4-(4,9-dimethoxy-10H-indolo[3,2-b]quinolin-11-yl)benzoic acid | 1308279-64-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-(4,9-dimethoxy-10H-indolo[3,2-b]quinolin-11-yl)benzoic acid
• CAS: 1308279-64-2
• 化学式: C₂₄H₁₈N₂O₄
• 分子量: 398.418
• InChiKey: XNFXJYDHQHBOBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.25
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  84.44
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-羟基丁二酰亚胺 、 4-(4,9-dimethoxy-10H-indolo[3,2-b]quinolin-11-yl)benzoic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 84.0h， 以96%的产率得到4,9-dimethoxy-11-(4-succinimidocarboxyphenyl)-10H-indolo[3,2-b]quinoline
  参考文献：
  名称：

  In vitro anticancer activity and evaluation of DNA duplex binding affinity of phenyl-substituted indoloquinolines

  摘要：

  Phenyl-substituted indoloquinolines were studied for their biological activity and their DNA binding affinity. Water-soluble aminoalkyl derivatives were prepared and have shown significant in vitro anticancer activity. Unlike previous reports on the potential role of duplex DNA as target for various indoloquinoline based drugs, duplex UV melting experiments and fluorescence titrations suggest only weak and moderately strong binding of the phenyl-substituted indoloquinolines at 120 mM and 20 mM Na+ concentrations, respectively. Binding is suggested by ethidium displacement and circular dichroism experiments to be associated with drug intercalation between base pairs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.088
• 作为产物：
  描述：

  4,9-dimethoxy-11-(4-methyloxycarbonylphenyl)-10H-indolo[3,2-b]quinoline 在 甲醇 、 potassium hydroxide 作用下， 生成 4-(4,9-dimethoxy-10H-indolo[3,2-b]quinolin-11-yl)benzoic acid
  参考文献：
  名称：

  In vitro anticancer activity and evaluation of DNA duplex binding affinity of phenyl-substituted indoloquinolines

  摘要：

  Phenyl-substituted indoloquinolines were studied for their biological activity and their DNA binding affinity. Water-soluble aminoalkyl derivatives were prepared and have shown significant in vitro anticancer activity. Unlike previous reports on the potential role of duplex DNA as target for various indoloquinoline based drugs, duplex UV melting experiments and fluorescence titrations suggest only weak and moderately strong binding of the phenyl-substituted indoloquinolines at 120 mM and 20 mM Na+ concentrations, respectively. Binding is suggested by ethidium displacement and circular dichroism experiments to be associated with drug intercalation between base pairs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.088