17-(3,3-dimethylbutyryl)-4,17-diazaandrost-3-one | 182277-94-7

• 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: 17-(3,3-dimethylbutyryl)-4,17-diazaandrost-3-one
• 英文别名: (3aS,3bR,5aR,9aR,9bS,11aS)-1-(3,3-dimethylbutanoyl)-9a,11a-dimethyl-3,3a,3b,4,5,5a,6,8,9,9b,10,11-dodecahydro-2H-indolo[5,4-f]quinolin-7-one
• CAS: 182277-94-7
• 化学式: C₂₃H₃₈N₂O₂
• 分子量: 374.567
• InChiKey: PRKWXLXFRGMOEO-UNGQWAFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  17-(3,3-dimethylbutyryl)-4,17-diazaandrost-3-one 在 bis(trimethylsilyl)trifluoroacetamide 、 sodium hydride 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 反应 23.25h， 生成 (5R,8R,9S,10R,13S,14S)-17-(3,3-Dimethyl-butyryl)-4,10,13-trimethyl-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-4,17-diaza-cyclopenta[a]phenanthren-3-one
  参考文献：
  名称：

  Synthesis of 4,17-diazasteroid inhibitors of human 5α-reductase

  摘要：

  The synthesis of the 17-aza isomer of finasteride is described. With the side chain amide group of the compound existing in the Z configuration the structure is similar to one of the two favored conformations of finasteride. A series of 4,17-diazasteroids was assayed against the isoenzymes of human 5 alpha-reductase. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00109-5
• 作为产物：
  描述：

  17-(3,3-dimethylbutyryl)-4-nor-3,5-seco-5-oxo-17-azaandrostan-3-oic acid 在 sodium tetrahydroborate 、 硫酸 、 氨 作用下， 以 四氢呋喃 、 乙二醇 为溶剂， 反应 1.0h， 生成 17-(3,3-dimethylbutyryl)-4,17-diazaandrost-3-one
  参考文献：
  名称：

  Synthesis of 4,17-diazasteroid inhibitors of human 5α-reductase

  摘要：

  The synthesis of the 17-aza isomer of finasteride is described. With the side chain amide group of the compound existing in the Z configuration the structure is similar to one of the two favored conformations of finasteride. A series of 4,17-diazasteroids was assayed against the isoenzymes of human 5 alpha-reductase. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00109-5

文献信息

• Synthesis of 4,17-diazasteroid inhibitors of human 5α-reductase
  作者：Jacek W. Morzycki、Zenon z.xl;Lotowski、Agnieszka Z. Wilczewska、J. Darren Stuart

  DOI：10.1016/0968-0896(96)00109-5

  日期：1996.8

  The synthesis of the 17-aza isomer of finasteride is described. With the side chain amide group of the compound existing in the Z configuration the structure is similar to one of the two favored conformations of finasteride. A series of 4,17-diazasteroids was assayed against the isoenzymes of human 5 alpha-reductase. Copyright (C) 1996 Elsevier Science Ltd