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WO2007104437A1 - Combinaisons de principes actifs fongicides - Google Patents

Combinaisons de principes actifs fongicides Download PDF

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Publication number
WO2007104437A1
WO2007104437A1 PCT/EP2007/001790 EP2007001790W WO2007104437A1 WO 2007104437 A1 WO2007104437 A1 WO 2007104437A1 EP 2007001790 W EP2007001790 W EP 2007001790W WO 2007104437 A1 WO2007104437 A1 WO 2007104437A1
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WO
WIPO (PCT)
Prior art keywords
methyl
group
phenyl
carboxamide
hydrogen
Prior art date
Application number
PCT/EP2007/001790
Other languages
German (de)
English (en)
Inventor
Ralf Dunkel
Anne Suty-Heinze
Ulrike Wachendorff-Neumann
Peter Dahmen
Jörg Nico GREUL
Original Assignee
Bayer Cropscience Ag
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.)
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Publication date
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Publication of WO2007104437A1 publication Critical patent/WO2007104437A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
    • A01N43/10—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with sulfur as the ring hetero atom
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/24—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms
    • A01N43/32—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms six-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N61/00—Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action

Definitions

  • the present invention relates to novel drug combinations consisting of known carboxamides on the one hand and other known fungicidal active compounds on the other hand and are very suitable for controlling unwanted phytopathogenic fungi.
  • R is hydrogen or fluorine
  • R 1 is hydrogen, halogen, C r C 3 -alkyl or CVCs-haloalkyl having 1 to 7 fluorine, chlorine and / or bromine atoms,
  • A is one of the following radicals A 1 to A 8:
  • R 2 is C, -C 3 -alkyl
  • R 3 represents hydrogen, halogen, C r C 3 alkyl or CrC is 3 -haloalkyl having 1 to 7 fluorine, chlorine and / or bromine atoms
  • R 4 represents hydrogen, halogen or C r C 3 -alkyl
  • R 5 is halogen, C r C 3 alkyl or C r C 3 haloalkyl having 1 to 7 fluorine, chlorine and / or
  • R 6 is hydrogen, halogen, C 1 -C 3 -alkyl, amino, mono- or di (C 1 -C 3 -alkyl) -amino
  • R 7 is hydrogen, halogen, C 1 -C 3 -alkyl or C, -C 3 Haloalkyl having 1 to 7 fluorine, chlorine and / or bromine atoms,
  • R 8 is halogen, C, -C 3 alkyl or C r C 3 haloalkyl having 1 to 7 fluorine, chlorine and / or
  • R 9 is halogen, C r C 3 alkyl or C r C 3 haloalkyl having 1 to 7 fluorine, chlorine and / or
  • R 10 is hydrogen, halogen, C 1 -C 3 -alkyl or C 1 -C 3 -haloalkyl having 1 to 7 fluorine, chlorine and / or bromine atoms, and at least one active substance selected from the following groups (2) until (25) is selected:
  • a 2 is NH or O
  • a 3 is N or CH
  • L is one of the groups wherein the bond which is marked with an asterisk (*) is bound to the phenyl ring
  • R 11 is in each case optionally mono- or disubstituted by identical or different chlorine, cyano, methyl or trifluoromethyl-substituted phenyl, phenoxy or pyridinyl, or L is - (4-chlorophenyl) pyrazol-3-yl or is l, 2-propanedione bis (O-methyloxime) -1-yl
  • R 12 is hydrogen or fluoro
  • Q is hydrogen or SH, m is 0 or 1,
  • R " is hydrogen, fluorine, chlorine, phenyl or 4-chlorophenoxy
  • R 14 is hydrogen or chlorine
  • R 15 is hydrogen, hydroxy or cyano
