20-(hydroxymethyl)-4-methyl-4-aza-5α-pregn-1-en-3-one | 96000-15-6

• 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: 20-(hydroxymethyl)-4-methyl-4-aza-5α-pregn-1-en-3-one
• CAS: 96000-15-6
• 化学式: C₂₂H₃₅NO₂
• 分子量: 345.525
• InChiKey: AFBDBIXKHDBCHF-BISFWGDJSA-N

物化性质

• 沸点：
  494.2±24.0 °C(predicted)
• 密度：
  1.064±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为反应物：
  描述：

  20-(hydroxymethyl)-4-methyl-4-aza-5α-pregn-1-en-3-one 在 sodium tetrahydroborate 、 臭氧 作用下， 生成 2-Hydroxy-N-[(3R,3aS,5aS,6R,7R,9aS,9bS)-6-hydroxymethyl-3-(2-hydroxy-1-methyl-ethyl)-3a,6-dimethyl-dodecahydro-cyclopenta[a]naphthalen-7-yl]-N-methyl-acetamide
  参考文献：
  名称：

  Preparation of 20-(hydroxymethyl)-4-methyl-4-aza-2-oxa-5.alpha.-pregnan-3-one as an inhibitor of testosterone 5.alpha.-reductase

  摘要：

  20-(Hydroxymethyl)-4-methyl-4-aza-2-oxa-5 alpha-pregnan-3-one and the corresponding 3-thione were synthesized with use of 20-(hydroxymethyl)-4-methyl-4-aza-5 alpha-pregnan-3-one as the starting material. The compounds were tested in vitro for inhibition of testosterone 5 alpha-reductase and found to be weak inhibitors with Ki's in the 10(-7) range.

  DOI：

  10.1021/jm00383a026
• 作为产物：
  描述：

  20-hydroxymethyl-4-methyl-4-aza-5α-pregnane-3-one 在 咪唑 、 间氯过氧苯甲酸 、 lithium diisopropyl amide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 20-(hydroxymethyl)-4-methyl-4-aza-5α-pregn-1-en-3-one
  参考文献：
  名称：

  Preparation of 20-(hydroxymethyl)-4-methyl-4-aza-2-oxa-5.alpha.-pregnan-3-one as an inhibitor of testosterone 5.alpha.-reductase

  摘要：

  20-(Hydroxymethyl)-4-methyl-4-aza-2-oxa-5 alpha-pregnan-3-one and the corresponding 3-thione were synthesized with use of 20-(hydroxymethyl)-4-methyl-4-aza-5 alpha-pregnan-3-one as the starting material. The compounds were tested in vitro for inhibition of testosterone 5 alpha-reductase and found to be weak inhibitors with Ki's in the 10(-7) range.

  DOI：

  10.1021/jm00383a026