9-{2'-[2"-(dimethylamino)ethylamino]ethoxy}-2,6-dimethylpyrrolo[3,2,1-ij]quinolin-4-one | 1598434-74-2

• 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: 9-{2'-[2"-(dimethylamino)ethylamino]ethoxy}-2,6-dimethylpyrrolo[3,2,1-ij]quinolin-4-one
• 英文别名: 5-[2-[2-(Dimethylamino)ethylamino]ethoxy]-2,9-dimethyl-1-azatricyclo[6.3.1.04,12]dodeca-2,4,6,8(12),9-pentaen-11-one；5-[2-[2-(dimethylamino)ethylamino]ethoxy]-2,9-dimethyl-1-azatricyclo[6.3.1.04,12]dodeca-2,4,6,8(12),9-pentaen-11-one
• CAS: 1598434-74-2
• 化学式: C₁₉H₂₅N₃O₂
• 分子量: 327.426
• InChiKey: LIAXULDRUSKZEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  9-hydroxy-2,6-dimethyl-4H-pyrrolo<3,2,1-ij>quinolin-4-one 在 potassium carbonate 作用下， 以 异丙醇 、 丙酮 为溶剂， 反应 24.75h， 生成 9-{2'-[2"-(dimethylamino)ethylamino]ethoxy}-2,6-dimethylpyrrolo[3,2,1-ij]quinolin-4-one
  参考文献：
  名称：

  Pyrroloquinolinone-based dual topoisomerase I/II inhibitor

  摘要：

  A new series of pyrroloquinolinones bearing different alkylamino side chains were synthesized and evaluated as cytotoxic compounds against three different human tumor cell lines (HeLa, HL-60 and A431). Some compounds showed interesting antiproliferative activity, in particular against A431 cells. The compounds were tested for their ability to counteract topoisomerase II relaxation activity and the most interesting one (3c) was tested also against topoisomerase I, resulting a dual inhibitor. The molecular interactions between 3c and the intracellular targets were finally investigated through molecular modeling simulations. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.02.064

文献信息

• Pyrroloquinolinone-based dual topoisomerase I/II inhibitor
  作者：Lisa Dalla Via、Giovanni Marzaro、Alessandro Ferrarese、Ornella Gia、Adriana Chilin

  DOI：10.1016/j.ejmech.2014.02.064

  日期：2014.4

  A new series of pyrroloquinolinones bearing different alkylamino side chains were synthesized and evaluated as cytotoxic compounds against three different human tumor cell lines (HeLa, HL-60 and A431). Some compounds showed interesting antiproliferative activity, in particular against A431 cells. The compounds were tested for their ability to counteract topoisomerase II relaxation activity and the most interesting one (3c) was tested also against topoisomerase I, resulting a dual inhibitor. The molecular interactions between 3c and the intracellular targets were finally investigated through molecular modeling simulations. (C) 2014 Elsevier Masson SAS. All rights reserved.