3-CF3CF2CF2-Pyra(5) CH CH CH CF3 1-Me-3-CH2F-Pyra(5) CH CH CH CF3 1-Me-3-CHF2-Pyra(5) CH CH CH CF3 1-Et-3-CF3-Pyra(5) CH CH CH CF3 1-Et-3-CF3CF2-Pyra(5) CH CH CH CF3 1-Et-3-CF3CF2CF2-Pyra(5) CH CH CH CF3 1-Et-3-CH2F-Pyra(5) CH CH CH CF3 1-Et-3-CHF2-Pyra(5) CH CH CH CF3 1-Me-5-CF3-Pyra(3) CH CH CH CF3 1-Me-5-CF3CF2-Pyra(3) CH CH CH CF3 1-Me-5-CF3CF2CF2-Pyra(3) CH CH CH CF3 1-Me-5-CH2F-Pyra(3) CH CH CH CF3 1-Me-5-CHF2-Pyra(3) CH CH CH CF3 1-Me-3-CF3-Pyra(5) CH CH CH CF2CF3 1-Me-3-CF3CF2-Pyra(5) CH CH CH CF2CF3 1-Me-3-CF3CF2CF2-Pyra(5) CH CH CH CF2CF3 1-Me-3-CH2F-Pyra(5) CH CH CH CF2CF3 1-Me-3-CHF2-Pyra(5) CH CH CH CF2CF3 1-Et-3-CF3-Pyra(5) CH CH CH CF2CF3 1-Et-3-CF3CF2-Pyra(5) CH CH CH CF2CF3 1-Et-3-CF3CF2CF2-Pyra(5) CH CH CH CF2CF3 1-Et-3-CH2F-Pyra(5) CH CH CH CF2CF3 ────────────────────────────────────[Table 91] [Continued from Table 3] Ｑ Qa l 4 l 5 l 6 q ──────────────────────────────────── 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) CH CH CH CF 3 1-Me-3-CH 2 F-Pyra (5) CH CH CH CF 3 1-Me-3-CHF 2 -Pyra (5) CH CH CH CF 3 1 -Et-3-CF 3 -Pyra (5) CH CH CH CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) CH CH CH CF 31 1-Et-3-CF 3 CF 2 CF 2- Pyra (5) CH CH CH CF 3 1-Et-3-CH 2 F-Pyra (5) CH CH CH CF 3 1-Et-3-CHF 2 -Pyra (5) CH CH CH CF 3 1-Me- 5-CF 3 -Pyra (3) CH CH CH CF 3 1-Me-5-CF 3 CF 2 -Pyra (3) CH CH CH CF 3 1-Me-5-CF 3 CF 2 CF 2 -Pyra (3 ) CH CH CH CF 3 1-Me-5-CH 2 F-Pyra (3) CH CH CH CF 3 1-Me-5-CHF 2 -Pyra (3) CH CH CH CF 3 1-Me-3-CF 3 -Pyra (5) CH CH CH CF 2 CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) CH CH CH CF 2 CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra ( 5) CH CH CH CF 2 CF 3 1-Me-3-CH 2 F-Pyra (5) CH CH CH CF 2 CF 3 1-Me-3-CHF 2 -Pyra (5) CH CH CH CF 2 CF 3 1-Et-3-CF 3 -Pyra (5) CH CH CH CF 2 CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) CH CH CH CF 2 CF 3 1-Et-3-CF 3 CF 2 CF 2 -Pyra (5) CH CH CH CF 2 CF 3 1-Et-3-CH 2 F-Pyra (5) CH CH CH CF 2 CF 3 ──────────── ────────────────────────

【０１６８】[0168]

【表９２】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 1-Et-3-CHF2-Pyra(5) CH CH CH CF2CF3 1-Me-3-CF3-Pyra(5) CH CH CH Me 1-Me-3-CF3-Pyra(5) CH CH CH Et 1-Me-3-CF3-Pyra(5) CH CH CH Pr-iso 1-Me-3-CF3-Pyra(5) CH CH CH Pr-n 1-Me-3-CF3-Pyra(5) CH CH CH Bu-n 1-Me-3-CF3-Pyra(5) CH CH CH Pr-n 1-Me-3-CF3-Pyra(5) CH CH CH Pen-n 1-Me-3-CF3-Pyra(5) CH CH CH Hex-n 1-Me-3-CF3-Pyra(5) CH CH CH Pr-cyc 1-Me-3-CF3-Pyra(5) CH CH CH Bu-cyc 1-Me-3-CF3-Pyra(5) CH CH CH Pen-cyc 1-Me-3-CF3-Pyra(5) CH CH CH Hex-cyc 1-Me-3-CF3-Pyra(5) CH CH CH CH2F 1-Me-3-CF3-Pyra(5) CH CH CH CH2Cl 1-Me-3-CF3-Pyra(5) CH CH CH CHF2 1-Me-3-CF3-Pyra(5) CH CH CH CClF2 1-Me-3-CF3-Pyra(5) CH CH CH CH2CF3 1-Me-3-CF3-Pyra(5) CH CH CH CH2CH2CF3 1-Me-3-CF3-Pyra(5) CH CH CH CH2CF2CF3 1-Me-3-CF3-Pyra(5) CH CH CH CF2CF2CF3 1-Me-3-CF3-Pyra(5) CH CH CH OCF3 ────────────────────────────────────[Table 92] Third Table More] ──────────────────────────────────── Qa l 4 l 5 l 6 q ──────────────────────────────────── 1-Et-3-CHF 2 -Pyra (5) CH CH CH CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH CH Me 1-Me-3-CF 3 -Pyra (5) CH CH CH Et 1-Me-3- CF 3 -Pyra (5) CH CH CH Pr-iso 1-Me-3-CF 3 -Pyra (5) CH CH CH Pr-n 1-Me-3-CF 3 -Pyra (5) CH CH CH Bu- n 1-Me-3-CF 3 -Pyra (5) CH CH CH Pr-n 1-Me-3-CF 3 -Pyra (5) CH CH CH Pen-n 1-Me-3-CF 3 -Pyra ( 5) CH CH CH Hex-n 1-Me-3-CF 3 -Pyra (5) CH CH CH Pr-cyc 1-Me-3-CF 3 -Pyra (5) CH CH CH Bu-cyc 1-Me- 3-CF 3 -Pyra (5) CH CH CH Pen-cyc 1-Me-3-CF 3 -Pyra (5) CH CH CH Hex-cyc 1-Me-3-CF 3 -Pyra (5) CH CH CH CH 2 F 1-Me-3-CF 3 -Pyra (5) CH CH CH CH 2 Cl 1-Me-3-CF 3 -Pyra (5) CH CH CH CHF 2 1-Me-3-CF 3 -Pyra (5) CH CH CH CClF 2 1-Me-3-CF 3 -Pyra (5) CH CH CH CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH CH CH 2 CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH CH CH 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH CH CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH CH OCF 3 ────────────────────────────────────

【０１６９】[0169]

【表９３】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 2-CF3-Ph N CH CH CF3 3-CF3-Ph N CH CH CF3 4-CF3-Ph N CH CH CF3 2-F-Ph N CH CH CF3 3-F-Ph N CH CH CF3 4-F-Ph N CH CH CF3 2-Cl-Ph N CH CH CF3 3-Cl-Ph N CH CH CF3 4-Cl-Ph N CH CH CF3 2-CF3-Ph N CH CH CF2CF3 3-CF3-Ph N CH CH CF2CF3 4-CF3-Ph N CH CH CF2CF3 2-F-Ph N CH CH CF2CF3 3-F-Ph N CH CH CF2CF3 4-F-Ph N CH CH CF2CF3 2-Cl-Ph N CH CH CF2CF3 3-Cl-Ph N CH CH CF2CF3 4-Cl-Ph N CH CH CF2CF3 2-CF3-Ph N CH CH Me 3-CF3-Ph N CH CH Me 4-CF3-Ph N CH CH Me 2-F-Ph N CH CH Me ────────────────────────────────────[Table 93] [Continued from Table 3] ──────────────────────────────────── Qa l 4 l 5 l 6 q ──────────────────────────────────── 2-CF 3 -Ph N CH CH CF 3 3-CF 3 -Ph N CH CH CF 3 4-CF 3 -Ph N CH CH CF 3 2-F-Ph N CH CH CF 3 3-F-Ph N CH CH CF 3 4-F-Ph N CH CH CF 3 2-Cl-Ph N CH CH CF 3 3-Cl-Ph N CH CH CF 3 4-Cl-Ph N CH CH CF 3 2-CF 3 -Ph N CH CH CF 2 CF 3 3-CF 3 -Ph N CH CH CF 2 CF 3 4-CF 3 -Ph N CH CH CF 2 CF 3 2-F-Ph N CH CH CF 2 CF 3 3-F-Ph N CH CH CF 2 CF 3 4-F- Ph N CH CH CF 2 CF 3 2-Cl-Ph N CH CH CF 2 CF 3 3-Cl-Ph N CH CH CF 2 CF 3 4-Cl-Ph N CH CH CF 2 CF 3 2-CF 3 -Ph N CH CH Me 3-CF 3 -Ph N CH CH Me 4-CF 3 -Ph N CH CH Me 2-F-Ph N CH CH Me ───────────────── ───────────────────

【０１７０】[0170]

