(RS)-2-fluoro-9H-xanthene-9-carboxylic acid (4-trifluoromethyl-oxazol-2-yl)-amide | 714971-89-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (RS)-2-fluoro-9H-xanthene-9-carboxylic acid (4-trifluoromethyl-oxazol-2-yl)-amide
• 英文别名: 2-fluoro-9H-xanthene-9-carboxylic acid (4-trifluoromethyl-oxazol-2-yl)-amide；rac-2-fluoro-N-(4-(trifluoromethyl)oxazol-2-yl)-9H-xanthene-9-carboxamide；2-fluoro-N-[4-(trifluoromethyl)-1,3-oxazol-2-yl]-9H-xanthene-9-carboxamide
• CAS: 714971-89-8
• 化学式: C₁₈H₁₀F₄N₂O₃
• 分子量: 378.283
• InChiKey: CZZMGDJRWNPMPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-氨基-4-(三氟甲基)恶唑 、 (RS)-2-fluoro-9-xanthene-carboxylic acid 在 1,1'-carbonylbis(3-methylimidazolium) triflate 作用下， 以 硝基甲烷 为溶剂， 反应 31.0h， 以38%的产率得到(RS)-2-fluoro-9H-xanthene-9-carboxylic acid (4-trifluoromethyl-oxazol-2-yl)-amide
  参考文献：
  名称：

  Oxazoles as mGluR 1 enhancers

  摘要：

  本发明涉及如规范和权利要求中所定义的羧酰胺衍生物，涉及它们的制备方法，包括它们的制药组合物以及它们作为mGluR1增强剂在治疗和预防神经系统疾病和疾病，如阿尔茨海默病和痴呆症中的用途。

  公开号：

  US20040132792A1

文献信息

• Oxazoles as mGluR 1 enhancers
  申请人：——

  公开号：US20040132792A1

  公开（公告）日：2004-07-08

  The invention relates to carboxamide derivatives as defined in the specification and claims, to a process for their preparation, to pharmaceutical compositions comprising them and to their use as mGluR1 enhancers in the treatment and prevention of neurological disorders and diseases, such as Alzheimer's disease and dementia.

  本发明涉及如规范和权利要求中所定义的羧酰胺衍生物，涉及它们的制备方法，包括它们的制药组合物以及它们作为mGluR1增强剂在治疗和预防神经系统疾病和疾病，如阿尔茨海默病和痴呆症中的用途。
• Fluorinated 9H-xanthene-9-carboxylic acid oxazol-2-yl-amides as potent, orally available mGlu1 receptor enhancers
  作者：Eric Vieira、Jörg Huwyler、Synèse Jolidon、Frédéric Knoflach、Vincent Mutel、Jürgen Wichmann

  DOI：10.1016/j.bmcl.2009.01.108

  日期：2009.3

  Small molecule mGluR1 enhancers, which are 9H-xanthene-9-carboxylic acid [ 1,2,4] oxadiazol-3-yl- and (2H-tetrazol-5-yl)-amides, have been previously reported. Fluorinated 9H-xanthene-9-carboxylic acid oxazol-2-yl-amides with improved pharmacokinetic properties have been designed and synthesized as useful pharmacological tools for the study of the physiological roles mediated by mGlu1 receptors. The synthesis and the structure-activity relationship of this class of positive allosteric modulators of mGlu1 receptors will be discussed in detail. (C) 2009 Elsevier Ltd. All rights reserved.