PE20020393A1 - Proceso para la fabricacion de acidos n-aril-antranilicos y sus derivados - Google Patents
Proceso para la fabricacion de acidos n-aril-antranilicos y sus derivadosInfo
- Publication number
- PE20020393A1 PE20020393A1 PE2001000853A PE2001000853A PE20020393A1 PE 20020393 A1 PE20020393 A1 PE 20020393A1 PE 2001000853 A PE2001000853 A PE 2001000853A PE 2001000853 A PE2001000853 A PE 2001000853A PE 20020393 A1 PE20020393 A1 PE 20020393A1
- Authority
- PE
- Peru
- Prior art keywords
- alkyl
- aryl
- formula
- heterocycle
- halo
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 239000002253 acid Substances 0.000 title abstract 2
- 150000007513 acids Chemical class 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical class [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 abstract 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical class O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 1
- -1 PHENYLAMINE COMPOUND Chemical class 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- PBGGNZZGJIKBMJ-UHFFFAOYSA-N di(propan-2-yl)azanide Chemical compound CC(C)[N-]C(C)C PBGGNZZGJIKBMJ-UHFFFAOYSA-N 0.000 abstract 1
- 150000004678 hydrides Chemical class 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
- C07C259/04—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids
- C07C259/10—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids having carbon atoms of hydroxamic groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C221/00—Preparation of compounds containing amino groups and doubly-bound oxygen atoms bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/04—Formation of amino groups in compounds containing carboxyl groups
- C07C227/06—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
- C07C227/08—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid by reaction of ammonia or amines with acids containing functional groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- 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
- 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
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pyridine Compounds (AREA)
- Indole Compounds (AREA)
Abstract
SE REFIERE A UN PROCESO PARA SINTETIZAR COMPUESTOS ACIDOS N-ARILANTRANILICOS DE FORMULA I DONDE R1 ES H, ALQUILO, ALCOXI, ARILO; R2, R3, R4, R5, R6, R7, R8, R9, R10 SON H, HALO, ALQUILO, ARILO, HETEROCICLO, HALOALQUILO, ALCOXI, NITRO, (O)m-(CH2)nR11; m ES 0-1; n ES 0-4; R11 ES H, OH, CO2H, N(R12)R13; R8, R9, R10 JUNTOS FORMAN ARILO, HETEROARILO, HETEROCICLO, CICLOALQUILO, R1 Y R6 JUNTO A N Y R1 FORMAN UN ANILLO DIHIDROAROMATICO DE 5-6 MIEMBROS; R12 Y R13 SON H, ALQUILO; O JUNTO A N FORMAN UN HETEROCICLO DE 3-10 MIEMBROS; Z ES COOH, COOM, COOR15, CONR16R17; M ES UN CATION DE METAL; R15 ES ALQUILO, ALQUENILO, ENTRE OTROS; R16, R17, R18, R19 SON H, ALQUILO, ALQUENILO, FENILO, BENCILO; QUE COMPRENDE REACCIONAR UN COMPUESTO FENILAMINO SUSTITUIDO DE FORMULA A CON UN ARILO SUSTITUIDO DE FORMULA B; X ES HALO, O-LG; LG ES SO2R20, PO(OR20)2; R20 ES ALQUILO, ARILO EN PRESENCIA DE UN SOLVENTE COMO ACETONITRILO, TETRAHIDROFURANO, 1,2-DIETOXIETANO, ETER DIETILICO, ENTRE OTROS; UNA BASE COMO HIDRURO, DIALQUILAMIDA, DIISOPROPILAMIDA, ALCOXIDO; INICIALMENTE SE UTILIZA DE 1-5 EQUIVALENTES Y OPTATIVAMENTE SE AGREGAN DE 0,5 A 4 EQUIVALENTES AGREGANDOSE EN INTERVALOS POR UN TIEMPO Y A UNA TEMPERATURA DE -78°C A 150°C. EL PROCEDIMIENTO PUEDE OBTENER RENDIMIENTOS MAS ALTOS Y MINIMIZAR LA CANTIDAD DE ANILINA REQUERIDA
