16E-[4-{2-diethylaminoethoxy}benzylidene]-17-oxo-5-androsten-3β-yl acetate allyl bromide | 1268357-67-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 16E-[4-{2-diethylaminoethoxy}benzylidene]-17-oxo-5-androsten-3β-yl acetate allyl bromide
• 英文别名: 2-[4-[(E)-[(3S,8R,9S,10R,13S,14S)-3-acetyloxy-10,13-dimethyl-17-oxo-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-16-ylidene]methyl]-2-methoxyphenoxy]ethyl-diethyl-prop-2-enylazanium;bromide
• CAS: 1268357-67-0
• 化学式: Br*C₃₈H₅₄NO₅
• 分子量: 684.754
• InChiKey: BOFNGATXJIAVCC-DPUBWABESA-M

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  45
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  16-[4-(2-diethylaminoethoxy)-3-methoxybenzylidene]-17-oxo-5-androsten-3β-yl acetate 、 3-溴丙烯 以 二氯甲烷 为溶剂， 反应 168.0h， 以98.8%的产率得到16E-[4-{2-diethylaminoethoxy}benzylidene]-17-oxo-5-androsten-3β-yl acetate allyl bromide
  参考文献：
  名称：

  Synthesis of quaternary ammonium salts of 16E-[4-(2-alkylaminoethoxy)-3-methoxybenzylidene]androstene derivatives as skeletal muscle relaxants

  摘要：

  Synthesis of eighteen new quaternary ammonium salts of 16E-arylidene androstene derivatives as skeletal muscle relaxants is reported in the present study. The effects of possibly extended interonium distances on muscle relaxant activity are discussed. All the quaternary ammonium steroids produced reduction in the twitch responses, when screened for in vitro neuromuscular blocking activity using isolated chick biventer cervicis muscle preparation. However, the variable interonium distance, which is believed to range from 11 to 17 angstrom in these quaternary compounds and is associated with the built in flexibility of these structures about the single bonds on the moieties linked to ring D of the steroid skeleton, resulted in varied degrees of muscle relaxant activity. Some of the compounds also inhibited acetylcholinesterase activity in low concentrations so that they would not be directly suitable for use as muscle relaxants. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2010.11.006