PE20010641A1 - Derivados de piperazina como antagonistas del receptor de serotonina 5-ht1b - Google Patents
Derivados de piperazina como antagonistas del receptor de serotonina 5-ht1bInfo
- Publication number
- PE20010641A1 PE20010641A1 PE2000000989A PE0009892000A PE20010641A1 PE 20010641 A1 PE20010641 A1 PE 20010641A1 PE 2000000989 A PE2000000989 A PE 2000000989A PE 0009892000 A PE0009892000 A PE 0009892000A PE 20010641 A1 PE20010641 A1 PE 20010641A1
- Authority
- PE
- Peru
- Prior art keywords
- alkyl
- halogen
- heteroaryl
- serotonin
- phenyl
- Prior art date
Links
- QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin Chemical compound C1=C(O)C=C2C(CCN)=CNC2=C1 QZAYGJVTTNCVMB-UHFFFAOYSA-N 0.000 title abstract 4
- 102100027499 5-hydroxytryptamine receptor 1B Human genes 0.000 title abstract 2
- 101710138639 5-hydroxytryptamine receptor 1B Proteins 0.000 title abstract 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical class C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 title abstract 2
- 239000005557 antagonist Substances 0.000 title abstract 2
- 229940076279 serotonin Drugs 0.000 title abstract 2
- 229940066771 systemic antihistamines piperazine derivative Drugs 0.000 title abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 150000002367 halogens Chemical class 0.000 abstract 4
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 3
- -1 2-CHLORO-3-TRIFLUOROMETHYLPHENYL Chemical class 0.000 abstract 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 abstract 2
- TUCNEACPLKLKNU-UHFFFAOYSA-N acetyl Chemical compound C[C]=O TUCNEACPLKLKNU-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 1
- 208000020401 Depressive disease Diseases 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical class [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing aromatic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
SE REFIERE A DERIVADOS DE PIPERAZINA DE FORMULA I, DONDE: Ra ES UN GRUPO i, P1 ES FENILO, NAFTILO, HETEROARILO; R1 Y R2 SON HALOGENO, ALQUILO C1-C6, CICLOALQUILO C3-C6, CO-ALQUILO C1-C6, SR6, SO2NR6R7, NR6CONR7R8, ENTRE OTROS; R6, R7 Y R8 SON H, ALQUILO C1-C6; a ES 0-3; Ra ES UN GRUPO ii; P2 ES FENILO, HETEROARILO, ANILLO HETEROCICLICO DE 5-7 MIEMBROS; P3 ES FENILO, NAFTILO, HETEROARILO; A ES UN ENLACE, O, CARBONILO, CH2, NR4; R4 ES H, ALQUILO C1-C6; O R2 ES UN HETEROARILO OPCIONALMENTE SUSTITUIDO CON ALQUILO C1-C6, HALOGENO, CO-ALQUILO C1-C6, ENTRE OTROS; R3 ES HALOGENO, ALQUILO C1-C6, CICLOALQUILO C3-C6, ENTRE OTROS; b Y c SON 0-3; Y ES UN ENLACE, CH2, O, NR5; R5 ES H, ALQUILO C1-C6; W ES -(CR9R10)t-, -HC=CH-, t ES 2-4; R9 Y R10 SON H, ALQUILO C1-C6; Rb ES H, HALOGENO, HIDROXI, ALQUILO C1-C6, CF3, CO-ALQUILO C1-C6, ENTRE OTROS; Ro ES H, ALQUILO C1-C6, Rd Y Re SON ALQUILO C1-C4. SON COMPUESTOS PREFERIDOS CIS-1-[(2-CLORO-3-TRIFLUOROMETILFENIL)ACETIL]-6-(3,4,5-TRIMETILPIPERAZIN-1-IL)INDOL; CIS-1-[(2-FLUORO-3-TRIFLUOROMETILFENIL)ACETIL]-5-METOXI-6-(3,4,5-TRIMETILPIPERAZIN-1-IL)INDOLINA, ENTRE OTROS. TAMBIEN SE REFIERE A UN PROCEDIMIENTO PARA LA PREPARACION. EL COMPUESTO I ES UN ANTAGONISTA DEL RECEPTOR DE SEROTONINA 5-HT1B Y PUEDE SER UTIL PARA EL TRATAMIENTO DE LA DEPRESION
