ZA952362B - Separation of the enantiomers of amlodipine - Google Patents
Separation of the enantiomers of amlodipineInfo
- Publication number
- ZA952362B ZA952362B ZA952362A ZA952362A ZA952362B ZA 952362 B ZA952362 B ZA 952362B ZA 952362 A ZA952362 A ZA 952362A ZA 952362 A ZA952362 A ZA 952362A ZA 952362 B ZA952362 B ZA 952362B
- Authority
- ZA
- South Africa
- Prior art keywords
- amlodipine
- separation
- dmso
- enantiomers
- isomers
- Prior art date
Links
- HTIQEAQVCYTUBX-UHFFFAOYSA-N amlodipine Chemical compound CCOC(=O)C1=C(COCCN)NC(C)=C(C(=O)OC)C1C1=CC=CC=C1Cl HTIQEAQVCYTUBX-UHFFFAOYSA-N 0.000 title abstract 2
- 229960000528 amlodipine Drugs 0.000 title abstract 2
- 238000000926 separation method Methods 0.000 title abstract 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 title 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 4
- 229960001760 dimethyl sulfoxide Drugs 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 2
- 239000012453 solvate Substances 0.000 abstract 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229960001270 d- tartaric acid Drugs 0.000 abstract 1
- FEWJPZIEWOKRBE-LWMBPPNESA-N levotartaric acid Chemical class OC(=O)[C@@H](O)[C@H](O)C(O)=O FEWJPZIEWOKRBE-LWMBPPNESA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms
- C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9405833A GB9405833D0 (en) | 1994-03-24 | 1994-03-24 | Separation of the enantiomers of amlodipine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA952362B true ZA952362B (en) | 1996-09-23 |
Family
ID=10752425
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA952362A ZA952362B (en) | 1994-03-24 | 1995-03-23 | Separation of the enantiomers of amlodipine |
Country Status (27)
| Country | Link |
|---|---|
| US (2) | US5750707A (xx) |
| EP (1) | EP0751938B1 (xx) |
| JP (1) | JP2843681B2 (xx) |
| KR (1) | KR100188980B1 (xx) |
| CN (1) | CN1067055C (xx) |
| AT (1) | ATE166050T1 (xx) |
| AU (1) | AU677765B2 (xx) |
| BR (1) | BR9507137A (xx) |
| CA (1) | CA2186263C (xx) |
| CO (1) | CO4230248A1 (xx) |
| CZ (1) | CZ287324B6 (xx) |
| DE (1) | DE69502486T2 (xx) |
| DK (1) | DK0751938T3 (xx) |
| ES (1) | ES2116737T3 (xx) |
| FI (1) | FI113646B (xx) |
| GB (1) | GB9405833D0 (xx) |
| HU (1) | HU214720B (xx) |
| IL (1) | IL113008A (xx) |
| MY (1) | MY111979A (xx) |
| NO (1) | NO306110B1 (xx) |
| NZ (1) | NZ282404A (xx) |
| PE (1) | PE48895A1 (xx) |
| PL (1) | PL180085B1 (xx) |
| RU (1) | RU2132845C1 (xx) |
| TW (1) | TW448156B (xx) |
| WO (1) | WO1995025722A1 (xx) |
| ZA (1) | ZA952362B (xx) |
Families Citing this family (47)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9317773D0 (en) * | 1993-08-26 | 1993-10-13 | Pfizer Ltd | Therapeutic compound |
| US7303768B2 (en) * | 1998-07-24 | 2007-12-04 | Seo Hong Yoo | Preparation of aqueous clear solution dosage forms with bile acids |
