2-(6-methyl-2-pyridyl)-4,7-dimethoxybenzimidazole | 773892-22-1

• 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: 2-(6-methyl-2-pyridyl)-4,7-dimethoxybenzimidazole
• 英文别名: 4,7-dimethoxy-2-(6-methylpyridin-2-yl)-1H-benzimidazole
• CAS: 773892-22-1
• 化学式: C₁₅H₁₅N₃O₂
• 分子量: 269.303
• InChiKey: KLAZEFSUWIHINF-UHFFFAOYSA-N

物化性质

• 熔点：
  173 °C(Solv: acetone (67-64-1); ligroine (8032-32-4))
• 沸点：
  501.2±60.0 °C(Predicted)
• 密度：
  1.235±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  60.03
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(6-methyl-2-pyridyl)-4,7-dimethoxybenzimidazole 在 ammonium cerium(IV) nitrate 、 溶剂黄146 作用下， 反应 3.0h， 生成 2-(6-methylpyridin-2-yl)-1H-benzimidazole-4,7-dione
  参考文献：
  名称：

  Differential antiproliferative activity of new benzimidazole-4,7-diones

  摘要：

  Ten benzimidazole-4,7-diones were synthesized and tested in vitro on two tumor cell lines. Several compounds showed a significant antiproliferative activity on K562 cells, although to a different extent, whereas compound 1i showed a highly significant activity on SW620 cells, comparable to that of doxorubicin. Both the substituents in the quinone ring and the position of the nitrogen atom in the pyridine moiety play a crucial role for the biological activity.

  DOI：

  10.1016/j.farmac.2004.04.001
• 作为产物：
  描述：

  6-甲基-2-吡啶甲醛 、 2,3-二氨基-1,4-二甲氧基苯 以 硝基苯 为溶剂， 反应 2.0h， 以62.5%的产率得到2-(6-methyl-2-pyridyl)-4,7-dimethoxybenzimidazole
  参考文献：
  名称：

  Differential antiproliferative activity of new benzimidazole-4,7-diones

  摘要：

  Ten benzimidazole-4,7-diones were synthesized and tested in vitro on two tumor cell lines. Several compounds showed a significant antiproliferative activity on K562 cells, although to a different extent, whereas compound 1i showed a highly significant activity on SW620 cells, comparable to that of doxorubicin. Both the substituents in the quinone ring and the position of the nitrogen atom in the pyridine moiety play a crucial role for the biological activity.

  DOI：

  10.1016/j.farmac.2004.04.001