4-imino-9-methyl-5-(1-methyl-1H-pyrrol-2-yl)-3-phenyl-3,4,6,7,8,9-hexahydropyrimido[4,5-b]quinoline-2(1H)-thione | 1610691-44-5

• 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: 4-imino-9-methyl-5-(1-methyl-1H-pyrrol-2-yl)-3-phenyl-3,4,6,7,8,9-hexahydropyrimido[4,5-b]quinoline-2(1H)-thione
• CAS: 1610691-44-5
• 化学式: C₂₃H₂₃N₅S
• 分子量: 401.535
• InChiKey: CEHUAJQFAYGQHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.01
• 重原子数：
  29.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  62.39
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  N-甲基-2-吡咯甲醛 在 吡啶 、 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4-imino-9-methyl-5-(1-methyl-1H-pyrrol-2-yl)-3-phenyl-3,4,6,7,8,9-hexahydropyrimido[4,5-b]quinoline-2(1H)-thione
  参考文献：
  名称：

  Synthesis and biological evaluation of some novel tetrahydroquinolines as anticancer and antimicrobial agents

  摘要：

  This study reports the synthesis of a series of new 2-amino-3-cyano-8-methyl-4-substituted-5,6,7,8-tetrahydroquinolines along with some derived fused-ring systems. Ten compounds have shown remarkable cytotoxic activity against human colon carcinoma HT29, hepatocellular carcinoma HepG2 and Caucasian breast adenocarcinoma MCF7 cell lines. Six compounds showed considerable broad-spectrum cytotoxic activity among which two proved to be the most active derivatives. Likewise, seven compounds from the series were found to exhibit significant antimicrobial activity and three of them proved to be the most active candidates. Two alkylthio-pyrimido quinolines are suggested as possible antimicrobial and anticancer candidates in the present series.

  DOI：

  10.3109/14756366.2013.787421

文献信息

• Synthesis and biological evaluation of some novel tetrahydroquinolines as anticancer and antimicrobial agents
  作者：Hassan M. Faidallah、Alaa A. Saqer、Khalid A. Alamry、Khalid A. Khan、Abdullah M. Asiri

  DOI：10.3109/14756366.2013.787421

  日期：2014.6.1

  This study reports the synthesis of a series of new 2-amino-3-cyano-8-methyl-4-substituted-5,6,7,8-tetrahydroquinolines along with some derived fused-ring systems. Ten compounds have shown remarkable cytotoxic activity against human colon carcinoma HT29, hepatocellular carcinoma HepG2 and Caucasian breast adenocarcinoma MCF7 cell lines. Six compounds showed considerable broad-spectrum cytotoxic activity among which two proved to be the most active derivatives. Likewise, seven compounds from the series were found to exhibit significant antimicrobial activity and three of them proved to be the most active candidates. Two alkylthio-pyrimido quinolines are suggested as possible antimicrobial and anticancer candidates in the present series.