【表９４】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 3-F-Ph N CH CH Me 4-F-Ph N CH CH Me 2-Cl-Ph N CH CH Me 3-Cl-Ph N CH CH Me 4-Cl-Ph N CH CH Me 2-CF3-Ph N CH CH Et 3-CF3-Ph N CH CH Et 4-CF3-Ph N CH CH Et 2-F-Ph N CH CH Et 3-F-Ph N CH CH Et 4-F-Ph N CH CH Et 2-Cl-Ph N CH CH Et 3-Cl-Ph N CH CH Et 4-Cl-Ph N CH CH Et 2-CF3-Ph N CH CH Pr-iso 3-CF3-Ph N CH CH Pr-iso 4-CF3-Ph N CH CH Pr-iso 2-CF3-Ph N CH CH Pr-n 3-CF3-Ph N CH CH Pr-n 4-CF3-Ph N CH CH Pr-n 3-CF3-Ph N CH CH Bu-n 3-CF3-Ph N CH CH Bu-iso ────────────────────────────────────[Table 94] Third Table More] ──────────────────────────────────── Qa l 4 l 5 l 6 q ──────────────────────────────────── 3-F-Ph N CH CH Me 4 -F-Ph N CH CH Me 2-Cl-Ph N CH CH Me 3-Cl-Ph N CH CH Me 4-Cl-Ph N CH CH Me 2-CF 3 -Ph N CH CH Et 3-CF 3- Ph N CH CH Et 4-CF 3 -Ph N CH CH Et 2-F-Ph N CH CH Et 3-F-Ph N CH CH Et 4-F-Ph N CH CH Et 2-Cl-Ph N CH CH Et 3-Cl-Ph N CH CH Et 4-Cl-Ph N CH CH Et 2-CF 3 -Ph N CH CH Pr-iso 3-CF 3 -Ph N CH CH Pr-iso 4-CF 3 -Ph N CH CH Pr-iso 2-CF 3 -Ph N CH CH Pr-n 3-CF 3 -Ph N CH CH Pr-n 4-CF 3 -Ph N CH CH Pr-n 3-CF 3 -Ph N CH CH Bu-n 3-CF 3 -Ph N CH CH Bu-iso ─────────────────────────────────── ─

【０１７１】[0171]

【表９５】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 3-CF3-Ph N CH CH Bu-sec 3-CF3-Ph N CH CH Bu-tert 3-CF3-Ph N CH CH Pr-n 3-CF3-Ph N CH CH Pen-n 3-CF3-Ph N CH CH Hex-n 3-CF3-Ph N CH CH Pr-cyc 3-CF3-Ph N CH CH Bu-cyc 3-CF3-Ph N CH CH Pen-cyc 3-CF3-Ph N CH CH Hex-cyc 3-CF3-Ph N CH CH CH2F 3-CF3-Ph N CH CH CH2Cl 3-CF3-Ph N CH CH CH2Br 3-CF3-Ph N CH CH CH2I 3-CF3-Ph N CH CH CHF2 3-CF3-Ph N CH CH CHCl2 3-CF3-Ph N CH CH CHBr2 3-CF3-Ph N CH CH CCl3 3-CF3-Ph N CH CH CBr3 3-CF3-Ph N CH CH CClF2 3-CF3-Ph N CH CH CH2CF3 3-CF3-Ph N CH CH CH2CH2CF3 3-CF3-Ph N CH CH CH2CF2CF3 ────────────────────────────────────[Table 95] Third Table More] ──────────────────────────────────── Qa l 4 l 5 l 6 q ──────────────────────────────────── 3-CF 3 -Ph N CH CH Bu -sec 3-CF 3 -Ph N CH CH Bu-tert 3-CF 3 -Ph N CH CH Pr-n 3-CF 3 -Ph N CH CH Pen-n 3-CF 3 -Ph N CH CH Hex-n 3-CF 3 -Ph N CH CH Pr-cyc 3-CF 3 -Ph N CH CH Bu-cyc 3-CF 3 -Ph N CH CH Pen-cyc 3-CF 3 -Ph N CH CH Hex-cyc 3- CF 3 -Ph N CH CH CH 2 F 3-CF 3 -Ph N CH CH CH 2 Cl 3-CF 3 -Ph N CH CH CH 2 Br 3-CF 3 -Ph N CH CH CH 2 I 3-CF 3 -Ph N CH CH CHF 2 3-CF 3 -Ph N CH CH CHCl 2 3-CF 3 -Ph N CH CH CHBr 2 3-CF 3 -Ph N CH CH CCl 3 3-CF 3 -Ph N CH CH CBr 3 3-CF 3 -Ph N CH CH CClF 2 3-CF 3 -Ph N CH CH CH 2 CF 3 3-CF 3 -Ph N CH CH CH 2 CH 2 CF 3 3-CF 3 -Ph N CH CH CH 2 CF 2 CF 3 ────────────────────────────────────

【０１７２】[0172]

【表９６】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 3-CF3-Ph N CH CH CF2CF2CF3 3-CF3-Ph N CH CH CH2CH2CH2CF3 3-CF3-Ph N CH CH CH2CH2CF2CF3 3-CF3-Ph N CH CH CH2CF2CF2CF3 3-CF3-Ph N CH CH CN 3-CF3-Ph N CH CH NO2 3-CF3-Ph N CH CH F 3-CF3-Ph N CH CH Cl 3-CF3-Ph N CH CH Br 3-CF3-Ph N CH CH I 1-Me-3-CF3-Pyra(5) N CH CH CF3 1-Me-3-CF3CF2-Pyra(5) N CH CH CF3 1-Me-3-CF3CF2CF2-Pyra(5) N CH CH CF3 1-Me-3-CH2F-Pyra(5) N CH CH CF3 1-Me-3-CHF2-Pyra(5) N CH CH CF3 3-CF3-Ph N CH CH NO2 3-CF3-Ph N CH CH F 3-CF3-Ph N CH CH Cl 3-CF3-Ph N CH CH Br 3-CF3-Ph N CH CH I 1-Me-3-CF3-Pyra(5) N CH CH CF3 1-Me-3-CF3CF2-Pyra(5) N CH CH CF3 ────────────────────────────────────[Table 96] Third Table More] ──────────────────────────────────── Qa l 4 l 5 l 6 q ──────────────────────────────────── 3-CF 3 -Ph N CH CH CF 2 CF 2 CF 3 3-CF 3 -Ph N CH CH CH 2 CH 2 CH 2 CF 3 3-CF 3 -Ph N CH CH CH 2 CH 2 CF 2 CF 3 3-CF 3 -Ph N CH CH CH 2 CF 2 CF 2 CF 3 3-CF 3 -Ph N CH CH CN 3-CF 3 -Ph N CH CH NO 2 3-CF 3 -Ph N CH CH F 3-CF 3 -Ph N CH CH Cl 3-CF 3 -Ph N CH CH Br 3-CF 3 -Ph N CH CH I 1-Me-3-CF 3 -Pyra (5) N CH CH CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) N CH CH CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N CH CH CF 3 1-Me-3-CH 2 F-Pyra (5) N CH CH CF 31 1-Me- 3-CHF 2 -Pyra (5) N CH CH CF 3 3-CF 3 -Ph N CH CH NO 2 3-CF 3 -Ph N CH CH F 3-CF 3 -Ph N CH CH Cl 3-CF 3- Ph N CH CH Br 3-CF 3 -Ph N CH CH I 1-Me-3-CF 3 -Pyra (5) N CH CH CF 31 1-Me-3-CF 3 CF 2 -Pyra (5) N CH CH CF 3 ──────────────────── ───────────────

【０１７３】[0173]

【表９７】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 1-Me-3-CF3CF2CF2-Pyra(5) N CH CH CF3 1-Me-3-CH2F-Pyra(5) N CH CH CF3 1-Me-3-CHF2-Pyra(5) N CH CH CF3 1-Et-3-CF3-Pyra(5) N CH CH CF3 1-Et-3-CF3CF2-Pyra(5) N CH CH CF3 1-Et-3-CF3CF2CF2-Pyra(5) N CH CH CF3 1-Et-3-CH2F-Pyra(5) N CH CH CF3 1-Et-3-CHF2-Pyra(5) N CH CH CF3 1-Me-5-CF3-Pyra(3) N CH CH CF3 1-Me-5-CF3CF2-Pyra(3) N CH CH CF3 1-Me-5-CF3CF2CF2-Pyra(3) N CH CH CF3 1-Me-5-CH2F-Pyra(3) N CH CH CF3 1-Me-5-CHF2-Pyra(3) N CH CH CF3 1-Me-3-CF3-Pyra(5) N CH CH CF2CF3 1-Me-3-CF3CF2-Pyra(5) N CH CH CF2CF3 1-Me-3-CF3CF2CF2-Pyra(5) N CH CH CF2CF3 1-Me-3-CH2F-Pyra(5) N CH CH CF2CF3 1-Me-3-CHF2-Pyra(5) N CH CH CF2CF3 1-Et-3-CF3-Pyra(5) N CH CH CF2CF3 1-Et-3-CF3CF2-Pyra(5) N CH CH CF2CF3 1-Et-3-CF3CF2CF2-Pyra(5) N CH CH CF2CF3 1-Et-3-CH2F-Pyra(5) N CH CH CF2CF3 ────────────────────────────────────[Table 97] Third Table More] ──────────────────────────────────── Qa l 4 l 5 l 6 q ──────────────────────────────────── 1-Me-3-CF 3 CF 2 CF 2 -Pyra (5) N CH CH CF 3 1-Me-3-CH 2 F-Pyra (5) N CH CH CF 31 1-Me-3-CHF 2 -Pyra (5) N CH CH CF 3 1 -Et-3-CF 3 -Pyra (5) N CH CH CF 31 1-Et-3-CF 3 CF 2 -Pyra (5) N CH CH CF 31 1-Et-3-CF 3 CF 2 CF 2- Pyra (5) N CH CH CF 3 1-Et-3-CH 2 F-Pyra (5) N CH CH CF 31 1-Et-3-CHF 2 -Pyra (5) N CH CH CF 31 1-Me- 5-CF 3 -Pyra (3) N CH CH CF 3 1-Me-5-CF 3 CF 2 -Pyra (3) N CH CH CF 3 1-Me-5-CF 3 CF 2 CF 2 -Pyra (3 ) N CH CH CF 3 1-Me-5-CH 2 F-Pyra (3) N CH CH CF 31 1-Me-5-CHF 2 -Pyra (3) N CH CH CF 31 1-Me-3-CF 3 -Pyra (5) N CH CH CF 2 CF 3 1-Me-3-CF 3 CF 2 -Pyra (5) N CH CH CF 2 CF 3 1-Me-3-CF 3 CF 2 CF 2 -Pyra ( 5) N CH CH CF 2 CF 3 1-Me-3-CH 2 F-Pyra (5) N CH CH CF 2 CF 3 1-Me-3-CHF 2 -Pyra (5) N CH CH CF 2 CF 3 1-Et-3-CF 3 -Py ra (5) N CH CH CF 2 CF 3 1-Et-3-CF 3 CF 2 -Pyra (5) N CH CH CF 2 CF 3 1-Et-3-CF 3 CF 2 CF 2 -Pyra (5) N CH CH CF 2 CF 3 1-Et-3-CH 2 F-Pyra (5) N CH CH CF 2 CF 3 ────────────────────── ──────────────