  • R 16 represents 1-cyclopropylethyl, l-chlorocyclopropyl, C 1 -C 4 -alkyl, C r C 6 hydroxyalkyl, CC 4 - alkyl alkylcarbonyl, Ci-C 2 -haloalkoxy-C) C 2, trimethylsilyl-Ci- C 2 alkyl, monofluorophenyl, or phenyl, R 15 and R 16 also together represent -0-CH 2 -CH (R 18 ) -O-, -O-CH 2 -CH (R 18 ) -CH 2 -, or
  • R 18 is hydrogen, C 1 -C 4 -alkyl or bromine;
  • R 19 is hydrogen or methyl
  • valine amides selected from (5-1) iprovalicarb
  • X is 2-chloro-3-pyridinyl, 1-methylpyrazol-4-yl which is substituted in the 3-position by methyl or trifluoromethyl and in the 5-position by hydrogen or chlorine, for 4-ethyl-2-ethylamino -l, 3-thiazol-5-yl, for 1-methyl-cyclohexyl, for 2,2-dichloro-l-ethyl-3-methyl-cyclopropyl, for 2-fhxor-2-propyl, 3,4- Dichloroisothiazol-5-yl, 5,6-dihydro-2-methyl-1,4-oxathiin-3-yl,
  • Y represents a direct bond, optionally C 1 -C 6 -alkanediyl (alkylene) substituted by chlorine, cyano or oxo, C 2 -C 6 -alkylenediyl (alkenylene) or thiophenediyl,
  • Z is hydrogen, C 1 -C 6 -alkyl or the group stands,
  • a 6 is CH or N
  • R 20 represents hydrogen, chlorine, cyano, C 1 -C 6 -alkyl, by phenyl optionally substituted once or twice, identically or differently by chlorine or di (C 1 -C 3 -alkyl) aminocarbonyl,
  • R 21 is hydrogen, chlorine or isopropoxy
  • R 22 represents hydrogen, chlorine, hydroxyl, methyl, trifluoroethyl or di (C r C 3 -alkyl) a ⁇ nocarbonyl,
  • R 20 and R 21 also together represent * -CH (CH 3 ) -CH 2 -C (CH 3 ) 2 or * -CH (CH 3 ) -OC (CH 3 ) 2 -, wherein the bond marked with * is linked to R 20 ;
  • R 23 is benzyl, furyl or methoxymethyl;
  • R 24 is methyl, cyclopropyl or 1-propynyl
  • R 25 and R 26 are each hydrogen or together are -O-CF 2 -O-, R 27 is hydrogen, or is 3,5-dimethylisoxazol-4-ylsulfonyl, R 28 is chloro, methoxycarbonylarnino, chlorophenyl, furyl or thiazolyl;
  • R 29 is n- or iso-propyl
  • R 30 is di (C 1 -C 2 -alkyl) aminoC 2 -C 4 -alkyl or diethoxyphenyl, including salts of these compounds;
  • R 31 and R 32 independently of one another represent hydrogen or methyl
  • R 33 is C M alkyl (preferably C 12 -C 4 alkyl), C 5 -C 2 cycloalkyl (preferably C 0 -C 2 -Cycloal- alkyl), phenyl-Ci-C 4 alkyl, which may be substituted in the phenyl moiety by halogen or C 1 -C 4 -alkyl, or by acrylyl which is substituted by chlorophenyl and dimethoxyphenyl;
  • R 34 is chlorine or cyano
  • R 35 is chlorine or nitro, R> 3 i 6 0 is chlorine, R 35 and R 36 also together are -O-CF 2 -O- stand;
  • R 37 is phenyl, 2-naphthyl, 1,2,3,4-tetrahydronaphthyl or indanyl which is unsubstituted or substituted by fluorine, chlorine, bromine, methyl or ethyl;
  • a 7 is a direct bond or -O-
  • R 38 is hydrogen or C 4 -alkyl r C
  • R 39 is C 1 -Q s-alkyl
  • R 40 is C 1 -C 5 -alkyl or C 2 -C 6 -alkenyl
  • R 41 is C 1 -C 6 -alkyl
  • R 40 and R 41 also together represent C 4 -C 5 alkanediyl (alkylene) which is monosubstituted or disubstituted by C 1 -C 6 -alkyl,
  • R 42 is bromine or chlorine
  • R 43 and R 47 independently of one another represent hydrogen, fluorine, chlorine or methyl
  • R 44 and R 46 independently of one another represent hydrogen or fluorine
  • R 45 represents hydrogen, fluorine or methyl
  • R> 4 4 8 8 is C, -C 6 -alkyl
  • R 49 is C 1 -C 6 alkyl, C 2 -C 6 alkenyl or C 2 -C 6 alkynyl;
  • R 50 is hydrogen or fluorine
  • R 52 is hydrogen, fluorine, chlorine, bromine, methyl or trifluoromethyl
  • Het is one of the following radicals Het 1 to Het 7:
  • R 53 is iodine, methyl, difluoromethyl or trifluoromethyl
  • R 54 represents hydrogen, fluorine, chlorine or methyl
  • R 55 is methyl, difluoromethyl or trifluoromethyl
  • R 56 is chlorine, bromine, iodine, methyl, difluoromethyl or trifluoromethyl
