2,7-difluoro-9H-xanthene-9-carboxylic acid (5-trifluoromethyl-oxazol-2-yl)-amide | 714971-95-6

• 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: 2,7-difluoro-9H-xanthene-9-carboxylic acid (5-trifluoromethyl-oxazol-2-yl)-amide
• 英文别名: 2,7-difluoro-N-[5-(trifluoromethyl)-1,3-oxazol-2-yl]-9H-xanthene-9-carboxamide
• CAS: 714971-95-6
• 化学式: C₁₈H₉F₅N₂O₃
• 分子量: 396.273
• InChiKey: IVIWXXXRGWWITJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  28
• 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：
  9

反应信息

• 作为产物：
  描述：

  5-(三氟甲基)-1,3-噁唑-2-胺 、 2,7-difluoro-9H-xanthene-9-carboxylic acid 在 1,1'-carbonylbis(3-methylimidazolium) triflate 作用下， 以 硝基甲烷 为溶剂， 反应 15.5h， 生成 2,7-difluoro-9H-xanthene-9-carboxylic acid (5-trifluoromethyl-oxazol-2-yl)-amide
  参考文献：
  名称：

  Fluorinated 9H-xanthene-9-carboxylic acid oxazol-2-yl-amides as potent, orally available mGlu1 receptor enhancers

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2009.01.108

文献信息

• 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.