イバブラジン

イバブラジン 化学構造式
155974-00-8
CAS番号.
155974-00-8
化学名:
イバブラジン
别名:
イバブラジン;3-[3-[N-[[(7S)-3,4-ジメトキシビシクロ[4.2.0]オクタ-1,3,5-トリエン-7-イル]メチル]-N-メチルアミノ]プロピル]-7,8-ジメトキシ-4,5-ジヒドロ-1H-3-ベンゾアゼピン-2(3H)-オン;3-[3-({[(7S)-3,4-ジメトキシビシクロ[4.2.0]オクタ-1(6),2,4-トリエン-7-イル]メチル}(メチル)アミノ)プロピル]-7,8-ジメトキシ-2,3,4,5-テトラヒドロ-1H-3-ベンゾアゼピン-2-オン;7,8-ジメトキシ-4,5-ジヒドロ-3-[3-[メチル[[(7S)-3,4-ジメトキシビシクロ[4.2.0]オクタ-1,3,5-トリエン-7-イル]メチル]アミノ]プロピル]-1H-3-ベンゾアゼピン-2(3H)-オン;3-[3-[[[(7S)-3,4-ジメトキシビシクロ[4.2.0]オクタ-1,3,5-トリエン-7-イル]メチル]メチルアミノ]プロピル]-1,3,4,5-テトラヒドロ-7,8-ジメトキシ-2H-3-ベンゾアゼピン-2-オン
英語名:
Ivabradine
英語别名:
Ivabradine sulfate;Ivabradine;Ivabridine –;Ivabradine API;Ivabradine USP/EP/BP;Ivabradine HCl Premix;Ivabradine(Hydrochloride form);3-[3-[[(8S)-3,4-dimethoxy-8-bicyclo[4.2.0]octa-1,3,5-trienyl]methyl-methylamino]propyl]-7,8-dimethoxy-2,5-dihydro-1H-3-benzazepin-4-one;3-[3-[[(8S)-3,4-dimethoxy-8-bicyclo[4.2.0]octa-1,3,5-trienyl]methyl-methyl-amino]propyl]-7,8-dimethoxy-2,5-dihydro-1H-3-benzazepin-4-one;7-(3-((((R)-4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)Methyl)(Methyl)aMino)propyl)-2,3-diMethoxy-8,9-dihydro-5H-benzo[7]annulen-6(7H)-one
CBNumber:
CB41178988
化学式:
C27H36N2O5
分子量:
468.59
MOL File:
155974-00-8.mol

イバブラジン 物理性質

沸点 :
626.9±55.0 °C(Predicted)
比重(密度) :
1.146±0.06 g/cm3(Predicted)
酸解離定数(Pka):
8.77±0.50(Predicted)

安全性情報

イバブラジン 価格

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入

イバブラジン 化学特性,用途語,生産方法

効能

強心薬

説明

Ivabradine is a first selective and specific If inhibitor that was approved by EMEA in November for symptomatic treatment of chronic stable angina pectoris in patients with normal sinus rhythm. This is the first agent to lower heart rate by inhibiting the cardiac pacemaker If current. The compound was discovered and developed by Servier and is currently being marketed in Ireland.

定義

ChEBI: A member of the class of benzazepines that is 7,8-dimethoxy-1,3,4,5-tetrahydro-3-benzazepin-2-one in which the amide hydrogen is replaced by a [{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]propyl} group. Use (as its hydrochloride salt) to treat patients with angina who have intolerance to beta blockers and/or heart failure.

合成

The convergent synthesis of ivabradine was accomplished by coupling the key benzocylclobutanyl amine 73 with oxadioxalane 76 in an in situ deprotection and amination as shown in Scheme 13. For the synthesis of the key amine 73, cyano group of compound 69 is reduced with borane-THF to give amine 70 in 90% yield, which was reacted with ethyl chloroformate to give carbamate 71 in 80% yield. Complete reduction of the carbamate was accomplished by refluxing with LAH in THF to give racemic methyl amine 72 in 92% yield, which was then resolved by crystallizing with N-acetyl ¨CL-glutamic acid to give chiral salt 73. Prior to the next step, the amine is converted to the hydrochloride salt.
The coupling partner 76 to make ivabradine was prepared from the azepinone 74 by first reacting with bromoethyldioxalane to give 75. The olefin in 75 was reduced by hydrogenating with palladium/carbon catalyst at 55??C to give 76. To the same pot, the amine 73 was added and hydrogenated to give reductive amination product ivabradine hydrochloride (X) in very good yields.

説明図

イバブラジン 上流と下流の製品情報

原材料

準備製品


イバブラジン 生産企業

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155974-00-8(イバブラジン)キーワード:


  • 155974-00-8
  • 3-[3-[[(8S)-3,4-dimethoxy-8-bicyclo[4.2.0]octa-1,3,5-trienyl]methyl-methyl-amino]propyl]-7,8-dimethoxy-2,5-dihydro-1H-3-benzazepin-4-one
  • 3-[3-[[(8S)-3,4-dimethoxy-8-bicyclo[4.2.0]octa-1,3,5-trienyl]methyl-methylamino]propyl]-7,8-dimethoxy-2,5-dihydro-1H-3-benzazepin-4-one
  • Ivabradine
  • Ivabridine –
  • 7-(3-((((R)-4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)Methyl)(Methyl)aMino)propyl)-2,3-diMethoxy-8,9-dihydro-5H-benzo[7]annulen-6(7H)-one
  • Ivabradine(Hydrochloride form)
  • 2H-3-Benzazepin-2-one, 3-[3-[[[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl]methylamino]propyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-
  • Ivabradine HCl Premix
  • Ivabradine USP/EP/BP
  • IvabradineQ: What is Ivabradine Q: What is the CAS Number of Ivabradine Q: What is the storage condition of Ivabradine Q: What are the applications of Ivabradine
  • Ivabradine API
  • Ivabradine sulfate
  • イバブラジン
  • 3-[3-[N-[[(7S)-3,4-ジメトキシビシクロ[4.2.0]オクタ-1,3,5-トリエン-7-イル]メチル]-N-メチルアミノ]プロピル]-7,8-ジメトキシ-4,5-ジヒドロ-1H-3-ベンゾアゼピン-2(3H)-オン
  • 3-[3-({[(7S)-3,4-ジメトキシビシクロ[4.2.0]オクタ-1(6),2,4-トリエン-7-イル]メチル}(メチル)アミノ)プロピル]-7,8-ジメトキシ-2,3,4,5-テトラヒドロ-1H-3-ベンゾアゼピン-2-オン
  • 7,8-ジメトキシ-4,5-ジヒドロ-3-[3-[メチル[[(7S)-3,4-ジメトキシビシクロ[4.2.0]オクタ-1,3,5-トリエン-7-イル]メチル]アミノ]プロピル]-1H-3-ベンゾアゼピン-2(3H)-オン
  • 3-[3-[[[(7S)-3,4-ジメトキシビシクロ[4.2.0]オクタ-1,3,5-トリエン-7-イル]メチル]メチルアミノ]プロピル]-1,3,4,5-テトラヒドロ-7,8-ジメトキシ-2H-3-ベンゾアゼピン-2-オン
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