  • R 57 is methyl or trifluoromethyl; GRU pp e (25). Alkyl carboxamides of general formula OTVII)
  • R 58 is hydrogen or fluorine
  • R 59 is hydrogen, halogen, C, -C 3 alkyl or C, -C 3 -haloalkyl having 1 to 7 fluorine, chlorine and / or bromine atoms stands.
  • the fungicidal action of the active compound combinations according to the invention is substantially higher than the sum of the effects of the individual active compounds. So there is an unpredictable, true synergistic effect and not just an effect supplement.
  • the compounds of group (1) are generally defined by the formula (I).
  • R 1 is hydrogen, fluorine, chlorine, methyl, ethyl, n-, isopropyl, monofluoromethyl, difluoromethyl, trifluoromethyl, monochloromethyl, dichloromethyl or trichloromethyl
  • A is one of the following radicals A1 to A5 are:
  • R 2 is methyl, ethyl, n- or isopropyl
  • R 3 is iodo, methyl, difluoromethyl or trifluoromethyl
  • R 4 is hydrogen, fluorine, chlorine or methyl
  • R 5 is chlorine, bromine, iodine, methyl, difluoromethyl or trifluoromethyl
  • R 6 is hydrogen, chlorine, methyl, amino or dimethylamino
  • R 7 is methyl, difluoromethyl or trifluoromethyl
  • R 8 is bromine or methyl
  • R 9 is methyl or trifluoromethyl.
  • R 1 is hydrogen, fluorine, chlorine, methyl, ethyl or trifluoromethyl
  • A is one of the following radicals A1 to A4:
  • R 2 is methyl or iso-propyl
  • R 3 is methyl, difluoromethyl or trifluoromethyl
  • R 4 is hydrogen or fluorine
  • R 5 is iodine, difluoromethyl or trifluoromethyl
  • R 6 is methyl, amino or dimethylamino
  • R 7 is methyl, difluoromethyl or trifluoromethyl
  • R 8 is methyl
  • R 1 is hydrogen or methyl
  • A is one of the following radicals A1 to A4:
  • R 2 is methyl
  • R 3 is methyl or difluoromethyl
  • R 4 is hydrogen or fluorine
  • R 5 is iodine or trifluoromethyl
  • R 6 is methyl
  • R 7 is trifluoromethyl
  • R 8 is methyl
  • the formula (I) includes in particular the following preferred carboxamides of group (1) (all known from WO 2005/042494): (1-1) 5-fluoro-1,3-dimethyl-N- [2- (3-methylbutyl ) phenyl] -7H-pyrazole-4-carboxamide
  • active compounds according to the invention which, in addition to the carboxamide (1-2), are 3- (di-fluoromethyl) -N- [2- (3,3-dimethylbutyl) -4-fluoro-phenyl] -1-methyl-7H-pyrazole-4- carboxamide (group 1) contains one or more, preferably one, active compound of groups (2) to (25).
  • the formula (II) comprises the following preferred mixing partners of group (2): (2-1) azoxystrobin (known from EP-A 0 382 375) of the formula
  • the formula (III) comprises the following preferred mixing partners of group (3): (3-1) azaconazoles (known from DE-A 25 51 560) of the formula
  • the formula (TV) comprises the following preferred mixing partners of group (4): (4-1) Dichlofluanid (known from DE-A 11 93 498) of the formula
  • Preferred mixing partners of group (5) are
  • the formula (V) comprises the following preferred mixing partners of group (6):
  • Penthiopyrad (known from EP-A 0 737 682) of the formula
  • Preferred mixing partners of group (7) are (7-1) Mancozeb (known from DE-A 12 34 704) with the IUPAC name
  • the formula (VI) comprises the following preferred mixing partners of the group (8): (8-1) benalaxyl (known from DE-A 29 03 612) of the formula
  • the formula (VII) comprises the following preferred mixing partners of group (9): (9-1) cyprodmil (known from EP-A 0 310 550) of the formula
  • the formula (VIII) comprises the following preferred mixing partners of group (10): (10-1) ⁇ -Chloro-S-fCS-dimethylisoxazoM- ⁇ -sulfonyl-Z-difluoro-SH-f-1-iodoloxolo- ⁇ -f] -benzimidazole (known from WO 97/06171) of the formula