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB9922831.4A GB9922831D0 (en) | 1999-09-25 | 1999-09-25 | Novel compounds |
GB0001936A GB0001936D0 (en) | 2000-01-27 | 2000-01-27 | Novel compounds |
GB0013873A GB0013873D0 (en) | 2000-06-07 | 2000-06-07 | Novel compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
PE20010641A1 true PE20010641A1 (es) | 2001-07-14 |
Family
ID=27255501
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PE2000000989A PE20010641A1 (es) | 1999-09-25 | 2000-09-22 | Derivados de piperazina como antagonistas del receptor de serotonina 5-ht1b |
Country Status (27)
Country | Link |
---|---|
US (2) | US6747030B1 (es) |
EP (1) | EP1216239B1 (es) |
JP (1) | JP2003510317A (es) |
KR (1) | KR20020030126A (es) |
CN (1) | CN1190432C (es) |
AR (1) | AR029454A1 (es) |
AT (1) | ATE259363T1 (es) |
AU (1) | AU765020B2 (es) |
BR (1) | BR0014279A (es) |
CA (1) | CA2385737A1 (es) |
CO (1) | CO5200839A1 (es) |
CZ (1) | CZ20021038A3 (es) |
DE (1) | DE60008262T2 (es) |
DK (1) | DK1216239T3 (es) |
ES (1) | ES2211624T3 (es) |
HK (1) | HK1046909B (es) |
HU (1) | HUP0202787A3 (es) |
IL (1) | IL148818A0 (es) |
MX (1) | MXPA02003175A (es) |
MY (1) | MY122391A (es) |
NO (1) | NO20021459D0 (es) |
NZ (1) | NZ517865A (es) |
PE (1) | PE20010641A1 (es) |
PL (1) | PL362900A1 (es) |
PT (1) | PT1216239E (es) |
TR (1) | TR200200795T2 (es) |
WO (1) | WO2001023374A1 (es) |
Families Citing this family (31)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1216239B1 (en) * | 1999-09-25 | 2004-02-11 | SmithKline Beecham plc | Piperazine derivatives as 5-ht1b antagonists |
US6906192B2 (en) | 2000-11-07 | 2005-06-14 | Bristol Myers Squibb Company | Processes for the preparation of acid derivatives useful as serine protease inhibitors |
JP2004514669A (ja) | 2000-11-07 | 2004-05-20 | ブリストル−マイヤーズ スクイブ カンパニー | セリンプロテアーゼ阻害剤として有用な酸誘導体 |
GB0106419D0 (en) * | 2001-03-15 | 2001-05-02 | Smithkline Beecham Plc | Novel compounds |
GB0106586D0 (en) * | 2001-03-16 | 2001-05-09 | Smithkline Beecham Plc | Novel compounds |
GB0224557D0 (en) | 2002-10-22 | 2002-11-27 | Glaxo Group Ltd | Novel compounds |
CA2528644A1 (en) | 2003-06-18 | 2004-12-23 | Pfizer Products Inc. | Novel piperazinyl-aryloxy and piperazinyl-heteroaryloxy-n-aryl lactams |
AR053407A1 (es) | 2004-07-28 | 2007-05-09 | Glaxo Group Ltd | Derivados de piperazina, proceso para la preparacion de dicho compuesto y composicion farmaceutica que lo comprende. |
EP2006289B1 (en) | 2006-03-31 | 2011-11-30 | Wako Pure Chemical Industries, Ltd. | Pyrazole-type cyanine dye |
WO2007113202A1 (en) | 2006-03-31 | 2007-10-11 | Glaxo Group Limited | Piperazine derivatives as growth hormone secretagogue (ghs) receptor agonists |
EP3412676B1 (en) | 2010-08-10 | 2020-02-12 | Rempex Pharmaceuticals, Inc. | Cyclic boronic acid ester derivatives, method for the preparation and therapeutic uses thereof |
US9012491B2 (en) | 2011-08-31 | 2015-04-21 | Rempex Pharmaceuticals, Inc. | Heterocyclic boronic acid ester derivatives and therapeutic uses thereof |
US9156858B2 (en) | 2012-05-23 | 2015-10-13 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
