5-[(2-Sulfanylidene-1,3-dihydrobenzimidazol-5-yl)oxy]-1,3-dihydrobenzimidazole-2-thione | 1166385-86-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-[(2-Sulfanylidene-1,3-dihydrobenzimidazol-5-yl)oxy]-1,3-dihydrobenzimidazole-2-thione
• CAS: 1166385-86-9
• 化学式: C₁₄H₁₀N₄OS₂
• 分子量: 314.392
• InChiKey: OKNGSCIQSVNKIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-[(2-Sulfanylidene-1,3-dihydrobenzimidazol-5-yl)oxy]-1,3-dihydrobenzimidazole-2-thione 、 2-氯甲基-3-甲基-4-(2,2,2-三氟乙氧基)吡啶 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以87.2%的产率得到2-[[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfanyl]-6-[[2-[[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfanyl]-3H-benzimidazol-5-yl]oxy]-1H-benzimidazole
  参考文献：
  名称：

  Design of novel bis-benzimidazole derivatives as DNA minor groove binding agents

  摘要：

  A new series of bis-benzimidazole derivatives were designed and synthesized. In vitro cytotoxicity evaluation showed that these compounds exhibited high activity against the selected tumor cells. Among them, compound 9 owned the best potential, its IC50 values being 5.95 mu mol/L (mononuclear tumor cell line (U937)) and 5.58 mu mol/L (cervical cancer cell (HeLa)). Fluorescence and UV-vis studies showed that compound 9 could bind into the minor groove of DNA. (C) 2014 Ming-Li Yang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2014.01.019
• 作为产物：
  描述：

  N-[4-(4-乙酰氨基-3-硝基苯氧基)-2-硝基苯基]乙酰胺 在 potassium hydroxide 、 肼 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 14.0h， 生成 5-[(2-Sulfanylidene-1,3-dihydrobenzimidazol-5-yl)oxy]-1,3-dihydrobenzimidazole-2-thione
  参考文献：
  名称：

  Design of novel bis-benzimidazole derivatives as DNA minor groove binding agents

  摘要：

  A new series of bis-benzimidazole derivatives were designed and synthesized. In vitro cytotoxicity evaluation showed that these compounds exhibited high activity against the selected tumor cells. Among them, compound 9 owned the best potential, its IC50 values being 5.95 mu mol/L (mononuclear tumor cell line (U937)) and 5.58 mu mol/L (cervical cancer cell (HeLa)). Fluorescence and UV-vis studies showed that compound 9 could bind into the minor groove of DNA. (C) 2014 Ming-Li Yang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2014.01.019