PE20100714A1 - Nuevo procedimiento de sintesis de la ivabradina, 3-{3-[{[(7s)-3,4-dimetoxibiciclo-[4.2.0]octa-1,3,5-trien-7-il]metil}amino]propil}-7,8-dimetoxi-1,3,4,5-tetrahidro-2h-3-benzacepin-2-ona y de sus sales de adicion a un acido farmaceuticamente aceptable - Google Patents

Nuevo procedimiento de sintesis de la ivabradina, 3-{3-[{[(7s)-3,4-dimetoxibiciclo-[4.2.0]octa-1,3,5-trien-7-il]metil}amino]propil}-7,8-dimetoxi-1,3,4,5-tetrahidro-2h-3-benzacepin-2-ona y de sus sales de adicion a un acido farmaceuticamente aceptable

Info

Publication number
PE20100714A1
PE20100714A1 PE2010000154A PE2010000154A PE20100714A1 PE 20100714 A1 PE20100714 A1 PE 20100714A1 PE 2010000154 A PE2010000154 A PE 2010000154A PE 2010000154 A PE2010000154 A PE 2010000154A PE 20100714 A1 PE20100714 A1 PE 20100714A1
Authority
PE
Peru
Prior art keywords
formula
methyl
compound
trien
ona
Prior art date
Application number
PE2010000154A
Other languages
English (en)
Inventor
Jean-Louis Peglion
Aimee Dessinges
Bernard Serkiz
Original Assignee
Servier Lab
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=40984744&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=PE20100714(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Servier Lab filed Critical Servier Lab
Publication of PE20100714A1 publication Critical patent/PE20100714A1/es

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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
    • A61P9/06—Antiarrhythmics
    • 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
    • A61P9/08—Vasodilators for multiple indications
    • 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)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Hospice & Palliative Care (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

REFERIDA A UN PROCEDIMIENTO DE SINTESIS DE IVABRADINA DE FORMULA (I) QUE CONSISTE EN LA PREPARACION DE UN COMPUESTO DE BENZAZEPIN-2-ONA DE FORMULA (VII) HACIENDO REACCIONAR EL COMPUESTO 3-(7,8-DIMETOXI-2-OXO-1,2,4,5-TETRAHIDRO-3H-3-BENZAZEPIN-3-IL)-PROPANONITRILO (FORMULA VIII) CON UN COMPUESTO DE FORMULA (IX) EN PRESENCIA DE UNA SAL DE METAL DE TRANSICION O DE LANTANIDO TAL COMO CLORURO DE COBRE (I), TRIFLUOROMETANOSULFONATO DE ITRIO (III), YODURO DE COBRE (I), TRIFLUOROMETANOSULFONATO DE LANTANO (III), ENTRE OTROS, EN UN DISOLVENTE TAL COMO DIMETILSULFOXIDO, N,N-DIMETILFORMAMIDA, , N-METILPIRROLIDONA, ENTRE OTROS, PARA DAR LUGAR AL COMPUESTO N-{[(7S)-3,4-DIMETOXIBICICLO[4.2.0]OCTA-1,3,5-TRIEN-7-IL]METIL}-3-(7,8-DIMETOXI-2-OXO-1,2,4,5-TETRAHIDRO-3H-3-BENZAZEPIN-3-IL)-PROPANIMIDAMINA (FORMULA X) QUE SE TRANSFORMA EN EL COMPUESTO DE FORMULA (VII) POR ACCION DE UN AGENTE DONADOR DE HIDRURO TAL COMO TETRABOROHIDRURO DE SODIO, COMPLEJO BORANO-MORFOLINA, COMPLEJO BORANO-DIMETILAMINA; DONDE R ES H O METILO. EL COMPUESTO 3-[3-({[(7S)-3,4-DIMETOXIBICICLO[4.2.0]OCTA-1,3,5-TRIEN-7-IL]METIL}AMINO)PROPIL]-7,8-DIMETOXI-1,3,4,5-TETRAHIDRO-2H-3-BENZAZEPIN-2-ONA (FORMULA XI) QUE ES EL PRODUCTO DE LA REACCION DEL COMPUESTO DE FORMULA (VII) DONDE R ES UN ATOMO DE HIDROGENO CON UN DONADOR DE HIDRURO, SE N-METILA OBTENIENDOSE LA 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)
PE2010000154A 2009-03-31 2010-03-16 Nuevo procedimiento de sintesis de la ivabradina, 3-{3-[{[(7s)-3,4-dimetoxibiciclo-[4.2.0]octa-1,3,5-trien-7-il]metil}amino]propil}-7,8-dimetoxi-1,3,4,5-tetrahidro-2h-3-benzacepin-2-ona y de sus sales de adicion a un acido farmaceuticamente aceptable PE20100714A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR0901555A FR2943667B1 (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
PE20100714A1 true PE20100714A1 (es) 2010-10-30

Family

ID=40984744

Family Applications (1)

Application Number Title Priority Date Filing Date
PE2010000154A PE20100714A1 (es) 2009-03-31 2010-03-16 Nuevo procedimiento de sintesis de la ivabradina, 3-{3-[{[(7s)-3,4-dimetoxibiciclo-[4.2.0]octa-1,3,5-trien-7-il]metil}amino]propil}-7,8-dimetoxi-1,3,4,5-tetrahidro-2h-3-benzacepin-2-ona y de sus sales de adicion a un acido farmaceuticamente aceptable

