2-(2,2,2-Trifluoro-1-hydroxy-1-methyl-ethyl)-6-trifluoromethyl-1H-indole-5-carbonitrile | 868692-11-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-(2,2,2-Trifluoro-1-hydroxy-1-methyl-ethyl)-6-trifluoromethyl-1H-indole-5-carbonitrile
• 英文别名: 2-(1,1,1-trifluoro-2-hydroxypropan-2-yl)-6-(trifluoromethyl)-1H-indole-5-carbonitrile
• CAS: 868692-11-9；868692-16-4；868692-17-5
• 化学式: C₁₃H₈F₆N₂O
• 分子量: 322.21
• InChiKey: ZQUAVOBAAOMFGJ-UHFFFAOYSA-N

物化性质

• 沸点：
  443.4±45.0 °C(Predicted)
• 密度：
  1.55±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  59.8
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(2,2,2-Trifluoro-1-hydroxy-1-methyl-ethyl)-6-trifluoromethyl-1H-indole-5-carbonitrile 在 N-氯代丁二酰亚胺 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 3-Chloro-2-(2,2,2-trifluoro-1-hydroxy-1-methyl-ethyl)-6-trifluoromethyl-1H-indole-5-carbonitrile
  参考文献：
  名称：

  The discovery of a potent orally efficacious indole androgen receptor antagonist through in vivo screening

  摘要：

  A series of novel 2-(1H-indol-2-yl)-propan-2-ols have been designed, synthesized, and screened for their ability to inhibit testosterone-induced prostate weight increases in immature rats. Through the use of this paradigm, we were able to identify compounds that exhibited in vivo potency equal to that of the marketed antiandrogen Casodex (R) when orally administered. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.086
• 作为产物：
  描述：

  在 甲醇 、 sodium hydroxide 、 水 作用下， 反应 0.33h， 生成 2-(2,2,2-Trifluoro-1-hydroxy-1-methyl-ethyl)-6-trifluoromethyl-1H-indole-5-carbonitrile
  参考文献：
  名称：

  Novel indole derivatives as selective androgen receptor modulators (SARMS)

  摘要：

  本发明涉及新型吲哚衍生物，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。

  公开号：

  US20050245485A1

文献信息

• Novel indole derivatives as selective androgen receptor modulator (SARMS)
  申请人：Lanter C. James

  公开号：US20050250740A1

  公开（公告）日：2005-11-10

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

  本发明涉及新型吲哚衍生物，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。
• NOVEL INDOLE DERIVATIVES AS SELECTIVE ANDROGEN RECEPTOR MODULATORS (SARMS)
  申请人：Lanter James C.

  公开号：US20090216023A1

  公开（公告）日：2009-08-27

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

  本发明涉及新型吲哚衍生物，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。
• Indole derivatives as selective androgen receptor modulators (sarms)
  申请人：Janssen Pharmaceutica N.V.

  公开号：EP2078712A1

  公开（公告）日：2009-07-15

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

  本发明涉及新型吲哚衍生物、含有这些衍生物的药物组合物及其在治疗受雄激素受体调节的紊乱和病症中的用途。
• MEDICINAL COMPOSITION FOR INHIBITING AMYLOID- PROTEIN DEPOSITION
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP2246334A1

  公开（公告）日：2010-11-03

  The present invention provides: a pharmaceutical composition for inhibiting amyloid-β protein accumulation comprising a compound of the formula (I) or a pharmaceutically acceptable salt thereof as an active ingredient; a method for inhibiting amyloid-β protein accumulation, comprising a step of administering an effective amount of the compound of the formula (I) or a pharmaceutically acceptable salt thereof to a mammal which may be diagnosed with an amyloid-β protein-related disease; and so on.

  本发明提供了：一种用于抑制淀粉样蛋白-β蛋白积累的药物组合物，该组合物包含作为活性成分的式(I)化合物或其药学上可接受的盐；一种抑制淀粉样蛋白-β蛋白积累的方法，该方法包括向可能被诊断患有淀粉样蛋白-β蛋白相关疾病的哺乳动物施用有效量的式(I)化合物或其药学上可接受的盐的步骤；等等。
• INDOLE, BENZOFURAN AND BENZOTHIPHENE DERIVATIVES AS SELECTIVE ANDROGEN RECEPTOR MODULATORS (SARMS)
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP1771413A2

  公开（公告）日：2007-04-11