BRPI0519093A2 - mÉtodo para preparaÇço de amlodipina opticamente ativa e composto - Google Patents
mÉtodo para preparaÇço de amlodipina opticamente ativa e compostoInfo
- Publication number
- BRPI0519093A2 BRPI0519093A2 BRPI0519093-2A BRPI0519093A BRPI0519093A2 BR PI0519093 A2 BRPI0519093 A2 BR PI0519093A2 BR PI0519093 A BRPI0519093 A BR PI0519093A BR PI0519093 A2 BRPI0519093 A2 BR PI0519093A2
- Authority
- BR
- Brazil
- Prior art keywords
- optically active
- amlodipine
- compound
- preparation
- active amlodipine
- 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
- 150000001875 compounds Chemical class 0.000 title 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 4
- 239000002904 solvent Substances 0.000 abstract 2
- HTIQEAQVCYTUBX-KRWDZBQOSA-N (S)-amlodipine Chemical class CCOC(=O)C1=C(COCCN)NC(C)=C(C(=O)OC)[C@@H]1C1=CC=CC=C1Cl HTIQEAQVCYTUBX-KRWDZBQOSA-N 0.000 abstract 1
- -1 (S)-amlodipine dibenzoyl tartrate salt Chemical class 0.000 abstract 1
- 239000012069 chiral reagent Substances 0.000 abstract 1
- 229950008554 levamlodipine Drugs 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 239000012453 solvate Substances 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
MÉTODO PARA PREPARAÇçO DE AMLODIPINA OPTICAMENTE ATIVA E COMPOSTO. A presente invenção refere-se a um método para resolução óptica de amiodipinas pelo uso de solvente de isopropanol e ácido tartárico O,O'-dibenzoíla opticamente ativo como reagente quiral. Mais particularmente, a presente invenção refere-se a um método compreendendo (a) obter sal de (R)- ou (S)-amlodipina dibenzoila tartrato ou solvato do mesmo pela reação de (R,S)-amlodipinas com ácido tartárico O,O'- dibenzoila opticamente ativo em solvente de isopropanol, e (b) tratar o sal de (R)- ou (S)-amlodipina com uma base, desse modo obtendo amiodipina opticamente ativo.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020040100613A KR101152608B1 (ko) | 2004-12-02 | 2004-12-02 | (r,s)-암로디핀으로부터 암로디핀 이성질체의 분리방법 |
| KR1020040105612A KR100760014B1 (ko) | 2004-12-14 | 2004-12-14 | 암로디핀의 광학 분리방법 |
| PCT/KR2005/004101 WO2006059886A1 (en) | 2004-12-02 | 2005-12-02 | Optical resolution method of amlodipine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BRPI0519093A2 true BRPI0519093A2 (pt) | 2008-12-23 |
Family
ID=36565300
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0519093-2A BRPI0519093A2 (pt) | 2004-12-02 | 2005-12-02 | mÉtodo para preparaÇço de amlodipina opticamente ativa e composto |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US7772400B2 (pt) |
| EP (1) | EP1831166B1 (pt) |
| JP (1) | JP5124281B2 (pt) |
| AT (1) | ATE485273T1 (pt) |
| AU (1) | AU2005310406B2 (pt) |
| BR (1) | BRPI0519093A2 (pt) |
| CA (1) | CA2589099C (pt) |
| DE (1) | DE602005024303D1 (pt) |
| MX (1) | MX2007006663A (pt) |
| RU (1) | RU2394026C2 (pt) |
| WO (1) | WO2006059886A1 (pt) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101235116B1 (ko) * | 2005-10-17 | 2013-02-20 | 에스케이케미칼주식회사 | 광학활성 암로디핀 겐티세이트 염의 제조방법 |
| KR100828883B1 (ko) * | 2006-10-27 | 2008-05-09 | 씨제이제일제당 (주) | 라세믹 암로디핀으로부터 s-(-)-암로디핀의 분리방법 |
| KR100868160B1 (ko) * | 2007-02-14 | 2008-11-12 | 한미약품 주식회사 | S-(-)-암로디핀 또는 이의 염의 제조방법 및 이에사용되는 중간체 |
| WO2017125351A1 (en) * | 2016-01-21 | 2017-07-27 | Laboratorios Lesvi Sl | Process for preparing (( r)-3-[(-1-methylpyrrolidin-2-yl)methyl]-5-(2-phenylsulfonylethyl)-1h-indole |
| EP3960158B1 (en) | 2016-10-07 | 2025-05-21 | Silvergate Pharmaceuticals, Inc. | Amlodipine formulations |
| WO2019200143A1 (en) | 2018-04-11 | 2019-10-17 | Silvergate Pharmaceuticals, Inc. | Amlodipine formulations |
