4-{[1-(4-Fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-methyl}-2-methoxy-phenol | 144836-32-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-{[1-(4-Fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-methyl}-2-methoxy-phenol
• 英文别名: 4-[[[1-[(4-Fluorophenyl)methyl]benzimidazol-2-yl]amino]methyl]-2-methoxyphenol
• CAS: 144836-32-8
• 化学式: C₂₂H₂₀FN₃O₂
• 分子量: 377.418
• InChiKey: UWGYZITVRSRLBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  59.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  吗啉 、 聚合甲醛 、 4-{[1-(4-Fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-methyl}-2-methoxy-phenol 以 乙醇 、 水 为溶剂， 反应 16.0h， 以86%的产率得到4-{[1-(4-Fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-methyl}-2-methoxy-6-morpholin-4-ylmethyl-phenol
  参考文献：
  名称：

  1-substituted 2-benzylaminobenzimidazole derivatives: compounds with H1-antihistaminic activity

  摘要：

  The preparation of 1-substituted 2-benzylaminobenzimidazole derivatives 13-24 is described. Although these compounds have a different structure from the general structure I of antihistamines, they showed some antihistaminic activity (pA2:5-7) when tested in vitro on guinea pig ileum. The introduction of an additional basic centre as in the Mannich bases 25-27 did not cause any improvement of activity. All the compounds tested proved to be inactive in in vivo induced passive cutaneous anaphylaxis (PCA) and cutaneous vasopermeability in rats.

  DOI：

  10.1016/0223-5234(92)90153-r
• 作为产物：
  描述：

  1-(4-氟苯基甲基)-2-氨基苯并咪唑 在 sodium tetrahydroborate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 19.0h， 生成 4-{[1-(4-Fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-methyl}-2-methoxy-phenol
  参考文献：
  名称：

  1-substituted 2-benzylaminobenzimidazole derivatives: compounds with H1-antihistaminic activity

  摘要：

  The preparation of 1-substituted 2-benzylaminobenzimidazole derivatives 13-24 is described. Although these compounds have a different structure from the general structure I of antihistamines, they showed some antihistaminic activity (pA2:5-7) when tested in vitro on guinea pig ileum. The introduction of an additional basic centre as in the Mannich bases 25-27 did not cause any improvement of activity. All the compounds tested proved to be inactive in in vivo induced passive cutaneous anaphylaxis (PCA) and cutaneous vasopermeability in rats.

  DOI：

  10.1016/0223-5234(92)90153-r