AR075978A1 - Procedimiento de sintesis de ivabradina y de sus sales de adicion a un acido farmaceuticamente aceptable - Google Patents
Procedimiento de sintesis de ivabradina y de sus sales de adicion a un acido farmaceuticamente aceptableInfo
- Publication number
- AR075978A1 AR075978A1 ARP100101003A ARP100101003A AR075978A1 AR 075978 A1 AR075978 A1 AR 075978A1 AR P100101003 A ARP100101003 A AR P100101003A AR P100101003 A ARP100101003 A AR P100101003A AR 075978 A1 AR075978 A1 AR 075978A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- compound
- pharmaceutically acceptable
- racemic
- addition salts
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- 238000003786 synthesis reaction Methods 0.000 title abstract 3
- 239000002253 acid Substances 0.000 title abstract 2
- ACRHBAYQBXXRTO-OAQYLSRUSA-N ivabradine Chemical compound C1CC2=CC(OC)=C(OC)C=C2CC(=O)N1CCCN(C)C[C@H]1CC2=C1C=C(OC)C(OC)=C2 ACRHBAYQBXXRTO-OAQYLSRUSA-N 0.000 title abstract 2
- 229960003825 ivabradine Drugs 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 8
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 150000004678 hydrides Chemical class 0.000 abstract 2
- COVZYZSDYWQREU-UHFFFAOYSA-N Busulfan Chemical compound CS(=O)(=O)OCCCCOS(C)(=O)=O COVZYZSDYWQREU-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000004677 hydrates Chemical class 0.000 abstract 1
- -1 lanthanide salt Chemical class 0.000 abstract 1
- 229910052747 lanthanoid Inorganic materials 0.000 abstract 1
- 150000004717 pyruvic acids Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 229910052723 transition metal Inorganic materials 0.000 abstract 1
- 150000003624 transition metals Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/16—Benzazepines; Hydrogenated benzazepines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cardiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Heart & Thoracic Surgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Hospice & Palliative Care (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Plural Heterocyclic Compounds (AREA)
- Peptides Or Proteins (AREA)
Abstract
Reivindicacion 1: Procedimiento de síntesis del compuesto de formula (8), en forma racémica u opticamente activa caracterizado porque el compuesto de formula (2), en forma racémica u opticamente activa se hace reaccionar con el compuesto de formula (9) en presencia de una sal de metal de transicion o de lantánido, en un disolvente, para dar lugar al compuesto de formula (10), en forma racémica u opticamente activa, que se transforma en compuesto de formula (8) por accion de un agente donador de hidruro. Reivindicacion 2: Procedimiento de síntesis segun la reivindicacion 1, caracterizado porque el compuesto de formula (2) es de configuracion (S) y porque el producto de la reaccion del compuesto de formula (10) con el agente donador de hidruro es la ivabradina de formula (1), caso particular de los compuestos de formula (8), que puede transformarse en sus sales de adicion a un ácido farmacéuticamente aceptable, elegido entre los ácidos clorhídrico, bromhídrico, sulfurico, fosforico, acético, trifluoroacético, láctico, piruvico, malonico, succínico, glutárico, fumárico, tártrico, maleico, cítrico, ascorbico, oxálico, metanosulfonico, bencenosulfonico y canforico, y en sus hidratos.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0901556A FR2943668B1 (fr) | 2009-03-31 | 2009-03-31 | Nouveau procede de synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR075978A1 true AR075978A1 (es) | 2011-05-11 |
Family
ID=40983371
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP100101003A AR075978A1 (es) | 2009-03-31 | 2010-03-29 | Procedimiento de sintesis de ivabradina y de sus sales de adicion a un acido farmaceuticamente aceptable |
Country Status (34)
| Country | Link |
|---|---|
| US (1) | US8119794B2 (es) |
| EP (1) | EP2241553B1 (es) |
| JP (1) | JP5107381B2 (es) |
| KR (1) | KR101166632B1 (es) |
| CN (1) | CN101851204B (es) |
| AR (1) | AR075978A1 (es) |
| AT (1) | ATE517093T1 (es) |
| AU (1) | AU2010201035B2 (es) |
| BR (1) | BRPI1000865A2 (es) |
| CA (1) | CA2697563C (es) |
| CL (1) | CL2010000253A1 (es) |
| CY (1) | CY1111914T1 (es) |
| DK (1) | DK2241553T3 (es) |
| EA (1) | EA016353B1 (es) |
| ES (1) | ES2370150T3 (es) |
| FR (1) | FR2943668B1 (es) |
| GE (1) | GEP20125446B (es) |
| HR (1) | HRP20110683T1 (es) |
| JO (1) | JO2781B1 (es) |
| MA (1) | MA31746B1 (es) |
| ME (1) | ME00986B (es) |
| MX (1) | MX2010003213A (es) |
| MY (1) | MY150014A (es) |
| NZ (1) | NZ584310A (es) |
| PE (1) | PE20110098A1 (es) |
| PL (1) | PL2241553T3 (es) |
| RS (1) | RS51920B (es) |
