2-(4-Fluoroanilino)-2-[4-(trifluoromethyl)phenyl]acetic acid | 1428670-07-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(4-Fluoroanilino)-2-[4-(trifluoromethyl)phenyl]acetic acid
• 英文别名: 2-(4-fluoroanilino)-2-[4-(trifluoromethyl)phenyl]acetic acid
• CAS: 1428670-07-8
• 化学式: C₁₅H₁₁F₄NO₂
• 分子量: 313.251
• InChiKey: LNPZRNBRDXFHGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 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：
  49.3
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-邻氯苯基四氢吡咯 、 2-(4-Fluoroanilino)-2-[4-(trifluoromethyl)phenyl]acetic acid 在 三乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 1-[2-(2-Chlorophenyl)pyrrolidin-1-yl]-2-(4-fluoroanilino)-2-[4-(trifluoromethyl)phenyl]ethanone
  参考文献：
  名称：

  Arylglycine derivatives as potent transient receptor potential melastatin 8 (TRPM8) antagonists

  摘要：

  A series of arylglycine-based analogs was synthesized and tested for TRPM8 antagonism in a cell-based functional assay. Following structure-activity relationship studies in vitro, a number of compounds were identified as potent TRPM8 antagonists and were subsequently evaluated in an in vivo pharmacodynamic assay of icilin-induced 'wet-dog' shaking in which compound 12 was fully effective. TRPM8 antagonists of the type described here may be useful in treating pain conditions wherein cold hypersensitivity is a dominant feature. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.062
• 作为产物：
  描述：

  methyl 2-(4-(trifluoromethyl)phenyl)acetate 在 N-溴代丁二酰亚胺(NBS) 、 水 、 氢溴酸 、 lithium hydroxide 作用下， 以 四氢呋喃 、 四氯化碳 、 水 、 乙腈 为溶剂， 反应 21.0h， 生成 2-(4-Fluoroanilino)-2-[4-(trifluoromethyl)phenyl]acetic acid
  参考文献：
  名称：

  Arylglycine derivatives as potent transient receptor potential melastatin 8 (TRPM8) antagonists

  摘要：

  A series of arylglycine-based analogs was synthesized and tested for TRPM8 antagonism in a cell-based functional assay. Following structure-activity relationship studies in vitro, a number of compounds were identified as potent TRPM8 antagonists and were subsequently evaluated in an in vivo pharmacodynamic assay of icilin-induced 'wet-dog' shaking in which compound 12 was fully effective. TRPM8 antagonists of the type described here may be useful in treating pain conditions wherein cold hypersensitivity is a dominant feature. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.062