N-(4-methylphenyl)-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-b]isoquinoline-10-carbothioamide | 1133797-92-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-(4-methylphenyl)-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-b]isoquinoline-10-carbothioamide
• 英文别名: N-(4-methylphenyl)-5-oxo-2,3-dihydro-1H-imidazo[1,2-b]isoquinoline-10-carbothioamide
• CAS: 1133797-92-8
• 化学式: C₁₉H₁₇N₃OS
• 分子量: 335.429
• InChiKey: INZFIPMMHIVDNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  76.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,3-dihydroimidazo[1,2-b]isoquinoline-5(1H)-one 、 对甲苯异硫氰酸酯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以51%的产率得到N-(4-methylphenyl)-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-b]isoquinoline-10-carbothioamide
  参考文献：
  名称：

  New potent imidazoisoquinolinone derivatives as anti-Trypanosoma cruzi agents: Biological evaluation and structure–activity relationships

  摘要：

  A series of novel benzoimidazo andN-aryl-5-oxo-imidazo[1,2-b] isoquinoline-10-carbothioamides was developed. All the compounds were evaluated for their in vitro action against the epimastigote form of Trypanosoma cruzi. Four of them showed higher activity than Nifurtimox. Their unspecific cytotoxicity was evaluated using HeLa and L6 cells, being non-toxic at concentrations at least 15 and 200 times higher than that of T. cruzi IC50. To gain insight into the mechanism of action, their DNA binding properties and reactivity with glutathione were studied, and QSAR study was performed. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.01.011

文献信息

• New potent imidazoisoquinolinone derivatives as anti-Trypanosoma cruzi agents: Biological evaluation and structure–activity relationships
  作者：Mariela Bollini、Juan José Casal、Diego E. Alvarez、Lucía Boiani、Mercedes González、Hugo Cerecetto、Ana María Bruno

  DOI：10.1016/j.bmc.2009.01.011

  日期：2009.2

  A series of novel benzoimidazo andN-aryl-5-oxo-imidazo[1,2-b] isoquinoline-10-carbothioamides was developed. All the compounds were evaluated for their in vitro action against the epimastigote form of Trypanosoma cruzi. Four of them showed higher activity than Nifurtimox. Their unspecific cytotoxicity was evaluated using HeLa and L6 cells, being non-toxic at concentrations at least 15 and 200 times higher than that of T. cruzi IC50. To gain insight into the mechanism of action, their DNA binding properties and reactivity with glutathione were studied, and QSAR study was performed. (c) 2009 Elsevier Ltd. All rights reserved.