  • the formula (DQ includes the following preferred mixing partners of group (11): (11-1) diethofencarb (known from EP-A 0 078 663) of the formula
  • Preferred mixing partners of group (12) are:
  • Preferred mixing partners of group (13) are (13-1) dodins (known from GB 11 03 989) of the formula
  • iminoctadine tris (albesilate) (known from EP-A 0 155 509) of the formula
  • Preferred mixing partners of group (14) are:
  • the formula (X) comprises the following preferred mixing partners of group (15): (15-1) aldimorph (known from DD 140 041) of the formula
  • the formula (XI) comprises the following preferred mixing partners of group (16): (16-1) fenpiclonil (known from EP-A 0 236 272) of the formula
  • the formula (XII) comprises the following preferred mixing stretchers of group (18), which are known from WO 96/23793 and may each be present as E or Z isomers. Compounds of the formula (XII) can therefore be present as a mixture of different isomers or else in the form of a single isomer. Preference is given to compounds of the formula (XII) in the form of their E isomer: (18-1) the compound 2- (2,3-dihydro-1H-inden-5-yl) -N- [2- (3,4-) dimethoxyphenyl) ethyl] -2- (methoxyimino) acetamide of the formula
  • Metrafenone (known from EP-A 0 897 904) of the formula
  • Ferimzone (known from EP-A 0 019 450) of the formula
  • Preferred mixing partners of group (20) are (20-1) pencycuron (known from DE-A 27 32 257) of the formula
  • Preferred mixing partners of group (21) are:
  • Preferred mixing partners of the group (22) are:
  • Preferred mixing partners of group (24) are:
  • the compound (6-7) carpropamid has three asymmetric substituted carbon atoms.
  • the compound (6-7) may therefore be present as a mixture of different isomers or in the form of a single component. More preferably, the compounds (15 ' ) are 3A) -2,2-dichloro-N - [(IA) -1- (4-chloroethyl) ethyl] -1-ethyl-3-methylcyclopropanecarboxamide of the formula
  • the active compound combinations A contain not only a carboxamide of the formula (I) (group 1) but also a strobilurin of the formula (II) (group 2)
  • Preferred combinations of active compounds A are those in which the strobilurin of the formula (II) (group 2) is selected from the following list:
  • active ingredient combinations A in which the strobilurin of the formula (II) (group 2) is selected from the following list: (2-1) azoxystrobin (2-2) fluoxastrobin (2-3) (2 J E) -2- (2 - ⁇ [6- (3-chloro-2-methylphenoxy) -5-fluoro-4-pyrimidinyl] oxy ⁇ phenyl) -2-
  • the active substance combinations B also contain a triazole of the formula (III) (group 3)
  • Preferred combinations of active compounds B are those in which the triazole of the formula (III) (group 3) is selected from the following list:
  • active ingredient combinations B in which the triazole of the formula (III) (group 3) is selected from the following list:
  • the active compound combinations C in addition to a carboxamide of the formula (I) (group 1), also contain a sulfenamide of the formula (IV) (group 4)
  • Active substance combinations C are preferred in which the sulfenamide of the formula (IV) (group 4) is selected from the following list:
  • the active substance combinations D also contain a valinamide (group 5) selected from (5-1) iprovalicarb
  • valinamide Group 5
  • valinamide Group 5
  • the active compound combinations E contain, in addition to a carboxamide of the formula (I) (group 1), a carboxamide of the formula (V) (group 6)
  • Wirkstof ⁇ kombinationen E wherein the carboxamide of formula (V) (group 6) is selected from the following list:
