5α-chloro-6β,19-methanoandrostane-3β,17β-diol | 1200333-54-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5α-chloro-6β,19-methanoandrostane-3β,17β-diol
• CAS: 1200333-54-5
• 化学式: C₂₀H₃₁ClO₂
• 分子量: 338.918
• InChiKey: OBXIZUFZIUCKCR-GZOBVRJCSA-N

物化性质

• 沸点：
  480.8±45.0 °C(predicted)
• 密度：
  1.23±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为反应物：
  描述：

  5α-chloro-6β,19-methanoandrostane-3β,17β-diol 在 barium carbonate 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 5α-chloro-6β,19-methanoandrostane-3,17-dione
  参考文献：
  名称：

  6β,19-Bridged androstenedione analogs as aromatase inhibitors

  摘要：

  Inhibition of aromatase is an efficient approach for the prevention and treatment of breast cancer. New 6 beta,19-bridged steroid analogs of androstenedione, 6 beta,19-epithio- and 6 beta,19-methano compounds 11 and 17, were synthesized starting from 19-hydroxyand rostenedione (6) and 19-formylandrost-5-ene-3 beta,17 beta-yl diacetate (12), respectively, as aromatase inhibitors. All of the compounds including known steroids 6 beta,19-epoxyandrostenedione (4) and 6 beta,19-cycloandrostenedione (5) tested were weak to poor competitive inhibitors of aromatase and, among them, 6 beta,19-epoxy steroid 4 provided only moderate inhibition (K-i: 2.2 mu M). These results show that the 6 beta,19-bridged groups of the inhibitors interfere with binding in active site of aromatase. (C) 2009 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2009.06.001
• 作为产物：
  描述：

  5α-chloro-6β,19-methanoandrostane-3β,17β-yl diacetate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 1.5h， 生成 5α-chloro-6β,19-methanoandrostane-3β,17β-diol
  参考文献：
  名称：

  6β,19-Bridged androstenedione analogs as aromatase inhibitors

  摘要：

  Inhibition of aromatase is an efficient approach for the prevention and treatment of breast cancer. New 6 beta,19-bridged steroid analogs of androstenedione, 6 beta,19-epithio- and 6 beta,19-methano compounds 11 and 17, were synthesized starting from 19-hydroxyand rostenedione (6) and 19-formylandrost-5-ene-3 beta,17 beta-yl diacetate (12), respectively, as aromatase inhibitors. All of the compounds including known steroids 6 beta,19-epoxyandrostenedione (4) and 6 beta,19-cycloandrostenedione (5) tested were weak to poor competitive inhibitors of aromatase and, among them, 6 beta,19-epoxy steroid 4 provided only moderate inhibition (K-i: 2.2 mu M). These results show that the 6 beta,19-bridged groups of the inhibitors interfere with binding in active site of aromatase. (C) 2009 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2009.06.001