16-{[(2-methyamino)lpyrimidin-5-yl]methylidene}-17β-hydroxy-4-methyl-4-aza-5α-androst-1-en-3-one | 1179424-13-5

• 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: 16-{[(2-methyamino)lpyrimidin-5-yl]methylidene}-17β-hydroxy-4-methyl-4-aza-5α-androst-1-en-3-one
• 英文别名: (1S,2E,3aS,3bR,5aR,9aR,9bS,11aS)-1-hydroxy-6,9a,11a-trimethyl-2-[[2-(methylamino)pyrimidin-5-yl]methylidene]-1,3,3a,3b,4,5,5a,9b,10,11-decahydroindeno[5,4-f]quinolin-7-one
• CAS: 1179424-13-5
• 化学式: C₂₅H₃₄N₄O₂
• 分子量: 422.571
• InChiKey: MOOQXTUPPQCLBO-NTRGXQNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  78.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2E,3aS,3bR,5aR,9aR,9bS,11aS)-6,9a,11a-trimethyl-2-[[2-(methylamino)pyrimidin-5-yl]methylidene]-3a,3b,4,5,5a,9b,10,11-octahydro-3H-indeno[5,4-f]quinoline-1,7-dione 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 16-{[(2-methyamino)lpyrimidin-5-yl]methylidene}-17β-hydroxy-4-methyl-4-aza-5α-androst-1-en-3-one
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of 16-Substituted 4-Azasteroids as Tissue-Selective Androgen Receptor Modulators (SARMs)

  摘要：

  A novel series of 16-substiuted-4-azasteroids has been identified as potential tissue-selective androgen receptor modulators. These ligands display potent hAR binding and agonist activity, low virilizing potential,and good pharmacokinetic profiles in dogs. On the basis of its in vitro profile, 21 was evaluated in the OVX and ORX rat models and exhibited all osteoanabolic, tissue-selective profile.

  DOI：

  10.1021/jm900880r