EA201201525A1 - Промышленный способ синтеза солей ивабрадина - Google Patents

Промышленный способ синтеза солей ивабрадина

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Publication number
EA201201525A1
EA201201525A1 EA201201525A EA201201525A EA201201525A1 EA 201201525 A1 EA201201525 A1 EA 201201525A1 EA 201201525 A EA201201525 A EA 201201525A EA 201201525 A EA201201525 A EA 201201525A EA 201201525 A1 EA201201525 A1 EA 201201525A1
Authority
EA
Eurasian Patent Office
Prior art keywords
acid
salts
synthesis
ivabradin
hclo
Prior art date
Application number
EA201201525A
Other languages
English (en)
Other versions
EA025533B1 (ru
Inventor
Виктор Уйвари
Йожеф Боди
Янош Фараго
Каталин Сёке
Ференц Фаигль
Золтан Немет
Кристина Темешвари
Роберт Кишш
Бела Матравёльдьи
Ференцне Кашшай
Доротья Киш-Бартош
Original Assignee
Рихтер Гедеон Нирт.
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 Рихтер Гедеон Нирт. filed Critical Рихтер Гедеон Нирт.
Publication of EA201201525A1 publication Critical patent/EA201201525A1/ru
Publication of EA025533B1 publication Critical patent/EA025533B1/ru

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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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (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)

Abstract

Способ синтеза солей ивабрадина формулы (I)химическое название которых соли 3-{3-[((S)-3,4-диметоксибицикло[4.2.0]окта-1,3,5-триен-7-илметил)метиламино]пропил}-7,8-диметокси-1,3,4,5-тетрагидро-2Н-3-бензазепин-2-она (HQ=HCl, HBr, HI, HNO, HClO, (СООН)), и новых промежуточных продуктов. Некоторые кристаллические формы кислотно-аддитивных солей ивабрадина (I) с азотной кислотой (I, НСQ=НNО), бромисто-водородной кислотой (I, HQ=HBr), иодисто-водородной кислотой (I, HQ=HI), щавелевой кислотой (I, HQ=(СООН)) и перхлорной кислотой (I, HQ=HClO).
EA201201525A 2010-05-07 2011-05-06 Промышленный способ синтеза солей ивабрадина EA025533B1 (ru)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
HU1000245A HUP1000245A2 (en) 2010-05-07 2010-05-07 Industrial process for the production ivabradin salts
PCT/HU2011/000044 WO2011138625A1 (en) 2010-05-07 2011-05-06 Industrial process for the synthesis of ivabradine salts

Publications (2)

Publication Number Publication Date
EA201201525A1 true EA201201525A1 (ru) 2013-04-30
EA025533B1 EA025533B1 (ru) 2017-01-30

Family

ID=89989713

Family Applications (1)

Application Number Title Priority Date Filing Date
EA201201525A EA025533B1 (ru) 2010-05-07 2011-05-06 Промышленный способ синтеза солей ивабрадина

Country Status (12)

Country Link
EP (1) EP2566850B1 (ru)
DK (1) DK2566850T3 (ru)
EA (1) EA025533B1 (ru)
ES (1) ES2675805T3 (ru)
HR (1) HRP20181066T1 (ru)
HU (2) HUP1000245A2 (ru)
LT (1) LT2566850T (ru)
PL (1) PL2566850T3 (ru)
PT (1) PT2566850T (ru)
RS (1) RS57382B1 (ru)
SI (1) SI2566850T1 (ru)
WO (1) WO2011138625A1 (ru)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2986804A1 (fr) * 2012-02-09 2013-08-16 Servier Lab Procede de synthese enzymatique de l'acide (7s) 3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-triene 7-carboxylique ou de ses esters, et application a la synthese de l'ivabradine et de ses sels
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
WO2013150544A2 (en) * 2012-04-02 2013-10-10 Hetero Research Foundation Ivabradine hydrochloride solid dispersion
FR2993561B1 (fr) * 2012-07-17 2014-10-31 Servier Lab Procede de synthese enzymatique de la (7s)-1-(3,4-dimethoxy bicyclo[4.2.0]octa-1,3,5-triene 7-yl) n-methyl methanamine, et application a la synthese de l'ivabradine et de ses sels
FR2996845A1 (fr) * 2012-10-12 2014-04-18 Servier Lab Nouveau procede de synthese du 3-(2-bromo-4,5-dimethoxyphenyl)propanenitrile, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable
FR2997696B1 (fr) * 2012-11-08 2014-12-05 Servier Lab Nouveau procede de synthese du (2e)-3-(3,4-dimethoxyphenyl)prop-2-enenitrile, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable
WO2014114341A1 (en) 2013-01-24 2014-07-31 Synthon Bv Process for making ivabradine
FR3002542B1 (fr) * 2013-02-28 2016-01-22 Servier Lab Procede de synthese enzymatique de l'acide (7s) 3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-triene 7-carboxylique et application a la synthese de l'ivabradine et de ses sels
FR3005658B1 (fr) * 2013-05-17 2015-04-24 Servier Lab "procede de synthese du 3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable"
ITMI20130830A1 (it) * 2013-05-22 2014-11-23 Laboratorio Chimico Int Spa Procedimento per la preparazione di ivabradina
EP3101010A1 (en) 2015-06-03 2016-12-07 Urquima S.A. New method for the preparation of highly pure ivabradine base and salts thereof
CN105669554A (zh) * 2016-02-22 2016-06-15 徐建立 一种盐酸伊伐布雷定杂质及其制备方法和应用
CN107698508B (zh) * 2017-10-24 2021-01-05 重庆东得医药科技有限公司 一种脱氢伊伐布雷定的合成方法
CN107698509B (zh) * 2017-10-24 2020-04-21 重庆东得医药科技有限公司 一种脱氢伊伐布雷定草酸盐的制备方法
CN108947800B (zh) * 2018-06-20 2021-07-27 安徽美诺华药物化学有限公司 一种(1s)-4,5-二甲氧基-1-(羰基氨基甲基)苯并环丁烷的合成方法

