DE60217062D1 - Verfahren zur herstellung von clopidogrel - Google Patents
Verfahren zur herstellung von clopidogrelInfo
- Publication number
- DE60217062D1 DE60217062D1 DE60217062T DE60217062T DE60217062D1 DE 60217062 D1 DE60217062 D1 DE 60217062D1 DE 60217062 T DE60217062 T DE 60217062T DE 60217062 T DE60217062 T DE 60217062T DE 60217062 D1 DE60217062 D1 DE 60217062D1
- Authority
- DE
- Germany
- Prior art keywords
- optically active
- compounds
- racemic
- formula
- bromine
- 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.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title abstract 2
- 239000005552 B01AC04 - Clopidogrel Substances 0.000 title 1
- GKTWGGQPFAXNFI-HNNXBMFYSA-N clopidogrel Chemical compound C1([C@H](N2CC=3C=CSC=3CC2)C(=O)OC)=CC=CC=C1Cl GKTWGGQPFAXNFI-HNNXBMFYSA-N 0.000 title 1
- 229960003009 clopidogrel Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 239000011737 fluorine Substances 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052740 iodine Inorganic materials 0.000 abstract 2
- 239000011630 iodine Substances 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 230000002744 anti-aggregatory effect Effects 0.000 abstract 1
- 230000002785 anti-thrombosis Effects 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000012467 final product Substances 0.000 abstract 1
- 239000013067 intermediate product Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- MKYRMMMSZSVIGD-UHFFFAOYSA-N thieno[3,2-c]pyridine Chemical class N1=CC=C2SC=CC2=C1 MKYRMMMSZSVIGD-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Diabetes (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| INMU008401 | 2001-01-24 | ||
| IN84MU2001 IN191030B (de) | 2001-01-24 | 2001-01-24 | |
| US10/054,101 US6635763B2 (en) | 2001-01-24 | 2001-10-22 | Process to prepare clopidogrel |
| US54101 | 2001-10-22 | ||
| PCT/IN2002/000012 WO2002059128A2 (en) | 2001-01-24 | 2002-01-21 | Process for preparing clopidogrel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60217062D1 true DE60217062D1 (de) | 2007-02-08 |
| DE60217062T2 DE60217062T2 (de) | 2007-06-21 |
Family
ID=26324902
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60217062T Expired - Lifetime DE60217062T2 (de) | 2001-01-24 | 2002-01-21 | Verfahren zur herstellung von clopidogrel |
Country Status (17)
| Country | Link |
|---|---|
| EP (1) | EP1353928B1 (de) |
| JP (1) | JP5000841B2 (de) |
| KR (1) | KR20060040758A (de) |
| CN (1) | CN100338068C (de) |
| AT (1) | ATE349451T1 (de) |
| AU (1) | AU2002228325B2 (de) |
| BR (1) | BR0207064A (de) |
| CA (1) | CA2436323C (de) |
| CY (1) | CY1106346T1 (de) |
| DE (1) | DE60217062T2 (de) |
| DK (1) | DK1353928T3 (de) |
| EA (1) | EA006198B2 (de) |
| ES (1) | ES2278010T3 (de) |
| MX (1) | MXPA03006133A (de) |
