4-(7-Chloro-10-hydroxy-1,9-dioxo-1,2,3,4,9,10-hexahydro-acridin-3-yl)-benzoic acid | 75618-38-1

• 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: 4-(7-Chloro-10-hydroxy-1,9-dioxo-1,2,3,4,9,10-hexahydro-acridin-3-yl)-benzoic acid
• 英文别名: 4-[7-Chloro-1,2,3,4,9,10-hexahydro-10-hydroxy-1,9-dioxo-3-acridinyl]benzoic acid；4-(7-chloro-10-hydroxy-1,9-dioxo-3,4-dihydro-2H-acridin-3-yl)benzoic acid
• CAS: 75618-38-1
• 化学式: C₂₀H₁₄ClNO₅
• 分子量: 383.788
• InChiKey: GDPSZFAWHQEUGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  94.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(3,5-Dioxo-cyclohexyl)-benzoic acid 、 邻硝基苯甲醛 在 盐酸 作用下， 以 溶剂黄146 为溶剂， 以61%的产率得到4-(7-Chloro-10-hydroxy-1,9-dioxo-1,2,3,4,9,10-hexahydro-acridin-3-yl)-benzoic acid
  参考文献：
  名称：

  Duerckheimer; Raether; Seliger, Arzneimittel-Forschung/Drug Research, 1980, vol. 30, # 7, p. 1041 - 1046

  摘要：

  DOI：

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.
• Duerckheimer; Raether; Seliger, Arzneimittel-Forschung/Drug Research, 1980, vol. 30, # 7, p. 1041 - 1046
  作者：Duerckheimer、Raether、Seliger、Seidenath

  DOI：——

  日期：——