| US20050158408A1 (en) * | 1998-07-24 | 2005-07-21 | Yoo Seo H. | Dried forms of aqueous solubilized bile acid dosage formulation: preparation and uses thereof |
| US7772220B2 (en) * | 2004-10-15 | 2010-08-10 | Seo Hong Yoo | Methods and compositions for reducing toxicity of a pharmaceutical compound |
| US20070072828A1 (en) * | 1998-07-24 | 2007-03-29 | Yoo Seo H | Bile preparations for colorectal disorders |
| US6333342B1 (en) | 1998-11-04 | 2001-12-25 | Isotechnika, Inc | Methods of pharmacological treatment using S(−) amlodipine |
| CN1100038C (zh) * | 2000-02-21 | 2003-01-29 | 张喜田 | 氨氯地平对映体的拆分 |
| GB0020842D0 (en) * | 2000-08-23 | 2000-10-11 | Pfizer Ltd | Therapeutic compositions |
| US6737430B2 (en) | 2000-11-09 | 2004-05-18 | Pfizer, Inc. | Mutual prodrug of amlodipine and atorvastatin |
| HUP0401887A3 (en) * | 2001-10-24 | 2005-05-30 | Sepracor Inc Marlborough | Method of resolving amlodipine racemate |
| CN1152013C (zh) * | 2001-11-22 | 2004-06-02 | 张喜田 | 一类左旋氨氯地平盐的水合物及其制剂 |
| US20030176706A1 (en) * | 2002-03-18 | 2003-09-18 | Joshi Rohini Ramesh | Process for the preparation of [S(-) amlodipine - L (+)- hemitartarate] |
| EP1348697A1 (en) * | 2002-03-28 | 2003-10-01 | Council Of Scientific & Industrial Research | Process for the preparation of S(-)-amlodipine-L(+)-hemitartrate |
| KR100476636B1 (ko) * | 2002-09-11 | 2005-03-17 | 한림제약(주) | 엘-(+)-타르트레이트를 이용한 에스-(-)-암로디핀의 제조방법 |
| US20040072879A1 (en) * | 2002-10-10 | 2004-04-15 | Dr. Reddy's Laboratories Limited | Crystalline 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine maleate salt (Amlodipine) |
| AU2004208615C1 (en) * | 2003-01-31 | 2010-05-13 | Daiichi Sankyo Company, Limited | Medicine for prevention of and treatment for arteriosclerosis and hypertension |
| US7145125B2 (en) | 2003-06-23 | 2006-12-05 | Advanced Optical Technologies, Llc | Integrating chamber cone light using LED sources |
| KR20060086432A (ko) * | 2003-11-20 | 2006-07-31 | 카운슬 오브 사이언티픽 앤드 인더스트리얼 리서치 | 키랄 암로디핀 염의 제조방법 |
| US6846932B1 (en) * | 2003-11-20 | 2005-01-25 | Council Of Scientific And Industrial Research | Process for preparation of chiral amlodipine salts |
| CN1231469C (zh) * | 2003-12-05 | 2005-12-14 | 石家庄制药集团欧意药业有限公司 | 一种光学活性氨氯地平的拆分方法 |
| US20060035940A1 (en) * | 2004-03-16 | 2006-02-16 | Sepracor Inc. | (S)-Amlodipine malate |
| CN101035541B (zh) * | 2004-08-30 | 2012-05-30 | 柳署弘 | 溶解的udca在局灶缺血模型中的神经保护作用 |
| CN101039699B (zh) * | 2004-10-15 | 2011-07-27 | 柳署弘 | 用于减小药物化合物毒性的方法和组合物 |
| DE602005007763D1 (de) * | 2004-10-20 | 2008-08-07 | Emcure Pharmaceuticals Ltd | Verfahren zur herstellung eines enantiomers von amlodipin in hoher optischer reinheit |
| DE602005025391D1 (de) * | 2004-11-01 | 2011-01-27 | Seo Hong Yoo | Verfahren und zusammensetzungen zur verringerung der neurodegeneration bei amyotrophischer lateralsklerose |
| KR101152608B1 (ko) * | 2004-12-02 | 2012-06-07 | 에스케이케미칼주식회사 | (r,s)-암로디핀으로부터 암로디핀 이성질체의 분리방법 |