| NO (1) | NO327807B1 (de) |
| PL (1) | PL365281A1 (de) |
| WO (1) | WO2002059128A2 (de) |
Families Citing this family (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IN191030B (de) * | 2001-01-24 | 2003-09-13 | Cadila Healthcare Ltd | |
| GB0125708D0 (en) * | 2001-10-26 | 2001-12-19 | Generics Uk Ltd | Novel compounds and processes |
| US6767913B2 (en) | 2001-12-18 | 2004-07-27 | Teva Pharmaceutical Industries Ltd. | Crystal forms iii, iv, v, and novel amorphous form of clopidogrel hydrogensulfate, processes for their preparation, processes for the preparation of form i, compositions containing the new forms and methods of administering the new forms |
| US7074928B2 (en) | 2002-01-11 | 2006-07-11 | Teva Pharmaceutical Industries, Ltd. | Polymorphs of clopidogrel hydrogensulfate |
| US6800759B2 (en) | 2002-08-02 | 2004-10-05 | Teva Pharmaceutical Industries Ltd. | Racemization and enantiomer separation of clopidogrel |
| IL166593A0 (en) | 2002-08-02 | 2006-01-15 | Racemization and enantiomer separation of clopidogrel | |
| EP1606231A1 (de) * | 2003-02-03 | 2005-12-21 | Nadkarni, Sunil Sadanand | Verfahren zur herstellung von clopidogrel, seine salze und pharmazeutische zusammensetzungen |
| CA2530446A1 (en) | 2003-07-02 | 2005-01-13 | Egis Gyogyszergyar Rt. | Process for the preparation of amorphous form of a platelet aggregation inhibitor drug |
| PL1644381T3 (pl) * | 2003-07-02 | 2010-08-31 | Egis Gyogyszergyar Nyilvanosan Muekoedo Reszvenytarsasag | Proces wytwarzania krystalicznego polimorfu jako leku do hamowania agregacji płytek krwi |
| EP2103617A1 (de) | 2003-11-03 | 2009-09-23 | Cadila Healthcare Limited | Verfahren zur Herstellung verschiedener Formen von (S)-(+)-Clopidogrelbisulfat |
| CA2457459A1 (en) * | 2004-02-11 | 2005-08-11 | Brantford Chemicals Inc. | Resolution of racemates of methyl alpha-5-(4,5,6,7-tetrahydro(3,2-c)thienopyridyl)-(2-chlorophenyl) acetate |
| KR100553398B1 (ko) | 2004-03-12 | 2006-02-16 | 한미약품 주식회사 | 티에노[3,2-ｃ]피리딘 유도체의 제조 방법 및 이에사용되는 중간체 |
| BRPI0418726A (pt) | 2004-04-09 | 2007-09-11 | Hanmi Pharm Ind Co Ltd | naftalenossulfonato de clopidogrel cristalino ou hidrato do mesmo, método para sua preparação e composição farmacêutica contendo o mesmo |
| CZ295920B6 (cs) * | 2004-10-18 | 2005-11-16 | Zentiva, A. S | Způsob výroby klopidogrelu |
| CN100406568C (zh) * | 2005-02-18 | 2008-07-30 | 淮北市辉克药业有限公司 | 氯吡格雷新生产工艺 |
| CZ299213B6 (cs) * | 2005-03-08 | 2008-05-21 | Zentiva, A. S | Zpusob racemizace R(-) izomeru methylesteru kyseliny (2-chlorfenyl)-6,7-dihydro-thieno[3,2-c]pyridin-5(4H)-octové |
| KR100678287B1 (ko) * | 2005-06-23 | 2007-02-02 | 한미약품 주식회사 | 클로피도그렐의 제조방법 및 이에 사용되는 중간체 |
| CN100417653C (zh) * | 2005-09-08 | 2008-09-10 | 浙江华海药业股份有限公司 | 噻吩并四氢吡啶乙酸及其盐的制备方法 |
