(8S,9S,13S,14S,17S)-17-Diisopropylcarbamoyl-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3-sulfonyl chloride | 133181-17-6

• 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: (8S,9S,13S,14S,17S)-17-Diisopropylcarbamoyl-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3-sulfonyl chloride
• CAS: 133181-17-6
• 化学式: C₂₅H₃₆ClNO₃S
• 分子量: 466.085
• InChiKey: FROHMTBMKLCGFI-ABMICEGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.73
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  54.45
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (8S,9S,13S,14S,17S)-17-Diisopropylcarbamoyl-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3-sulfonyl chloride 在 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 生成 (13S,17S)-17-[二(丙-2-基)氨基甲酰]-13-甲基-6,7,8,9,11,12,14,15,16,17-十氢环戊烯并[a]菲-3-磺酸钾
  参考文献：
  名称：

  Synthesis of a steroidal A ring aromatic sulfonic acid as an inhibitor of steroid Sa-reductase

  摘要：

  The synthesis of 17-beta-(N,N-diisopropylcarbamoyl)estra-1,3,5(10)-triene-3-sulfonic acid (3) has been accomplished. Sulfonate 3 was designed as a novel inhibitor of human steroid 5-alpha-reductase based on considerations of enzyme mechanisms, and exhibits an inhibition constant in the low nanomolar range.

  DOI：

  10.1016/0039-128x(91)90106-6
• 作为产物：
  描述：

  17β-(N,N-diisopropylcarbamoyl)-3-(benzylthio)estra-1,3,5(10)-triene 在 氯 、 溶剂黄146 作用下， 反应 0.05h， 生成 (8S,9S,13S,14S,17S)-17-Diisopropylcarbamoyl-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3-sulfonyl chloride
  参考文献：
  名称：

  Synthesis of a steroidal A ring aromatic sulfonic acid as an inhibitor of steroid Sa-reductase

  摘要：

  The synthesis of 17-beta-(N,N-diisopropylcarbamoyl)estra-1,3,5(10)-triene-3-sulfonic acid (3) has been accomplished. Sulfonate 3 was designed as a novel inhibitor of human steroid 5-alpha-reductase based on considerations of enzyme mechanisms, and exhibits an inhibition constant in the low nanomolar range.

  DOI：

  10.1016/0039-128x(91)90106-6