HOECHST33258类似物5,BR | 23491-55-6

• 物质功能分类: 生物化工 - 生化试剂 - 荧光成像
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: HOECHST33258类似物5,BR
• 英文名称: 2'-(naphth-2-yl)-5-(4-methylpiperazinyl)-2,5'-bi-1H-benzimidazole
• 英文别名: 5-(4-methyl-piperazin-1-yl)-2'-naphthalen-2-yl-1(3)H,1'(3')H-[2,5']bibenzoimidazolyl；6-(4-methylpiperazin-1-yl)-2-(2-naphthalen-2-yl-3H-benzimidazol-5-yl)-1H-benzimidazole
• CAS: 23491-55-6
• 化学式: C₂₉H₂₆N₆
• 分子量: 458.566
• InChiKey: FJXFKDPHPUCTJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  766.3±70.0 °C(Predicted)
• 密度：
  1.314±0.06 g/cm3(Predicted)
• 溶解度：
  25℃：DMSO或水 避光

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  35
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  63.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

制备方法与用途

生物活性方面，Hoechst 33258类似物5属于 Hoechst 染料家族，能够与 DNA 结合并发出蓝色荧光。这种化合物还可用于进行细胞内的 DNA 定量分析。

反应信息

• 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 6.0h， 生成 HOECHST33258类似物5,BR
  参考文献：
  名称：

  Substituted 2,5‘-Bi-1H-benzimidazoles:  Topoisomerase I Inhibition and Cytotoxicity

  摘要：

  Several 2'-aryl-5-substituted-2,5'-bi-1H-benzimidazole derivatives were synthesized and evaluated as topoisomerase I poisons and for their cytotoxicity toward the human lymphoblast cell line RPMI 8402. This study focused on 18 2,5'-bi-1H-benzimidazole derivatives which contained either a 5-cyano, a 5-(aminocarbonyl), or a 5-(4-methylpiperazinyl) group. Among these bibenximidazoles, the pharmacological activity of 2'-phenyl derivatives and the influence of the different positional isomers of either a 2'-tolyl group or a 2'-naphthyl moiety on cytotoxicity and topoisomerase I inhibitory activity were determined.

  DOI：

  10.1021/jm950412w

文献信息

• Substituted 2,5‘-Bi-1<i>H</i>-benzimidazoles:  Topoisomerase I Inhibition and Cytotoxicity
  作者：Jung Sun Kim、Barbara Gatto、Chiang Yu、Angela Liu、Leroy F. Liu、Edmond J. LaVoie

  DOI：10.1021/jm950412w

  日期：1996.1.1

  Several 2'-aryl-5-substituted-2,5'-bi-1H-benzimidazole derivatives were synthesized and evaluated as topoisomerase I poisons and for their cytotoxicity toward the human lymphoblast cell line RPMI 8402. This study focused on 18 2,5'-bi-1H-benzimidazole derivatives which contained either a 5-cyano, a 5-(aminocarbonyl), or a 5-(4-methylpiperazinyl) group. Among these bibenximidazoles, the pharmacological activity of 2'-phenyl derivatives and the influence of the different positional isomers of either a 2'-tolyl group or a 2'-naphthyl moiety on cytotoxicity and topoisomerase I inhibitory activity were determined.