SA113350048B1 - عملية جديدة لتصنيع 3-(2-برومو-4، 5- داي ميثوكسي فينيل) بروبان نيتريل، واستخدامها في تصنيع افابرادين وإضافة أملاح منه مع حمض مقبول صيدلانياً - Google Patents

عملية جديدة لتصنيع 3-(2-برومو-4، 5- داي ميثوكسي فينيل) بروبان نيتريل، واستخدامها في تصنيع افابرادين وإضافة أملاح منه مع حمض مقبول صيدلانياً

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Publication number
SA113350048B1
SA113350048B1 SA113350048A SA113350048A SA113350048B1 SA 113350048 B1 SA113350048 B1 SA 113350048B1 SA 113350048 A SA113350048 A SA 113350048A SA 113350048 A SA113350048 A SA 113350048A SA 113350048 B1 SA113350048 B1 SA 113350048B1
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SA
Saudi Arabia
Prior art keywords
bromo
synthesis
ivabradine
acid
propanenitrile
Prior art date
Application number
SA113350048A
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English (en)
Inventor
لورينزو جونزاليز خوسيه
سانشيز فريديريك
ايزابيل جارسيا اراندا ماريا
ديل بيلار كارانزا ماريا
Original Assignee
لي لابوراتوريز سيرفير
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Publication date
Application filed by لي لابوراتوريز سيرفير filed Critical لي لابوراتوريز سيرفير
Publication of SA113350048B1 publication Critical patent/SA113350048B1/ar

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00Preparation of carboxylic acid nitriles
    • C07C253/14Preparation of carboxylic acid nitriles by reaction of cyanides with halogen-containing compounds with replacement of halogen atoms by cyano groups
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00Preparation of carboxylic acid nitriles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00Preparation of carboxylic acid nitriles
    • C07C253/30Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/01Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/02Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton
    • C07C255/03Mononitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/01Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/37Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by etherified hydroxy groups

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

Abstract

يتعلق الاختراع الحالي بتصنيع 3-(2-bromo-4,5-dimethoxy-phenyl)propanenitrile (I) يشتمل على تعريض 1-bromo-2-(bromomethyl)-4,5-dimethoxy-benzene (II) لتأثير قاعدة في وجود acetonitrile في مذيب عضوي organic solvent للحصول على (I). يشتمل تصنيع 3-(2-bromo-4,5-dimethoxy-phenyl)propanenitrile له الصيغة (I) على تعريض 1-bromo-2-(bromomethyl)-4,5-dimethoxy-benzene له الصيغة (II) لتأثير قاعدة في وجود acetonitrile في مذيب عضوي organic solvent للحصول على (I). يتم تضمين عنصر حماية مستقل لتصنيع ivabradine أو الملح المقبول صيدلانياً منه، يشتمل على: تعريض (II) لتأثير قاعدة في وجود acetonitrile في مذيب عضوي organic solvent للحصول على (I)؛ وتحويل (I) إلى ivabradine أو التحويل الاختياري إلى أملاح أو hydrates من ivabradine من خلال المعالجة بحمض مقبول صيدلانياً يشتمل على : hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid, acetic acid, trifluoroacetic acid, lactic acid, pyruvic acid, malonic acid, succinic acid, glutaric acid, fumaric acid, tartaric acid, maleic acid, citric ac
SA113350048A 2012-12-06 2013-12-04 عملية جديدة لتصنيع 3-(2-برومو-4، 5- داي ميثوكسي فينيل) بروبان نيتريل، واستخدامها في تصنيع افابرادين وإضافة أملاح منه مع حمض مقبول صيدلانياً SA113350048B1 (ar)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR1261714A FR2999178B1 (fr) 2012-12-06 2012-12-06 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

Publications (1)

Publication Number Publication Date
SA113350048B1 true SA113350048B1 (ar) 2015-10-07

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SA113350048A SA113350048B1 (ar) 2012-12-06 2013-12-04 عملية جديدة لتصنيع 3-(2-برومو-4، 5- داي ميثوكسي فينيل) بروبان نيتريل، واستخدامها في تصنيع افابرادين وإضافة أملاح منه مع حمض مقبول صيدلانياً

