1-(5,6-Dimethoxy-1-methyl-1H-benzoimidazol-2-yl)-2,4,6-triphenyl-pyridinium; iodide | 138657-12-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-(5,6-Dimethoxy-1-methyl-1H-benzoimidazol-2-yl)-2,4,6-triphenyl-pyridinium; iodide
• CAS: 138657-12-2
• 化学式: C₃₃H₂₈N₃O₂*I
• 分子量: 625.509
• InChiKey: JQFWMXRGDHZFLA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.87
• 重原子数：
  39.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  40.16
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1,2-二甲氧基-4-硝基苯 在 palladium on activated charcoal 硫酸 、 氢气 、 potassium nitrate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 39.25h， 生成 1-(5,6-Dimethoxy-1-methyl-1H-benzoimidazol-2-yl)-2,4,6-triphenyl-pyridinium; iodide
  参考文献：
  名称：

  NMR studies of N-(benzimidazol-2-yl)pyridinium derivatives: QSAR with the anti-leishmanial activity and their carbon-13 NMR chemical shifts

  摘要：

  Quantitative structure-activity - relationships between the in vitro anti-leishmanial activity of N-benzimidazolyl-2,4,6-triphenylpyridinium salts 6 and pyridinium benzimidazolate betaines 7 and their C-13-NMR chemical shifts have been studied, in order to ascertain the influence of the benzimidazole substituents upon anti-leishmanial activity. The calculated C-13-chemical shifts allow the selection of a representative subset of compounds. Several new N-benzimidazolylpyridinium derivatives 6 and 7 have been prepared. Among them, 5-methoxy-1-methylbenzimidazole 21 and 6-methoxy-1-methylbenzimidazole 22 derivatives have high anti-leishmanial activity in vitro and compound 22 shows an interesting activity in vivo although host toxicity is present.

  DOI：

  10.1016/0223-5234(91)90199-w