【０１７４】[0174]

【表９８】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 1-Et-3-CHF2-Pyra(5) N CH CH CF2CF3 1-Me-3-CF3-Pyra(5) N CH CH Me 1-Me-3-CF3-Pyra(5) N CH CH Et 1-Me-3-CF3-Pyra(5) N CH CH Pr-iso 1-Me-3-CF3-Pyra(5) N CH CH Pr-n 1-Me-3-CF3-Pyra(5) N CH CH Bu-n 1-Me-3-CF3-Pyra(5) N CH CH Pr-n 1-Me-3-CF3-Pyra(5) N CH CH Pen-n 1-Me-3-CF3-Pyra(5) N CH CH Hex-n 1-Me-3-CF3-Pyra(5) N CH CH Pr-cyc 1-Me-3-CF3-Pyra(5) N CH CH Bu-cyc 1-Me-3-CF3-Pyra(5) N CH CH Pen-cyc 1-Me-3-CF3-Pyra(5) N CH CH Hex-cyc 1-Me-3-CF3-Pyra(5) N CH CH CH2F 1-Me-3-CF3-Pyra(5) N CH CH CH2Cl 1-Me-3-CF3-Pyra(5) N CH CH CHF2 1-Me-3-CF3-Pyra(5) N CH CH CClF2 1-Me-3-CF3-Pyra(5) N CH CH CH2CF3 1-Me-3-CF3-Pyra(5) N CH CH CH2CH2CF3 1-Me-3-CF3-Pyra(5) N CH CH CH2CF2CF3 1-Me-3-CF3-Pyra(5) N CH CH CF2CF2CF3 1-Me-3-CF3-Pyra(5) N CH CH OCF3 ────────────────────────────────────[Table 98] Third Table More] ──────────────────────────────────── Qa l 4 l 5 l 6 q ──────────────────────────────────── 1-Et-3-CHF 2 -Pyra (5) N CH CH CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH CH Me 1-Me-3-CF 3 -Pyra (5) N CH CH Et 1-Me-3- CF 3 -Pyra (5) N CH CH Pr-iso 1-Me-3-CF 3 -Pyra (5) N CH CH Pr-n 1-Me-3-CF 3 -Pyra (5) N CH CH Bu- n 1-Me-3-CF 3 -Pyra (5) N CH CH Pr-n 1-Me-3-CF 3 -Pyra (5) N CH CH Pen-n 1-Me-3-CF 3 -Pyra ( 5) N CH CH Hex-n 1-Me-3-CF 3 -Pyra (5) N CH CH Pr-cyc 1-Me-3-CF 3 -Pyra (5) N CH CH Bu-cyc 1-Me- 3-CF 3 -Pyra (5) N CH CH Pen-cyc 1-Me-3-CF 3 -Pyra (5) N CH CH Hex-cyc 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 F 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 Cl 1-Me-3-CF 3 -Pyra (5) N CH CH CHF 2 1-Me-3-CF 3 -Pyra (5) N CH CH CClF 2 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH CH CH 2 CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH CH C H 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH CH CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) N CH CH OCF 3 ──── ────────────────────────────────

【０１７５】[0175]

【表９９】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 2-CF3-Ph CH N CH CF3 3-CF3-Ph CH N CH CF3 4-CF3-Ph CH N CH CF3 2-CF3-Ph CH N CH CF2CF3 3-CF3-Ph CH N CH CF2CF3 4-CF3-Ph CH N CH CF2CF3 2-CF3-Ph CH N CH Et 3-CF3-Ph CH N CH Et 4-CF3-Ph CH N CH Et 2-CF3-Ph CH N CH Pr-iso 3-CF3-Ph CH N CH Pr-iso 4-CF3-Ph CH N CH Pr-iso 2-CF3-Ph CH N CH Pr-n 3-CF3-Ph CH N CH Pr-n 4-CF3-Ph CH N CH Pr-n 3-CF3-Ph CH N CH CH2F 3-CF3-Ph CH N CH CHF2 3-CF3-Ph CH N CH CBr3 3-CF3-Ph CH N CH CClF2 3-CF3-Ph CH N CH CH2CF3 3-CF3-Ph CH N CH OCF3 1-Me-3-CF3-Pyra(5) CH N CH CF3 ────────────────────────────────────[Table 99] [Continued from Table 3] ──────────────────────────────────── Qa l 4 l 5 l 6 q ──────────────────────────────────── 2-CF 3 -Ph CH N CH CF 3 3-CF 3 -Ph CH N CH CF 3 4-CF 3 -Ph CH N CH CF 3 2-CF 3 -Ph CH N CH CF 2 CF 3 3-CF 3 -Ph CH N CH CF 2 CF 3 4 -CF 3 -Ph CH N CH CF 2 CF 3 2-CF 3 -Ph CH N CH Et 3-CF 3 -Ph CH N CH Et 4-CF 3 -Ph CH N CH Et 2-CF 3 -Ph CH N CH Pr-iso 3-CF 3 -Ph CH N CH Pr-iso 4-CF 3 -Ph CH N CH Pr-iso 2-CF 3 -Ph CH N CH Pr-n 3-CF 3 -Ph CH N CH Pr -n 4-CF 3 -Ph CH N CH Pr-n 3-CF 3 -Ph CH N CH CH 2 F 3-CF 3 -Ph CH N CH CHF 2 3-CF 3 -Ph CH N CH CBr 3 3- CF 3 -Ph CH N CH CClF 2 3-CF 3 -Ph CH N CH CH 2 CF 3 3-CF 3 -Ph CH N CH OCF 3 1-Me-3-CF 3 -Pyra (5) CH N CH CF 3 ────────────────────────────────────

【０１７６】[0176]

【表１００】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 1-Me-5-CF3-Pyra(3) CH N CH CF3 1-Me-3-CF3-Pyra(5) CH N CH CF2CF3 1-Me-3-CF3-Pyra(5) CH N CH Et 1-Me-3-CF3-Pyra(5) CH N CH Pr-iso 1-Me-3-CF3-Pyra(5) CH N CH Pr-n 1-Me-3-CF3-Pyra(5) CH N CH Bu-n 1-Me-3-CF3-Pyra(5) CH N CH Pr-n 1-Me-3-CF3-Pyra(5) CH N CH Pen-n 1-Me-3-CF3-Pyra(5) CH N CH Hex-n 1-Me-3-CF3-Pyra(5) CH N CH Pr-cyc 1-Me-3-CF3-Pyra(5) CH N CH Bu-cyc 1-Me-3-CF3-Pyra(5) CH N CH Pen-cyc 1-Me-3-CF3-Pyra(5) CH N CH Hex-cyc 1-Me-3-CF3-Pyra(5) CH N CH CH2F 1-Me-3-CF3-Pyra(5) CH N CH CH2Cl 1-Me-3-CF3-Pyra(5) CH N CH CHF2 1-Me-3-CF3-Pyra(5) CH N CH CClF2 1-Me-3-CF3-Pyra(5) CH N CH CH2CF3 1-Me-3-CF3-Pyra(5) CH N CH CH2CH2CF3 1-Me-3-CF3-Pyra(5) CH N CH CH2CF2CF3 1-Me-3-CF3-Pyra(5) CH N CH CF2CF2CF3 1-Me-3-CF3-Pyra(5) CH N CH OCF3 ────────────────────────────────────[Table 100] [Continued from Table 3] Ｑ Qa l 4 l 5 l 6 q ──────────────────────────────────── 1-Me-5-CF 3 -Pyra (3) CH N CH CF 3 1-Me-3-CF 3 -Pyra (5) CH N CH CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH N CH Et 1-Me-3 -CF 3 -Pyra (5) CH N CH Pr-iso 1-Me-3-CF 3 -Pyra (5) CH N CH Pr-n 1-Me-3-CF 3 -Pyra (5) CH N CH Bu -n 1-Me-3-CF 3 -Pyra (5) CH N CH Pr-n 1-Me-3-CF 3 -Pyra (5) CH N CH Pen-n 1-Me-3-CF 3 -Pyra (5) CH N CH Hex-n 1-Me-3-CF 3 -Pyra (5) CH N CH Pr-cyc 1-Me-3-CF 3 -Pyra (5) CH N CH Bu-cyc 1-Me -3-CF 3 -Pyra (5) CH N CH Pen-cyc 1-Me-3-CF 3 -Pyra (5) CH N CH Hex-cyc 1-Me-3-CF 3 -Pyra (5) CH N CH CH 2 F 1-Me-3-CF 3 -Pyra (5) CH N CH CH 2 Cl 1-Me-3-CF 3 -Pyra (5) CH N CH CHF 2 1-Me-3-CF 3- Pyra (5) CH N CH CClF 2 1-Me-3-CF 3 -Pyra (5) CH N CH CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH N CH CH 2 CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH N CH CH 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH N CH CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH N CH OCF 3 ─── ─────────────────────────────────

【０１７７】[0177]