  • the active substance combinations F also contain a dithiocarbamate (group 7) selected from
  • the active substance combinations G also contain an acylalanine of the formula (VI) (group 8)
  • Active ingredient combinations G are preferred in which the acylalanine of the formula (VI) (group 8) is selected from the following list:
  • the active compound combinations H contain, in addition to a carboxamide of the formula (I) (group 1), an anilino-pyrimidine (group 9) selected from (9-1) cyprodinil (9-2) mepanipyrim (9-3) pyrimethanil
  • the active compound combinations I also contain a benzimidazole of the formula (VIII) (group 10) in which R ⁇ R 2, R 27 and R have the meanings given above.
  • Preferred combinations of active compounds I are those in which the benzimidazole of the formula (VIII) (group 10) is selected from the following list:
  • the active compound combinations J also contain a carbamate (group II) of the formula (IX)
  • the active substance combinations K contain not only a carboxamide of the formula (I) (group 1) but also a dicarboximide (group 12) selected from
  • Preferred combinations of active ingredients are K, wherein the dicarboximide (group 12) consists of the following
  • the active substance combinations L also contain a guanidine (group 13) selected from (13-1) dodine (13-2) guazatine
  • Preferred active ingredient combinations are L, in which the guanidine (group 13) is selected from the following list:
  • the active substance combinations M also contain an imidazole (group 14) selected from (14-1) cyazofamide (14-2) prochloraz
  • the active substance combinations N also contain a morpholine (group 15) of the formula (X)
  • Preferred active ingredient combinations are N, in which the morpholine (group 15) of the formula (X) is selected from the following list:
  • morpholine (group 15) of formula (X) is selected from the following list: (15-4) fenpropimorph (15-5) dimethomorph
  • the active compound combinations O contain not only a carboxamide of the formula (I) (group 1) but also a pyrrole (group 16) of the formula (XI)
  • R 34 , R 35 and R 36 have the meanings given above.
  • the active substance combinations P also contain a phosphonate (group 17) selected from (17-1) fosetyl-Al (17-2) phosphonic acid (17-3) tolclofos-methyl
  • the active substance combinations Q also contain a fungicide (group 19) selected from
  • fungicide group 19
  • group 19 is selected from the following list: (19-2) chlorothalonil (19-7) copper oxychloride (19-10) spiroxamine
  • the active substance combinations R also contain a (thio) urea derivative (group 20) selected from
  • active ingredient combinations R wherein the (thio) urea derivative (group 20) is selected from the following list:
  • the active substance combinations S also contain a triazolopyrimidine (group 22) of the formula (XIV)
  • Preferred active ingredient combinations are S, in which the triazolopyrimidine (group 22) of the formula (XIV) is selected from the following list:
  • active ingredient combinations S in which the triazolopyrimidine (group 22) of the formula (XIV) is selected from the following list: (22-1) 5-Cmor-N - [( 7S> 2.2 s 2-trifluoro-1-methylethyl] -6- (2,4,6-trifluorophenyl) [l, 2,4] triazolo [l, 5-a] pyrimidin-7-amine (22- 2) 5-chloro-N - [(7- ⁇ -H, 2-dimethylpropyl] -6- (2 5 4 5 6-trifluorophenyl) [l, 2,4] triazolo [l, 5-a] pyrimidine-7 -amine (22-4) 5-chloro-6- (2,4,6-trifluorophenyl) -7- (4-methylpiperidin-1-yl) [l, 2,4] triazolo [l, 5-a] pyrimidine Highlighted are the active substance combinations S listed in Table 19 below: Table 19: Active substance combinations S