Country Status (26)

Country Link
US (1) US8779123B2 (ar)
EP (1) EP2740725A1 (ar)
JP (1) JP5863757B2 (ar)
KR (1) KR101575736B1 (ar)
CN (1) CN103848757B (ar)
AR (1) AR093807A1 (ar)
AU (1) AU2013257530B2 (ar)
BR (1) BR102013031270A8 (ar)
CA (1) CA2835459C (ar)
EA (1) EA023329B1 (ar)
FR (1) FR2999178B1 (ar)
GE (1) GEP20156413B (ar)
HK (1) HK1199013A1 (ar)
JO (1) JO3320B1 (ar)
MA (1) MA35806B1 (ar)
MD (1) MD4477C1 (ar)
MX (1) MX349425B (ar)
MY (1) MY159691A (ar)
NZ (1) NZ618644A (ar)
SA (1) SA113350048B1 (ar)
SG (1) SG2013085709A (ar)
TW (1) TWI519507B (ar)
UA (1) UA117900C2 (ar)
UY (1) UY35149A (ar)
WO (1) WO2014087105A1 (ar)
ZA (1) ZA201309038B (ar)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3101010A1 (en) * 2015-06-03 2016-12-07 Urquima S.A. New method for the preparation of highly pure ivabradine base and salts thereof
KR101702468B1 (ko) 2015-07-27 2017-02-06 충남대학교산학협력단 암 예방 및 치료용 조성물

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2681862B1 (fr) * 1991-09-27 1993-11-12 Adir Cie Nouvelles (benzocycloalkyl)alkylamines, leur procede de preparation, et les compositions pharmaceutiques qui les contiennent.
CN1262541C (zh) * 1999-12-29 2006-07-05 惠氏公司 三环蛋白激酶抑制剂
US7365197B2 (en) * 2000-12-29 2008-04-29 Wyeth Method for the regioselective preparation of substituted benzo[g]quinoline-3-carbonitriles and benzo[g]quinazolines
CN101407474B (zh) * 2008-11-18 2011-12-14 东华大学 一种2-溴-4,5-二甲氧基苯丙腈的制备方法
CN102464595B (zh) * 2010-11-17 2015-02-25 山东新时代药业有限公司 一种伊伐布雷定中间体的合成方法

Also Published As

Publication number Publication date
TW201422570A (zh) 2014-06-16
MD20130092A2 (ro) 2014-06-30
FR2999178A1 (fr) 2014-06-13
CN103848757A (zh) 2014-06-11
MD4477B1 (ro) 2017-04-30
UY35149A (es) 2014-06-30
CN103848757B (zh) 2016-05-18
FR2999178B1 (fr) 2014-11-28
AU2013257530A1 (en) 2014-06-26
CA2835459A1 (fr) 2014-06-06
WO2014087105A1 (fr) 2014-06-12
AR093807A1 (es) 2015-06-24
JP2014114285A (ja) 2014-06-26
MX349425B (es) 2017-07-28
JO3320B1 (ar) 2019-03-13
MX2013013766A (es) 2014-06-23
JP5863757B2 (ja) 2016-02-17
AU2013257530B2 (en) 2017-04-27
BR102013031270A8 (pt) 2021-02-23
MA35806B1 (fr) 2014-12-01
SG2013085709A (en) 2014-07-30
MD4477C1 (ro) 2017-11-30
EP2740725A1 (fr) 2014-06-11
EA201301235A1 (ru) 2014-06-30
KR101575736B1 (ko) 2015-12-08
UA117900C2 (uk) 2018-10-25
EA023329B1 (ru) 2016-05-31
BR102013031270A2 (pt) 2014-09-16
TWI519507B (zh) 2016-02-01
US20140163220A1 (en) 2014-06-12
KR20140073436A (ko) 2014-06-16
US8779123B2 (en) 2014-07-15
ZA201309038B (en) 2016-01-27
MY159691A (en) 2017-01-13
GEP20156413B (en) 2015-12-10
NZ618644A (en) 2015-02-27
HK1199013A1 (zh) 2015-06-19
CA2835459C (fr) 2016-08-16

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