【表１０１】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 2-CF3-Ph CH N CMe CF3 3-CF3-Ph CH N CMe CF3 4-CF3-Ph CH N CMe CF3 2-CF3-Ph CH N CMe CF2CF3 3-CF3-Ph CH N CMe CF2CF3 4-CF3-Ph CH N CMe CF2CF3 2-CF3-Ph CH N CMe Et 3-CF3-Ph CH N CMe Et 4-CF3-Ph CH N CMe Et 2-CF3-Ph CH N CMe Pr-iso 3-CF3-Ph CH N CMe Pr-iso 4-CF3-Ph CH N CMe Pr-iso 2-CF3-Ph CH N CMe Pr-n 3-CF3-Ph CH N CMe Pr-n 4-CF3-Ph CH N CMe Pr-n 3-CF3-Ph CH N CMe CH2F 3-CF3-Ph CH N CMe CHF2 3-CF3-Ph CH N CMe CBr3 3-CF3-Ph CH N CMe CClF2 3-CF3-Ph CH N CMe CH2CF3 3-CF3-Ph CH N CMe OCF3 1-Me-3-CF3-Pyra(5) CH N CMe CF3 ────────────────────────────────────[Table 101] [Continued from Table 3] Ｑ Qa l 4 l 5 l 6 q ──────────────────────────────────── 2-CF 3 -Ph CH N CMe CF 3 3-CF 3 -Ph CH N CMe CF 3 4-CF 3 -Ph CH N CMe CF 3 2-CF 3 -Ph CH N CMe CF 2 CF 3 3-CF 3 -Ph CH N CMe CF 2 CF 3 4 -CF 3 -Ph CH N CMe CF 2 CF 3 2-CF 3 -Ph CH N CMe Et 3-CF 3 -Ph CH N CMe Et 4-CF 3 -Ph CH N CMe Et 2-CF 3 -Ph CH N CMe Pr-iso 3-CF 3 -Ph CH N CMe Pr-iso 4-CF 3 -Ph CH N CMe Pr-iso 2-CF 3 -Ph CH N CMe Pr-n 3-CF 3 -Ph CH N CMe Pr -n 4-CF 3 -Ph CH N CMe Pr-n 3-CF 3 -Ph CH N CMe CH 2 F 3-CF 3 -Ph CH N CMe CHF 2 3-CF 3 -Ph CH N CMe CBr 3 3- CF 3 -Ph CH N CMe CClF 2 3-CF 3 -Ph CH N CMe CH 2 CF 3 3-CF 3 -Ph CH N CMe OCF 3 1-Me-3-CF 3 -Pyra (5) CH N CMe CF 3 ────────────────────────────────────

【０１７８】[0178]

【表１０２】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 1-Me-5-CF3-Pyra(3) CH N CMe CF3 1-Me-3-CF3-Pyra(5) CH N CMe CF2CF3 1-Me-3-CF3-Pyra(5) CH N CMe Et 1-Me-3-CF3-Pyra(5) CH N CMe Pr-iso 1-Me-3-CF3-Pyra(5) CH N CMe Pr-n 1-Me-3-CF3-Pyra(5) CH N CMe Bu-n 1-Me-3-CF3-Pyra(5) CH N CMe Pr-n 1-Me-3-CF3-Pyra(5) CH N CMe Pen-n 1-Me-3-CF3-Pyra(5) CH N CMe Hex-n 1-Me-3-CF3-Pyra(5) CH N CMe Pr-cyc 1-Me-3-CF3-Pyra(5) CH N CMe Bu-cyc 1-Me-3-CF3-Pyra(5) CH N CMe Pen-cyc 1-Me-3-CF3-Pyra(5) CH N CMe Hex-cyc 1-Me-3-CF3-Pyra(5) CH N CMe CH2F 1-Me-3-CF3-Pyra(5) CH N CMe CH2Cl 1-Me-3-CF3-Pyra(5) CH N CMe CHF2 1-Me-3-CF3-Pyra(5) CH N CMe CClF2 1-Me-3-CF3-Pyra(5) CH N CMe CH2CF3 1-Me-3-CF3-Pyra(5) CH N CMe CH2CH2CF3 1-Me-3-CF3-Pyra(5) CH N CMe CH2CF2CF3 1-Me-3-CF3-Pyra(5) CH N CMe CF2CF2CF3 1-Me-3-CF3-Pyra(5) CH N CMe OCF3 ────────────────────────────────────[Table 102] [Continued from Table 3] Ｑ Qa l 4 l 5 l 6 q ──────────────────────────────────── 1-Me-5-CF 3 -Pyra (3) CH N CMe CF 3 1-Me-3-CF 3 -Pyra (5) CH N CMe CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH N CMe Et 1-Me-3 -CF 3 -Pyra (5) CH N CMe Pr-iso 1-Me-3-CF 3 -Pyra (5) CH N CMe Pr-n 1-Me-3-CF 3 -Pyra (5) CH N CMe Bu -n 1-Me-3-CF 3 -Pyra (5) CH N CMe Pr-n 1-Me-3-CF 3 -Pyra (5) CH N CMe Pen-n 1-Me-3-CF 3 -Pyra (5) CH N CMe Hex-n 1-Me-3-CF 3 -Pyra (5) CH N CMe Pr-cyc 1-Me-3-CF 3 -Pyra (5) CH N CMe Bu-cyc 1-Me -3-CF 3 -Pyra (5) CH N CMe Pen-cyc 1-Me-3-CF 3 -Pyra (5) CH N CMe Hex-cyc 1-Me-3-CF 3 -Pyra (5) CH N CMe CH 2 F 1-Me-3-CF 3 -Pyra (5) CH N CMe CH 2 Cl 1-Me-3-CF 3 -Pyra (5) CH N CMe CHF 2 1-Me-3-CF 3- Pyra (5) CH N CMe CClF 2 1-Me-3-CF 3 -Pyra (5) CH N CMe CH 2 CF 31 -Me-3-CF 3 -Pyra (5) CH N CMe CH 2 CH 2 CF 3 1-Me-3- CF 3 -Pyra (5) CH N CMe CH 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH N CMe CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5 ) CH N CMe OCF 3 ────────────────────────────────────

【０１７９】[0179]

【表１０３】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 2-CF3-Ph CH CH N CF3 3-CF3-Ph CH CH N CF3 4-CF3-Ph CH CH N CF3 2-CF3-Ph CH CH N CF2CF3 3-CF3-Ph CH CH N CF2CF3 4-CF3-Ph CH CH N CF2CF3 2-CF3-Ph CH CH N Et 3-CF3-Ph CH CH N Et 4-CF3-Ph CH CH N Et 2-CF3-Ph CH CH N Pr-iso 3-CF3-Ph CH CH N Pr-iso 4-CF3-Ph CH CH N Pr-iso 2-CF3-Ph CH CH N Pr-n 3-CF3-Ph CH CH N Pr-n 4-CF3-Ph CH CH N Pr-n 3-CF3-Ph CH CH N CH2F 3-CF3-Ph CH CH N CHF2 3-CF3-Ph CH CH N CBr3 3-CF3-Ph CH CH N CClF2 3-CF3-Ph CH CH N CH2CF3 3-CF3-Ph CH CH N OCF3 1-Me-3-CF3-Pyra(5) CH CH N CF3 ────────────────────────────────────[Table 103] [Continued from Table 3] ──────────────────────────────────── Qa l 4 l 5 l 6 q ──────────────────────────────────── 2-CF 3 -Ph CH CH N CF 3 3-CF 3 -Ph CH CH N CF 3 4-CF 3 -Ph CH CH N CF 3 2-CF 3 -Ph CH CH N CF 2 CF 3 3-CF 3 -Ph CH CH N CF 2 CF 3 4 -CF 3 -Ph CH CH N CF 2 CF 3 2-CF 3 -Ph CH CH N Et 3-CF 3 -Ph CH CH N Et 4-CF 3 -Ph CH CH N Et 2-CF 3 -Ph CH CH N Pr-iso 3-CF 3 -Ph CH CH N Pr-iso 4-CF 3 -Ph CH CH N Pr-iso 2-CF 3 -Ph CH CH N Pr-n 3-CF 3 -Ph CH CH N Pr -n 4-CF 3 -Ph CH CH N Pr-n 3-CF 3 -Ph CH CH N CH 2 F 3-CF 3 -Ph CH CH N CHF 2 3-CF 3 -Ph CH CH N CBr 3 3- CF 3 -Ph CH CH N CClF 2 3-CF 3 -Ph CH CH N CH 2 CF 3 3-CF 3 -Ph CH CH N OCF 3 1-Me-3-CF 3 -Pyra (5) CH CH N CF 3 ────────────────────────────────────

【０１８０】[0180]

【表１０４】 〔第３表続き〕 ──────────────────────────────────── Ｑａ ｌ4 ｌ5 ｌ6 ｑ ──────────────────────────────────── 1-Me-5-CF3-Pyra(3) CH CH N CF3 1-Me-3-CF3-Pyra(5) CH CH N CF2CF3 1-Me-3-CF3-Pyra(5) CH CH N Et 1-Me-3-CF3-Pyra(5) CH CH N Pr-iso 1-Me-3-CF3-Pyra(5) CH CH N Pr-n 1-Me-3-CF3-Pyra(5) CH CH N Bu-n 1-Me-3-CF3-Pyra(5) CH CH N Pr-n 1-Me-3-CF3-Pyra(5) CH CH N Pen-n 1-Me-3-CF3-Pyra(5) CH CH N Hex-n 1-Me-3-CF3-Pyra(5) CH CH N Pr-cyc 1-Me-3-CF3-Pyra(5) CH CH N Bu-cyc 1-Me-3-CF3-Pyra(5) CH CH N Pen-cyc 1-Me-3-CF3-Pyra(5) CH CH N Hex-cyc 1-Me-3-CF3-Pyra(5) CH CH N CH2F 1-Me-3-CF3-Pyra(5) CH CH N CH2Cl 1-Me-3-CF3-Pyra(5) CH CH N CHF2 1-Me-3-CF3-Pyra(5) CH CH N CClF2 1-Me-3-CF3-Pyra(5) CH CH N CH2CF3 1-Me-3-CF3-Pyra(5) CH CH N CH2CH2CF3 1-Me-3-CF3-Pyra(5) CH CH N CH2CF2CF3 1-Me-3-CF3-Pyra(5) CH CH N CF2CF2CF3 1-Me-3-CF3-Pyra(5) CH CH N OCF3 ────────────────────────────────────[Table 104] [Continued from Table 3] ──────────────────────────────────── Qa l 4 l 5 l 6 q ──────────────────────────────────── 1-Me-5-CF 3 -Pyra (3) CH CH N CF 3 1-Me-3-CF 3 -Pyra (5) CH CH N CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH N Et 1-Me-3 -CF 3 -Pyra (5) CH CH N Pr-iso 1-Me-3-CF 3 -Pyra (5) CH CH N Pr-n 1-Me-3-CF 3 -Pyra (5) CH CH N Bu -n 1-Me-3-CF 3 -Pyra (5) CH CH N Pr-n 1-Me-3-CF 3 -Pyra (5) CH CH N Pen-n 1-Me-3-CF 3 -Pyra (5) CH CH N Hex-n 1-Me-3-CF 3 -Pyra (5) CH CH N Pr-cyc 1-Me-3-CF 3 -Pyra (5) CH CH N Bu-cyc 1-Me -3-CF 3 -Pyra (5) CH CH N Pen-cyc 1-Me-3-CF 3 -Pyra (5) CH CH N Hex-cyc 1-Me-3-CF 3 -Pyra (5) CH CH N CH 2 F 1-Me-3-CF 3 -Pyra (5) CH CH N CH 2 Cl 1-Me-3-CF 3 -Pyra (5) CH CH N CHF 2 1-Me-3-CF 3- Pyra (5) CH CH N CClF 2 1-Me-3-CF 3 -Pyra (5) CH CH N CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH N CH 2 CH 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH N CH 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH N CF 2 CF 2 CF 3 1-Me-3-CF 3 -Pyra (5) CH CH N OCF 3 ─── ─────────────────────────────────