Family Cites Families (18)

* 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
US4618683A (en) 1982-06-01 1986-10-21 Abbott Laboratories Tetrahydro-6,7-dimethoxy-1H-benz[e]isoinodolines useful in the treatment of hypertension and as sedatives
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
FR2882555B1 (fr) 2005-02-28 2007-05-04 Servier Lab Forme cristalline gamma du chlorhydrate de l'ivabradine, son procede de preparation, et les compositions pharmaceutiques qui la contiennent
FR2882554B1 (fr) 2005-02-28 2007-05-04 Servier Lab Forme critalline beta d du chlorhydrate de l'ivabradine, son procede de preparation, et les compositions pharmaceutiques qui la contiennent
FR2882553B1 (fr) 2005-02-28 2007-05-04 Servier Lab Forme cristalline beta du chlorhydrate de l'ivabradine, son procede de preparation, et les compositions pharmaceutiques qui la contiennent
FR2882556B1 (fr) 2005-02-28 2007-05-04 Servier Lab Forme cristalline gamma d du chlorhydrate de l'ivabradine, son procede de preparation, et les compositions pharmaceutiques qui la contiennent
FR2891826B1 (fr) 2005-10-11 2007-12-28 Servier Lab Forme cristalline 6 du chlorhydrate de l'ivabradine, son procede de preparation et les compositions pharmaceutiques qui la contiennent
FR2891827B1 (fr) 2005-10-11 2007-12-28 Servier Lab Forme cristalline deltad du chlorhydrate de l'ivabradine, son procede de preparation, et les compositions pharmaceutiques qui la contiennent
EP2097383B1 (en) 2006-11-30 2012-02-08 Cadila Healthcare Limited Process for preparation of ivabradine hydrochloride
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
SI22750A (sl) 2008-04-07 2009-10-31 Krka D.D. Ivabradin hidrobromid
FR2932800B1 (fr) * 2008-06-20 2015-02-20 Servier Lab 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
FR2933975B1 (fr) * 2008-07-17 2011-02-18 Servier Lab Nouveau procede de preparation de benzocyclobutenes fonctionnalises,et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable.
FR2935381B1 (fr) * 2008-08-29 2010-12-17 Servier Lab Nouveau procede de resolution des enantiomerees du (3,4-dimethoxy-bicyclo°4.2.0!octa-1,3,5-trien-7-yl)nitrile et application a la synthese de l'ivabradine
CN101671265B (zh) * 2008-09-12 2012-08-15 中国科学院上海药物研究所 一种苯并环丁烷类化合物及其制备方法与用途

Also Published As

Publication number Publication date
PT2566850T (pt) 2018-07-12
ES2675805T3 (es) 2018-07-12
HRP20181066T1 (hr) 2018-09-07
HU1000245D0 (en) 2010-06-28
HUE037935T2 (hu) 2018-09-28
LT2566850T (lt) 2018-07-25
WO2011138625A1 (en) 2011-11-10
SI2566850T1 (en) 2018-08-31
EP2566850A1 (en) 2013-03-13
PL2566850T3 (pl) 2018-09-28
EA025533B1 (ru) 2017-01-30
HUP1000245A2 (en) 2011-11-28
EP2566850B1 (en) 2018-04-11
RS57382B1 (sr) 2018-09-28
DK2566850T3 (en) 2018-07-23

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