2-[4-(3-bromopropyloxy)phenyl]-1H-anthra[1,2-d]imidazole-6,11-dione | 942119-34-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-[4-(3-bromopropyloxy)phenyl]-1H-anthra[1,2-d]imidazole-6,11-dione
• 英文别名: 2-[4-(3-bromopropoxy)phenyl]-3H-naphtho[3,2-e]benzimidazole-6,11-dione
• CAS: 942119-34-8
• 化学式: C₂₄H₁₇BrN₂O₃
• 分子量: 461.315
• InChiKey: DMHBOUYNFQQMNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  咪唑 、 2-[4-(3-bromopropyloxy)phenyl]-1H-anthra[1,2-d]imidazole-6,11-dione 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 2-[4-(3-imidazol-1-ylpropoxy)phenyl]-3H-naphtho[3,2-e]benzimidazole-6,11-dione
  参考文献：
  名称：

  Synthesis, DNA Binding, and Leishmania Topoisomerase Inhibition Activities of a Novel Series of Anthra[1,2-d]imidazole-6,11-dione Derivatives

  摘要：

  Nine novel anthra[1,2-d]imidazole-6,11-diones, differing in their side chain, were synthesized. UV-vis spectroscopy and viscometric titrations of these molecules with duplex DNA were used to assess their binding with DNA. Five of the nine compounds showed high inhibition activity against topoisomerase I of Leishmania donovani, with the one bearing the tetrazole side chain exhibiting an IC50 - 1 mu M. The inhibition activities were not related with their DNA binding affinity and depended on the nature of the side chain.

  DOI：

  10.1021/jm0610604
• 作为产物：
  描述：

  1,2-二氨基蒽醌 在 potassium carbonate 作用下， 以 硝基苯 、 丙酮 为溶剂， 反应 32.5h， 生成 2-[4-(3-bromopropyloxy)phenyl]-1H-anthra[1,2-d]imidazole-6,11-dione
  参考文献：
  名称：

  Synthesis, DNA Binding, and Leishmania Topoisomerase Inhibition Activities of a Novel Series of Anthra[1,2-d]imidazole-6,11-dione Derivatives

  摘要：

  Nine novel anthra[1,2-d]imidazole-6,11-diones, differing in their side chain, were synthesized. UV-vis spectroscopy and viscometric titrations of these molecules with duplex DNA were used to assess their binding with DNA. Five of the nine compounds showed high inhibition activity against topoisomerase I of Leishmania donovani, with the one bearing the tetrazole side chain exhibiting an IC50 - 1 mu M. The inhibition activities were not related with their DNA binding affinity and depended on the nature of the side chain.

  DOI：

  10.1021/jm0610604