1,2-bis[2-(3',5'-methoxyphenyl)-1H-benzimidazole-5-yl-oxy]ethane | 1402085-06-6

• 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: 1,2-bis[2-(3',5'-methoxyphenyl)-1H-benzimidazole-5-yl-oxy]ethane
• 英文别名: 2-(3,5-dimethoxyphenyl)-6-[2-[[2-(3,5-dimethoxyphenyl)-3H-benzimidazol-5-yl]oxy]ethoxy]-1H-benzimidazole
• CAS: 1402085-06-6
• 化学式: C₃₂H₃₀N₄O₆
• 分子量: 566.613
• InChiKey: AQDOTDIOLIUXFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  42
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,2-双甲苯氧基乙烷 在 palladium on activated charcoal 、 氢气 、 potassium carbonate 、 sodium hydrogensulfite 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 1,2-bis[2-(3',5'-methoxyphenyl)-1H-benzimidazole-5-yl-oxy]ethane
  参考文献：
  名称：

  A New Series of Bisbenzimidazole Derivatives: Synthesis, Antitumor Activity and Low Toxicity on PBMC

  摘要：

  Herein, a new series of bis-benzimidazole derivatives were designed and synthesized. Most of these new compounds showed significant in vitro anticancer activity when compared to Hoechst 33258 and 5-FU. Among them, the most potent compound 8 had the IC50 values of 0.78 mu M for U937 tumor cell line, 5.62 mu M for HL60 tumor cell line and 6.97 mu M for Hela tumor cell line. Molecular modeling, fluorescence and viscosimetry study showed that compound 8 could bind into the minor groove of DNA. Subsequent toxicity study on human peripheral blood mononuclear cells (PBMC), shows that compound 8 exhibited less toxicity than paclitaxel and 5-FU.

  DOI：

  10.3987/com-12-12521

文献信息

• A New Series of Bisbenzimidazole Derivatives: Synthesis, Antitumor Activity and Low Toxicity on PBMC
  作者：Mao-Sheng Cheng、Qing-He Wang、Xiu-Jun Wang、Chao Liu、Wei Li、Jian Wang、Na Yang

  DOI：10.3987/com-12-12521

  日期：——

  Herein, a new series of bis-benzimidazole derivatives were designed and synthesized. Most of these new compounds showed significant in vitro anticancer activity when compared to Hoechst 33258 and 5-FU. Among them, the most potent compound 8 had the IC50 values of 0.78 mu M for U937 tumor cell line, 5.62 mu M for HL60 tumor cell line and 6.97 mu M for Hela tumor cell line. Molecular modeling, fluorescence and viscosimetry study showed that compound 8 could bind into the minor groove of DNA. Subsequent toxicity study on human peripheral blood mononuclear cells (PBMC), shows that compound 8 exhibited less toxicity than paclitaxel and 5-FU.