| EP3560922A1 (de) * | 2018-04-24 | 2019-10-30 | Bayer Aktiengesellschaft | Verfahren zur herstellung von (4s)- 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carbox-amid durch racemat-spaltung mittels diastereomerer weinsäureester |
| CN121889375A (zh) * | 2023-09-12 | 2026-04-17 | 海思科医药集团股份有限公司 | 一种制备(R)-1,4-二氯-5-(甲基-d3)-6,7-二氢-5H-环戊[d]哒嗪的方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8804630D0 (en) | 1988-02-27 | 1988-03-30 | Pfizer Ltd | Preparation of r-& s-amlodipine |
| GB9405833D0 (en) * | 1994-03-24 | 1994-05-11 | Pfizer Ltd | Separation of the enantiomers of amlodipine |
| US5621140A (en) * | 1994-12-22 | 1997-04-15 | Syntex (U.S.A.) Inc. | Resolution of ibuprofen |
| CN1100038C (zh) | 2000-02-21 | 2003-01-29 | 张喜田 | 氨氯地平对映体的拆分 |
| EP1448527A1 (en) * | 2001-10-24 | 2004-08-25 | Sepracor, Inc. | Method of resolving amlodipine racemate |
| US20030176706A1 (en) | 2002-03-18 | 2003-09-18 | Joshi Rohini Ramesh | Process for the preparation of [S(-) amlodipine - L (+)- hemitartarate] |
| KR100515294B1 (ko) * | 2002-09-11 | 2005-09-15 | 한림제약(주) | 에스-(-)-암로디핀 니코티네이트 결정성 2수화물 |
| CN100420673C (zh) * | 2002-09-11 | 2008-09-24 | 韩林制药株式会社 | S-(-)-氨氯地平烟酸盐及其制备方法 |
| KR100476636B1 (ko) * | 2002-09-11 | 2005-03-17 | 한림제약(주) | 엘-(+)-타르트레이트를 이용한 에스-(-)-암로디핀의 제조방법 |
| US6846932B1 (en) * | 2003-11-20 | 2005-01-25 | Council Of Scientific And Industrial Research | Process for preparation of chiral amlodipine salts |
| KR101235116B1 (ko) * | 2005-10-17 | 2013-02-20 | 에스케이케미칼주식회사 | 광학활성 암로디핀 겐티세이트 염의 제조방법 |
-
2005
- 2005-12-02 CA CA2589099A patent/CA2589099C/en not_active Expired - Fee Related
- 2005-12-02 AU AU2005310406A patent/AU2005310406B2/en not_active Ceased
- 2005-12-02 AT AT05821317T patent/ATE485273T1/de not_active IP Right Cessation
- 2005-12-02 DE DE602005024303T patent/DE602005024303D1/de not_active Expired - Lifetime
- 2005-12-02 EP EP05821317A patent/EP1831166B1/en not_active Expired - Lifetime
- 2005-12-02 BR BRPI0519093-2A patent/BRPI0519093A2/pt not_active IP Right Cessation
- 2005-12-02 RU RU2007119610/04A patent/RU2394026C2/ru not_active IP Right Cessation
- 2005-12-02 WO PCT/KR2005/004101 patent/WO2006059886A1/en not_active Ceased
- 2005-12-02 US US11/792,281 patent/US7772400B2/en not_active Expired - Fee Related
- 2005-12-02 MX MX2007006663A patent/MX2007006663A/es not_active Application Discontinuation
- 2005-12-02 JP JP2007544270A patent/JP5124281B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JP2008521887A (ja) | 2008-06-26 |
| US20080249314A1 (en) | 2008-10-09 |
| AU2005310406A1 (en) | 2006-06-08 |
| RU2394026C2 (ru) | 2010-07-10 |
| EP1831166A4 (en) | 2009-09-02 |
| RU2007119610A (ru) | 2009-01-20 |
| EP1831166B1 (en) | 2010-10-20 |
| CA2589099C (en) | 2014-03-25 |
| WO2006059886A1 (en) | 2006-06-08 |
| MX2007006663A (es) | 2012-10-05 |
| AU2005310406B2 (en) | 2012-02-02 |
| US7772400B2 (en) | 2010-08-10 |
| CA2589099A1 (en) | 2006-06-08 |
| JP5124281B2 (ja) | 2013-01-23 |
| ATE485273T1 (de) | 2010-11-15 |
| AU2005310406A2 (en) | 2006-06-08 |
| EP1831166A1 (en) | 2007-09-12 |
| DE602005024303D1 (de) | 2010-12-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B06F | Objections, documents and/or translations needed after an examination request according [chapter 6.6 patent gazette] | ||
| B08F | Application dismissed because of non-payment of annual fees [chapter 8.6 patent gazette] |
Free format text: REFERENTE A 10A ANUIDADE. |
|
| B08K | Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette] |
Free format text: EM VIRTUDE DO ARQUIVAMENTO PUBLICADO NA RPI 2343 DE 01-12-2015 E CONSIDERANDO AUSENCIA DE MANIFESTACAO DENTRO DOS PRAZOS LEGAIS, INFORMO QUE CABE SER MANTIDO O ARQUIVAMENTO DO PEDIDO DE PATENTE, CONFORME O DISPOSTO NO ARTIGO 12, DA RESOLUCAO 113/2013. |