【０１８１】本発明化合物の除草剤としての施用薬量は
適用場面、施用時期、施用方法、対象雑草、栽培作物等
により差異はあるが、一般には有効成分量としてヘクタ
ール(ha)当たり通常０．００１〜５０kg、好ましくは
０．０１〜１０kgが適当である。本発明化合物は必要に
応じて製剤または散布時に他種の除草剤、各種殺虫剤、
殺菌剤、植物生長調節剤、共力剤などと混合施用しても
良い。The amount of the compound of the present invention to be applied as a herbicide varies depending on the application scene, application time, application method, target weeds, cultivated crops, and the like. In general, the amount of the active ingredient is usually 0.1 mg / ha. 001 to 50 kg, preferably 0.01 to 10 kg, is suitable. The compound of the present invention may be formulated or sprayed with other kinds of herbicides as needed, various insecticides,
It may be applied in combination with a fungicide, a plant growth regulator, a synergist and the like.

【０１８２】特に、他の除草剤と混合施用することによ
り、施用薬量の減少による低コスト化、混合薬剤の相乗
作用による殺草スペクトラムの拡大や、より高い殺草効
果が期待できる。この際、同時に複数の公知除草剤との
組み合わせも可能である。本発明化合物と混合使用する
除草剤の種類としては、例えば、ファーム・ケミカルズ
・ハンドブック（Farm Chemicals Handbook）１９９７
年版に記載されている化合物などがある。In particular, by applying a mixture with another herbicide, it is expected that the cost can be reduced by reducing the amount of the applied medicine, the herbicidal spectrum can be expanded by the synergistic action of the mixed drug, and a higher herbicidal effect can be expected. At this time, a combination with a plurality of known herbicides is also possible at the same time. Examples of the types of herbicides to be used in combination with the compound of the present invention include, for example, Farm Chemicals Handbook (1997).
There are compounds described in the year edition.

【０１８３】本発明化合物と混合使用するのに好ましい
薬剤としては、例えば、ピラゾスルフロンエチル（pyra
zosulfuron ethyl／一般名）、ベンスルフロンメチル
（bensulfuron methyl／一般名）、シノスルフロン（ci
nosulfuron／一般名）、イマゾスルフロン（imazosulfu
ron／一般名）、ＤＰＸ−Ａ８９４７(N-(((4,6-dimetho
xypyrimidin-2-yl)amino-carbonyl))-1-methyl-4-(2-me
thyl-2H-tetrazol-5-yl)-1H-pyrazole-5-sulfonamide)
があげられる。Examples of preferred agents to be used in combination with the compound of the present invention include, for example, pyrazosulfuron-ethyl (pyra
zosulfuron ethyl / general name), bensulfuron methyl (bensulfuron methyl / generic name), sinosulfuron (ci
nosulfuron / generic name), imazosulfu
ron / generic name), DPX-A8947 (N-(((4,6-dimetho
xypyrimidin-2-yl) amino-carbonyl))-1-methyl-4- (2-me
thyl-2H-tetrazol-5-yl) -1H-pyrazole-5-sulfonamide)
Is raised.

【０１８４】また、これらの他に以下の成分を更に加え
ることもできる。プレチラクロール（pretilachlor／一
般名）、エスプロカルブ（esprocarb／一般名）、ピラ
ゾレート（pyrazolate／一般名）、ピラゾキシフェン
（pyrazoxyfen／一般名）、ベンゾフェナップ（benzofe
nap／一般名）、ダイムロン（dymron／一般名）、ブロ
モブチド（bromobutide／一般名）、ナプロアニリド（n
aproanilide／一般名）、クロメプロップ（clomeprop／
一般名）、ＣＮＰ（一般名）、クロメトキシニル（chlo
methoxynil／一般名）、ビフェノックス（bifenox／一
般名）、オキサジアゾン（oxadiazon／一般名）、In addition to the above components, the following components can be further added. Pretilachlor (generic name), esprocarb (esprocarb / generic name), pyrazolate (pyrazolate / generic name), pyrazoxyfen (pyrazoxyfen / generic name), benzofenap (benzofe
nap / generic name), Daimron (dymron / generic name), bromobutide (bromobutide / generic name), naproanilide (n
aproanilide / generic name), clomeprop /
Generic name), CNP (generic name), Clomethoxynil (chlo
methoxynil / generic name), bifenox / bifenox / generic name, oxadiazon / oxadiazon / generic name,

【０１８５】メフェナセット（mefenacet／一般名）、
ブタクロール（butachlor／一般名）、ブテナクロール
（butenachlor／一般名）、ジチオピル（dithiopyr／一
般名）、ベンフレセート（benfuresate／一般名）、ピ
リブチカルブ（pyributicarb／一般名）、ベンチオカー
ブ（benthiocarb／一般名）、ジメピペレート（dimepip
erate／一般名）、モリネート（molinate／一般名）、
ブタミホス（butamifos／一般名）、キンクロラック（q
uinclorac／一般名）、Mefenacet (mefenacet / generic name),
Butachlor (butachlor / generic name), butenachlor (butenachlor / generic name), dithiopyr (dithiopyr / generic name), benfresate (benfuresate / generic name), pyributicarb (pyributicarb / generic name), benthiocarb (benthiocarb / generic name), dimepiperate ( dimepip
erate / generic name), molinate (molinate / generic name),
Butamifos (common name), quinclorac (q
uinclorac / common name),

【０１８６】シンメスリン（cinmethylin／一般名）、
シメトリン（simetryn／一般名）、ＳＡＰ（bensulide
／一般名）、ジメタメトリン（dimethametryn／一般
名）、ＭＣＰＡ、ＭＣＰＢ、２’，３’−ジクロロ−４
−エトキシメトキシベンズアリニド（試験名はＨＷ−５
２）、１−（２−クロロベンジル）−３−（α，α−ジ
メチルベンジル）尿素（試験名はＪＣ−９４０）、Ｎ−
〔２’−（３’−メトキシ）−チエニルメチル〕−Ｎ−
クロロアセチル−２，６−ジメチルアニリド（試験名は
ＮＳＫ−８５０）等があげられる。Symmethrin (cinmethylin / generic name),
Simetryn (simetryn / generic name), SAP (bensulide
/ Generic name), dimethametryn (dimethametryn / generic name), MCPA, MCPB, 2 ', 3'-dichloro-4
-Ethoxymethoxybenzalinide (test name is HW-5
2), 1- (2-chlorobenzyl) -3- (α, α-dimethylbenzyl) urea (test name is JC-940), N-
[2 '-(3'-methoxy) -thienylmethyl] -N-
Chloroacetyl-2,6-dimethylanilide (test name is NSK-850) and the like.

【０１８７】本発明化合物を除草剤として施用するにあ
たっては、一般には適当な担体、例えばクレー、タル
ク、ベントナイト、珪藻土、ホワイトカーボン等の固体
担体あるいは水、アルコール類（イソプロパノール、ブ
タノール、ベンジルアルコール、フルフリルアルコール
等）、芳香族炭化水素類（トルエン、キシレン等）、エ
ーテル類（アニソール等）、ケトン類（シクロヘキサノ
ン、イソホロン等）、In applying the compound of the present invention as a herbicide, generally, a suitable carrier, for example, a solid carrier such as clay, talc, bentonite, diatomaceous earth, white carbon or the like, or water, alcohols (isopropanol, butanol, benzyl alcohol, fullerene) is used. Furyl alcohol, etc.), aromatic hydrocarbons (toluene, xylene, etc.), ethers (anisole, etc.), ketones (cyclohexanone, isophorone, etc.),

【０１８８】エステル類（酢酸ブチル等）、酸アミド類
（Ｎ−メチルピロリドン等）またはハロゲン化炭化水素
類（クロルベンゼン等）などの液体担体と混用して適用
することができ、所望により界面活性剤、乳化剤、分散
剤、浸透剤、展着剤、増粘剤、凍結防止剤、固結防止
剤、安定剤などを添加し、液剤、乳剤、水和剤、ドライ
フロアブル剤、フロアブル剤、粉剤、粒剤等任意の剤型
にて実用に供することができる。It can be used by mixing with a liquid carrier such as an ester (such as butyl acetate), an acid amide (such as N-methylpyrrolidone) or a halogenated hydrocarbon (such as chlorobenzene). Agents, emulsifiers, dispersants, penetrants, spreading agents, thickeners, antifreezing agents, anti-caking agents, stabilizers, etc .; liquids, emulsions, wettable powders, dry flowables, flowables, powders , Granules and the like can be practically used.

