2-bromo-1-[2'-trifluoromethoxy-1,1'-biphenyl-3-yl]ethanone | 786654-96-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-bromo-1-[2'-trifluoromethoxy-1,1'-biphenyl-3-yl]ethanone
• 英文别名: 2-Bromo-1-[2'-(trifluoromethoxy)-1,1'-biphenyl-3-yl]ethanone；2-bromo-1-[3-[2-(trifluoromethoxy)phenyl]phenyl]ethanone
• CAS: 786654-96-4
• 化学式: C₁₅H₁₀BrF₃O₂
• 分子量: 359.142
• InChiKey: XJYTZSLEFVYQPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-bromo-1-[2'-trifluoromethoxy-1,1'-biphenyl-3-yl]ethanone 、 ethyl thiooxamate 在 氨 作用下， 以 乙醇 为溶剂， 生成 4-(2'-trifluoromethoxy-biphenyl-3-yl)-thiazole-2-carboxylic acid amide
  参考文献：
  名称：

  Substituted biaryl oxazoles, imidazoles, and thiazoles as sodium channel blockers

  摘要：

  Voltage-gated sodium channels have been shown to play a critical role in neuropathic pain. With a goal to develop potent peripherally active sodium channel blockers, a series of low molecular weight biaryl substituted imidazoles, oxazoles, and thiazole carboxamides were identified with good in vitro and in vivo potency. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.064
• 作为产物：
  描述：

  1-[3-[2-(三氟甲氧基)苯基]苯基]乙酮 在 氢溴酸 溴 作用下， 以 甲醇 、 水 为溶剂， 反应 20.0h， 以75%的产率得到2-bromo-1-[2'-trifluoromethoxy-1,1'-biphenyl-3-yl]ethanone
  参考文献：
  名称：

  [EN] BIARYL SUBSTITUTED THIAZOLES, OXAZOLES AND IMIDAZOLES AS SODIUM CHANNEL BLOCKERS
  [FR] THIAZOLES, OXAZOLES ET IMIDAZOLES A SUBSTITUTION BIARYLE UTILISES COMME BLOQUEURS DU CANAL SODIQUE

  摘要：

  公开号：

  WO2004094395A3

文献信息

• Biaryl substituted thiazoles, oxazoles and imidazoles as sodium channel blockers
  申请人：Chakravarty K. Prasun

  公开号：US20070060584A1

  公开（公告）日：2007-03-15

  Biaryl substituted thiazole, oxazole and imidazole compounds are sodium channel blockers useful for the treatment of pain. Pharmaceutical compositions comprise an effective amount of the instant compounds, either alone, or in combination with one or more therapeutically active compounds, and a pharmaceutically acceptable carrier. Methods of treatment or prevention of conditions, including acute pain, chronic pain, visceral pain, inflammatory pain, and neuropathic pain comprise administering an effective amount of the present compounds, either alone, or in combination with one or more therapeutically active compounds.

  双芳基取代噻唑、噁唑和咪唑化合物是钠通道阻滞剂，可用于治疗疼痛。制药组合物包括有效量的本化合物，单独或与一个或多个治疗活性化合物组合，并含有药用载体。治疗或预防急性疼痛、慢性疼痛、内脏疼痛、炎症性疼痛和神经病理性疼痛的方法包括单独或与一个或多个治疗活性化合物组合，给予本化合物的有效量。
• [EN] BIARYL SUBSTITUTED THIAZOLES, OXAZOLES AND IMIDAZOLES AS SODIUM CHANNEL BLOCKERS<br/>[FR] THIAZOLES, OXAZOLES ET IMIDAZOLES A SUBSTITUTION BIARYLE UTILISES COMME BLOQUEURS DU CANAL SODIQUE
  申请人：MERCK & CO INC

  公开号：WO2004094395A3

  公开（公告）日：2005-02-24
• EP1618099A4
  申请人：——

  公开号：EP1618099A4

  公开（公告）日：2008-07-16
• EP1618099A2
  申请人：——

  公开号：EP1618099A2

  公开（公告）日：2006-01-25
• Substituted biaryl oxazoles, imidazoles, and thiazoles as sodium channel blockers
  作者：Sriram Tyagarajan、Prasun K. Chakravarty、Bishan Zhou、Michael H. Fisher、Mathew J. Wyvratt、Kathy Lyons、Tracy Klatt、Xiaohua Li、Sanjeev Kumar、Brande Williams、John Felix、Birgit T. Priest、Richard M. Brochu、Vivien Warren、McHardy Smith、Maria Garcia、Gregory J. Kaczorowski、William J. Martin、Catherine Abbadie、Erin McGowan、Nina Jochnowitz、William H. Parsons

  DOI：10.1016/j.bmcl.2010.07.064

  日期：2010.9

  Voltage-gated sodium channels have been shown to play a critical role in neuropathic pain. With a goal to develop potent peripherally active sodium channel blockers, a series of low molecular weight biaryl substituted imidazoles, oxazoles, and thiazole carboxamides were identified with good in vitro and in vivo potency. (C) 2010 Elsevier Ltd. All rights reserved.