PE20110098A1 - Nuevo procedimiento de sintesis de la ivabradina y de sus sales de adicion a un acido farmaceuticamente aceptable - Google Patents
Nuevo procedimiento de sintesis de la ivabradina y de sus sales de adicion a un acido farmaceuticamente aceptableInfo
- Publication number
- PE20110098A1 PE20110098A1 PE2010000155A PE2010000155A PE20110098A1 PE 20110098 A1 PE20110098 A1 PE 20110098A1 PE 2010000155 A PE2010000155 A PE 2010000155A PE 2010000155 A PE2010000155 A PE 2010000155A PE 20110098 A1 PE20110098 A1 PE 20110098A1
- Authority
- PE
- Peru
- Prior art keywords
- addition
- salts
- ivabradine
- synthesis
- pharmaceutically acceptable
- Prior art date
Links
- 239000002253 acid Substances 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- 230000015572 biosynthetic process Effects 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
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 abstract 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- AVFZOVWCLRSYKC-UHFFFAOYSA-N 1-methylpyrrolidine Chemical compound CN1CCCC1 AVFZOVWCLRSYKC-UHFFFAOYSA-N 0.000 abstract 1
- 206010002383 Angina Pectoris Diseases 0.000 abstract 1
- LFQSCWFLJHTTHZ-HQMMCQRPSA-N Ethanol-14C Chemical compound C[14CH2]O LFQSCWFLJHTTHZ-HQMMCQRPSA-N 0.000 abstract 1
- AHVYPIQETPWLSZ-UHFFFAOYSA-N N-methyl-pyrrolidine Natural products CN1CC=CC1 AHVYPIQETPWLSZ-UHFFFAOYSA-N 0.000 abstract 1
- -1 SODIUM TETRABOROHYDRIDE Chemical compound 0.000 abstract 1
- OCBFFGCSTGGPSQ-UHFFFAOYSA-N [CH2]CC Chemical compound [CH2]CC OCBFFGCSTGGPSQ-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 208000035475 disorder Diseases 0.000 abstract 1
- 208000010125 myocardial infarction Diseases 0.000 abstract 1
- 230000002265 prevention Effects 0.000 abstract 1
- 230000033764 rhythmic process Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 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)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Hospice & Palliative Care (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
SE REFIERE A UN PROCESO DE SINTESIS DEL COMPUESTO 3-{3-[{[(7S)-3,4-DIMETOXIBICICLO[4.2.0]OCTA-1,3,5-TRIEN-7-IL]METIL}(METIL)AMINO]PROPIL}-7,8-DIMETOXI-1,3,4,5-TETRAHIDRO-2H-3-BENZAZEPIN-2-ONA (IVABRADINA) Y DE SUS SALES DE ADICION A UN ACIDO SELECCIONADO DE LOS ACIDOS CLORHIDRICO, BROMHIDRICO, SULFURICO, ENTRE OTROS; QUE COMPRENDE A) LA REACCION ENTRE EL COMPUESTO 3,4-DIMETOXIBICICLO[4.2.0]OCTA-1,3,5-TRIENO-7-CARBONITRILO Y 7,8-DIMETOXI-3-[3-(METILAMINO)PROPIL]-1,3,4,5-TETRAHIDRO-2H-3-BENZAZEPIN-2-ONA EN PRESENCIA DE UNA SAL DE TRANSICION SELECCIONADO DE CLORURO DE COBRE, TRIFLUOROMETANOSULFONATO DE ITRIO(III), TRIFLUOROMETANOSULFONATO DE LANTANO(III), ENTRE OTROS; EN UN DISOLVENTE SELECCIONADO DE ETANOL, DIMETILSULFOXIDO, N-METILPIRROLIDINA, ENTRE OTROS. B) LA ADICION DE UN AGENTE DONADOR DE PROTONES SELECCIONADO DE TETRABOROHIDRURO DE SODIO, CIANOBOROHIDRURO DE SODIO, COMPLEJO BORANOMORFOLINA, ENTRE OTROS. DICHO PROCESO SE UTILIZA PARA PRODUCIR IVABRADINA CON UN RENDIMIENTO DE AL MENOS 33%. SIENDO UTIL EN EL TRATAMIENTO O PREVENCION DE ANGINA DE PECHO, INFARTO MIOCARDIO, TRANSTORNOS DEL RITMO ASOCIADOS, ENTRE OTROS
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 |
|---|---|
| PE20110098A1 true PE20110098A1 (es) | 2011-03-02 |
Family
ID=40983371
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE2010000155A PE20110098A1 (es) | 2009-03-31 | 2010-03-16 | Nuevo procedimiento de sintesis de la 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 |
|---|---|---|---|---|
| US8212026B2 (en) * | 2007-05-30 | 2012-07-03 | Ind-Swift Laboratories Limited | Process for the preparation of ivabradine hydrochloride and polymorph thereof |
| 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 |
| 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 |
| 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 |
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 |
| US8212026B2 (en) | 2007-05-30 | 2012-07-03 | Ind-Swift Laboratories Limited | Process for the preparation of ivabradine hydrochloride and polymorph thereof |
-
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 UY UY0001032499A patent/UY32499A/es not_active Application Discontinuation
- 2010-03-17 MY MYPI2010001175A patent/MY150014A/en unknown
- 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 NZ NZ584310A patent/NZ584310A/en not_active IP Right Cessation
- 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 US US12/798,048 patent/US8119794B2/en not_active Expired - Fee Related
- 2010-03-29 UA UAA201003585A patent/UA105894C2/uk unknown
- 2010-03-29 AR ARP100101003A patent/AR075978A1/es not_active Application Discontinuation
- 2010-03-29 GE GEAP201011742A patent/GEP20125446B/en unknown
- 2010-03-30 PL PL10290165T patent/PL2241553T3/pl unknown
- 2010-03-30 DK DK10290165.9T patent/DK2241553T3/da active
- 2010-03-30 SI SI201030007T patent/SI2241553T1/sl unknown
- 2010-03-30 JP JP2010076767A patent/JP5107381B2/ja active Active
- 2010-03-30 EA EA201000398A patent/EA016353B1/ru not_active IP Right Cessation
- 2010-03-30 WO PCT/FR2010/000269 patent/WO2010112705A1/fr not_active Ceased
- 2010-03-30 BR BRPI1000865-9A patent/BRPI1000865A2/pt not_active Application Discontinuation
- 2010-03-30 AT AT10290165T patent/ATE517093T1/de active
- 2010-03-30 ES ES10290165T patent/ES2370150T3/es active Active
- 2010-03-30 RS RS20110377A patent/RS51920B/sr unknown
- 2010-03-30 EP EP10290165A patent/EP2241553B1/fr active Active
- 2010-03-31 KR KR1020100029269A patent/KR101166632B1/ko not_active Expired - Fee Related
- 2010-03-31 JO JO2010103A patent/JO2781B1/en active
- 2010-03-31 CN CN2010101546876A patent/CN101851204B/zh not_active Expired - Fee Related
-
2011
- 2011-09-22 HR HR20110683T patent/HRP20110683T1/hr unknown
- 2011-10-06 CY CY20111100957T patent/CY1111914T1/el unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FC | Refusal |