【０１８９】本発明化合物を含む水田用除草粒剤につい
て具体的にいえば、固体但体としてはカオリナイト、モ
ンモリロナイト、珪藻土、ベントナイト、タルク、クレ
ー、炭酸カルシウム、硫酸カルシウム、硫酸アンモニウ
ム等があげられ、界面活性剤としてはアルキルベンゼン
スルホン酸塩、ポリオキシエチレンアルキルアリールエ
ーテル、リグニンスルホン酸塩、アルキルスルホコハク
酸塩、ポリオキシエチレン脂肪酸エステル、ナフタレン
スルホン酸塩、ポリオキシエチレンアルキルアリールエ
ーテル硫酸塩、アルキルアミン塩、トリポリリン酸塩等
があげられる。これら界面活性剤の含有量は、特に限定
されるものではないが、本発明の粒剤１００重量部に対
し、通常０．０５〜２０重量部の範囲が望ましい。ま
た、必要に応じて、エポキシ化大豆油等の分解防止剤を
本発明の粒剤に含有させてもよい。More specifically, the herbicidal granules for paddy fields containing the compound of the present invention include kaolinite, montmorillonite, diatomaceous earth, bentonite, talc, clay, calcium carbonate, calcium sulfate, ammonium sulfate and the like. Surfactants include alkyl benzene sulfonate, polyoxyethylene alkyl aryl ether, lignin sulfonate, alkyl sulfosuccinate, polyoxyethylene fatty acid ester, naphthalene sulfonate, polyoxyethylene alkyl aryl ether sulfate, alkylamine salt , Tripolyphosphate and the like. The content of these surfactants is not particularly limited, but is preferably in the range of usually 0.05 to 20 parts by weight based on 100 parts by weight of the granules of the present invention. If necessary, a decomposition inhibitor such as epoxidized soybean oil may be contained in the granules of the present invention.

【０１９０】次に具体的に本発明化合物を用いる場合の
製剤の配合例を示す。但し本発明の配合例は、これらの
みに限定されるものではない。なお、以下の配合例にお
いて「部」は重量部を意味する。Next, specific examples of formulations of the preparations using the compound of the present invention will be shown. However, the composition examples of the present invention are not limited to these. In the following formulation examples, "parts" means parts by weight.

【０１９１】〔水和剤〕 本発明化合物─────────0.1 〜８０部 固体担体 ─────────１０〜９０部 界面活性剤 ───────── １〜１０部 その他 ───────── １〜５部 その他として、例えば固結防止剤などがあげれらる。[Wettable powder] Compound of the present invention {0.1-80 parts Solid carrier {10-90 parts Surfactant} １〜 1 to 10 parts Others １〜 1 to 5 parts Others include, for example, an anti-caking agent.

【０１９２】〔乳 剤〕 本発明化合物───────── 0.1〜３０部 液体担体 ─────────３０〜９５部 界面活性剤 ───────── ５〜１５部[Emulsion] Compound of the present invention (0.1-30 parts) Liquid carrier (30-95 parts Surfactant) 5 to 15 parts

【０１９３】〔フロアブル剤〕 本発明化合物───────── 0.1〜７０部 液体担体 ─────────１５〜６５部 界面活性剤 ───────── ５〜１２部 その他 ───────── ５〜３０部 その他として、例えば凍結防止剤、増粘剤等があげられ
る。[Floable agent] Compound of the present invention (0.1 to 70 parts) Liquid carrier (15 to 65 parts Surfactant) 5 to 12 parts Others 5 to 30 parts Others include, for example, an antifreezing agent and a thickener.

【０１９４】〔粒状水和剤（ドライフロアブル剤）〕 本発明化合物─────────0.1 〜９０部 固体担体 ─────────１０〜７０部 界面活性剤 ───────── １〜２０部[Granular wettable powder (dry flowable)] Compound of the present invention {0.1 to 90 parts Solid carrier {10 to 70 parts Surfactant} ─────── 1-20 copies

【０１９５】〔液 剤〕 本発明化合物─────────0.01〜３０部 液体担体 ─────────0.1 〜５０部 水 ─────────５０〜99.99 部 その他 ─────────0.1 〜１０部 〔粒 剤〕 本発明化合物─────────0.01〜１０部 固体担体 ─────────９０〜99.99 部 その他 ─────────0.1 〜１０部[Solution] Compound of the present invention (0.01 to 30 parts) Liquid carrier (0.1 to 50 parts) Water (50 to 50 parts) 99.99 parts Others ─────────0.1 to 10 parts [Granule] Compound of the present invention ─────────0.01 to 10 parts Solid carrier ─────────90 to 99.99 Part Others ─────────0.1 to 10 parts

【０１９６】〔配合例１〕水和剤 本発明化合物 No.１───────────２０部 ジークライトＡ ───────────７６部 （カオリン系クレー：ジークライト工業（株）商品名） ソルポール５０３９─────────── ２部 （非イオン性界面活性剤とアニオン性界面活性剤との混
合物：東邦化学工業（株）商品名） カープレックス（固結防止剤）────── ２部 （ホワイトカーボン：塩野義製薬（株）商品名） 以上を均一に混合粉砕して水和剤とする。[Formulation Example 1] Water dispersible compound of the present invention No. 1 # 20 parts Ziglite A # 76 parts (kaolin clay : Ziglite Industrial Co., Ltd.) Solpol 5039 2 parts (mixture of nonionic surfactant and anionic surfactant: Toho Chemical Industry Co., Ltd.) 2) Carplex (anti-caking agent) 2 parts (white carbon: trade name of Shionogi & Co., Ltd.) The above components are uniformly mixed and pulverized to obtain a wettable powder.

【０１９７】〔配合例２〕水和剤 本発明化合物 No.１───────────４０部 ジークライトＡ ───────────５４部 （カオリン系クレー：ジークライト工業（株）商品名） ソルポール５０３９────────────２部 （非イオン性界面活性剤とアニオン性界面活性剤との混
合物：東邦化学工業（株）商品名） カープレックス（固結防止剤）───────４部 （ホワイトカーボン：塩野義製薬（株）商品名） 以上を均一に混合粉砕して水和剤とする。[Formulation Example 2] Water dispersant Compound of the present invention No. 1 $ 40 parts Ziglite A # 54 parts (kaolin clay : Zikulite Industry Co., Ltd.) Solpol 5039────────────2 parts (mixture of nonionic surfactant and anionic surfactant: product of Toho Chemical Industry Co., Ltd.) 4) Carplex (anti-caking agent) 4 parts (white carbon: trade name of Shionogi & Co., Ltd.) The above ingredients are uniformly mixed and ground to form a wettable powder.

【０１９８】〔配合例３〕乳 剤 本発明化合物 No.１─────────── ５部 キシレン ───────────７５部 ジメチルホルムアミド──────────１５部 ソルポール２６８０────────────５部 （非イオン性界面活性剤とアニオン性界面活性剤との混
合物：東邦化学工業（株）商品名） 以上を均一に混合して乳剤とする。[Formulation Example 3] Lactate Compound of the present invention No. 1 5 parts xylene {75 parts dimethylformamide} ─────15 parts Solpol 2680 ────────────5 parts (mixture of nonionic surfactant and anionic surfactant: trade name of Toho Chemical Industry Co., Ltd.) Are uniformly mixed to form an emulsion.

【０１９９】〔配合例４〕フロアブル剤 本発明化合物 No.１───────────２５部 アグリゾールＳ−７１０─────────１０部 （非イオン性界面活性剤：花王（株）商品名） ルノックス１０００Ｃ──────────０．５部 （アニオン性界面活性剤：東邦化学工業（株）商品名） １％ロドポール水 ───────────２０部 （増粘剤：ローン・プーラン社商品名） 水 ───────────４４．５部 以上を均一に混合して、フロアブル剤とする。[Formulation Example 4] Flowable agent Compound of the present invention No. 1 25 parts Agrisol S-710 10 parts (Nonionic surfactant Agent: Kao Corporation) Lunox 1000C 0.5 part (anionic surfactant: Toho Chemical Industry Co., Ltd.) 1% Rhodopol water $ 20 parts (thickener: Lorne Poulin Co., Ltd.) Water $ 44.5 parts Mix above uniformly to make flowable.

【０２００】〔配合例５〕フロアブル剤 本発明化合物 No.１───────────４０部 アグリゾールＳ−７１０─────────１０部 （非イオン性界面活性剤：花王（株）商品名） ルノックス１０００Ｃ──────────０．５部 （アニオン性界面活性剤：東邦化学工業（株）商品名） １％ロドポール水 ───────────２０部 （増粘剤：ローン・プーラン社商品名） 水 ───────────２９．５部 以上を均一に混合して、フロアブル剤とする。[Formulation Example 5] Flowable agent Compound of the present invention No. 1 40 parts Agrisol S-710 10 parts (Nonionic surfactant Agent: Kao Corporation) Lunox 1000C 0.5 part (anionic surfactant: Toho Chemical Industry Co., Ltd.) 1% Rhodopol water ──────20 parts (thickener: Lorne Poulin Co., Ltd.) Water ───────────29.5 parts The above are mixed uniformly to form a flowable agent.

【０２０１】 〔配合例６〕粒状水和剤（ドライフロアブル剤） 本発明化合物 No.１───────────７５部 イソバン No.１ ───────────１０部 （アニオン性界面活性剤：クラレイソプレンケミカル
（株）商品名） バニレックスＮ ─────────── ５部 （アニオン性界面活性剤：山陽国策パルプ（株）商品
名） カープレックス＃８０──────────１０部 （ホワイトカーボン：塩野義製薬（株）商品名） 以上を均一に混合微粉砕してドライフロアブル剤とす
る。[Compounding Example 6] Granular wettable powder (dry flowable) Compound of the present invention No. 1 {75 parts Isoban No. 1} ─10 parts (anionic surfactant: Kuraray Isoprene Chemical Co., Ltd.) Vanirex N ５ 5 parts (anionic surfactant: Sanyo Kokusaku Pulp Co., Ltd.) Carplex # 80 10 parts (white carbon: trade name of Shionogi & Co., Ltd.) The above components are uniformly mixed and pulverized to prepare a dry flowable agent.

