1-(1,3-benzodioxol-5-yl)-N-[1-[(4-chlorophenyl)methyl]benzimidazol-2-yl]methanimine | 144836-29-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 1-(1,3-benzodioxol-5-yl)-N-[1-[(4-chlorophenyl)methyl]benzimidazol-2-yl]methanimine
• CAS: 144836-29-3
• 化学式: C₂₂H₁₆ClN₃O₂
• mdl: MFCD01055050
• 分子量: 389.841
• InChiKey: HMPXEULWTWGLBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  48.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(1,3-benzodioxol-5-yl)-N-[1-[(4-chlorophenyl)methyl]benzimidazol-2-yl]methanimine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以74%的产率得到N-(1,3-benzodioxol-5-ylmethyl)-1-(4-chlorobenzyl)-1H-benzimidazol-2-amine
  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：

  胡椒醛 、 1-(4-氯苄基)-1H-苯并咪唑-2-甲胺 以 甲苯 为溶剂， 反应 17.0h， 以80%的产率得到1-(1,3-benzodioxol-5-yl)-N-[1-[(4-chlorophenyl)methyl]benzimidazol-2-yl]methanimine
  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

文献信息

• 1-substituted 2-benzylaminobenzimidazole derivatives: compounds with H1-antihistaminic activity
  作者：A Da Settimo、G Primofiore、F Da Settimo、L Calzolari、P Cazzulani、A Passoni、O Tofanetti

  DOI：10.1016/0223-5234(92)90153-r

  日期：1992.6

  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.