RS50546B - Postupak sinteze derivata 1,3-dihidro-2h-3-benzazepin-2-on-a i primena u sintezi ivabradina i adicionih soli farmaceutski prihvatljive kiseliine - Google Patents

Postupak sinteze derivata 1,3-dihidro-2h-3-benzazepin-2-on-a i primena u sintezi ivabradina i adicionih soli farmaceutski prihvatljive kiseliine

Info

Publication number
RS50546B
RS50546B RSP-2007/0493A RSP20070493A RS50546B RS 50546 B RS50546 B RS 50546B RS P20070493 A RSP20070493 A RS P20070493A RS 50546 B RS50546 B RS 50546B
Authority
RS
Serbia
Prior art keywords
preparation
formula
compound
ivabradine
benzazepin
Prior art date
Application number
RSP-2007/0493A
Other languages
English (en)
Inventor
Jean-Michel Lerestif
Jean-Pierre Lecouve
Daniel Brigot
Original Assignee
Les Laboratoires Servier
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
Application filed by Les Laboratoires Servier filed Critical Les Laboratoires Servier
Publication of RS50546B publication Critical patent/RS50546B/sr

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D223/00Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/16Benzazepines; Hydrogenated benzazepines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/04Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/06Antiarrhythmics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/06Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Cardiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (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)
  • General Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Hospice & Palliative Care (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Postupak sinteze jedinjenja formule (I): u kojoj R1 i R2, isti ili različiti, svaki predstavlja linearnu ili razgranatu (C1-C8) alkoksi grupu, ili, zajedno sa atomom ugljenika koji ih nosi, obrazuju prsten 1,3-dioksana, 1,3-dioksolana ili 1,3-dioksepana, naznačen time što se jedinjenje formule (IV): podvrgava reakciji alkilacije sa jedinjenjem formule (V): u kojoj su R1 i R2 kao što su prethodno definisani i, X predstavlja odlazeću grupu, u N-metilpirolidonu, u prisustvu baze odabrane između natrijum hidroksida u vodenom rastvoru i natrijum ili kalijum karbonata da bi se dobilo posle izolovanja jedinjenje formule (I). Prijava sadrži još 10 zavisnih patentnih zahteva.
RSP-2007/0493A 2004-04-13 2005-02-21 Postupak sinteze derivata 1,3-dihidro-2h-3-benzazepin-2-on-a i primena u sintezi ivabradina i adicionih soli farmaceutski prihvatljive kiseliine RS50546B (sr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR0403829A FR2868776B1 (fr) 2004-04-13 2004-04-13 Nouveau procede de synthese de derives de la 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
RS50546B true RS50546B (sr) 2010-05-07

Family

ID=34941960

Family Applications (1)

Application Number Title Priority Date Filing Date
RSP-2007/0493A RS50546B (sr) 2004-04-13 2005-02-21 Postupak sinteze derivata 1,3-dihidro-2h-3-benzazepin-2-on-a i primena u sintezi ivabradina i adicionih soli farmaceutski prihvatljive kiseliine

Country Status (33)

Country Link
US (1) US7074920B2 (sr)
EP (1) EP1589014B1 (sr)
JP (2) JP4511970B2 (sr)
KR (1) KR100636500B1 (sr)
CN (1) CN1332951C (sr)
AR (1) AR047686A1 (sr)
AT (1) ATE375339T1 (sr)
AU (1) AU2005200860B2 (sr)
BR (1) BRPI0500478B8 (sr)
CA (1) CA2496721C (sr)
CY (1) CY1107101T1 (sr)
DE (1) DE602005002776T2 (sr)
DK (1) DK1589014T3 (sr)
EA (1) EA007744B1 (sr)
ES (1) ES2294652T3 (sr)
FR (1) FR2868776B1 (sr)
GE (1) GEP20074137B (sr)
HK (1) HK1079776A1 (sr)
HR (1) HRP20070503T3 (sr)
MA (1) MA27599A1 (sr)
ME (1) ME01402B (sr)
MX (1) MXPA05003695A (sr)
MY (1) MY141223A (sr)
NO (1) NO329438B1 (sr)
NZ (1) NZ538327A (sr)
PL (1) PL1589014T3 (sr)
PT (1) PT1589014E (sr)
RS (1) RS50546B (sr)
SG (1) SG116573A1 (sr)
SI (1) SI1589014T1 (sr)
UA (1) UA81772C2 (sr)
WO (1) WO2005111026A1 (sr)
ZA (1) ZA200501467B (sr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
FR2868776B1 (fr) * 2004-04-13 2008-04-18 Servier Lab Nouveau procede de synthese de derives de la 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
ES2528026T3 (es) 2007-05-30 2015-02-03 Ind-Swift Laboratories Limited Sales de oxalato de ivabridina cristalino y polimorfos de los mismos
EP2367782B1 (en) 2008-12-22 2013-02-13 KRKA, D.D., Novo Mesto Process for preparation of ivabradine
HUE035588T2 (en) 2010-02-12 2018-05-28 Krka D D Novo Mesto Form of ivabradine hydrochloride
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
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