Country Status (37)

Country Link
US (1) US8101747B2 (es)
EP (1) EP2241554B1 (es)
JP (1) JP5107382B2 (es)
KR (1) KR101166630B1 (es)
CN (2) CN102603634B (es)
AR (1) AR075977A1 (es)
AT (1) ATE523494T1 (es)
AU (1) AU2010201058B2 (es)
BR (1) BRPI1000735A2 (es)
CA (1) CA2697562C (es)
CL (1) CL2010000254A1 (es)
CY (1) CY1112136T1 (es)
DK (1) DK2241554T3 (es)
EA (1) EA016335B1 (es)
ES (1) ES2373369T3 (es)
FR (1) FR2943667B1 (es)
GE (1) GEP20125460B (es)
HK (2) HK1148748A1 (es)
HR (1) HRP20110915T1 (es)
JO (1) JO2782B1 (es)
MA (1) MA31745B1 (es)
ME (1) ME00987B (es)
MX (1) MX2010003184A (es)
MY (1) MY145611A (es)
NZ (1) NZ584309A (es)
PE (1) PE20100714A1 (es)
PL (1) PL2241554T3 (es)
PT (1) PT2241554E (es)
RS (1) RS51962B (es)
SA (1) SA110310240B1 (es)
SG (1) SG165254A1 (es)
SI (1) SI2241554T1 (es)
TW (1) TWI419879B (es)
UA (1) UA102232C2 (es)
UY (1) UY32500A (es)
WO (1) WO2010112704A1 (es)
ZA (1) ZA201002121B (es)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5632279B2 (ja) * 2007-05-30 2014-11-26 アイエヌディー−スイフト ラボラトリーズ リミテッド 塩酸イバブラジンの調製方法及びポリモルフ
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
CN103724266B (zh) * 2014-01-20 2018-12-04 山东诚创医药技术开发有限公司 去甲伊伐布雷定盐及其制备方法和应用
EP3101010A1 (en) 2015-06-03 2016-12-07 Urquima S.A. New method for the preparation of highly pure ivabradine base and salts thereof
CN108530359A (zh) * 2017-03-01 2018-09-14 浙江京新药业股份有限公司 一种伊伐布雷定杂质的制备方法

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1140049A (en) * 1965-04-02 1969-01-15 Alphachimie S A N-substituted tetrahydrobenzazepines
US3743731A (en) * 1971-03-16 1973-07-03 Schering Corp Substituted benzazepines for producing skeletal muscle relaxation
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
ATE544754T1 (de) * 2006-11-30 2012-02-15 Cadila Healthcare Ltd Verfahren zur herstellung von ivabradinhydrochlorid
CN101284813B (zh) * 2007-04-12 2012-08-15 上海优拓医药科技有限公司 伊伐布雷定的制备方法
JP5632279B2 (ja) 2007-05-30 2014-11-26 アイエヌディー−スイフト ラボラトリーズ リミテッド 塩酸イバブラジンの調製方法及びポリモルフ

Also Published As

Publication number Publication date
SG165254A1 (en) 2010-10-28
US8101747B2 (en) 2012-01-24
EA201000397A1 (ru) 2010-12-30
RS51962B (en) 2012-02-29
SA110310240B1 (ar) 2013-07-28
TWI419879B (zh) 2013-12-21
TW201040144A (en) 2010-11-16
SI2241554T1 (sl) 2012-01-31
GEP20125460B (en) 2012-03-26
DK2241554T3 (da) 2011-12-12
CN101851205A (zh) 2010-10-06
MA31745B1 (fr) 2010-10-01
AU2010201058B2 (en) 2015-02-05
FR2943667A1 (fr) 2010-10-01
EP2241554B1 (fr) 2011-09-07
WO2010112704A1 (fr) 2010-10-07
PL2241554T3 (pl) 2012-01-31
KR20100109526A (ko) 2010-10-08
UA102232C2 (uk) 2013-06-25
CY1112136T1 (el) 2015-11-04
EA016335B1 (ru) 2012-04-30
CN102603634A (zh) 2012-07-25
CN101851205B (zh) 2013-02-13
CN102603634B (zh) 2014-04-16
AR075977A1 (es) 2011-05-11
ME00987B (me) 2012-06-20
UY32500A (es) 2010-09-30
US20100249397A1 (en) 2010-09-30
CL2010000254A1 (es) 2011-04-25
JP5107382B2 (ja) 2012-12-26
FR2943667B1 (fr) 2011-05-06
HK1169827A1 (en) 2013-02-08
JP2010241809A (ja) 2010-10-28
NZ584309A (en) 2010-11-26
CA2697562A1 (fr) 2010-09-30
HK1148748A1 (en) 2011-09-16
MY145611A (en) 2012-03-05
AU2010201058A1 (en) 2010-10-14
ES2373369T3 (es) 2012-02-02
BRPI1000735A2 (pt) 2011-04-19
KR101166630B1 (ko) 2012-07-19
MX2010003184A (es) 2010-10-05
JO2782B1 (en) 2014-03-15
ATE523494T1 (de) 2011-09-15
CA2697562C (fr) 2012-05-15
EP2241554A1 (fr) 2010-10-20
PT2241554E (pt) 2011-10-17
HRP20110915T1 (hr) 2011-12-31
ZA201002121B (en) 2010-11-24

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