4-(5-Fluoro-2-pyridin-2-ylbenzimidazol-1-yl)phenol | 1067911-97-0

• 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: 4-(5-Fluoro-2-pyridin-2-ylbenzimidazol-1-yl)phenol
• CAS: 1067911-97-0
• 化学式: C₁₈H₁₂FN₃O
• 分子量: 305.311
• InChiKey: MGLVTVFJNGJIOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(5-Fluoro-2-pyridin-2-ylbenzimidazol-1-yl)phenol 、 1-溴-3-氯丙烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 20.67h， 以93%的产率得到1-[4-(3-Chloropropoxy)phenyl]-5-fluoro-2-pyridin-2-ylbenzimidazole
  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：

  N-[5-fluoro-2-(4-hydroxyanilino)phenyl]pyridine-2-carboxamide 在 溶剂黄146 作用下， 反应 20.0h， 以100%的产率得到4-(5-Fluoro-2-pyridin-2-ylbenzimidazol-1-yl)phenol
  参考文献：
  名称：

  Imidazole and benzimidazole derivatives useful as histamine H3 antagonists

  摘要：

  揭示了以下公式化合物或其药学上可接受的盐或溶剂，其中：n为2-5；R为R3-芳基，R3-杂环芳基，R3-环烷基，R3-杂环烷基，烷基，卤代烷基，—OR4，—SR4或—S(O)1-2R5；R1和R2为H或可选择地取代的苯基或可选择地取代的，X为—O—或—S—；或R1和R2，连同它们连接的碳原子形成可选择地取代的，X为—O—，—S—或—NR7—；Z为，其余变量如规范中所定义；还揭示了包括公式I化合物的药物组合物；还揭示了使用公式I化合物治疗过敏、过敏引起的气道反应、充血、肥胖和代谢综合征的方法，以及与其他用于治疗这些疾病的药物的组合。

  公开号：

  US20060166960A1

文献信息

• Imidazole and benzimidazole derivatives useful as histamine H3 antagonists
  申请人：Aslanian G. Robert

  公开号：US20060166960A1

  公开（公告）日：2006-07-27

  Disclosed are compounds of the formula or a pharmaceutically acceptable salt or solvate thereof, wherein: n is 2-5; R is R 3 -aryl, R 3 -heteroaryl, R 3 -cycloalkyl, R 3 -heterocycloalkyl, alkyl, haloalkyl, —OR 4 , —SR 4 or —S(O) 1-2 R 5 ; R 1 and R 2 are H or optionally substituted phenyl or optionally substituted and X is —O— or —S—; or R 1 and R 2 , together with the carbon atoms to which they are attached form optionally substituted and X is —O—, —S— or —NR 7 —; Z is and the remaining variables are as defined in the specification; also disclosed are pharmaceutical compositions comprising the compounds of formula I; also disclosed are methods of treating allergy, allergy-induced airway responses, congestion, obesity and metabolic syndrome using the compounds of Formula I, as well as combinations with other drugs useful for treating those diseases.

  揭示了以下公式化合物或其药学上可接受的盐或溶剂，其中：n为2-5；R为R3-芳基，R3-杂环芳基，R3-环烷基，R3-杂环烷基，烷基，卤代烷基，—OR4，—SR4或—S(O)1-2R5；R1和R2为H或可选择地取代的苯基或可选择地取代的，X为—O—或—S—；或R1和R2，连同它们连接的碳原子形成可选择地取代的，X为—O—，—S—或—NR7—；Z为，其余变量如规范中所定义；还揭示了包括公式I化合物的药物组合物；还揭示了使用公式I化合物治疗过敏、过敏引起的气道反应、充血、肥胖和代谢综合征的方法，以及与其他用于治疗这些疾病的药物的组合。
• US7482468B2
  申请人：——

  公开号：US7482468B2

  公开（公告）日：2009-01-27
• 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.