Family Cites Families (13)

* 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
DE3119874A1 (de) * 1981-05-19 1982-12-09 Dr. Karl Thomae Gmbh, 7950 Biberach "benzazepinderivate, ihre herstellung und ihre verwendung als arzneimittel"
DE3242599A1 (de) * 1982-11-18 1984-05-24 Dr. Karl Thomae Gmbh, 7950 Biberach Neue benzazepinderivate, ihre herstellung und ihre verwendung als arzneimittel
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
EP0204349A3 (de) * 1985-06-01 1990-01-03 Dr. Karl Thomae GmbH Neue heteroaromatische Aminderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung
DE3519735A1 (de) * 1985-06-01 1986-12-04 Dr. Karl Thomae Gmbh, 7950 Biberach Neue heteroaromatische aminderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung
DE3717561A1 (de) * 1987-05-25 1988-12-08 Thomae Gmbh Dr K Indol-, isochinolin- und benzazepinderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung
JP2568416B2 (ja) * 1986-11-04 1997-01-08 大塚製薬株式会社 ヒドロフルオレン誘導体
JPH0495078A (ja) * 1990-08-08 1992-03-27 Nippon Shoji Kk ピリミドン誘導体の製造法、そのための中間体
FR2681862B1 (fr) * 1991-09-27 1993-11-12 Adir Cie Nouvelles (benzocycloalkyl)alkylamines, leur procede de preparation, et les compositions pharmaceutiques qui les contiennent.
TW279860B (sr) * 1993-11-12 1996-07-01 Ciba Geigy Ag
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
FR2868776B1 (fr) * 2004-04-13 2008-04-18 Servier Lab Nouveau procede de synthese de derives de la 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

Also Published As

Publication number Publication date
EA200500237A1 (ru) 2005-10-27
NO20050885L (no) 2005-10-14
AU2005200860A1 (en) 2005-10-27
ATE375339T1 (de) 2007-10-15
MXPA05003695A (es) 2006-01-24
CY1107101T1 (el) 2012-10-24
FR2868776A1 (fr) 2005-10-14
KR20060042120A (ko) 2006-05-12
US7074920B2 (en) 2006-07-11
WO2005111026A1 (fr) 2005-11-24
NZ538327A (en) 2005-11-25
EP1589014A1 (fr) 2005-10-26
SG116573A1 (en) 2005-11-28
JP4511970B2 (ja) 2010-07-28
NO329438B1 (no) 2010-10-18
EP1589014B1 (fr) 2007-10-10
ZA200501467B (en) 2005-11-30
MY141223A (en) 2010-03-31
CA2496721C (fr) 2010-09-07
HRP20070503T3 (en) 2007-12-31
CN1683342A (zh) 2005-10-19
BRPI0500478B8 (pt) 2021-05-25
BRPI0500478B1 (pt) 2019-04-02
PL1589014T3 (pl) 2008-01-31
UA81772C2 (uk) 2008-02-11
DK1589014T3 (da) 2008-02-25
MA27599A1 (fr) 2005-11-01
HK1079776A1 (en) 2006-04-13
FR2868776B1 (fr) 2008-04-18
US20050227962A1 (en) 2005-10-13
JP2005298479A (ja) 2005-10-27
GEP20074137B (en) 2007-06-25
ME01402B (me) 2010-05-07
PT1589014E (pt) 2007-12-13
CN1332951C (zh) 2007-08-22
AR047686A1 (es) 2006-02-01
KR100636500B1 (ko) 2006-10-18
AU2005200860B2 (en) 2010-08-05
SI1589014T1 (sl) 2008-02-29
DE602005002776T2 (de) 2008-08-28
NO20050885D0 (no) 2005-02-18
CA2496721A1 (fr) 2005-10-13
EA007744B1 (ru) 2006-12-29
ES2294652T3 (es) 2008-04-01
BRPI0500478A (pt) 2005-11-16
JP2010043096A (ja) 2010-02-25
DE602005002776D1 (de) 2007-11-22

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