2'-(4-Methoxy-phenyl)-1H,3'H-[2,5']bibenzoimidazolyl-5-carbonitrile | 167959-15-1

• 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'-(4-Methoxy-phenyl)-1H,3'H-[2,5']bibenzoimidazolyl-5-carbonitrile
• 英文别名: 2-[2-(4-methoxyphenyl)-3H-benzimidazol-5-yl]-3H-benzimidazole-5-carbonitrile
• CAS: 167959-15-1
• 化学式: C₂₂H₁₅N₅O
• 分子量: 365.394
• InChiKey: ZBQXALIGEGQUOX-UHFFFAOYSA-N

物化性质

• 沸点：
  706.9±70.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  90.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2'-(4-Methoxy-phenyl)-1H,3'H-[2,5']bibenzoimidazolyl-5-carbonitrile 在 aluminum nickel 甲酸 作用下， 以 硝基苯 为溶剂， 反应 4.0h， 生成 2''-(4-Methoxy-phenyl)-1H,3'H,3''H-[2,5';2',5'']terbenzoimidazole-5-carbonitrile
  参考文献：
  名称：

  Synthesis and Evaluation of Terbenzimidazoles as Topoisomerase I Inhibitors

  摘要：

  The synthesis and pharmacological activity of a series of terbenzimidazoles are described. The ability of these derivatives to induce DNA cleavage in the presence of topoisomerase I was evaluated in vitro. These analogs were also assayed for their cytotoxicity in RPMI 8402 cells and the camptothecin-resistant CPT-K5 cells. In addition the potential for these compounds to serve as substrates for MDR1 was also determined. Several terbenzimidazoles exhibited similar cytotoxicity against variants of human tumor cells that either overexpress MDR1 or are camptothecin-resistant.

  DOI：

  10.1021/jm00018a024
• 作为产物：
  描述：

  3,4-二氨基苯甲腈 在 aluminum nickel 甲酸 作用下， 以 硝基苯 为溶剂， 反应 4.0h， 生成 2'-(4-Methoxy-phenyl)-1H,3'H-[2,5']bibenzoimidazolyl-5-carbonitrile
  参考文献：
  名称：

  Synthesis and Evaluation of Terbenzimidazoles as Topoisomerase I Inhibitors

  摘要：

  The synthesis and pharmacological activity of a series of terbenzimidazoles are described. The ability of these derivatives to induce DNA cleavage in the presence of topoisomerase I was evaluated in vitro. These analogs were also assayed for their cytotoxicity in RPMI 8402 cells and the camptothecin-resistant CPT-K5 cells. In addition the potential for these compounds to serve as substrates for MDR1 was also determined. Several terbenzimidazoles exhibited similar cytotoxicity against variants of human tumor cells that either overexpress MDR1 or are camptothecin-resistant.

  DOI：

  10.1021/jm00018a024

文献信息

• Synthesis and Evaluation of Terbenzimidazoles as Topoisomerase I Inhibitors
  作者：Qun Sun、Barbara Gatto、Chiang Yu、Angela Liu、Leroy F. Liu、Edmond J. LaVoie

  DOI：10.1021/jm00018a024

  日期：1995.9

  The synthesis and pharmacological activity of a series of terbenzimidazoles are described. The ability of these derivatives to induce DNA cleavage in the presence of topoisomerase I was evaluated in vitro. These analogs were also assayed for their cytotoxicity in RPMI 8402 cells and the camptothecin-resistant CPT-K5 cells. In addition the potential for these compounds to serve as substrates for MDR1 was also determined. Several terbenzimidazoles exhibited similar cytotoxicity against variants of human tumor cells that either overexpress MDR1 or are camptothecin-resistant.