1-(2-dimethylamino-propyl)-4,8,9-trimethyl-1H-furo[2,3-h]quinolin-2-one | 1064707-57-8

• 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: 1-(2-dimethylamino-propyl)-4,8,9-trimethyl-1H-furo[2,3-h]quinolin-2-one
• 英文别名: 1-[3-(Dimethylamino)propyl]-4,8,9-trimethylfuro[2,3-h]quinolin-2-one
• CAS: 1064707-57-8
• 化学式: C₁₉H₂₄N₂O₂
• 分子量: 312.412
• InChiKey: FGROEXCFGGLMIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  36.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,N-二甲基-3-氯丙胺 、 4,8,9-trimethylfuro[2,3-h]quinolin-2(1H)-one 在 sodium hydride 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 50.25h， 以62%的产率得到1-(2-dimethylamino-propyl)-4,8,9-trimethyl-1H-furo[2,3-h]quinolin-2-one
  参考文献：
  名称：

  Novel angular furoquinolinones bearing flexible chain as antitumor agent: Design, synthesis, cytotoxic evaluation, and DNA-binding studies

  摘要：

  A series of novel N-substituted angular furoquinolinone derivatives were synthesized and evaluated for their antitumor activities against QGY, K562, HeLa, P388, and A549 cell lines in vitro. The derivatives bearing basic amino side chain showed an improved antitumor activity. Compound 5h N-(2-dimethylaminoethyl)-2-(4,8,9-trimethyl-2-oxo-2H-furo[2,3-h]quinolin-1-yl)-acetamide exhibited the highest activities against P388 and A549 cell lines, which are evidenced by the IC(50) values that are four to five fold lower than that for unsubstituted parent compound. DNA-binding experiments suggested that these derivatives bind to DNA through intercalation. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.081

文献信息

• Novel angular furoquinolinones bearing flexible chain as antitumor agent: Design, synthesis, cytotoxic evaluation, and DNA-binding studies
  作者：Lijuan Xie、Xuhong Qian、Jingnan Cui、Yi Xiao、Kewei Wang、Peichun Wu、Liying Cong

  DOI：10.1016/j.bmc.2008.07.081

  日期：2008.9

  A series of novel N-substituted angular furoquinolinone derivatives were synthesized and evaluated for their antitumor activities against QGY, K562, HeLa, P388, and A549 cell lines in vitro. The derivatives bearing basic amino side chain showed an improved antitumor activity. Compound 5h N-(2-dimethylaminoethyl)-2-(4,8,9-trimethyl-2-oxo-2H-furo[2,3-h]quinolin-1-yl)-acetamide exhibited the highest activities against P388 and A549 cell lines, which are evidenced by the IC(50) values that are four to five fold lower than that for unsubstituted parent compound. DNA-binding experiments suggested that these derivatives bind to DNA through intercalation. (C) 2008 Elsevier Ltd. All rights reserved.