(R)-N-(3-(2-chlorophenyl)-1-oxo-1-((3-(1-phenylcyclopropyl)-3H-imidazo[4,5-b]pyridin-2-yl)methylamino)propan-2-yl)-1-(trifluoromethyl)cyclopropanecarboxamide | 1022146-39-9

• 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: (R)-N-(3-(2-chlorophenyl)-1-oxo-1-((3-(1-phenylcyclopropyl)-3H-imidazo[4,5-b]pyridin-2-yl)methylamino)propan-2-yl)-1-(trifluoromethyl)cyclopropanecarboxamide
• 英文别名: N-[(2R)-3-(2-chlorophenyl)-1-oxo-1-[[3-(1-phenylcyclopropyl)imidazo[4,5-b]pyridin-2-yl]methylamino]propan-2-yl]-1-(trifluoromethyl)cyclopropane-1-carboxamide
• CAS: 1022146-39-9
• 化学式: C₃₀H₂₇ClF₃N₅O₂
• 分子量: 582.025
• InChiKey: FDQCFYCBHPKCAN-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  88.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  、 1-三氟甲基环丙烷-1-羧酸 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 (R)-N-(3-(2-chlorophenyl)-1-oxo-1-((3-(1-phenylcyclopropyl)-3H-imidazo[4,5-b]pyridin-2-yl)methylamino)propan-2-yl)-1-(trifluoromethyl)cyclopropanecarboxamide
  参考文献：
  名称：

  Imidazopyridines: A novel class of hNav1.7 channel blockers

  摘要：

  A series of imidazopyridines were evaluated as potential sodium channel blockers for the treatment of neuropathic pain. Several members were identified with good hNa(v)1.7 potency and excellent rat pharmacokinetic profiles. Compound 4 had good efficacy (52% and 41% reversal of allodynia at 2 and 4 h post-dose, respectively) in the Chung rat spinal nerve ligation (SNL) model of neuropathic pain when dosed orally at 10 mg/kg. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.047

文献信息

• Imidazopyridines: A novel class of hNav1.7 channel blockers
  作者：Clare London、Scott B. Hoyt、William H. Parsons、Brande S. Williams、Vivien A. Warren、Richard Tschirret-Guth、McHardy M. Smith、Birgit T. Priest、Erin McGowan、William J. Martin、Kathryn A. Lyons、Xiaohua Li、Bindhu V. Karanam、Nina Jochnowitz、Maria L. Garcia、John P. Felix、Brian Dean、Catherine Abbadie、Gregory J. Kaczorowski、Joseph L. Duffy

  DOI：10.1016/j.bmcl.2008.01.047

  日期：2008.3

  A series of imidazopyridines were evaluated as potential sodium channel blockers for the treatment of neuropathic pain. Several members were identified with good hNa(v)1.7 potency and excellent rat pharmacokinetic profiles. Compound 4 had good efficacy (52% and 41% reversal of allodynia at 2 and 4 h post-dose, respectively) in the Chung rat spinal nerve ligation (SNL) model of neuropathic pain when dosed orally at 10 mg/kg. (C) 2008 Elsevier Ltd. All rights reserved.