【０２０２】〔配合例７〕粒 剤 本発明化合物 No.１─────────── １部 ベントナイト ───────────５５部 タルク ───────────４４部 以上を均一に混合粉砕した後、少量の水を加えて撹拌混
合捏和し、押出式造粒機で造粒し、乾燥して粒剤にす
る。[Formulation Example 7] Granules Compound of the present invention No. 1 1 part Bentonite {55 parts Talc} # 44 parts After uniformly mixing and pulverizing the above, a small amount of water is added, and the mixture is kneaded with stirring, granulated by an extrusion granulator, and dried to form granules.

【０２０３】使用に際しては上記水和剤、乳剤、フロア
ブル剤、粒状水和剤は水で５０〜１０００倍に希釈し
て、有効成分が１ヘクタール(ha)当たり０．００１〜５
０kg、好ましくは０．０１〜１０kgになるように散布す
る。本発明化合物は水田用の除草剤として、湛水下の土
壌処理および茎葉処理のいずれの処理方法においても使
用できる。また、本発明化合物は、畑地用の除草剤とし
て、土壌処理、土壌混和処理、茎葉処理のいずれの処理
方法においても使用でき、水田、畑地、果樹園などの農
園芸分野以外に運動場、空地、線路端など非農耕地にお
ける各種雑草の防除にも適用することができる。For use, the above wettable powder, emulsion, flowable powder and granular wettable powder are diluted 50 to 1000 times with water so that the active ingredient is contained in an amount of 0.001 to 5 per hectare (ha).
Spray to 0 kg, preferably 0.01 to 10 kg. The compound of the present invention can be used as a herbicide for paddy fields in any of soil treatment and foliage treatment under flooding. In addition, the compound of the present invention, as a herbicide for upland, can be used in any treatment method of soil treatment, soil admixture treatment, foliage treatment, paddy fields, upland, sports fields other than agricultural and horticultural fields such as orchards, open space, The present invention can also be applied to the control of various weeds in non-agricultural land such as at track ends.

【０２０４】次に、本発明化合物の除草剤としての有用
性を以下の試験例において具体的に説明する。Next, the usefulness of the compound of the present invention as a herbicide will be specifically described in the following test examples.

【０２０５】〔試験例１〕土壌処理による除草効果試験 縦２１cm、横１３cm、深さ７cmのプラスチック製箱に殺
菌した洪積土壌を入れ、ノビエ（Ａ）、エノコログサ
（Ｂ）、イチビ（Ｃ）、アオビユ（Ｄ）、アサガオ
（Ｅ）、ダイズ（ａ）、ワタ（ｂ）およびトウモロコシ
（ｃ）の種子をそれぞれスポット状に播種し、約１．５
cm覆土した後、本発明化合物の有効成分量が所定の割合
になるように土壌表面へ小型スプレーで均一に散布し
た。散布の際の薬液は、前記配合例等に準じて適宜調整
された水和剤を水で希釈して用いた。薬液散布３週間後
に作物および雑草に対する除草効果を下記の判定基準に
従い調査した。抑制の程度は肉眼による観察調査から求
めた。Test Example 1 Test of Herbicidal Effect by Soil Treatment Put sterilized flood soil in a plastic box having a length of 21 cm, a width of 13 cm and a depth of 7 cm, and put nobie (A), enokologosa (B), and ichibi (C). , Aobayu (D), morning glory (E), soybean (a), cotton (b) and corn (c) seeds each in the form of spots,
After the soil was covered with cm, the compound of the present invention was evenly sprayed on the soil surface with a small spray so that the amount of the active ingredient became a predetermined ratio. As a chemical solution at the time of spraying, a wettable powder appropriately adjusted according to the above-mentioned formulation examples and the like was diluted with water and used. Three weeks after spraying the chemical solution, the herbicidal effect on crops and weeds was examined according to the following criteria. The degree of suppression was determined by visual observation.

【０２０６】 ５：完全枯死あるいは９０％以上の抑制 ４：７０％以上９０％未満の抑制 ３：４０％以上７０％未満の抑制 ２：２０％以上４０％未満の抑制 １： ５％以上２０％未満の抑制 ０： ５％未満の抑制 結果を第４表に示す。5: Complete withering or suppression of 90% or more 4: Suppression of 70% or more and less than 90% 3: Suppression of 40% or more and less than 70% 2: Suppression of 20% or more and less than 40% 1: 5% or more and 20% Less than 0: less than 5% inhibition The results are shown in Table 4.

【０２０７】[0207]

【表１０５】 〔第４表〕 ─────────────────────────────── 化合物 No. 薬量 (g/a) Ａ Ｂ Ｃ Ｄ Ｅ ａ ｂ ｃ ─────────────────────────────── ２ １７ ５ ５ １ ５ １ ０ ０ １ ３ ２５ ５ ５ ５ ５ ５ １ １ ４ ５ ２５ １ １ １ ５ ０ ０ ０ ０ ６ ２５ ３ ３ ０ ５ ３ ０ ０ ０ ８ ２５ ５ ５ ０ ５ １ − ０ ０ ９ ２５ ５ ５ １ ５ １ ０ ０ ０ １０ ２５ １ ０ ０ ０ ０ ０ ０ ０ １１ ２５ ５ ５ ０ ５ ５ ０ １ ４ １３ ２５ １ − １ １ ０ ０ ０ ０ １６ ２５ １ １ ４ ３ ０ ０ ０ ０ ─────────────────────────────── [Table 105] ─────────────────────────────── Compound No. Dose (g / a) ABCDEabc───────────────────────────────2 17 5 5 15 10 0 13 255 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 10 5 1 5 1 5 1 1 5 5 5 5 5 5 5 5 5 5 5 ............ 25 1 0 0 0 0 0 0 0 1 1 1 1 0 0 1 0 1 0 1 0 1 0 1 0 1 0 1 0 0 0 0 0 0 0 16 0 25 16 ────────────────────

【０２０８】〔試験例２〕湛水条件における雑草発生前
処理による除草効果試験 １／１００００アールのワグネルポット中に沖積土壌を
入れた後、水を入れて混和し水深４cmの湛水条件とし
た。ノビエ（Ａ）、ホタルイ（Ｇ）、コナギ（Ｈ）、キ
カシグサ（Ｉ）の種子を上記のポットに混播した後、
２．５葉期のイネ苗を移植した。ポットを２５〜３０℃
の温室内に置いて植物を育成し、播種後１日目に水面へ
所定の薬量になるように、配合例に準じて調整した本発
明化合物を処理した。処理後３週間目に、各種雑草に対
する除草効果を試験例１の判定基準に従って調査を行っ
た。結果を第５表に示す。[Test Example 2] Test for herbicidal effect by pretreatment of weed occurrence under flooding conditions After placing alluvial soil in a 1 / 10,000 arel Wagner pot, water was added and mixed to obtain a flooding condition at a depth of 4 cm. . After the seeds of Nobie (A), Firefly (G), Konagi (H) and Kikasigusa (I) were mixed and sown in the above pot,
Rice plants at the 2.5 leaf stage were transplanted. Pot at 25-30 ° C
On the first day after sowing, the plants were treated with the compound of the present invention adjusted according to the formulation example so as to have a predetermined dose on the water surface. Three weeks after the treatment, the herbicidal effect on various weeds was investigated according to the criteria of Test Example 1. The results are shown in Table 5.

【０２０９】[0209]

【表１０６】 [Table 106]

【０２１０】〔試験例３〕湛水条件における雑草生育期
処理による除草効果試験 １／１００００アールのワグネルポット中に沖積土壌を
入れた後、水を入れて混和し水深４cmの湛水条件とし
た。ノビエ（Ａ）、ホタルイ（Ｇ）、コナギ（Ｈ）、キ
カシグサ（Ｉ）のそれぞれの種子を上記のポットに混播
した。ポットを２５〜３０℃の温室内に置いて植物を育
成し、ノビエ、ホタルイ、コナギ、キカシグサが１〜２
葉期に達したとき、水面へ所定の薬量になるように、配
合例に準じて調整した本発明化合物を処理した。処理後
３週間目に、各種雑草に対する除草効果を試験例１の判
定基準に従って調査を行った。結果を第６表に示す。[Test Example 3] Herbicidal effect test by weed growing season treatment under flooded conditions After placing alluvial soil in a 1/10000 arel Wagner pot, water was added and mixed to obtain a flooded condition at a depth of 4 cm. . The seeds of Nobie (A), Firefly (G), Konagi (H) and Kikasigusa (I) were mixed and sown in the above pot. The plants are grown by placing the pots in a greenhouse at 25 to 30 ° C.
When the leaf stage was reached, the compound of the present invention adjusted according to the formulation example was treated so as to have a predetermined dose on the water surface. Three weeks after the treatment, the herbicidal effect on various weeds was investigated according to the criteria of Test Example 1. The results are shown in Table 6.

