1-(5,6-dichloro-1H-benzoimidazol-2-yl)-2,2,2-trifluoro-ethanone | 882978-56-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-(5,6-dichloro-1H-benzoimidazol-2-yl)-2,2,2-trifluoro-ethanone
• 英文别名: 1-(5,6-dichloro-1H-benzimidazol-2-yl)-2,2,2-trifluoroethanone
• CAS: 882978-56-5
• 化学式: C₉H₃Cl₂F₃N₂O
• 分子量: 283.037
• InChiKey: MZJMLKRQSFEBCG-UHFFFAOYSA-N

物化性质

• 沸点：
  352.2±52.0 °C(Predicted)
• 密度：
  1.695±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  45.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(5,6-dichloro-1H-benzoimidazol-2-yl)-2,2,2-trifluoro-ethanone 在 吡啶 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 1-(5,6-dichloro-1H-benzoimidazol-2-yl)-2,2,2-trifluoro-ethanone oxime
  参考文献：
  名称：

  [EN] NOVEL BENZIMIDAZOLE DERIVATIVES USEFUL AS SELECTIVE ANDROGEN RECEPTOR MODULATORS (SARMS)
  [FR] MODULATEURS SELECTIFS DU RECEPTEUR D'ANDROGENE A BASE DE DERIVES BENZIMIDAZOLIQUES

  摘要：

  公开号：

  WO2006039215A3
• 作为产物：
  描述：

  1-(5,6-dichloro-1H-benzimidazol-2-yl)-2,2,2-trifluoroethane-1,1-diol 反应 96.0h， 生成 1-(5,6-dichloro-1H-benzoimidazol-2-yl)-2,2,2-trifluoro-ethanone
  参考文献：
  名称：

  Synthesis of potent and tissue-selective androgen receptor modulators (SARMs): 2-(2,2,2)-Trifluoroethyl-benzimidazole scaffold

  摘要：

  The synthesis and in vivo SAR of 2-(2,2,2)-trifluoroethyl-benzimidazoles are described. Prostate antagonism and/or levator am agonism can be modulated by varying the substitution at the 2-position of 5,6-dichloro-benzimidazoles. Potent androgen agonists on the muscle were discovered that strongly bind to the androgen receptor (2-17 nM) and show potent in vivo efficacy (0.03-0.11 mg/day). True SARMs showing both prostate antagonism and levator am agonism were revealed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.12.045

文献信息

• Novel benzimidazole derivatives useful as selective androgen receptor modulators (SARMS)
  申请人：Ng Raymond

  公开号：US20060111402A1

  公开（公告）日：2006-05-25

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

  本发明涉及新型苯并咪唑衍生物、包含它们的药物组合物及其在调节雄激素受体所致的疾病和症状中的应用。
• Novel benzimidazole derivatives useful as selective androgen receptor modulators (sarms)
  申请人：Ng Raymond

  公开号：US20060116412A1

  公开（公告）日：2006-06-01

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

  本发明涉及新的苯并咪唑衍生物、包含它们的药物组合物及其在治疗由雄激素受体调节的疾病和症状中的应用。
• Novel Benzimidazole Derivatives Useful as Selective Androgen Receptor Modulators (SARMS)
  申请人：Ng Raymond

  公开号：US20090258909A1

  公开（公告）日：2009-10-15

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

  本发明涉及新型苯并咪唑衍生物，包含它们的制药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 BENZIMIDAZOLE DERIVATIVES USEFUL AS SELECTIVE ANDROGEN RECEPTOR MODULATORS (SARMS)
  申请人：Ng Raymond

  公开号：US20080119522A1

  公开（公告）日：2008-05-22

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

  本发明涉及新型苯并咪唑衍生物、包含它们的药物组合物以及它们在治疗通过雄激素受体调节的疾病和症状中的应用。
• NOVEL 2-SUBSTITUTED BENZIMIDAZOLES AS SELECTIVE ANDROGEN RECEPTOR MODULATORS (SARMS)
  申请人：Alford C. Vernon

  公开号：US20070208014A1

  公开（公告）日：2007-09-06

  The present invention is directed to a novel 2-substituted benzimidazole derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the androgen receptor.

  本发明涉及一种新型的2-取代苯并咪唑衍生物，包含它们的制药组合物以及它们在治疗受雄激素受体调节的疾病和症状中的应用。