3α-Amino-5α-androstan-2β-ol-17-one hydrochloride | 51740-76-2

• 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: 3α-Amino-5α-androstan-2β-ol-17-one hydrochloride
• 英文别名: amafalone hydrochloride；aminosteroid；3alpha-Amino-2beta-hydroxy-5alpha-androstan-17-one hydrochloride；(2S,3S,5S,8R,9S,10S,13S,14S)-3-amino-2-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one;hydrochloride
• CAS: 51740-76-2
• 化学式: C₁₉H₃₁NO₂*ClH
• 分子量: 341.922
• InChiKey: NDDAQHROMJDMKS-XFYXLWKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.82
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  64.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3α-Amino-5α-androstan-2β-ol-17-one hydrochloride 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.5h， 生成 Pro-amafalone hydrochloride
  参考文献：
  名称：

  Peptidyl aminosteroids as potential new antiarrhythmic agents

  摘要：

  The synthesis of peptidyl derivatives of the aminosteroid, amafalone (Am), is described. Six analogs were synthesized: the hydrochloride salts of Gly-Am (2) Ala-Gly-Am (3), D-Ala-Gly-Am (4), Pro-Am (6), Pro-Pro-Am (7), and D-Ala-Pro-Am (8). The peptide bonds were formed by the polymeric reagent method using polymeric hydroxybenzotriazole as the activating polymer. Peptidyl aminosteroids 2, 6, 7, and 8, when administered to rats intravenously, had protective antiarrhythmic effects similar to those of amafalone. By the oral route, less marked protection, in comparison to amafalone, was observed with 6, while 7 and 8 were disappointingly inactive.

  DOI：

  10.1016/0039-128x(90)90098-v

文献信息

• MOKOTOFF, MICHAEL;LIAO, QING-JIANG;WONG, LAN;ZHAO, MING
  作者：MOKOTOFF, MICHAEL、LIAO, QING-JIANG、WONG, LAN、ZHAO, MING

  DOI：——

  日期：——