| EP1942110A4 (de) * | 2005-09-08 | 2010-08-04 | Zhejiang Huahai Pharm Co Ltd | Herstellung von clopidogrel und seinen analogen methyltetrahydrothienopyridinacetatverbindungen |
| CN100463909C (zh) * | 2005-09-08 | 2009-02-25 | 浙江华海药业股份有限公司 | 一种噻吩并四氢吡啶乙腈化合物的合成方法 |
| CN100390180C (zh) * | 2005-12-15 | 2008-05-28 | 上海应用技术学院 | 氯吡格雷及其盐的制备方法 |
| KR101235117B1 (ko) | 2005-12-26 | 2013-02-20 | 에스케이케미칼주식회사 | 광학분리에 의한 (ｓ)-(＋)-클로피도그렐의 제조방법 |
| CN100396687C (zh) * | 2006-05-26 | 2008-06-25 | 浙江海翔药业股份有限公司 | (+)-(s-)-氯吡格雷硫酸氢盐(i型)的制备方法 |
| WO2007144895A1 (en) * | 2006-06-12 | 2007-12-21 | Cadila Healthcare Limited | Process for the preparation of (s) - (+)-clopidogrel |
| SI22383A (sl) * | 2006-09-22 | 2008-04-30 | Krka, Tovarna Zdravil, D.D., Novo Mesto | Nov postopek sinteze klopidogrela in nove oblike njegovih farmacevtsko sprejemljivih soli |
| PL380849A1 (pl) * | 2006-10-17 | 2008-04-28 | Adamed Spółka Z Ograniczoną Odpowiedzialnością | Krystaliczna postać racemicznego -(2-chlorofenylo)-6,7-dihydrotieno[3,2-c]pirydylo-5(4H)-octanu metylu, sposób jej wytwarzania i zastosowanie |
| EP2155756B1 (de) * | 2007-05-30 | 2015-08-05 | Wockhardt Limited | Verfahren zur herstellung von clopidogrel |
| WO2009077784A2 (en) * | 2007-12-14 | 2009-06-25 | Generics [Uk] Limited | Hpcl method for analysing clopidogrel |
| EP2107061A1 (de) | 2008-04-02 | 2009-10-07 | Krka Tovarna Zdravil, D.D., Novo Mesto | Herstellungsverfahren für optisch angereichertes Clopidogrel |
| KR100990949B1 (ko) * | 2008-06-09 | 2010-10-29 | 엔자이텍 주식회사 | 클로피도그렐 및 그의 유도체의 제조방법 |
| CN101787033B (zh) * | 2010-03-16 | 2011-08-31 | 天津市中央药业有限公司 | 一种硫酸氢氯吡格雷有关物质c的合成方法 |
| CN101812071A (zh) * | 2010-05-10 | 2010-08-25 | 杭州和素化学技术有限公司 | 硫酸氢氯吡格雷中间体拆分后的母液处理方法 |
| CN102241690B (zh) | 2010-05-13 | 2015-08-12 | 天津药物研究院 | 一类含腈基的噻吩并吡啶酯类衍生物、其制备方法和用途 |
| CN101845050A (zh) * | 2010-06-01 | 2010-09-29 | 上虞京新药业有限公司 | 一种氯吡格雷的制备方法 |
| CN101974016A (zh) * | 2010-10-14 | 2011-02-16 | 天津药物研究院 | 酰胺类化合物及其制备方法和用途 |
| CN101962388B (zh) * | 2010-10-14 | 2012-12-19 | 天津药物研究院 | 乙酰胺衍生物及其制备方法和用途 |
| CN104045652A (zh) * | 2014-07-09 | 2014-09-17 | 沈健芬 | 一种氯吡格雷中间体的制备方法 |
| CN110627808B (zh) * | 2018-06-21 | 2022-04-01 | 江苏同禾药业有限公司 | 一种硫酸氢氯吡格雷拆分母液的回收处理工艺 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2530247B1 (fr) * | 1982-07-13 | 1986-05-16 | Sanofi Sa | Nouveaux derives de la thieno (3, 2-c) pyridine, leur procede de preparation et leur application therapeutique |
| JPS5980664A (ja) * | 1982-09-30 | 1984-05-10 | Fujisawa Pharmaceut Co Ltd | α−アリ−ル−α−ピリジル脂肪酸誘導体およびその製法 |
| JPS60112762A (ja) * | 1983-11-21 | 1985-06-19 | Fujisawa Pharmaceut Co Ltd | α−アリ−ル−α−ピリジル脂肪酸誘導体およびその製法 |
| FR2623810B2 (fr) * | 1987-02-17 | 1992-01-24 | Sanofi Sa | Sels de l'alpha-(tetrahydro-4,5,6,7 thieno(3,2-c) pyridyl-5) (chloro-2 phenyl) -acetate de methyle dextrogyre et compositions pharmaceutiques en contenant |