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US22820600P | 2000-08-25 | 2000-08-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PE20020393A1 true PE20020393A1 (es) | 2002-05-09 |
Family
ID=22856235
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE2001000853A PE20020393A1 (es) | 2000-08-25 | 2001-08-24 | Proceso para la fabricacion de acidos n-aril-antranilicos y sus derivados |
Country Status (31)
| Country | Link |
|---|---|
| EP (1) | EP1313694A1 (es) |
| JP (1) | JP2004507518A (es) |
| KR (1) | KR20030059115A (es) |
| CN (1) | CN1458921A (es) |
| AP (1) | AP2001002249A0 (es) |
| AR (1) | AR032175A1 (es) |
| AU (1) | AU2001277044A1 (es) |
| BG (1) | BG107635A (es) |
| BR (1) | BR0113520A (es) |
| CA (1) | CA2420003A1 (es) |
| CZ (1) | CZ2003477A3 (es) |
| DO (1) | DOP2001000238A (es) |
| EA (1) | EA200300187A1 (es) |
| GT (1) | GT200100174A (es) |
| HN (1) | HN2001000216A (es) |
| HU (1) | HUP0300828A2 (es) |
| IL (1) | IL154507A0 (es) |
| IS (1) | IS6724A (es) |
| MA (1) | MA26949A1 (es) |
| MX (1) | MXPA03001654A (es) |
| NO (1) | NO20030844L (es) |
| PA (1) | PA8526501A1 (es) |
| PE (1) | PE20020393A1 (es) |
| PL (1) | PL360699A1 (es) |
| SK (1) | SK2072003A3 (es) |
| SV (1) | SV2002000601A (es) |
| TN (1) | TNSN01127A1 (es) |
| UY (1) | UY26908A1 (es) |
| WO (1) | WO2002018319A1 (es) |
| YU (1) | YU14303A (es) |
| ZA (1) | ZA200301182B (es) |
Families Citing this family (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7235537B2 (en) | 2002-03-13 | 2007-06-26 | Array Biopharma, Inc. | N3 alkylated benzimidazole derivatives as MEK inhibitors |
| PA8569301A1 (es) | 2002-03-13 | 2004-10-08 | Array Biopharma Inc | "derivados de bencimidazol n3 alquilado como inhibidores de mek" "n3 alkylated benzimidazole derivatives as mek inhibitors" |
| US7144907B2 (en) | 2003-09-03 | 2006-12-05 | Array Biopharma Inc. | Heterocyclic inhibitors of MEK and methods of use thereof |
| US7538120B2 (en) | 2003-09-03 | 2009-05-26 | Array Biopharma Inc. | Method of treating inflammatory diseases |
| RU2352558C2 (ru) | 2003-10-21 | 2009-04-20 | Уорнер-Ламберт Компани Ллс | Полиморфная форма n-[(r)-2,3-дигидроксипропокси]-3,4-дифтор-2-(2-фтор-4 йодфениламино)бензамида |
| US7732616B2 (en) | 2003-11-19 | 2010-06-08 | Array Biopharma Inc. | Dihydropyridine and dihydropyridazine derivatives as inhibitors of MEK and methods of use thereof |
| US7517994B2 (en) | 2003-11-19 | 2009-04-14 | Array Biopharma Inc. | Heterocyclic inhibitors of MEK and methods of use thereof |
| BRPI0416692A (pt) | 2003-11-19 | 2007-01-30 | Array Biopharma Inc | inibidores heterocìclicos de mek e métodos de emprego destes |
| US20050130954A1 (en) | 2003-11-21 | 2005-06-16 | Mitchell Ian S. | AKT protein kinase inhibitors |
| UA89035C2 (ru) * | 2003-12-03 | 2009-12-25 | Лео Фарма А/С | Эфиры гидроксамовых кислот и их фармацевтическое применение |
| PT1877379E (pt) | 2005-04-13 | 2013-04-17 | Astex Therapeutics Ltd | Derivados de hidroxibenzamida e seu uso como inibidores de hsp90 |
| EP1967516B1 (en) | 2005-05-18 | 2009-11-04 | Array Biopharma, Inc. | 4-(phenylamino)-6-oxo-1,6-dihydropyridazine-3-carboxamide derivatives as MEK inhibitors for the treatment of hyperproliferative diseases |
| US7754725B2 (en) | 2006-03-01 | 2010-07-13 | Astex Therapeutics Ltd. | Dihydroxyphenyl isoindolymethanones |
| JP5231411B2 (ja) | 2006-07-06 | 2013-07-10 | アレイ バイオファーマ、インコーポレイテッド | Aktプロテインキナーゼ阻害剤としてのジヒドロチエノピリミジン |
| DE602007011628D1 (de) | 2006-07-06 | 2011-02-10 | Array Biopharma Inc | Dihydrofuropyrimidine als akt-proteinkinaseinhibitoren |
