4-Oxo-7-phenyl-1,4-dihydro-quinoline-3-carboxylic acid | 57278-57-6

• 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-Oxo-7-phenyl-1,4-dihydro-quinoline-3-carboxylic acid
• 英文别名: 4-oxo-7-phenyl-1H-quinoline-3-carboxylic acid
• CAS: 57278-57-6
• 化学式: C₁₆H₁₁NO₃
• 分子量: 265.268
• InChiKey: LUKALJXXPHDTMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Oxo-7-phenyl-1,4-dihydro-quinoline-3-carboxylic acid 以 二苯醚 为溶剂， 反应 24.0h， 以90%的产率得到7-phenyl-quinolin-4-ol
  参考文献：
  名称：

  Synthesis and antiplatelet activity of phenyl quinolones

  摘要：

  In our search for novel antiplatelet agents, seven positional phenyl quinolone isomers were synthesized. Preliminary screening confirmed their inhibitory effects against arachidonic acid (AA)-induced platelet aggregation. Varying the substitutional position of the phenyl group had a profound effect on the antiplatelet activity of these isomers. 3-Phenyl-4-quinolone showed the greatest potency and was superior to indomethacin, although the two structures are quite different. The mechanism and pharmacological action of 3-phenyl-4-quinolone are currently under investigation. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00141-2
• 作为产物：
  描述：

  3-氨基联苯 在 sodium hydroxide 作用下， 以 二苯醚 、 水 为溶剂， 反应 0.16h， 生成 4-Oxo-7-phenyl-1,4-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Synthesis and antiplatelet activity of phenyl quinolones

  摘要：

  In our search for novel antiplatelet agents, seven positional phenyl quinolone isomers were synthesized. Preliminary screening confirmed their inhibitory effects against arachidonic acid (AA)-induced platelet aggregation. Varying the substitutional position of the phenyl group had a profound effect on the antiplatelet activity of these isomers. 3-Phenyl-4-quinolone showed the greatest potency and was superior to indomethacin, although the two structures are quite different. The mechanism and pharmacological action of 3-phenyl-4-quinolone are currently under investigation. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00141-2

文献信息

• US4623650A
  申请人：——

  公开号：US4623650A

  公开（公告）日：1986-11-18
• Synthesis and antiplatelet activity of phenyl quinolones
  作者：Li-Jiau Huang、Ming-Chieh Hsieh、Che-Ming Teng、Kuo-Hsiung Lee、Sheng-Chu Kuo

  DOI：10.1016/s0968-0896(98)00141-2

  日期：1998.10

  In our search for novel antiplatelet agents, seven positional phenyl quinolone isomers were synthesized. Preliminary screening confirmed their inhibitory effects against arachidonic acid (AA)-induced platelet aggregation. Varying the substitutional position of the phenyl group had a profound effect on the antiplatelet activity of these isomers. 3-Phenyl-4-quinolone showed the greatest potency and was superior to indomethacin, although the two structures are quite different. The mechanism and pharmacological action of 3-phenyl-4-quinolone are currently under investigation. (C) 1998 Elsevier Science Ltd. All rights reserved.