3-butyl-5-methylpyrimido[5,4-c]quinolin-4(3H)-one | 1356399-53-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 3-butyl-5-methylpyrimido[5,4-c]quinolin-4(3H)-one
• 英文别名: 3-Butyl-5-methylpyrimido[5,4-c]quinolin-4-one
• CAS: 1356399-53-5
• 化学式: C₁₆H₁₇N₃O
• 分子量: 267.33
• InChiKey: RJSIMUIKGJKEED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氨基-2-甲基喹啉-3-羧酸乙酯 在 乙酸酐 作用下， 以 乙腈 为溶剂， 反应 14.0h， 生成 3-butyl-5-methylpyrimido[5,4-c]quinolin-4(3H)-one
  参考文献：
  名称：

  Synthesis and in vitro antiproliferative evaluation of pyrimido[5,4-c]quinoline-4-(3H)-one derivatives

  摘要：

  A series of pyrimido[5,4-c]quinoline-4-(3H)-one derivatives variously substituted at positions 2 and 3 were synthesized and evaluated for their in vitro antiproliferative activities against a panel of six human cancer cell lines. Biological evaluation revealed that the vast majority of derivatives exhibited moderate tumor growth inhibitory activities. In particular, compound 7e showed effective anti-tumor activity with broad-spectrum toward numerous cell lines and the most active member in this study. This derivative displaying significant activity against KB (IC50: 4.9 mu M), CNE2 (IC50: 13.8 mu M), MGC-803 (IC50: 4.8 mu M), GLC-82 (IC50: 7.88 mu M), MDA-MB-453 (IC50: 18.2 1.1 mu M) and MCF-7 (IC50: 10.1 mu M) cell lines could be considered as the most promising and useful template for future development to obtain more potent anti-tumor agent(s). 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.10.044

文献信息

• Synthesis and in vitro antiproliferative evaluation of pyrimido[5,4-c]quinoline-4-(3H)-one derivatives
  作者：Yong Ai、Yong-Ju Liang、Jian-Chao Liu、Hong-Wu He、Yu Chen、Chu Tang、Guang-Zhong Yang、Li-Wu Fu

  DOI：10.1016/j.ejmech.2011.10.044

  日期：2012.1

  A series of pyrimido[5,4-c]quinoline-4-(3H)-one derivatives variously substituted at positions 2 and 3 were synthesized and evaluated for their in vitro antiproliferative activities against a panel of six human cancer cell lines. Biological evaluation revealed that the vast majority of derivatives exhibited moderate tumor growth inhibitory activities. In particular, compound 7e showed effective anti-tumor activity with broad-spectrum toward numerous cell lines and the most active member in this study. This derivative displaying significant activity against KB (IC50: 4.9 mu M), CNE2 (IC50: 13.8 mu M), MGC-803 (IC50: 4.8 mu M), GLC-82 (IC50: 7.88 mu M), MDA-MB-453 (IC50: 18.2 1.1 mu M) and MCF-7 (IC50: 10.1 mu M) cell lines could be considered as the most promising and useful template for future development to obtain more potent anti-tumor agent(s). 2011 Elsevier Masson SAS. All rights reserved.