4-(3-endo-hydroxy-3-exo-methyl-8-azabicyclo[3.2.1]oct-8-yl)-naphthalene-1-carbonitrile | 870889-19-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(3-endo-hydroxy-3-exo-methyl-8-azabicyclo[3.2.1]oct-8-yl)-naphthalene-1-carbonitrile
• CAS: 870889-19-3
• 化学式: C₁₉H₂₀N₂O
• 分子量: 292.381
• InChiKey: XYPBJIBUDRIKSD-QWHZDKJVSA-N

物化性质

• 沸点：
  518.6±45.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

反应信息

• 作为产物：
  描述：

  4-(3-oxo-8-azabicyclo[3.2.1]oct-8-yl)naphthalene-1-carbonitrile 、 甲基溴化镁 在 cerium(III) chloride bis(lithium chloride) 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.0h， 以29%的产率得到4-(3-endo-hydroxy-3-exo-methyl-8-azabicyclo[3.2.1]oct-8-yl)-naphthalene-1-carbonitrile
  参考文献：
  名称：

  Synthesis, Structure−Activity Relationships, and Characterization of Novel Nonsteroidal and Selective Androgen Receptor Modulators

  摘要：

  Herein we describe the discovery of ACP-105 (1), a novel and potent nonsteroidal selective androgen receptor modulator (SARM) with partial agonist activity relative to the natural androgen testosterone. Compound 1 was developed from a series of compounds found in a HTS screen using the receptor selection and amplification technology (R-SAT). In vivo, 1 improved anabolic parameters in a 2-week chronic study in castrated male rats. In addition to compound 1, a number of potent antiandrogens were discovered from the same series of compounds whereof one compound, 13, had antagonist activity at the AR T877A mutant involved in prostate cancer.

  DOI：

  10.1021/jm901149c