| FR2652575B1 (fr) * | 1989-09-29 | 1992-01-24 | Sanofi Sa | Procede de preparation d'acides alpha-bromo phenylacetiques. |
| FR2664276B1 (fr) * | 1990-07-04 | 1992-10-23 | Sanofi Sa | Derive thienyl-2 glycidique, son procede de preparation et son utilisation comme intermediaire de synthese. |
-
2002
- 2002-01-21 EA EA200300831A patent/EA006198B2/ru not_active IP Right Cessation
- 2002-01-21 WO PCT/IN2002/000012 patent/WO2002059128A2/en active IP Right Grant
- 2002-01-21 ES ES02710298T patent/ES2278010T3/es not_active Expired - Lifetime
- 2002-01-21 KR KR1020067008009A patent/KR20060040758A/ko not_active Application Discontinuation
- 2002-01-21 AT AT02710298T patent/ATE349451T1/de active
- 2002-01-21 JP JP2002559430A patent/JP5000841B2/ja not_active Expired - Fee Related
- 2002-01-21 AU AU2002228325A patent/AU2002228325B2/en not_active Ceased
- 2002-01-21 PL PL02365281A patent/PL365281A1/xx not_active Application Discontinuation
- 2002-01-21 DE DE60217062T patent/DE60217062T2/de not_active Expired - Lifetime
- 2002-01-21 DK DK02710298T patent/DK1353928T3/da active
- 2002-01-21 BR BR0207064-2A patent/BR0207064A/pt active Search and Examination
- 2002-01-21 MX MXPA03006133A patent/MXPA03006133A/es active IP Right Grant
- 2002-01-21 CA CA2436323A patent/CA2436323C/en not_active Expired - Fee Related
- 2002-01-21 CN CNB02803998XA patent/CN100338068C/zh not_active Expired - Fee Related
- 2002-01-21 EP EP02710298A patent/EP1353928B1/de not_active Expired - Lifetime
-
2003
- 2003-06-24 NO NO20032898A patent/NO327807B1/no not_active IP Right Cessation
-
2007
- 2007-02-28 CY CY20071100280T patent/CY1106346T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU2002228325B2 (en) | 2006-05-04 |
| CY1106346T1 (el) | 2011-10-12 |
| DK1353928T3 (da) | 2007-03-26 |
| NO327807B1 (no) | 2009-09-28 |
| ATE349451T1 (de) | 2007-01-15 |
| JP5000841B2 (ja) | 2012-08-15 |
| WO2002059128A3 (en) | 2002-12-19 |
| CN100338068C (zh) | 2007-09-19 |
| DE60217062T2 (de) | 2007-06-21 |
| JP2004522744A (ja) | 2004-07-29 |
| WO2002059128A2 (en) | 2002-08-01 |
| NO20032898L (no) | 2003-09-03 |
| EA006198B1 (ru) | 2005-10-27 |
| MXPA03006133A (es) | 2004-05-04 |
| PL365281A1 (en) | 2004-12-27 |
| BR0207064A (pt) | 2004-03-30 |
| ES2278010T3 (es) | 2007-08-01 |
| EA006198B2 (ru) | 2007-10-26 |
| NO20032898D0 (no) | 2003-06-24 |
| EP1353928A2 (de) | 2003-10-22 |
| EA200300831A1 (ru) | 2003-12-25 |
| EP1353928B1 (de) | 2006-12-27 |
| KR20060040758A (ko) | 2006-05-10 |
| CA2436323A1 (en) | 2002-08-01 |
| CA2436323C (en) | 2012-02-21 |
| CN1487943A (zh) | 2004-04-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8363 | Opposition against the patent |