| BRPI0519093A2 (pt) * | 2004-12-02 | 2008-12-23 | Sk Chemicals Co Ltd | mÉtodo para preparaÇço de amlodipina opticamente ativa e composto |
| HUP0500570A3 (en) * | 2005-06-08 | 2008-03-28 | Richter Gedeon Nyrt | Process for the preparation of (s)-(-)-amlodipine |
| US20080279942A1 (en) * | 2005-06-27 | 2008-11-13 | Takeshi Hamaura | Pharmaceutical Preparation Containing an Angiotensin II Receptor Antagonist and a Calcium Channel Blocker |
| KR101235116B1 (ko) * | 2005-10-17 | 2013-02-20 | 에스케이케미칼주식회사 | 광학활성 암로디핀 겐티세이트 염의 제조방법 |
| CN100436417C (zh) * | 2006-04-11 | 2008-11-26 | 石药集团中奇制药技术(石家庄)有限公司 | 一种光学活性氨氯地平的拆分方法 |
| KR100913791B1 (ko) * | 2006-07-21 | 2009-08-26 | 한미약품 주식회사 | (s)-(-)-암로디핀 캠실레이트 또는 이의 수화물 및 이를함유하는 약학적 조성물 |
| TWI399223B (zh) * | 2006-09-15 | 2013-06-21 | Daiichi Sankyo Co Ltd | 奧美沙坦酯及氨氯地平之固體劑型 |
| KR100828883B1 (ko) * | 2006-10-27 | 2008-05-09 | 씨제이제일제당 (주) | 라세믹 암로디핀으로부터 s-(-)-암로디핀의 분리방법 |
| KR100830003B1 (ko) * | 2006-10-31 | 2008-05-15 | 씨제이제일제당 (주) | 결정성 s-(-)-암로디핀 아디핀산 염 무수물 및 이의 제조방법 |
| KR100868160B1 (ko) | 2007-02-14 | 2008-11-12 | 한미약품 주식회사 | S-(-)-암로디핀 또는 이의 염의 제조방법 및 이에사용되는 중간체 |
| RU2357781C1 (ru) * | 2008-02-06 | 2009-06-10 | Емельяна Зиповна Гильдеева | Способ разделения оптических изомеров амлодипина |
| KR100979772B1 (ko) | 2008-06-12 | 2010-09-02 | 에이치 엘 지노믹스(주) | 광학적으로 순수한 에스-(-)-암로디핀 벤젠술폰산염의제조방법 |
| KR100989970B1 (ko) | 2008-07-01 | 2010-10-26 | 미래파인켐 주식회사 | (s)-(-)-암로디핀의 분리방법 |
| KR101085169B1 (ko) | 2009-03-25 | 2011-11-18 | (주)켐트로스 | 암로디핀 광학 이성질체의 분리방법 |
| KR101705535B1 (ko) * | 2009-04-01 | 2017-02-28 | 주식회사 씨트리 | 광학활성을 갖는 1-(3-히드록시페닐)에틸아민의 제조방법 |
| RU2537361C1 (ru) * | 2013-07-18 | 2015-01-10 | Общество С Ограниченной Ответственностью "Синтегал" | Оптические изомеры (+) и (-)-бензгидрилмочевин и (+) и (-)-1-[(3-хлорфенил)-фенил-метил]мочевины, фармацевтическая композиция на их основе и способ их получения |
| CN110882249B (zh) | 2019-11-08 | 2021-04-30 | 北京吾为尔创科技有限公司 | 含苯磺酸左氨氯地平水合物的组合物及其制备方法 |
| CN111100064B (zh) * | 2020-01-08 | 2024-01-02 | 湖南理工学院 | 一种从废液中富集、回收和拆分碱性手性药物氨氯地平的方法 |
| CN111777547B (zh) * | 2020-07-17 | 2021-10-08 | 江西施美药业股份有限公司 | 一种诱导析晶拆分左旋氨氯地平的方法 |
| US11452690B1 (en) | 2021-01-27 | 2022-09-27 | ECI Pharmaceuticals, LLC | Oral liquid compositions comprising amlodipine besylate and methods of using the same |
| CN115850159B (zh) * | 2022-11-11 | 2025-03-14 | 常州瑞明药业有限公司 | 一种马来酸左旋氨氯地平的制备方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5364872A (en) * | 1984-04-16 | 1994-11-15 | Yamanouchi Pharmaceutical Co., Ltd. | Dihydropyridine-3,5-dicarboxylic acid ester derivatives |
| GR850872B (xx) * | 1984-04-16 | 1985-11-25 | Yamanouchi Pharma Co Ltd | |
| US5326772A (en) * | 1984-09-28 | 1994-07-05 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Diaryl compounds for their use |
| GB2181127B (en) * | 1985-08-21 | 1989-08-02 | Glaxo Spa | 4-phenyl-dihydropyridine carboxylic acid derivatives |
| DK142287A (da) * | 1986-03-27 | 1987-09-28 | Byk Gulden Lomberg Chem Fab | Optisk aktive 1,4-dihydropyridinderivater |
