1-[(4-Fluorophenyl)methyl]-2-(piperidin-4-ylidenemethyl)benzimidazole | 151238-69-6

• 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-(piperidin-4-ylidenemethyl)benzimidazole
• CAS: 151238-69-6
• 化学式: C₂₀H₂₀FN₃
• 分子量: 321.397
• InChiKey: GTDQKVRGLZKSDX-UHFFFAOYSA-N

物化性质

• 沸点：
  526.1±60.0 °C(predicted)
• 密度：
  1.21±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  叔丁基 4-(2-乙氧基-2-氧代亚乙基)哌啶-1-羧酸 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-(piperidin-4-ylidenemethyl)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

• Synthesis, biological evaluation and SAR studies of benzimidazole derivatives as H1-antihistamine agents
  作者：Xiao Jian Wang、Mei Yang Xi、Ji Hua Fu、Fu Rong Zhang、Gui Fang Cheng、Da Li Yin、Qi Dong You

  DOI：10.1016/j.cclet.2012.04.020

  日期：2012.6

  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.