3α-(tert-butyldimethylsilyloxy)-20-oxo-5α-pregnan-7α-yl nicotinate | 1177357-78-6

• 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-(tert-butyldimethylsilyloxy)-20-oxo-5α-pregnan-7α-yl nicotinate
• 英文别名: [(3R,5S,7R,8R,9S,10S,13S,14S,17S)-17-acetyl-3-[tert-butyl(dimethyl)silyl]oxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-7-yl] pyridine-3-carboxylate
• CAS: 1177357-78-6
• 化学式: C₃₃H₅₁NO₄Si
• 分子量: 553.858
• InChiKey: YORUKZWVLGAWAX-FWACSFCMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.86
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  65.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3α-(tert-butyldimethylsilyloxy)-20-oxo-5α-pregnan-7α-yl nicotinate 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 240.0h， 以87%的产率得到3α-hydroxy-20-oxo-5α-pregnan-7α-yl nicotinate
  参考文献：
  名称：

  Synthesis of C3, C5, and C7 pregnane derivatives and their effect on NMDA receptor responses in cultured rat hippocampal neurons

  摘要：

  The synthesis of several novel 5 alpha- and 5 beta-20-oxo-pegnane derivatives substituted in the position 3 and 7 of the steroid skeleton is described. Activity of synthesized compounds was studied in voltage-clamped cultured rat hippocampal neurons. Substituted derivatives inhibited NMDA-elicited neuronal activity. The relationship between biological activity and structure is discussed. (C) 2008 Published by Elsevier Inc.

  DOI：

  10.1016/j.steroids.2008.11.011
• 作为产物：
  描述：

  3a-hydroxy-20-oxo-5α-pregnan-7α-yl acetate 在 吡啶 、 咪唑 、 4-二甲氨基吡啶 、 乙醇 、 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 21.0h， 生成 3α-(tert-butyldimethylsilyloxy)-20-oxo-5α-pregnan-7α-yl nicotinate
  参考文献：
  名称：

  ANIONIC PREGNANE COMPOUNDS, METHOD FOR THEIR PRODUCING AND USE OF THEM

  摘要：

  公开号：

  EP2313424B1

文献信息

• Synthesis of C3, C5, and C7 pregnane derivatives and their effect on NMDA receptor responses in cultured rat hippocampal neurons
  作者：Eva Stastna、Hana Chodounska、Vladimir Pouzar、Vojtech Kapras、Jirina Borovska、Ondrej Cais、Ladislav Vyklicky

  DOI：10.1016/j.steroids.2008.11.011

  日期：2009.2

  The synthesis of several novel 5 alpha- and 5 beta-20-oxo-pegnane derivatives substituted in the position 3 and 7 of the steroid skeleton is described. Activity of synthesized compounds was studied in voltage-clamped cultured rat hippocampal neurons. Substituted derivatives inhibited NMDA-elicited neuronal activity. The relationship between biological activity and structure is discussed. (C) 2008 Published by Elsevier Inc.
• ANIONIC PREGNANE COMPOUNDS, METHOD FOR THEIR PRODUCING AND USE OF THEM
  申请人：Ústav organické chemie a biochemie Akademie ved Ceské republiky, v.v.i.

  公开号：EP2313424B1

  公开（公告）日：2014-04-23