6-Chloro-2-[(R)-4-(3-chloro-pyridin-2-yl)-2-methyl-piperazin-1-yl]-1H-benzoimidazole | 722498-12-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 6-Chloro-2-[(R)-4-(3-chloro-pyridin-2-yl)-2-methyl-piperazin-1-yl]-1H-benzoimidazole
• 英文别名: 6-chloro-2-[(2R)-4-(3-chloropyridin-2-yl)-2-methylpiperazin-1-yl]-1H-benzimidazole
• CAS: 722498-12-6
• 化学式: C₁₇H₁₇Cl₂N₅
• 分子量: 362.261
• InChiKey: KLTZKVLSOVMIBP-LLVKDONJSA-N

物化性质

• 沸点：
  559.1±60.0 °C(Predicted)
• 密度：
  1.394±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  48
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,3-二氯吡啶 在 N,N-二异丙基乙胺 作用下， 以 对二甲苯 、 乙腈 为溶剂， 生成 6-Chloro-2-[(R)-4-(3-chloro-pyridin-2-yl)-2-methyl-piperazin-1-yl]-1H-benzoimidazole
  参考文献：
  名称：

  4-(2-Pyridyl)piperazine-1-benzimidazoles as potent TRPV1 antagonists

  摘要：

  A series of 4-(2-pyridyl)piperazine-1-benzimidazole analogues based on compound I was synthesized and evaluated for TRPV1 antagonist activity in capsaicin-induced (CAP) and pH5.5-induced (pH) FLIPR assays in a human TRPV1 -expressing HEK293 cell line. Potent TRPV1 antagonists were identified through SAR studies. From these studies, several antagonists were found, with IC50 values ranging from 32nM to similar to5000nM. Among these, 11 [IC50 = 90nM (CAP) and 104nM (pH)] was further evaluated and found to be orally available in rats (F% = 19.7). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.021