methyl 17β-(N,N-diisopropylcarbamoyl)estra-1,3,5(10)-triene-3-carboxylate | 124779-78-8

• 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: methyl 17β-(N,N-diisopropylcarbamoyl)estra-1,3,5(10)-triene-3-carboxylate
• CAS: 124779-78-8
• 化学式: C₂₇H₃₉NO₃
• 分子量: 425.612
• InChiKey: URWFYBUOPNUQKS-CXBVJKJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.59
• 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：
  0.7
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl 17β-(N,N-diisopropylcarbamoyl)estra-1,3,5(10)-triene-3-carboxylate 在 氯化亚砜 、 水 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 20.17h， 生成 17β-(N,N-diisopropylcarbamoyl)-2-chloroestra-1,3,5(10)-triene-3-carboxylic acid
  参考文献：
  名称：

  Steroidal A ring aryl carboxylic acids: a new class of steroid 5.alpha.-reductase inhibitors

  摘要：

  A series of 17 beta-carbamoyl-1,3,5(10)-estratriene-3-carboxylic acids has been prepared and evaluated in vitro as inhibitors of human and rat prostatic steroid 5 alpha-reductase (EC 1.3.1.30). Potent inhibition of the human enzyme, in particular, was observed and preliminary studies using rat enzyme suggest that the inhibition results from the formation of an enzyme-NADP(+)-inhibitor complex. The compounds were synthesized from estrone, generally employing a differentiated bis-triflate carbonylation strategy.

  DOI：

  10.1021/jm00165a009
• 作为产物：
  描述：

  雌酚酮 在 platinum(IV) oxide palladium diacetate 、 2,6-二叔丁基-4-甲基吡啶 、 1,3-双(二苯基膦)丙烷 、 氢气 、 三乙胺 、 三苯基膦 作用下， 以 乙醇 、 二氯甲烷 、 二甲基亚砜 、 乙酸乙酯 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 methyl 17β-(N,N-diisopropylcarbamoyl)estra-1,3,5(10)-triene-3-carboxylate
  参考文献：
  名称：

  Steroidal A ring aryl carboxylic acids: a new class of steroid 5.alpha.-reductase inhibitors

  摘要：

  A series of 17 beta-carbamoyl-1,3,5(10)-estratriene-3-carboxylic acids has been prepared and evaluated in vitro as inhibitors of human and rat prostatic steroid 5 alpha-reductase (EC 1.3.1.30). Potent inhibition of the human enzyme, in particular, was observed and preliminary studies using rat enzyme suggest that the inhibition results from the formation of an enzyme-NADP(+)-inhibitor complex. The compounds were synthesized from estrone, generally employing a differentiated bis-triflate carbonylation strategy.

  DOI：

  10.1021/jm00165a009