| US8063050B2 (en) | 2006-07-06 | 2011-11-22 | Array Biopharma Inc. | Hydroxylated and methoxylated pyrimidyl cyclopentanes as AKT protein kinase inhibitors |
| MX2008016203A (es) | 2006-07-06 | 2009-01-27 | Array Biopharma Inc | Ciclopenta [d] pirimidinas como inhibidores de la proteina cinasa akt. |
| EP2073802A1 (en) | 2006-10-12 | 2009-07-01 | Astex Therapeutics Limited | Pharmaceutical combinations |
| JP5410285B2 (ja) | 2006-10-12 | 2014-02-05 | アステックス、セラピューティックス、リミテッド | 医薬化合物 |
| US8883790B2 (en) | 2006-10-12 | 2014-11-11 | Astex Therapeutics Limited | Pharmaceutical combinations |
| US9730912B2 (en) | 2006-10-12 | 2017-08-15 | Astex Therapeutics Limited | Pharmaceutical compounds |
| GB0620259D0 (en) | 2006-10-12 | 2006-11-22 | Astex Therapeutics Ltd | Pharmaceutical compounds |
| US8916552B2 (en) | 2006-10-12 | 2014-12-23 | Astex Therapeutics Limited | Pharmaceutical combinations |
| US9409886B2 (en) | 2007-07-05 | 2016-08-09 | Array Biopharma Inc. | Pyrimidyl cyclopentanes as AKT protein kinase inhibitors |
| KR101624361B1 (ko) | 2007-07-05 | 2016-05-25 | 어레이 바이오파마 인크. | Akt 단백질 키나제 억제제로서의 피리미딜 시클로펜탄 |
| US8846683B2 (en) | 2007-07-05 | 2014-09-30 | Array Biopharma, Inc. | Pyrimidyl cyclopentanes as Akt protein kinase inhibitors |
| CA2692502C (en) | 2007-07-05 | 2016-03-01 | Array Biopharma Inc. | Pyrimidyl cyclopentanes as akt protein kinase inhibitors |
| EP2247578B1 (en) | 2008-01-09 | 2013-05-22 | Array Biopharma, Inc. | Hydroxylated pyrimidyl cyclopentanes as akt protein kinase inhibitors |
| NZ586720A (en) | 2008-01-09 | 2012-11-30 | Array Biopharma Inc | Hydroxylated pyrimidyl cyclopentane as akt protein kinase inhibitor |
| GB0806527D0 (en) | 2008-04-11 | 2008-05-14 | Astex Therapeutics Ltd | Pharmaceutical compounds |
| CN101985428B (zh) * | 2009-07-29 | 2014-02-12 | 杭州民生药业有限公司 | 邻苯胺基苯甲酸衍生物或其药学上可接受的盐、其制备方法及其用途 |
| US20120316337A1 (en) * | 2010-02-19 | 2012-12-13 | Universite Du Maine | Method for preparing chemical compounds of interest by nucleophilic aromatic substitution of aromatic carboxylic acid derivatives supporting at least one electro-attractive group |
| JP2013519715A (ja) * | 2010-02-19 | 2013-05-30 | センター ナショナル デ ラ リシェルシェ サイエンティフィック | 少なくとも1つの電子求引性基を有する芳香族カルボン酸誘導体の芳香族求核置換による目的の化学化合物の調製方法 |
| MY179607A (en) | 2011-04-01 | 2020-11-11 | Genentech Inc | Combinations of akt inhibitor compounds and abiraterone, and methods of use |
| BR112013025397A2 (pt) | 2011-04-01 | 2019-09-24 | Deepak Sampath | combinação de um composto, composto de fórmula i ou um sal farmaceuticamente aceitável do mesmo, uso, kit, produto, método para tratamento de um distúrbio hiperproliferativo e método para tratamento de uma doença ou afecção modulada por quinase akt em um mamífero |
| CN104837826B (zh) * | 2012-10-12 | 2018-07-27 | 埃克塞里艾克西斯公司 | 制备用于治疗癌症的化合物的新型方法 |
| CN112745237B (zh) * | 2019-10-29 | 2023-06-20 | 中国科学院上海药物研究所 | 2-芳基胺类化合物及其制备方法和应用 |
| WO2024011559A1 (en) * | 2022-07-15 | 2024-01-18 | Southern University Of Science And Technology | Fused aromatic amine preparing from isocyanide and cyclopropene |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3138636A (en) * | 1960-06-23 | 1964-06-23 | Parke Davis & Co | Anthranilic acid derivatives |
| WO1998037881A1 (en) * | 1997-02-28 | 1998-09-03 | Warner Lambert Company | Method of treating or preventing septic shock by administering a mek inhibitor |
| HUP0003731A3 (en) * | 1997-07-01 | 2002-11-28 | Warner Lambert Co | 4-bromo or 4-iodo phenylamino benzhydroxamic acid derivatives and their use as mek inhibitors |
| EP0993437B1 (en) * | 1997-07-01 | 2006-11-08 | Warner-Lambert Company Llc | 2-(4-bromo or 4-iodo phenylamino) benzoic acid derivatives and their use as mek inhibitors |
