20-oxo-3-pyrrolidino-3,5-pregnadiene-16α-carbonitrile | 150894-14-7

• 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: 20-oxo-3-pyrrolidino-3,5-pregnadiene-16α-carbonitrile
• 英文别名: (8S,9S,10R,13S,14S,16R,17S)-17-acetyl-10,13-dimethyl-3-pyrrolidin-1-yl-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-16-carbonitrile
• CAS: 150894-14-7
• 化学式: C₂₆H₃₆N₂O
• 分子量: 392.585
• InChiKey: KWXRAEMNZUHYBC-XCJBQHLFSA-N

物化性质

• 沸点：
  569.1±50.0 °C(predicted)
• 密度：
  1.12±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  20-oxo-3-pyrrolidino-3,5-pregnadiene-16α-carbonitrile 在 sodium tetrahydroborate 、 lithium aluminium tetrahydride 作用下， 以 甲醇 为溶剂， 反应 14.0h， 生成 16α-dimethylaminomethyl-3β-pyrrolidino-5-pregnen-20ξ-ol
  参考文献：
  名称：

  Steroids and related studies: part 90 — certain new azasteroidal bisquaternary neuromuscular blockers

  摘要：

  Bisquaternary azasteroids HS-1177 7 and HS-1181 8, structurally resembling chandonium 2 in rings A and B characteristics, and HS-1184 6, in part resembling HS-467 1 have been prepared and characterised. All 3 compounds, each possessing 16alpha-methyltrimethylammonium functions, were prepared as potential neuromuscular blocking agents. They were found to be active but less effective than chandonium.

  DOI：

  10.1016/0223-5234(93)90138-5
• 作为产物：
  描述：

  四氢吡咯 、 3,20-dioxo-4-pregnene-16α-carbonotrile 以 甲醇 为溶剂， 反应 0.08h， 以87%的产率得到20-oxo-3-pyrrolidino-3,5-pregnadiene-16α-carbonitrile
  参考文献：
  名称：

  Steroids and related studies: part 90 — certain new azasteroidal bisquaternary neuromuscular blockers

  摘要：

  Bisquaternary azasteroids HS-1177 7 and HS-1181 8, structurally resembling chandonium 2 in rings A and B characteristics, and HS-1184 6, in part resembling HS-467 1 have been prepared and characterised. All 3 compounds, each possessing 16alpha-methyltrimethylammonium functions, were prepared as potential neuromuscular blocking agents. They were found to be active but less effective than chandonium.

  DOI：

  10.1016/0223-5234(93)90138-5

文献信息

• Steroids and related studies: part 90 — certain new azasteroidal bisquaternary neuromuscular blockers
  作者：J Abraham、DP Jindal、H Singh、GK Patnaik、RC Srimal

  DOI：10.1016/0223-5234(93)90138-5

  日期：1993.1

  Bisquaternary azasteroids HS-1177 7 and HS-1181 8, structurally resembling chandonium 2 in rings A and B characteristics, and HS-1184 6, in part resembling HS-467 1 have been prepared and characterised. All 3 compounds, each possessing 16alpha-methyltrimethylammonium functions, were prepared as potential neuromuscular blocking agents. They were found to be active but less effective than chandonium.