  • the active substance combinations T contain not only a carboxamide of the formula (I) (group 1) but also an iodochromone (group 23) of the formula (XV)
  • Preferred active ingredient combinations are T, in which the iodochromone (group 23) of the formula (XV) is selected from the following list:
  • active ingredient combinations T in which the iodochromone (group 23) of the formula (XV) is selected from the following list: (23-1) 2-butoxy-6-iodo-3-propyl-benzopyran-4-one (23- X) 2-ethoxy-6-iodo-3-propyl-benzopyran-4-one
  • the active substance combinations U also contain a biphenylcarboxamide (group 24) of the formula (XVI)
  • Biphenylcarboxamid (group 24) is selected of the formula (XVI) from the list below: (24-1) N- (3 t, 4 1 dichloro-5-fluoro-l, l 1 - biphenyl-2-yl) -3- (difluoromethyl) -1-methyl-1H-pyrazole-4-carboxamide (24-3) 3- (trifluoromethyl) -N- ⁇ 3'-fluoro-4 '- [( ⁇ - (methoxy-methyl) -methyl] -l, r -biphenyl-2-yl ⁇ -l-methyl-1H-pyrazole-4-carboxamide (24-7) N- (4 1 -bromo-1, r -biphenyl-2-yl ) -4- (difluoromethyl) -2-methyl-l, 3-thiazol-5-carboxamide
  • the active compound combinations V contain not only a carboxamide of the formula (I) (group 1) but also an alkylcarboxamide (group 25) of the formula (XVII)
  • R 58 is hydrogen or fluorine
  • R 59 is hydrogen, halogen, Ci-C3 alkyl or Ci-C is 3 -haloalkyl having 1 to 7 fluorine, chlorine and / or bromine atoms.
  • alkylcarboxamide (group 25) of the formula (XVII) is selected from the following list: (25-l) N- [2- (1,3-dimethylbutyl) phenyl] -1,3-dimethyl lH-pyrazole-4-carboxamide (25-2) N- [2- (1,3-dimethylbutyl) phenyl] -5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide
  • the active compound combinations according to the invention contain, in addition to an active ingredient of the formula (I), at least one active ingredient of the compounds of groups (2) to (25). You may also contain other fungicidal Zumischkomponenten.
  • the combinations according to the invention contain active substances of the formula (I) and a mixed partner from one of the groups (2) to (25) in the mixing ratios exemplified in Table 23 below.
  • the mixing ratios are based on weight ratios.
  • the ratio is to be understood as the active ingredient of the formula (I): Mischpartner.
  • Group (2) Strobilurins 50 1 to 1 50 10 1 to 1 20
  • Group (3) triazoles without (3-15) 50 1 to 1 50 20 1 to 1 20
  • Group (9) anilino-pyrimidines 5 1 to 1 50 1 1 to 1 20
  • Group (11) Carbamates without (11-1) 1 i to 1 150 1 1 to 1 100
  • Group (14) imidazoles 50 1 to 1 50 10 1 to 1 20
  • the mixing ratio should be such that a synergistic mixture is obtained.
  • the mixing ratios between the compound of the formula (I) and a compound of any of the groups (2) to (25) may also vary between the individual compounds of a group.
  • the active compound combinations according to the invention have a strong microbicidal action and can be used for controlling unwanted microorganisms, such as fungi and bacteria, in crop protection and in the protection of materials.
  • Fungicides can be used for the control of Plasmodiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes and Deuteromycetes.
  • Bactericides can be used in crop protection to combat Pseudomonadaceae, Rhizobiaceae,
  • Blumeria species such as Blumeria graminis
  • Podosphaera species such as, for example, P odosphaera leucotricha
  • Sphaerotheca species such as Sphaerotheca fuliginea
  • Uncinula species such as Uncinula necator
  • Gymnosporangium species such as Gymnosporangium sabinae
  • Hemileia species such as Hemileia vastatrix

