2,4-dicyano-5-trifluoromethyl-aniline | 888072-96-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4-dicyano-5-trifluoromethyl-aniline
• 英文别名: 4-amino-5-cyano-2-trifluoromethyl-benzonitrile；4-amino-6-trifluoromethyl-isophtalonitrile；4-amino-6-(trifluoromethyl)benzene-1,3-dicarbonitrile
• CAS: 888072-96-6
• 化学式: C₉H₄F₃N₃
• 分子量: 211.146
• InChiKey: XBOGDGSKLKKGAN-UHFFFAOYSA-N

物化性质

• 沸点：
  342.3±42.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  73.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4-dicyano-5-trifluoromethyl-aniline 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基乙酰胺 为溶剂， 生成 N-[2,4-dicyano-5-(trifluoromethyl)phenyl]-5-methyl-3-(trifluoromethyl)-3,4-dihydropyrazole-5-carboxamide
  参考文献：
  名称：

  Design, Synthesis, and in Vivo SAR of a Novel Series of Pyrazolines as Potent Selective Androgen Receptor Modulators

  摘要：

  A novel series of pyrazolines 2 have been designed, synthesized, and evaluated by in vivo screening as tissue-selective androgen receptor modulators (SARMs). Structure- activity relationships (SAR) were investigated at the R-1 to R-6 positions as well as the core pyrazoline ring and the anilide linker. Overall, strong electron-withdrawing groups at the RI and 2 positions and a small group at the R1 and RI position are optimal for AR agonist activity. The (S)-isomer of 7c exhibits more potent AR agonist activity than the corresponding (R)-isomer. (S)-7c exhibited an overall partial androgenic effect but full anabolic effect via oral administration in castrated rats. It demonstrated a noticeable antiandrogenic effect on prostate in intact rats with endogenous testosterone. Thus, (S)-7c is a tissue-selective nonsteroidal androgen receptor modulator with agonist activity on muscle and mixed agonist and antagonist activity on prostate.

  DOI：

  10.1021/jm0613976
• 作为产物：
  描述：

  4-氨基-5-碘-2-(三氟甲基)苯甲腈 、 氰化亚铜 在 乙酸乙酯 、 水 、 Brine 、 Sodium sulfate-III 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 4.0h， 生成 2,4-dicyano-5-trifluoromethyl-aniline
  参考文献：
  名称：

  NOVEL HETEROCYCLE DERIVATIVES USEFUL AS SELECTIVE ANDROGEN RECEPTOR MODULATORS (SARMS)

  摘要：

  本发明涉及新型杂环衍生物、含有它们的药物组合物以及它们在调节雄激素受体调节的疾病和症状治疗中的使用。

  公开号：

  US20100267670A1

文献信息

• Novel heterocycle derivatives useful as selective androgen receptor modulators (SARMs)
  申请人：Zhang Xuqing

  公开号：US20060211756A1

  公开（公告）日：2006-09-21

  The present invention is directed to novel heterocycle derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the androgen receptor.

  本发明涉及新型杂环衍生物、包含它们的药物组合物以及它们在治疗受雄激素受体调节的疾病和病状中的应用。
• Heterocycle derivatives useful as selective androgen receptor modulators (SARMS)
  申请人：J & J Pharmaceutical Research & Development, LLC.

  公开号：US07781473B2

  公开（公告）日：2010-08-24

  The present invention is directed to novel heterocycle derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the androgen receptor.

  本发明涉及新型杂环衍生物，包含它们的药物组合物以及它们在治疗由雄激素受体调节的疾病和症状中的应用。
• Heterocycle derivatives useful as selective androgen receptor modulators (SARMs)
  申请人：Janssen Pharmaceutica N.V.

  公开号：US08088811B2

  公开（公告）日：2012-01-03

  The present invention is directed to novel heterocycle derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the androgen receptor.

  本发明涉及新型杂环衍生物、含有它们的药物组合物以及它们在治疗由雄激素受体调节的疾病和症状中的应用。
• WO2006/55184
  申请人：——

  公开号：——

  公开（公告）日：——
• US7465809B2
  申请人：——

  公开号：US7465809B2

  公开（公告）日：2008-12-16