| CA2348236A1 (en) * | 1999-01-13 | 2000-07-20 | Stephen Douglas Barrett | 4-arylamino, 4-aryloxy, and 4-arylthio diarylamines and derivatives thereof as selective mek inhibitors |
| HK1045682B (zh) * | 1999-04-21 | 2006-04-07 | 沃尼尔‧朗伯公司 | 制备-2-(n-苯基氨基)苯甲酸衍生物的方法 |
-
2001
- 2001-07-20 EA EA200300187A patent/EA200300187A1/ru unknown
- 2001-07-20 CZ CZ2003477A patent/CZ2003477A3/cs unknown
- 2001-07-20 JP JP2002523437A patent/JP2004507518A/ja active Pending
- 2001-07-20 EP EP01954824A patent/EP1313694A1/en not_active Withdrawn
- 2001-07-20 BR BR0113520-1A patent/BR0113520A/pt not_active Application Discontinuation
- 2001-07-20 WO PCT/US2001/022948 patent/WO2002018319A1/en not_active Ceased
- 2001-07-20 HU HU0300828A patent/HUP0300828A2/hu unknown
- 2001-07-20 SK SK207-2003A patent/SK2072003A3/sk unknown
- 2001-07-20 IL IL15450701A patent/IL154507A0/xx unknown
- 2001-07-20 AP APAP/P/2001/002249A patent/AP2001002249A0/en unknown
- 2001-07-20 YU YU14303A patent/YU14303A/sh unknown
- 2001-07-20 PL PL36069901A patent/PL360699A1/xx unknown
- 2001-07-20 CN CN01815869A patent/CN1458921A/zh active Pending
- 2001-07-20 AU AU2001277044A patent/AU2001277044A1/en not_active Abandoned
- 2001-07-20 MX MXPA03001654A patent/MXPA03001654A/es unknown
- 2001-07-20 CA CA002420003A patent/CA2420003A1/en not_active Abandoned
- 2001-07-20 KR KR10-2003-7002675A patent/KR20030059115A/ko not_active Withdrawn
- 2001-08-15 SV SV2001000601A patent/SV2002000601A/es not_active Application Discontinuation
- 2001-08-22 TN TNTNSN01127A patent/TNSN01127A1/en unknown
- 2001-08-23 PA PA20018526501A patent/PA8526501A1/es unknown
- 2001-08-24 UY UY26908A patent/UY26908A1/es not_active Application Discontinuation
- 2001-08-24 PE PE2001000853A patent/PE20020393A1/es not_active Application Discontinuation
- 2001-08-24 DO DO2001000238A patent/DOP2001000238A/es unknown
- 2001-08-24 GT GT200100174A patent/GT200100174A/es unknown
- 2001-08-24 AR ARP010104047A patent/AR032175A1/es unknown
- 2001-09-26 HN HN2001000216A patent/HN2001000216A/es unknown
-
2003
- 2003-02-12 ZA ZA200301182A patent/ZA200301182B/en unknown
- 2003-02-20 IS IS6724A patent/IS6724A/is unknown
- 2003-02-24 NO NO20030844A patent/NO20030844L/no not_active Application Discontinuation
- 2003-03-13 BG BG107635A patent/BG107635A/bg unknown
- 2003-03-14 MA MA27069A patent/MA26949A1/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2420003A1 (en) | 2002-03-07 |
| SV2002000601A (es) | 2002-04-03 |
| MA26949A1 (fr) | 2004-12-20 |
| EP1313694A1 (en) | 2003-05-28 |
| YU14303A (sh) | 2006-08-17 |
| CN1458921A (zh) | 2003-11-26 |
| PL360699A1 (en) | 2004-09-20 |
| MXPA03001654A (es) | 2004-09-10 |
| PA8526501A1 (es) | 2002-07-30 |
| KR20030059115A (ko) | 2003-07-07 |
| SK2072003A3 (en) | 2004-01-08 |
| NO20030844L (no) | 2003-02-25 |
| NO20030844D0 (no) | 2003-02-24 |
| IL154507A0 (en) | 2003-09-17 |
| DOP2001000238A (es) | 2003-01-31 |
| CZ2003477A3 (cs) | 2003-10-15 |
| AU2001277044A1 (en) | 2002-03-13 |
| EA200300187A1 (ru) | 2003-08-28 |
| HUP0300828A2 (hu) | 2003-09-29 |
| BG107635A (bg) | 2004-09-30 |
| TNSN01127A1 (en) | 2005-11-10 |
| AP2001002249A0 (en) | 2001-09-30 |
| ZA200301182B (en) | 2004-05-12 |
| JP2004507518A (ja) | 2004-03-11 |
| WO2002018319A1 (en) | 2002-03-07 |
| GT200100174A (es) | 2002-07-18 |
| IS6724A (is) | 2003-02-20 |
| BR0113520A (pt) | 2003-06-24 |
| UY26908A1 (es) | 2001-11-30 |
| AR032175A1 (es) | 2003-10-29 |
| HN2001000216A (es) | 2002-05-22 |
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