3β-acetylthio-14β-hydroxy-5β-20(S)-cardanolide | 156400-58-7

• 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: 3β-acetylthio-14β-hydroxy-5β-20(S)-cardanolide
• 英文别名: S-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-[(3S)-5-oxooxolan-3-yl]-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl] ethanethioate
• CAS: 156400-58-7
• 化学式: C₂₅H₃₈O₄S
• 分子量: 434.64
• InChiKey: IEUKRBBPYMVFLW-SLOLVKDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.97
• 重原子数：
  30.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3β-acetylthio-14β-hydroxy-5β-20(S)-cardanolide 在 氨 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (4S)-4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-(3-aminopropylsulfanyl)-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]oxolan-2-one
  参考文献：
  名称：

  Digitalis-like compounds: Synthesis and biological evaluation of 3β-(aminoalkylthio) derivatives

  摘要：

  The synthesis and the binding affinities to the digitalis receptor on the Na+,K+-ATPase of a series of 3 beta-(aminoalkylthio) digitalis derivatives are described. In most cases these derivatives showed a higher binding affinity than that of the corresponding 3 beta-hydroxy and 3 beta-mercapto parent compounds. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00039-5
• 作为产物：
  描述：

  3α,14β-dihydroxy-5β-20(S)-cardanolide 在 吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3β-acetylthio-14β-hydroxy-5β-20(S)-cardanolide
  参考文献：
  名称：

  Digitalis-like compounds: Synthesis and biological evaluation of 3β-(aminoalkylthio) derivatives

  摘要：

  The synthesis and the binding affinities to the digitalis receptor on the Na+,K+-ATPase of a series of 3 beta-(aminoalkylthio) digitalis derivatives are described. In most cases these derivatives showed a higher binding affinity than that of the corresponding 3 beta-hydroxy and 3 beta-mercapto parent compounds. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00039-5

文献信息

• Digitoxigenin and dihydrodigitoxigenin 3.beta.-derivatives and
  申请人：Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.

  公开号：US05478817A1

  公开（公告）日：1995-12-26

  Digitoxigenin and dihydrodigitoxigenin 3.beta.-derivatives, a process for their preparation and pharmaceutical compositions containing same for the treatment of cardiovascular disorders such as heart failure and hypertension are disclosed.

  Digitoxigenin和二氢地高辛3-beta-衍生物，以及用于制备它们的方法和含有它们的药物组合物被揭示，用于治疗心衰和高血压等心血管疾病。