2-(3,4-dimethoxyphenethyl)-1H-benzoimidazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3,4-dimethoxyphenethyl)-1H-benzoimidazole
• 英文别名: 2-[2-(3,4-dimethoxyphenyl)ethyl]-1H-benzimidazole
• 化学式: C₁₇H₁₈N₂O₂
• 分子量: 282.342
• InChiKey: IPSNPGWOTDZELC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  47.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苯丙酸 、 邻苯二胺 以 乙二醇 为溶剂， 反应 2.0h， 以52%的产率得到2-(3,4-dimethoxyphenethyl)-1H-benzoimidazole
  参考文献：
  名称：

  Benzimidazole, Benzoxazole and Benzothiazole Derivatives as 5HT2B Receptor Ligands. Synthesis and Preliminary Pharmacological Evaluation

  摘要：

  2-Phenethylbenzimidazole, 2-phenethylbenzoxazole and 2phenethylbenzothiazole derivatives were synthesized to explore the structural features of the serotonin 5-HT2B receptor antagonists. Those molecules were designed to recognize the 5-HT2B receptor and to discriminate it from the 5-HT2A and 5-HT2C subtypes. All compounds were characterized by binding affinity determination for 5-HT2A and 5-HT2C subtypes and antagonistic activity for 5-HT2B receptor in rat stomach fundus. None of the new compounds showed affinity for 5-HT2A and 5-HT2C subtypes, but some of them displayed antagonistic activity in rat stomach fundus at micromolar concentrations.

  DOI：

  10.1007/s00044-005-0125-z

文献信息

• METHODS OF TREATING EYE DISEASES ASSOCIATED WITH INFLAMMATION AND VASCULAR PROLIFERATION
  申请人：Occurx Pty Ltd

  公开号：US20180117050A1

  公开（公告）日：2018-05-03

  Methods for treating eye diseases associated with inflammation and/or vascular proliferation in subjects are disclosed. The methods include administering therapeutically effective amounts of a tranilast compound, in particular (E)-2-[[3-(3-Methoxy-4-propargyloxy)phenyl)-1-oxo-2-propenyl]amino]benzoic acid or (E)-2-[[3,4-Bis(difluoromethoxy)phenyl)-1-oxo-2-propenyl]amino]benzoic acid or pharmaceutically acceptable salts or solvates thereof.
• Benzimidazole, Benzoxazole and Benzothiazole Derivatives as 5HT2B Receptor Ligands. Synthesis and Preliminary Pharmacological Evaluation
  作者：G. Giorgioni、B. Accorroni、A. Di Stefano、G. Marucci、A. Siniscalchi、F. Claudi

  DOI：10.1007/s00044-005-0125-z

  日期：2005.2

  2-Phenethylbenzimidazole, 2-phenethylbenzoxazole and 2phenethylbenzothiazole derivatives were synthesized to explore the structural features of the serotonin 5-HT2B receptor antagonists. Those molecules were designed to recognize the 5-HT2B receptor and to discriminate it from the 5-HT2A and 5-HT2C subtypes. All compounds were characterized by binding affinity determination for 5-HT2A and 5-HT2C subtypes and antagonistic activity for 5-HT2B receptor in rat stomach fundus. None of the new compounds showed affinity for 5-HT2A and 5-HT2C subtypes, but some of them displayed antagonistic activity in rat stomach fundus at micromolar concentrations.