| SA (1) | SA110310239B1 (es) |
| SI (1) | SI2241553T1 (es) |
| TW (1) | TWI376371B (es) |
| UA (1) | UA105894C2 (es) |
| UY (1) | UY32499A (es) |
| WO (1) | WO2010112705A1 (es) |
| ZA (1) | ZA201002120B (es) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2473544C2 (ru) * | 2007-05-30 | 2013-01-27 | Инд-Свифт Лабораториз Лимитед | Способ получения ивабрадина гидрохлорида и его полиморфных модификаций |
| FR2971507B1 (fr) * | 2011-02-14 | 2013-01-18 | Servier Lab | Nouveau procede de synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable |
| FR2984320B1 (fr) * | 2011-12-20 | 2013-11-29 | Servier Lab | Nouveau procede de synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable |
| FR2988720B1 (fr) * | 2012-03-27 | 2014-03-14 | Servier Lab | Nouveau procede de synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable |
| CN103848789B (zh) * | 2012-11-29 | 2016-05-18 | 江苏恒瑞医药股份有限公司 | 一种伊伐布雷定的制备方法 |
| EP3101010A1 (en) | 2015-06-03 | 2016-12-07 | Urquima S.A. | New method for the preparation of highly pure ivabradine base and salts thereof |
| CN113372274B (zh) * | 2020-03-10 | 2023-03-24 | 鲁南制药集团股份有限公司 | 一种伊伐布雷定的制备方法 |
| CN113372273B (zh) * | 2020-03-10 | 2023-05-09 | 鲁南制药集团股份有限公司 | 一种伊伐布雷定中间体化合物iv |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3119874A1 (de) * | 1981-05-19 | 1982-12-09 | Dr. Karl Thomae Gmbh, 7950 Biberach | "benzazepinderivate, ihre herstellung und ihre verwendung als arzneimittel" |
| FR2681862B1 (fr) * | 1991-09-27 | 1993-11-12 | Adir Cie | Nouvelles (benzocycloalkyl)alkylamines, leur procede de preparation, et les compositions pharmaceutiques qui les contiennent. |
| FR2868777B1 (fr) * | 2004-04-13 | 2006-05-26 | Servier Lab | Nouveau procede de synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable |
| FR2870537A1 (fr) * | 2004-05-19 | 2005-11-25 | Servier Lab | Nouveau procede de synthese du (1s)-4,5-dimethoxy-1-(methyl aminomethyl-)-benzocyclobutane et de ses sels d'addition, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable |
| RU2473544C2 (ru) | 2007-05-30 | 2013-01-27 | Инд-Свифт Лабораториз Лимитед | Способ получения ивабрадина гидрохлорида и его полиморфных модификаций |
-
2009
- 2009-03-31 FR FR0901556A patent/FR2943668B1/fr not_active Expired - Fee Related
- 2009-03-31 ME MEP-2010-54A patent/ME00986B/me unknown
-
2010
- 2010-03-16 PE PE2010000155A patent/PE20110098A1/es not_active Application Discontinuation
- 2010-03-17 AU AU2010201035A patent/AU2010201035B2/en not_active Ceased
- 2010-03-17 MY MYPI2010001175A patent/MY150014A/en unknown
- 2010-03-17 UY UY0001032499A patent/UY32499A/es not_active Application Discontinuation
- 2010-03-18 MA MA32705A patent/MA31746B1/fr unknown
- 2010-03-22 CL CL2010000253A patent/CL2010000253A1/es unknown
- 2010-03-24 CA CA2697563A patent/CA2697563C/fr not_active Expired - Fee Related
- 2010-03-24 MX MX2010003213A patent/MX2010003213A/es active IP Right Grant
- 2010-03-25 ZA ZA2010/02120A patent/ZA201002120B/en unknown
- 2010-03-29 US US12/798,048 patent/US8119794B2/en not_active Expired - Fee Related
- 2010-03-29 NZ NZ584310A patent/NZ584310A/en not_active IP Right Cessation
- 2010-03-29 GE GEAP201011742A patent/GEP20125446B/en unknown
- 2010-03-29 TW TW099109448A patent/TWI376371B/zh not_active IP Right Cessation
- 2010-03-29 SA SA110310239A patent/SA110310239B1/ar unknown
- 2010-03-29 UA UAA201003585A patent/UA105894C2/uk unknown
- 2010-03-29 AR ARP100101003A patent/AR075978A1/es not_active Application Discontinuation
- 2010-03-30 EA EA201000398A patent/EA016353B1/ru not_active IP Right Cessation
- 2010-03-30 DK DK10290165.9T patent/DK2241553T3/da active
- 2010-03-30 WO PCT/FR2010/000269 patent/WO2010112705A1/fr not_active Ceased
- 2010-03-30 JP JP2010076767A patent/JP5107381B2/ja active Active
- 2010-03-30 AT AT10290165T patent/ATE517093T1/de active
- 2010-03-30 ES ES10290165T patent/ES2370150T3/es active Active
- 2010-03-30 EP EP10290165A patent/EP2241553B1/fr active Active
- 2010-03-30 BR BRPI1000865-9A patent/BRPI1000865A2/pt not_active Application Discontinuation
- 2010-03-30 PL PL10290165T patent/PL2241553T3/pl unknown
- 2010-03-30 RS RS20110377A patent/RS51920B/sr unknown
- 2010-03-30 SI SI201030007T patent/SI2241553T1/sl unknown
- 2010-03-31 CN CN2010101546876A patent/CN101851204B/zh not_active Expired - Fee Related
- 2010-03-31 JO JO2010103A patent/JO2781B1/en active
- 2010-03-31 KR KR1020100029269A patent/KR101166632B1/ko not_active Expired - Fee Related
-
2011
- 2011-09-22 HR HR20110683T patent/HRP20110683T1/hr unknown
- 2011-10-06 CY CY20111100957T patent/CY1111914T1/el unknown
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FC | Refusal |