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

La présente invention concerne de nouvelles combinaisons de principes actifs faites d'un carboxamide de formule générale (I) (groupe 1) dans laquelle R, R1 et A ont les correspondances indiquées dans la description, et des groupes de principes actifs (2) à (25) mentionnés dans la description. Ces nouvelles combinaisons ont de très bonnes propriétés fongicides.
PCT/EP2007/001790 2006-03-15 2007-03-02 Combinaisons de principes actifs fongicides WO2007104437A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102006011869.3 2006-03-15
DE200610011869 DE102006011869A1 (de) 2006-03-15 2006-03-15 Fungizide Wirkstoffkombinationen

Publications (1)

Publication Number Publication Date
WO2007104437A1 true WO2007104437A1 (fr) 2007-09-20

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PCT/EP2007/001790 WO2007104437A1 (fr) 2006-03-15 2007-03-02 Combinaisons de principes actifs fongicides

Country Status (4)

Country Link
AR (1) AR059888A1 (fr)
DE (1) DE102006011869A1 (fr)
TW (1) TW200812484A (fr)
WO (1) WO2007104437A1 (fr)

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Publication number Priority date Publication date Assignee Title
WO2010025832A1 (fr) * 2008-09-03 2010-03-11 Bayer Cropscience Ag Utilisation de compositions de composés fongicides pour lutter contre certaines rouilles
EP2239331A1 (fr) * 2009-04-07 2010-10-13 Bayer CropScience AG Procédé pour améliorer l'utilisation du potentiel de production dans des plantes transgéniques
GB2516838A (en) * 2013-07-31 2015-02-11 Rotam Agrochem Int Co Ltd Fungicidal compositions and their use
CN117121916A (zh) * 2022-07-14 2023-11-28 青岛海利尔生物科技有限公司 一种含丙硫菌唑的农药组合及其应用

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Publication number Priority date Publication date Assignee Title
EP2393363B1 (fr) * 2009-02-03 2013-11-06 Bayer CropScience AG Utilisation d'un analogue d'acide hétéroaromatique sulfureux comme bactéricide

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010025832A1 (fr) * 2008-09-03 2010-03-11 Bayer Cropscience Ag Utilisation de compositions de composés fongicides pour lutter contre certaines rouilles
EP2239331A1 (fr) * 2009-04-07 2010-10-13 Bayer CropScience AG Procédé pour améliorer l'utilisation du potentiel de production dans des plantes transgéniques
GB2516838A (en) * 2013-07-31 2015-02-11 Rotam Agrochem Int Co Ltd Fungicidal compositions and their use
GB2516838B (en) * 2013-07-31 2016-09-21 Rotam Agrochem Int Co Ltd Fungicidal compositions and their use
CN117121916A (zh) * 2022-07-14 2023-11-28 青岛海利尔生物科技有限公司 一种含丙硫菌唑的农药组合及其应用

Also Published As

Publication number Publication date
AR059888A1 (es) 2008-05-07
DE102006011869A1 (de) 2007-09-20
TW200812484A (en) 2008-03-16

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