| NZ220022A (en) * | 1986-04-22 | 1990-04-26 | Byk Gulden Lomberg Chem Fab | 1,4-dihydropyridine derivatives and pharmaceutical compositions |
| WO1989003824A1 (fr) * | 1987-10-27 | 1989-05-05 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Nouvelles pyrrolidines |
| GB8804630D0 (en) * | 1988-02-27 | 1988-03-30 | Pfizer Ltd | Preparation of r-& s-amlodipine |
| GB8822170D0 (en) * | 1988-09-21 | 1988-10-26 | Pfizer Ltd | Therapeutic agents |
| IT1230752B (it) * | 1989-02-17 | 1991-10-29 | Boehringer Biochemia Srl | Processo per la preparazione di 1,4 diidropiridine polisostituite in forma enantiomericamente pura. |
| DE3906460C1 (xx) * | 1989-03-01 | 1990-11-15 | Goedecke Ag, 1000 Berlin, De |
-
1994
- 1994-03-24 GB GB9405833A patent/GB9405833D0/en active Pending
-
1995
- 1995-02-08 TW TW084101060A patent/TW448156B/zh not_active IP Right Cessation
- 1995-03-06 ES ES95912222T patent/ES2116737T3/es not_active Expired - Lifetime
- 1995-03-06 JP JP7524336A patent/JP2843681B2/ja not_active Expired - Fee Related
- 1995-03-06 KR KR1019960705266A patent/KR100188980B1/ko not_active Expired - Fee Related
- 1995-03-06 WO PCT/EP1995/000847 patent/WO1995025722A1/en not_active Ceased
- 1995-03-06 CA CA002186263A patent/CA2186263C/en not_active Expired - Fee Related
- 1995-03-06 CN CN95192238A patent/CN1067055C/zh not_active Expired - Fee Related
- 1995-03-06 AU AU19493/95A patent/AU677765B2/en not_active Ceased
- 1995-03-06 EP EP95912222A patent/EP0751938B1/en not_active Expired - Lifetime
- 1995-03-06 BR BR9507137A patent/BR9507137A/pt not_active IP Right Cessation
- 1995-03-06 DK DK95912222T patent/DK0751938T3/da active
- 1995-03-06 DE DE69502486T patent/DE69502486T2/de not_active Expired - Fee Related
- 1995-03-06 AT AT95912222T patent/ATE166050T1/de not_active IP Right Cessation
- 1995-03-06 PL PL95316535A patent/PL180085B1/pl not_active IP Right Cessation
- 1995-03-06 CZ CZ19962784A patent/CZ287324B6/cs not_active IP Right Cessation
- 1995-03-06 HU HU9602597A patent/HU214720B/hu not_active IP Right Cessation
- 1995-03-06 RU RU96119351A patent/RU2132845C1/ru not_active IP Right Cessation
- 1995-03-06 US US08/704,612 patent/US5750707A/en not_active Expired - Fee Related
- 1995-03-06 NZ NZ282404A patent/NZ282404A/en unknown
- 1995-03-13 CO CO95009744A patent/CO4230248A1/es unknown
- 1995-03-16 IL IL11300895A patent/IL113008A/xx not_active IP Right Cessation
- 1995-03-16 PE PE1995264250A patent/PE48895A1/es not_active Application Discontinuation
- 1995-03-20 MY MYPI95000696A patent/MY111979A/en unknown
- 1995-03-23 ZA ZA952362A patent/ZA952362B/xx unknown
-
1996
- 1996-09-23 FI FI963775A patent/FI113646B/fi active
- 1996-09-23 NO NO963991A patent/NO306110B1/no unknown
-
1998
- 1998-05-05 US US09/071,810 patent/US6046338A/en not_active Expired - Fee Related
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