AR072175A1 - Procedimiento de sintesis de 7,8-dimetoxi-1,3-dihidro-2h-3- benzazepin-2-ona, y aplicacion en la sintesis de ivabradina y de sus sales de adicion a un acido farmaceuticamente aceptable - Google Patents

Procedimiento de sintesis de 7,8-dimetoxi-1,3-dihidro-2h-3- benzazepin-2-ona, y aplicacion en la sintesis de ivabradina y de sus sales de adicion a un acido farmaceuticamente aceptable

Info

Publication number
AR072175A1
AR072175A1 ARP090102210A ARP090102210A AR072175A1 AR 072175 A1 AR072175 A1 AR 072175A1 AR P090102210 A ARP090102210 A AR P090102210A AR P090102210 A ARP090102210 A AR P090102210A AR 072175 A1 AR072175 A1 AR 072175A1
Authority
AR
Argentina
Prior art keywords
formula
compound
synthesis
ivabradine
pharmaceutically acceptable
Prior art date
Application number
ARP090102210A
Other languages
English (en)
Inventor
Jean-Michel Lerestif
Jean-Pierre Lecouve
Daniel Brigot
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=40347797&utm_source=***_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR072175(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 AR072175A1 publication Critical patent/AR072175A1/es

Links

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
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • 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
    • A61P9/06—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
    • 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
    • C07D223/18—Dibenzazepines; Hydrogenated dibenzazepines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Reivindicacion 1: Procedimiento de s¡ntesis del compuesto de formula (1): caracterizado porque el  cido (3,4-dimetoxifenil) acetico de formula (4) se transforma en compuesto de formula (5) en la que los grupos R1 y R2, identicos o diferentes, representan grupos alcoxi C1-6 lineales o ramificados, o bien forman junto con el  tomo de carbono al que est n unidos un ciclo 1,3-dioxano, 1,3-dioxolano o 1,3-dioxepano, el cual se somete a una reaccion de ciclacion en medio  cido para dar lugar despues de aislamiento al compuesto de formula (1). Reivindicacion 21: Procedimiento de s¡ntesis de ivabradina y de sus sales farmaceuticamente aceptables, en el que el compuesto de formula (4) se transforma en compuesto de formula (1) segun el procedimiento de la reivindicacion 1, despues el compuesto de formula (1) se transforma en ivabradina, que puede transformarse opcionalmente en sus sales de adicion a un  cido farmaceuticamente aceptable, elegido entre los  cidos clorh¡drico, bromh¡drico, sulfurico, fosforico, acetico, trifluoroacetico, l ctico, piruvico, malonico, succ¡nico, glut rico, fum rico, t rtrico, maleico, c¡trico, ascorbico, ox lico, metanosulfonico, bencenosulfonico y canforico, y en sus hidratos.
ARP090102210A 2008-06-20 2009-06-18 Procedimiento de sintesis de 7,8-dimetoxi-1,3-dihidro-2h-3- benzazepin-2-ona, y aplicacion en la sintesis de ivabradina y de sus sales de adicion a un acido farmaceuticamente aceptable AR072175A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR0803452A FR2932800B1 (fr) 2008-06-20 2008-06-20 Nouveau procede de synthese de la 7,8-dimethoxy-1,3-dihydro- 2h-3-benzazepin-2-one, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable

Publications (1)

Publication Number Publication Date
AR072175A1 true AR072175A1 (es) 2010-08-11

Family

ID=40347797

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP090102210A AR072175A1 (es) 2008-06-20 2009-06-18 Procedimiento de sintesis de 7,8-dimetoxi-1,3-dihidro-2h-3- benzazepin-2-ona, y aplicacion en la sintesis de ivabradina y de sus sales de adicion a un acido farmaceuticamente aceptable

Country Status (36)

