1-(3’,4’-dimethoxybenzyl)-2-(3’’,4’’-dimethoxyphenyl)-5-methoxy-1-H-benzimidazole | 1432753-39-3

• 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: 1-(3’,4’-dimethoxybenzyl)-2-(3’’,4’’-dimethoxyphenyl)-5-methoxy-1-H-benzimidazole
• 英文别名: 2-(3,4-Dimethoxyphenyl)-1-[(3,4-dimethoxyphenyl)methyl]-5-methoxy-benzimidazole；2-(3,4-dimethoxyphenyl)-1-[(3,4-dimethoxyphenyl)methyl]-5-methoxybenzimidazole
• CAS: 1432753-39-3
• 化学式: C₂₅H₂₆N₂O₅
• 分子量: 434.492
• InChiKey: LQQHXUWKYJAXER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  64
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苯甲醛 、 4-甲氧基邻苯二胺 在 silica gel 作用下， 以 二氯甲烷 为溶剂， 以52%的产率得到2-(3,4-dimethoxyphenyl)-5-methoxy-1H-benzimidazole
  参考文献：
  名称：

  在硅胶上简单直接地合成取代的2-芳基苯并咪唑†

  摘要：

  用固相策略合成取代的2-芳基苯并咪唑 硅石从它们相应的邻苯二胺1和芳香醛2开始已经获得了凝胶。该反应非常简单，方便和直接，并且以中等至高收率（49–91％）获得了产物。

  DOI：

  10.1039/c3ra22435j

文献信息

• A novel synthesis of 2-arylbenzimidazoles in molecular sieves-MeOH system and their antitubercular activity
  作者：Amit K. Chaturvedi、Amit Kumar Verma、Jay Prakash Thakur、Sudeep Roy、Shashi Bhushan Tripathi、Balagani Sathish Kumar、Sadiya Khwaja、Naresh K. Sachan、Ashok Sharma、Debabrata Chanda、Karuna Shanker、Dharmendra Saikia、Arvind S. Negi

  DOI：10.1016/j.bmc.2018.07.049

  日期：2018.8

  Arylbenzimidazoles have been synthesized as antimycobacterial agents. An efficient synthesis has been developed for 2-arylbenzimidazoles from o-phenylenediamines and aromatic aldehydes in molecular sieves-methanol system. The methodology is straightforward to get 2-arylbenzimidazoles (3a-3z) in excellent yields with high chemoselectivity over 2-aryl-1-benzylbenzimidazoles (4a-4z). All these benzimidazole analogues were evaluated against M. tuberculosis in BACTEC radiometric assay. The compounds 4y and 4z exhibited potential antitubercular activity against M. tuberculosis H (37)Rv, MIC at 16 mu M and 24 mu M respectively. The best compound of the series i.e. compound 4y was well tolerated by Swiss-albino mice in acute oral toxicity. Compound 4y possessing a diarylbenzimidazole core, can further be optimized for better activity.