7-氯-3-(3,4-二氯苯基)-9-氧代-9,10-二氢-1-吖啶基乙酸酯 | 144154-99-4

• 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
• 中文名称: 7-氯-3-(3,4-二氯苯基)-9-氧代-9,10-二氢-1-吖啶基乙酸酯
• 中文别名: 1-[乙酰氧基]-7-氯-3-[3,4-二氯苯基]-9(10H)-吖啶酮
• 英文名称: 4-(acetyloxy)-7-chloro-3-(3,4-dichlorophenyl)-9(10H)-acridinone
• 英文别名: 1-[Acetyloxy]-7-chloro-3-[3,4-dichlorophenyl]-9(10H)-acridinone；[7-chloro-3-(3,4-dichlorophenyl)-9-oxo-10H-acridin-1-yl] acetate
• CAS: 144154-99-4
• 化学式: C₂₁H₁₂Cl₃NO₃
• 分子量: 432.69
• InChiKey: ALXMMLYNUKBGMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  7-氯-3-(3,4-二氯苯基)-3,4-二氢-10-羟基-1,9-(2H,10H)-吖啶二酮 、 乙酸酐 在 吡啶 作用下， 以8.4%的产率得到7-氯-3-(3,4-二氯苯基)-9-氧代-9,10-二氢-1-吖啶基乙酸酯
  参考文献：
  名称：

  Antimalarial drugs. 64. Synthesis and antimalarial properties of 1-imino derivatives of 7-chloro-3-substituted-3,4-dihydro-1,9(2H,10H)-acridinediones and related structures

  摘要：

  To improve upon the activity and properties of the 3-aryl-7-chloro-3,4-dihydro-1,9(2H,10H)-acridinediones, a variety of 1-[(alkylamino)alkylene]imino derivatives (3) were prepared and shown to be highly active antimalarial agents in both rodents and primates. Among structural modifications prepared, including N-10-alkyl and C2-substituted analogs, removal of the C-9 oxygen, and introduction of an imino side chain at C-9, the imines of the N-10-H acridinediones were the most active compounds obtained. The [3-(NN-dimethylamino)propyl]imino derivative of 7-chloro-3-(2,4-dichlorophenyl)-3,4-dihydro-1,9(2H,10H)-acridinedione (9aa) proved to be highly active in advanced studies in primates.

  DOI：

  10.1021/jm00097a001

文献信息

• Antimalarial drugs. 64. Synthesis and antimalarial properties of 1-imino derivatives of 7-chloro-3-substituted-3,4-dihydro-1,9(2H,10H)-acridinediones and related structures
  作者：Stephen J. Kesten、Margaret J. Degnan、Jocelyn Hung、Dennis J. McNamara、Daniel F. Ortwine、Susan E. Uhlendorf、Leslie M. Werbel

  DOI：10.1021/jm00097a001

  日期：1992.9

  To improve upon the activity and properties of the 3-aryl-7-chloro-3,4-dihydro-1,9(2H,10H)-acridinediones, a variety of 1-[(alkylamino)alkylene]imino derivatives (3) were prepared and shown to be highly active antimalarial agents in both rodents and primates. Among structural modifications prepared, including N-10-alkyl and C2-substituted analogs, removal of the C-9 oxygen, and introduction of an imino side chain at C-9, the imines of the N-10-H acridinediones were the most active compounds obtained. The [3-(NN-dimethylamino)propyl]imino derivative of 7-chloro-3-(2,4-dichlorophenyl)-3,4-dihydro-1,9(2H,10H)-acridinedione (9aa) proved to be highly active in advanced studies in primates.