Country Link
US (1) US7928223B2 (es)
EP (1) EP2135861B2 (es)
JP (1) JP5216697B2 (es)
KR (1) KR101119296B1 (es)
CN (1) CN101607939B (es)
AR (1) AR072175A1 (es)
AU (1) AU2009202314B2 (es)
BR (1) BRPI0902105A2 (es)
CA (1) CA2668524C (es)
CL (1) CL2009001414A1 (es)
CY (1) CY1115623T1 (es)
DK (1) DK2135861T4 (es)
EA (1) EA017333B1 (es)
ES (1) ES2522625T5 (es)
FR (1) FR2932800B1 (es)
GE (1) GEP20125407B (es)
HK (1) HK1140188A1 (es)
HR (1) HRP20140928T4 (es)
JO (1) JO3806B1 (es)
MA (1) MA31071B1 (es)
ME (1) ME00814B (es)
MX (1) MX2009006288A (es)
MY (1) MY146245A (es)
NZ (1) NZ577540A (es)
PE (1) PE20100051A1 (es)
PL (1) PL2135861T5 (es)
PT (1) PT2135861E (es)
RS (1) RS53495B2 (es)
SA (1) SA109300396B1 (es)
SG (1) SG158026A1 (es)
SI (1) SI2135861T2 (es)
TW (1) TWI374134B (es)
UA (1) UA107779C2 (es)
UY (1) UY31883A (es)
WO (1) WO2009153461A2 (es)
ZA (1) ZA200904316B (es)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
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
CN101774969B (zh) * 2009-01-13 2012-07-04 江苏恒瑞医药股份有限公司 硫酸伊伐布雷定及其i型结晶的制备方法
PL2902384T3 (pl) 2010-02-12 2018-04-30 Krka, D.D., Novo Mesto Postać chlorowodorku iwabradyny
FR2956401B1 (fr) 2010-02-17 2012-02-03 Servier Lab Nouveau procede de synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable
WO2011104723A2 (en) * 2010-02-23 2011-09-01 Ind-Swift Laboratories Limited Acid addition salts of ivabradine and preparation thereof
HUP1000245A2 (en) * 2010-05-07 2011-11-28 Richter Gedeon Nyrt Industrial process for the production ivabradin salts
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
FR3003859B1 (fr) 2013-03-26 2015-03-13 Servier Lab "procede de synthese de derives de la 7,8-dimethoxy-1,3-dihydro-2h-3-benzazepin-2-one et application a la synthese de l'ivabradine"
HU230826B1 (hu) * 2014-11-19 2018-07-30 Richter Gedeon Nyrt. Eljárás benzazepin származékok előállítására
EP3101010A1 (en) 2015-06-03 2016-12-07 Urquima S.A. New method for the preparation of highly pure ivabradine base and salts thereof
CN108424389A (zh) * 2017-02-13 2018-08-21 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 (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4490369A (en) * 1981-05-19 1984-12-25 Dr. Karl Thomae Gesellschaft Mit Beschrankter Haftung Benzazepine derivatives, their pharmaceutical compositions and method of use
IL70854A0 (en) * 1983-02-04 1984-05-31 Lilly Co Eli Improvements in or relating to benzazepine derivatives
DE3343801A1 (de) * 1983-12-03 1985-06-13 Dr. Karl Thomae Gmbh, 7950 Biberach Neue indolderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung
DE3418270A1 (de) * 1984-05-17 1985-11-21 Dr. Karl Thomae Gmbh, 7950 Biberach Neue aminotetralinderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung
DE3418271A1 (de) * 1984-05-17 1985-11-21 Dr. Karl Thomae Gmbh, 7950 Biberach Neue benzazepinderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung
EP0204349A3 (de) * 1985-06-01 1990-01-03 Dr. Karl Thomae GmbH Neue heteroaromatische Aminderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung
FR2681862B1 (fr) * 1991-09-27 1993-11-12 Adir Cie Nouvelles (benzocycloalkyl)alkylamines, leur procede de preparation, et les compositions pharmaceutiques qui les contiennent.
UA77165C2 (en) * 2000-11-17 2006-11-15 Lilly Co Eli (n)-((s)-2-hydroxy-3-methyl-butyryl)-1-(l-alaninyl)-(s)-1-amino-3-methyl-4,5,6,7-tetrahydro-2h-3-benzazepin-2-one dihydrate, processes for manufacturing and pharmaceutical composition
WO2002074746A1 (fr) * 2001-03-16 2002-09-26 Yamanouchi Pharmaceutical Co., Ltd. Derives de benzazepine
EP1680127B1 (en) * 2003-10-23 2008-10-15 F. Hoffmann-La Roche Ag Benzazepine derivatives as mao-b inhibitors
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
BRPI0613403A2 (pt) * 2005-07-15 2009-02-10 Amr Technology Inc tetrahidrobenzodiazepinas aril- e heteroarila-substituÍdas e uso das mesmas para bloquear a recaptaÇço de norepinefrina, dopamina e serotonina

Also Published As

Publication number Publication date
PT2135861E (pt) 2014-09-02
AU2009202314A1 (en) 2010-01-14
MA31071B1 (fr) 2010-01-04
NZ577540A (en) 2010-10-29
EA017333B1 (ru) 2012-11-30
UA107779C2 (en) 2015-02-25
KR20090132544A (ko) 2009-12-30
SI2135861T2 (sl) 2021-04-30
CY1115623T1 (el) 2017-01-04
CN101607939B (zh) 2012-05-02
JP5216697B2 (ja) 2013-06-19
CN101607939A (zh) 2009-12-23
ES2522625T5 (es) 2021-07-29
KR101119296B1 (ko) 2012-03-15
AU2009202314B2 (en) 2013-01-24
WO2009153461A2 (fr) 2009-12-23
SG158026A1 (en) 2010-01-29
CA2668524C (fr) 2012-09-11
FR2932800A1 (fr) 2009-12-25
WO2009153461A3 (fr) 2010-04-29
ZA200904316B (en) 2010-05-26
EP2135861A1 (fr) 2009-12-23
HRP20140928T4 (hr) 2021-03-05
RS53495B2 (sr) 2021-02-26
EA200900707A1 (ru) 2010-04-30
GEP20125407B (en) 2012-02-27
US7928223B2 (en) 2011-04-19
PL2135861T3 (pl) 2014-11-28
TW201002671A (en) 2010-01-16
CL2009001414A1 (es) 2010-06-04
CA2668524A1 (fr) 2009-12-20
ES2522625T3 (es) 2014-11-17
DK2135861T3 (da) 2014-10-20
PE20100051A1 (es) 2010-02-06
RS53495B1 (en) 2015-02-27
HK1140188A1 (en) 2010-10-08
MY146245A (en) 2012-07-31
TWI374134B (en) 2012-10-11
JO3806B1 (ar) 2021-01-31
EP2135861B2 (fr) 2020-12-16
MX2009006288A (es) 2010-02-17
BRPI0902105A2 (pt) 2010-04-13
ME00814B (me) 2012-03-20
DK2135861T4 (da) 2021-03-22
SI2135861T1 (sl) 2014-10-30
FR2932800B1 (fr) 2015-02-20
SA109300396B1 (ar) 2013-09-08
US20090318682A1 (en) 2009-12-24
EP2135861B1 (fr) 2014-07-30
UY31883A (es) 2010-01-29
HRP20140928T1 (en) 2014-11-21
JP2010006807A (ja) 2010-01-14
PL2135861T5 (pl) 2022-07-18

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