US10561675B2 (en) | 2012-06-06 | 2020-02-18 | Rempex Pharmaceuticals, Inc. | Cyclic boronic acid ester derivatives and therapeutic uses thereof |
CN102766139B (zh) * | 2012-08-14 | 2014-09-17 | 江苏先声药物研究有限公司 | 阿齐沙坦的多晶型物及其制备方法 |
US9241947B2 (en) | 2013-01-04 | 2016-01-26 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
EA201591003A1 (ru) | 2013-01-04 | 2015-12-30 | Ремпекс Фармасьютикалз, Инк. | Производные бороновой кислоты и их терапевтическое применение |
US9101638B2 (en) | 2013-01-04 | 2015-08-11 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
US9132140B2 (en) | 2013-01-04 | 2015-09-15 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
EP3604316B1 (en) | 2014-05-05 | 2023-12-06 | Melinta Therapeutics, Inc. | Synthesis of boronate salts |
US9687497B1 (en) | 2014-05-05 | 2017-06-27 | Rempex Pharmaceuticals, Inc. | Salts and polymorphs of cyclic boronic acid ester derivatives and therapeutic uses thereof |
JP6672176B2 (ja) | 2014-05-19 | 2020-03-25 | レンペックス・ファーマシューティカルズ・インコーポレイテッド | ボロン酸誘導体およびその治療的使用 |
WO2016003929A1 (en) | 2014-07-01 | 2016-01-07 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
US10662205B2 (en) | 2014-11-18 | 2020-05-26 | Qpex Biopharma, Inc. | Cyclic boronic acid ester derivatives and therapeutic uses thereof |
GB2532990A (en) | 2014-12-05 | 2016-06-08 | Schlumberger Holdings | Corrosion inhibition |
US20180051041A1 (en) | 2015-03-17 | 2018-02-22 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
GB2543498A (en) | 2015-10-19 | 2017-04-26 | Schlumberger Holdings | Corrosion inhibition |
WO2018005662A1 (en) | 2016-06-30 | 2018-01-04 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
IL273551B2 (en) | 2017-10-11 | 2024-02-01 | Qpex Biopharma Inc | Boronic acid derivatives and their synthesis |
CA3097127A1 (en) | 2018-04-20 | 2019-10-24 | Qpex Biopharma, Inc. | Boronic acid derivatives and therapeutic uses thereof |
WO2020183011A1 (en) | 2019-03-14 | 2020-09-17 | Institut Curie | Htr1d inhibitors and uses thereof in the treatment of cancer |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE69232003T2 (de) * | 1991-09-18 | 2002-04-25 | Glaxo Group Ltd., Greenford | Benzanilidderivate als 5-HT1D-Antagonisten |
US5696122A (en) * | 1993-09-03 | 1997-12-09 | Smithkline Beecham P.L.C. | Indole and indoline derivatives as 5HT1D receptor antagonists |
CA2274055A1 (en) | 1996-12-19 | 1998-06-25 | Smithkline Beecham P.L.C. | N-piperazin-1-ylphenyl-benzamide derivatives |
EP0975614A1 (en) * | 1997-04-18 | 2000-02-02 | Smithkline Beecham Plc | A bicyclic aryl or a bicyclic heterocyclic ring containing compounds having a combined 5ht1a, 5ht1b and 5ht1d receptor antagonistic activity |
WO1998050358A1 (en) | 1997-04-18 | 1998-11-12 | Smithkline Beecham Plc | Indole derivatives having combined 5ht1a, 5ht1b and 5ht1d receptor antagonist activity |
GB9725931D0 (en) * | 1997-12-05 | 1998-02-04 | Smithkline Beecham Plc | Novel compounds |
EP1216239B1 (en) * | 1999-09-25 | 2004-02-11 | SmithKline Beecham plc | Piperazine derivatives as 5-ht1b antagonists |
-
2000
- 2000-09-21 EP EP00967803A patent/EP1216239B1/en not_active Expired - Lifetime
- 2000-09-21 MX MXPA02003175A patent/MXPA02003175A/es active IP Right Grant
