[2-(7H-benzo[4,5]indolo[2,3-b]quinoxalin-7-yl)ethyl]dipropylamine | 1269766-52-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: [2-(7H-benzo[4,5]indolo[2,3-b]quinoxalin-7-yl)ethyl]dipropylamine
• 英文别名: N-propyl-N-[2-(12,14,21-triazapentacyclo[11.8.0.02,11.03,8.015,20]henicosa-1(21),2(11),3,5,7,9,13,15,17,19-decaen-12-yl)ethyl]propan-1-amine
• CAS: 1269766-52-0
• 化学式: C₂₆H₂₈N₄
• 分子量: 396.535
• InChiKey: NNWGQCSGKTXSLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  34
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4,5-苯并靛红 在 sodium methylate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 4.17h， 生成 [2-(7H-benzo[4,5]indolo[2,3-b]quinoxalin-7-yl)ethyl]dipropylamine
  参考文献：
  名称：

  Synthesis and biological activity of 7H-benzo[4,5]indolo[2,3-b]-quinoxaline derivatives

  摘要：

  New 7-(2-aminoethyl)-7H-benzo[4,5]indolo[2,3-b]quinoxalines (13-20) were synthesized with high yields starting from 3H-benzo[e]indole-1,2-dione. These compounds were screened for the cytotoxicity, anti-viral activity, interferon inducing ability and DNA affinity compared with the corresponding 6-(2-aminoethyl)-6H-indolo[2,3-b]quinoxaline derivatives (1-12). It was shown, that compounds 13-20 bind to DNA stronger (Ig K-a = 6.23-6.87) than compounds 1-12 (Ig K-a = 5.57-5.89). Anti-viral activity is significantly reduced with annulations of benzene ring in Indoloquinoxaline moiety 13-20. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.040

文献信息

• Synthesis and biological activity of 7H-benzo[4,5]indolo[2,3-b]-quinoxaline derivatives
  作者：Marina O. Shibinskaya、Alexander S. Karpenko、Sergey A. Lyakhov、Sergey A. Andronati、Nadezhda M. Zholobak、Nikolay Ya. Spivak、Natalia A. Samochina、Lev M. Shafran、Mykhail Ju. Zubritsky、Valerij F. Galat

  DOI：10.1016/j.ejmech.2010.11.040

  日期：2011.2

  New 7-(2-aminoethyl)-7H-benzo[4,5]indolo[2,3-b]quinoxalines (13-20) were synthesized with high yields starting from 3H-benzo[e]indole-1,2-dione. These compounds were screened for the cytotoxicity, anti-viral activity, interferon inducing ability and DNA affinity compared with the corresponding 6-(2-aminoethyl)-6H-indolo[2,3-b]quinoxaline derivatives (1-12). It was shown, that compounds 13-20 bind to DNA stronger (Ig K-a = 6.23-6.87) than compounds 1-12 (Ig K-a = 5.57-5.89). Anti-viral activity is significantly reduced with annulations of benzene ring in Indoloquinoxaline moiety 13-20. (C) 2010 Elsevier Masson SAS. All rights reserved.