2-(1-benzothiophen-2-yl)-2-(2-fluoroanilino)-1-[(2S)-2-(2-fluorophenyl)pyrrolidin-1-yl]ethanone | 1210856-15-7

• 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-(1-benzothiophen-2-yl)-2-(2-fluoroanilino)-1-[(2S)-2-(2-fluorophenyl)pyrrolidin-1-yl]ethanone
• CAS: 1210856-15-7
• 化学式: C₂₆H₂₂F₂N₂OS
• 分子量: 448.536
• InChiKey: KDMNOLXIKGBQOY-XADRRFQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  60.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯并噻吩-2-硼酸 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 、 乙腈 为溶剂， 反应 19.0h， 生成 2-(1-benzothiophen-2-yl)-2-(2-fluoroanilino)-1-[(2S)-2-(2-fluorophenyl)pyrrolidin-1-yl]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

文献信息

• Arylglycine derivatives as potent transient receptor potential melastatin 8 (TRPM8) antagonists
  作者：Bin Zhu、Mingde Xia、Xiaoqing Xu、Donald W. Ludovici、Manomi Tennakoon、Mark A. Youngman、Jay M. Matthews、Scott L. Dax、Raymond W. Colburn、Ning Qin、Tasha L. Hutchinson、Mary Lou Lubin、Michael R. Brandt、Dennis J. Stone、Christopher M. Flores、Mark J. Macielag

  DOI：10.1016/j.bmcl.2013.01.062

  日期：2013.4

  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.