- 2000-09-21 TR TR2002/00795T patent/TR200200795T2/xx unknown
- 2000-09-21 IL IL14881800A patent/IL148818A0/xx unknown
- 2000-09-21 AU AU77836/00A patent/AU765020B2/en not_active Ceased
- 2000-09-21 CN CNB008162697A patent/CN1190432C/zh not_active Expired - Fee Related
- 2000-09-21 PL PL00362900A patent/PL362900A1/xx not_active Application Discontinuation
- 2000-09-21 ES ES00967803T patent/ES2211624T3/es not_active Expired - Lifetime
- 2000-09-21 WO PCT/EP2000/009442 patent/WO2001023374A1/en active IP Right Grant
- 2000-09-21 JP JP2001526526A patent/JP2003510317A/ja active Pending
- 2000-09-21 DK DK00967803T patent/DK1216239T3/da active
- 2000-09-21 KR KR1020027003825A patent/KR20020030126A/ko not_active Ceased
- 2000-09-21 CZ CZ20021038A patent/CZ20021038A3/cs unknown
- 2000-09-21 DE DE60008262T patent/DE60008262T2/de not_active Expired - Fee Related
- 2000-09-21 NZ NZ517865A patent/NZ517865A/en unknown
- 2000-09-21 US US10/089,013 patent/US6747030B1/en not_active Expired - Fee Related
- 2000-09-21 HU HU0202787A patent/HUP0202787A3/hu unknown
- 2000-09-21 AT AT00967803T patent/ATE259363T1/de not_active IP Right Cessation
- 2000-09-21 BR BR0014279-4A patent/BR0014279A/pt not_active IP Right Cessation
- 2000-09-21 CA CA002385737A patent/CA2385737A1/en not_active Abandoned
- 2000-09-21 PT PT00967803T patent/PT1216239E/pt unknown
- 2000-09-22 PE PE2000000989A patent/PE20010641A1/es not_active Application Discontinuation
- 2000-09-22 CO CO00072095A patent/CO5200839A1/es not_active Application Discontinuation
- 2000-09-22 AR ARP000104983A patent/AR029454A1/es not_active Application Discontinuation
- 2000-09-22 MY MYPI20004437A patent/MY122391A/en unknown
-
2002
- 2002-03-22 NO NO20021459A patent/NO20021459D0/no not_active Application Discontinuation
- 2002-11-21 HK HK02108463.9A patent/HK1046909B/zh not_active IP Right Cessation
-
2004
- 2004-03-17 US US10/802,236 patent/US20040176388A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
US20040176388A1 (en) | 2004-09-09 |
HK1046909B (zh) | 2004-12-03 |
HK1046909A1 (en) | 2003-01-30 |
DE60008262D1 (de) | 2004-03-18 |
PL362900A1 (en) | 2004-11-02 |
KR20020030126A (ko) | 2002-04-22 |
WO2001023374A1 (en) | 2001-04-05 |
CA2385737A1 (en) | 2001-04-05 |
HUP0202787A3 (en) | 2003-12-29 |
PT1216239E (pt) | 2004-05-31 |
DK1216239T3 (da) | 2004-06-14 |
NO20021459L (no) | 2002-03-22 |
EP1216239B1 (en) | 2004-02-11 |
NZ517865A (en) | 2003-11-28 |
MY122391A (en) | 2006-04-29 |
CN1399635A (zh) | 2003-02-26 |
AR029454A1 (es) | 2003-07-02 |
MXPA02003175A (es) | 2002-09-30 |
AU7783600A (en) | 2001-04-30 |
ATE259363T1 (de) | 2004-02-15 |
CN1190432C (zh) | 2005-02-23 |
TR200200795T2 (tr) | 2002-07-22 |
CO5200839A1 (es) | 2002-09-27 |
AU765020B2 (en) | 2003-09-04 |
HUP0202787A2 (hu) | 2002-12-28 |
IL148818A0 (en) | 2002-09-12 |
BR0014279A (pt) | 2002-05-21 |
DE60008262T2 (de) | 2004-12-16 |
US6747030B1 (en) | 2004-06-08 |
JP2003510317A (ja) | 2003-03-18 |
ES2211624T3 (es) | 2004-07-16 |
EP1216239A1 (en) | 2002-06-26 |
CZ20021038A3 (cs) | 2002-08-14 |
NO20021459D0 (no) | 2002-03-22 |
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