1-[(4-fluorophenyl)methyl]-2-(4-piperidinylmethyl)-1H-benzimidazole

• 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: 1-[(4-fluorophenyl)methyl]-2-(4-piperidinylmethyl)-1H-benzimidazole
• 英文别名: 1-[(4-fluorophenyl)methyl]-2-(piperidin-4-ylmethyl)benzimidazole
• 化学式: C₂₀H₂₂FN₃
• 分子量: 323.413
• InChiKey: MIIHEKGRLKXCNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  29.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[(4-fluorophenyl)methyl]-2-(4-piperidinylmethyl)-1H-benzimidazole 、 1-(3-氯丙氧基)-4-氟苯 以53%的产率得到
  参考文献：
  名称：

  JANSSENS, FRANS E.;KENNIS, LUDO E. J.;HENS, JOZEF F.;TORREMANS, JOSEPH L.+

  摘要：

  DOI：
• 作为产物：
  描述：

  1-Boc-4-哌啶甲酸乙酯 在 氯甲酸乙酯 、 溶剂黄146 、 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 1-[(4-fluorophenyl)methyl]-2-(4-piperidinylmethyl)-1H-benzimidazole
  参考文献：
  名称：

  Synthesis, biological evaluation and SAR studies of benzimidazole derivatives as H1-antihistamine agents

  摘要：

  A series of benzimidazole derivatives have been designed, synthesized and evaluated for H-1 antihistamine activity. Six compounds have showed potent antihistamine H-1 activity. The primary SAR analysis indicated that benzyl or benzylidinyl substituted on the exo-nitrogen atom and C2 of the benzimidazole were significant. Further experiments indicated that compound 17d displayed excellent activity to reduce mast cell degranulation, moderate anti-PAF activity and decreased potency on hERG compared to astermizole. Hence compound 17d could serve as anti-allergic agent for further development. (C) 2012 Da Li Yin. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2012.04.020

文献信息

• 4-[(bicycle heterocyclyl)-methyl and -hetero]-piperidines
  申请人：Janssen Pharmaceutica, N.V.

  公开号：US04695575A1

  公开（公告）日：1987-09-22

  4-[(Bicyclic heterocyclyl)methyl and -hetero]-piperidines having antihistaminic and serotonin-antagonistic properties which compounds are useful agents in the treatment of allergic diseases.

  具有抗组胺和抗血清素特性的4-[(双环杂环基)甲基和-杂环]-哌啶类化合物在过敏疾病治疗中是有用的药物。
• 2-aminopyrimidinone derivatives
  申请人：Janssen Pharmaceutica N.V.

  公开号：US05008268A1

  公开（公告）日：1991-04-16

  2-Amino-pyrimidininone derivatives possessing antihistaminic and serotonin-antagonistic properties. Compositions containing these compounds as the active ingredient and a method of treating subjects from allergic diseases.

  2-氨基嘧啶酮衍生物具有抗组胺和拮抗血清素的特性。包含这些化合物作为活性成分的组合物以及治疗过敏病的方法。
• 4-((Bicyclic heterocyclyl)-methyl and -hetero)-piperidines
  申请人：Janssen Pharmaceutica, N.V.

  公开号：US04839374A1

  公开（公告）日：1989-06-13

  4-[Bicyclic heterocyclyl)methyl and -hetero]-piperidines having antihistaminic and serotonin-antagonistic properties which compounds are useful agents in the treatment of allergic diseases.

  4-[双环杂环甲基和-杂原]-哌啶类化合物具有抗组胺和血清素拮抗作用，这些化合物是治疗过敏性疾病的有用药物。
• JANSSENS, FRANS E.;KENNIS, LUDO E. J.;HENS, JOZEF F.;TORREMANS, JOSEPH L.+
  作者：JANSSENS, FRANS E.、KENNIS, LUDO E. J.、HENS, JOZEF F.、TORREMANS, JOSEPH L.+

  DOI：——

  日期：——
• 4-[(Bicyclic heterocyclyl)-methyl and -hetero]-piperidines
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP0151826B1

  公开（公告）日：1993-03-31