【０２１１】[0211]

【表１０７】 [Table 107]

───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 ＦＩ Ａ０１Ｎ 43/40 １０１ Ａ０１Ｎ 43/40 １０１ 43/54 43/54 43/56 43/56 Ｂ 43/58 43/58 43/60 43/60 43/66 43/66 43/713 43/713 43/824 Ｃ０７Ｄ 401/04 ２３１ 43/836 403/04 ２３１ Ｃ０７Ｄ 401/04 ２３１ 417/04 ２１３ 403/04 ２３１ ２３７ 417/04 ２１３ ２３９ ２３７ ２４１ ２３９ ２５１ ２４１ Ａ０１Ｎ 43/82 １０１Ａ ２５１ １０４ (72)発明者 縄巻 勤 埼玉県南埼玉郡白岡町大字白岡1470日産化 学工業株式会社生物科学研究所内 (72)発明者 中平 国光 埼玉県南埼玉郡白岡町大字白岡1470日産化 学工業株式会社生物科学研究所内 (72)発明者 石川 公広 埼玉県南埼玉郡白岡町大字白岡1470日産化 学工業株式会社生物科学研究所内──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 6 Identification code FI A01N 43/40 101 A01N 43/40 101 43/54 43/54 43/56 43/56 B 43/58 43/58 43/60 43/60 43/66 43/66 43/713 43/713 43/824 C07D 401/04 231 43/836 403/04 231 C07D 401/04 231 417/04 213 403/04 231 237 417/04 213 239 237 241 239 251 241 A01N 43/82 101A 251 104 (72) Inventor Tsutomu Naomaki 1470 Shirooka, Shirooka-cho, Minami-Saitama-gun, Saitama Prefecture Nissan Kagaku Kogyo Co., Ltd. Biological Science Research Institute (72) Inventor Kunimitsu Nakahira Minami-Saitama-gun, Saitama Nissan Kagaku Kogyo Co., Ltd., Biological Science Laboratory Co., Ltd. (72) Inventor Kimihiro Ishikawa 1470 Shiraoka Cho, Shiraoka-cho, Minami-Saitama-gun Research house

Claims (3)

【特許請求の範囲】[Claims] 【請求項１】 式（１）： 【化１】 〔式中、ｎは０、１または２を表し、Ｑａは 【化２】 （式中、ｒ1、ｒ2、ｒ3、ｒ4およびｒ5はそれぞれ独立
して水素原子、Ｃ1-4アルキル基、Ｃ1-4ハロアルキル
基、Ｃ1-4アルコキシ基、シアノ基、ニトロ基またはハ
ロゲン原子を表し、ｒ6は水素原子、Ｃ1-6アルキル基、
Ｃ1-4アルキル基で置換されていてもよいＣ3-6シクロア
ルキル基、Ｃ2-4アルケニル基、Ｃ2-4アルキニル基また
はＣ1-4ハロアルキル基を表し、ｒ7およびｒ8はそれぞ
れ独立して水素原子、Ｃ1-6アルキル基、Ｃ3-6シクロア
ルキル基、Ｃ2-4アルケニル基、Ｃ2-4アルキニル基、Ｃ
1-4ハロアルキル基、Ｃ1-4アルコキシカルボニル基、シ
アノ基、ハロゲン原子またはニトロ基を表し、ｒ9、ｒ
10、ｒ11およびｒ12はそれぞれ独立して水素原子、Ｃ
1-4アルキル基、Ｃ1-4ハロアルキル基、Ｃ1-4アルコキ
シ基、シアノ基、ニトロ基またはハロゲン原子を表
す。）を表し、Ｑｂは 【化３】 【化４】 （式中、Ｒ1、Ｒ2、Ｒ3、Ｒ4、Ｒ5、Ｒ6、Ｒ7、Ｒ8、Ｒ
9、Ｒ10、Ｒ11、Ｒ12、Ｒ13、Ｒ14、Ｒ15、Ｒ16、
Ｒ17、Ｒ18、Ｒ19、Ｒ20、Ｒ21、Ｒ22、Ｒ23、Ｒ24、Ｒ
25、Ｒ26、Ｒ27、Ｒ28、Ｒ29、Ｒ30、Ｒ31、Ｒ32、
Ｒ33、Ｒ34、Ｒ35、Ｒ36、Ｒ37、Ｒ38、Ｒ39、Ｒ40、Ｒ
41、Ｒ42、Ｒ43、Ｒ44、Ｒ45、Ｒ46、Ｒ47、Ｒ48、
Ｒ49、Ｒ50、Ｒ51、Ｒ52、Ｒ53、Ｒ54、Ｒ55、Ｒ56、Ｒ
57、Ｒ58、Ｒ59、Ｒ60およびＲ61はそれぞれ独立して、
水素原子、Ｃ1-6アルキル基、Ｃ1-4ハロアルキル基、Ｃ
1-4アルコキシ基、シアノ基、ニトロ基またはハロゲン
原子を表し、（Ｘ）および（Ｑｃ）はそれぞれＸおよび
Ｑｃの結合位置を表す。）を表し、Ｑｃは 【化５】 （式中、ｑ1、ｑ2、ｑ3、ｑ4、ｑ5およびｑ6はそれぞれ
独立して、水素原子、Ｃ 1-6アルキル基、Ｃ1-4アルキル
基またはハロゲン原子により置換されていてもよいＣ
3-6シクロアルキル基、Ｃ1-4ハロアルキル基、Ｃ1-4ア
ルコキシ基、シアノ基、ニトロ基、ハロゲン原子、Ｃ
1-4アルコキシＣ1-4アルキル基、Ｃ1-4ハロアルコキシ
Ｃ1-4アルキル基、フェニル基、ベンジル基、３−ピリ
ジル基、Ｃ1-4アルコキシカルボニル基、ハロゲン原子
により置換されていてもよいＣ2-4アルケニル基、Ｃ1-4
ハロアルコキシ基、Ｃ1-4アルキルチオ基、Ｃ1-4アルキ
ルスルフィニル基、Ｃ1-4アルキルスルホニル基、Ｃ2-4
アルケニルオキシ基、Ｃ3-4アルキニルオキシ基、Ｃ1-4
ハロアルキルチオ基、Ｃ2-4アルケニルチオ基、Ｃ3-4ア
ルキニルチオ基、Ｃ1-4アルキルアミノ基、Ｃ2-4ハロア
ルキルアミノ基、ジＣ1- 4アルキルアミノ基、カルバモ
イル基、Ｎ−シクロプロピルカルバモイル基、ヒドロキ
シル基、Ｃ1-4アルキル基により置換されていてもよい
エポキシ基またはジＣ2-4ハロアルキルアミノ基を表
し、ｑ7およびｑ8はそれぞれ独立して水素原子またはＣ
1-6アルキル基を表し、Ｙは酸素原子、硫黄原子または
Ｎ−ｑ9を表し、ｑ9は水素原子またはＣ1-4アルキル基
を表す。）を表し、Ｘは酸素原子、硫黄原子またはＮ−
Ｒ62を表し、Ｒ62は水素原子またはＣ1-4アルキル基を
表す。〕で表されるアジン誘導体。(1) Formula (1):[In the formula, n represents 0, 1, or 2, and Qa representsWhere r1, RTwo, RThree, RFourAnd rFiveAre independent
And a hydrogen atom, C1-4Alkyl group, C1-4Haloalkyl
Group, C1-4Alkoxy, cyano, nitro or halo
Represents a logen atom, r6Is a hydrogen atom, C1-6Alkyl group,
C1-4C optionally substituted with an alkyl group3-6Cycloa
Alkyl group, C2-4Alkenyl group, C2-4Alkynyl group or
Is C1-4Represents a haloalkyl group, r7And r8Each
Independently a hydrogen atom, C1-6Alkyl group, C3-6Cycloa
Alkyl group, C2-4Alkenyl group, C2-4Alkynyl group, C
1-4Haloalkyl group, C1-4Alkoxycarbonyl group,
Represents an ano group, a halogen atom or a nitro group;9, R
Ten, R11And r12Is independently a hydrogen atom, C
1-4Alkyl group, C1-4Haloalkyl group, C1-4Alkoki
Group, cyano group, nitro group or halogen atom
You. ), And Qb isEmbedded image(Where R1, RTwo, RThree, RFour, RFive, R6, R7, R8, R
9, RTen, R11, R12, R13, R14, RFifteen, R16,
R17, R18, R19, R20, Rtwenty one, Rtwenty two, Rtwenty three, Rtwenty four, R
twenty five, R26, R27, R28, R29, R30, R31, R32,
R33, R34, R35, R36, R37, R38, R39, R40, R
41, R42, R43, R44, R45, R46, R47, R48,
R49, R50, R51, R52, R53, R54, R55, R56, R
57, R58, R59, R60And R61Are each independently
Hydrogen atom, C1-6Alkyl group, C1-4Haloalkyl group, C
1-4Alkoxy, cyano, nitro or halogen
And (X) and (Qc) represent X and
Represents the bonding position of Qc. ), And Qc is(Where q1, QTwo, QThree, QFour, QFiveAnd q6Are each
Independently a hydrogen atom, C 1-6Alkyl group, C1-4Alkyl
C optionally substituted by a group or a halogen atom
3-6Cycloalkyl group, C1-4Haloalkyl group, C1-4A
Lucoxy group, cyano group, nitro group, halogen atom, C
1-4Alkoxy C1-4Alkyl group, C1-4Haloalkoxy
C1-4Alkyl group, phenyl group, benzyl group, 3-pyri
Zyl group, C1-4Alkoxycarbonyl group, halogen atom
C optionally substituted by2-4Alkenyl group, C1-4
Haloalkoxy group, C1-4Alkylthio group, C1-4Archi
Rusulfinyl group, C1-4Alkylsulfonyl group, C2-4
Alkenyloxy group, C3-4Alkynyloxy group, C1-4
Haloalkylthio group, C2-4Alkenylthio group, C3-4A
Rukinylthio group, C1-4Alkylamino group, C2-4Haloa
Alkylamino group, di C1- FourAlkylamino group, carbamo
Yl group, N-cyclopropylcarbamoyl group, hydroxy
Sil group, C1-4May be substituted by an alkyl group
Epoxy group or di C2-4Table showing haloalkylamino groups
Then q7And q8Is independently a hydrogen atom or C
1-6Represents an alkyl group, Y is an oxygen atom, a sulfur atom or
N-q9And q9Is a hydrogen atom or C1-4Alkyl group
Represents X represents an oxygen atom, a sulfur atom or N-
R62And R62Is a hydrogen atom or C1-4An alkyl group
Represent. An azine derivative represented by the formula: 【請求項２】 請求項１に記載のアジン誘導体の１以上
を有効成分として含有する農薬。2. An agricultural chemical comprising at least one of the azine derivatives according to claim 1 as an active ingredient. 【請求項３】 請求項１に記載のアジン誘導体の１以上
を有効成分として含有する除草剤。3. A herbicide containing at least one of the azine derivatives according to claim 1 as an active ingredient.
JP9061021A 1997-03-14 1997-03-14 Azine derivative Pending JPH10251255A (en)

Priority Applications (1)

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Application Number Priority Date Filing Date Title
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