2-(4-amino-3,5-dichlorophenyl)-3-hydroxy-N-methyl-4-oxo-1H-quinoline-6-carboxamide | 1259368-60-9

• 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: 2-(4-amino-3,5-dichlorophenyl)-3-hydroxy-N-methyl-4-oxo-1H-quinoline-6-carboxamide
• CAS: 1259368-60-9
• 化学式: C₁₇H₁₃Cl₂N₃O₃
• 分子量: 378.215
• InChiKey: WGGNCLHZUGHRQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  104
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 三氟乙酸 作用下， 反应 2.0h， 生成 2-(4-amino-3,5-dichlorophenyl)-3-hydroxy-N-methyl-4-oxo-1H-quinoline-6-carboxamide
  参考文献：
  名称：

  2-Phenylsubstituted-3-Hydroxyquinolin-4(1H)-one-Carboxamides: Structure-Cytotoxic Activity Relationship Study

  摘要：

  A structure activity relationship of some derivatives of 2-phenylsubstituted-3-hydroxyquinolin-4(1H)-one-7-carboxamides was systematically studied using combinatorial solid-phase synthesis and in vitro cytotoxic activity screening on representative cancer lines. The effect of substituent type in position 2 as well as of the carboxamide group was investigated via synthesis of generic libraries constructed with respect to polarity and bulkiness of appropriate substituents. The process of development afforded a set of compounds with significant cytotoxic activity. Subsequently, corresponding 2-phenylsubstituted-3-hydroxyquinolin-4(1H)-one-6-carboxamides and 2-phenylsubstituted-3-hydroxyquinolin-4(1H)-one-8-carboxamides were prepared to evaluate the influence of the carboxamide group position on the resulting biological activity.

  DOI：

  10.1021/co100013t