5-fluoro-1-(4-(3-(piperidin-1-yl)propoxy)phenyl)-1H-benzo[d]imidazol-2(3H)-one | 1067912-01-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5-fluoro-1-(4-(3-(piperidin-1-yl)propoxy)phenyl)-1H-benzo[d]imidazol-2(3H)-one
• 英文别名: 6-fluoro-3-[4-(3-piperidin-1-ylpropoxy)phenyl]-1H-benzimidazol-2-one
• CAS: 1067912-01-9
• 化学式: C₂₁H₂₄FN₃O₂
• 分子量: 369.439
• InChiKey: ISXMEUJPFFXKGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  44.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-fluoro-1-(4-(3-(piperidin-1-yl)propoxy)phenyl)-1H-benzo[d]imidazol-2(3H)-one 、 碘乙烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到2-Ethoxy-5-fluoro-1-[4-(3-piperidin-1-ylpropoxy)phenyl]benzimidazole
  参考文献：
  名称：

  Benzimidazole-substituted (3-phenoxypropyl)amines as histamine H3 receptor ligands

  摘要：

  A series of non-imidazole histamine H-3 receptor antagonists based on the (3-phenoxypropyl)amine motif, which is a common pharmacophore for H-3 antagonists, has been identified. A preliminary SAR study around the amine moiety has identified 8a as a potent H-3 antagonist possessing a good pharmacokinetic profile in the rat. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.008
• 作为产物：
  描述：

  C₂₀H₂₆FN₃O 、 N,N'-羰基二咪唑 以100%的产率得到5-fluoro-1-(4-(3-(piperidin-1-yl)propoxy)phenyl)-1H-benzo[d]imidazol-2(3H)-one
  参考文献：
  名称：

  Benzimidazole-substituted (3-phenoxypropyl)amines as histamine H3 receptor ligands

  摘要：

  A series of non-imidazole histamine H-3 receptor antagonists based on the (3-phenoxypropyl)amine motif, which is a common pharmacophore for H-3 antagonists, has been identified. A preliminary SAR study around the amine moiety has identified 8a as a potent H-3 antagonist possessing a good pharmacokinetic profile in the rat. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.008

文献信息

• Benzimidazole-substituted (3-phenoxypropyl)amines as histamine H3 receptor ligands
  作者：Robert Aslanian、Xiaohong Zhu、Henry A. Vaccaro、Neng-Yang Shih、John J. Piwinski、Shirley M. Williams、Robert E. West

  DOI：10.1016/j.bmcl.2008.08.008

  日期：2008.9

  A series of non-imidazole histamine H-3 receptor antagonists based on the (3-phenoxypropyl)amine motif, which is a common pharmacophore for H-3 antagonists, has been identified. A preliminary SAR study around the amine moiety has identified 8a as a potent H-3 antagonist possessing a good pharmacokinetic profile in the rat. (C) 2008 Elsevier Ltd. All rights reserved.