trifluoromethyl 3-methoxy-4-fluoroestra-1,3,5(10),16-tetraene-17-sulfonate | 124651-35-0

• 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: trifluoromethyl 3-methoxy-4-fluoroestra-1,3,5(10),16-tetraene-17-sulfonate
• 英文别名: [(8R,9S,13S,14S)-4-fluoro-3-methoxy-13-methyl-6,7,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-17-yl] trifluoromethanesulfonate
• CAS: 124651-35-0
• 化学式: C₂₀H₂₂F₄O₄S
• 分子量: 434.452
• InChiKey: PQSXCNIRRNYFKX-BFDPJXHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.05
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  trifluoromethyl 3-methoxy-4-fluoroestra-1,3,5(10),16-tetraene-17-sulfonate 在 platinum(IV) oxide palladium diacetate 、 氢气 、 三溴化硼 、 三苯基膦 作用下， 以 乙醇 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.5h， 生成 N,N-diisopropyl-3-hydroxy-4-fluoroestra-1,3,5(10)-triene-17β-carboxamide
  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：

  三氟甲磺酸酐 、 3-methoxy-4-fluoroestra-1,3,5(10)-trien-17-one 在 2,6-二叔丁基-4-甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 trifluoromethyl 3-methoxy-4-fluoroestra-1,3,5(10),16-tetraene-17-sulfonate
  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

文献信息

• HOLT, DENUIS A.;LEVY, MARK A.;METCALF, BRIAN W.
  作者：HOLT, DENUIS A.、LEVY, MARK A.、METCALF, BRIAN W.

  DOI：——

  日期：——