6-(3-chloro-2-fluorobenzyl)-5-fluoro-4-oxo-1-m-tolyl-1,4-dihydroquinoline-3-carboxylic acid | 1447672-06-1

• 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: 6-(3-chloro-2-fluorobenzyl)-5-fluoro-4-oxo-1-m-tolyl-1,4-dihydroquinoline-3-carboxylic acid
• CAS: 1447672-06-1
• 化学式: C₂₄H₁₆ClF₂NO₃
• 分子量: 439.846
• InChiKey: MMTUGIYDKSWNBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.52
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  59.3
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  methyl 2-(3-(3-chloro-2-fluorobenzyl)-2,6-difluorobenzoyl)-3-(m-tolylamino)acrylate 在 水 、 potassium carbonate 、 lithium hydroxide 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 6-(3-chloro-2-fluorobenzyl)-5-fluoro-4-oxo-1-m-tolyl-1,4-dihydroquinoline-3-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of 5-fluoroquinolone-3-carboxylic acids as potential HIV-1 integrase inhibitors

  摘要：

  A series of new quinolone-3-carboxylic acids as HIV-1 integrase inhibitors featuring a fluorine atom at C-5 position were synthesized and evaluated for their antiviral activity in C8166 cell culture. These newly synthesized compounds showed anti-HIV activity against wild-type virus with an EC50 value ranging from 29.85 to 0.032 mu M. The most active compound 4e exhibited activity against wild-type virus and the mutant virus A17 with an EC50 value of 0.032 and 0.082 mu M, respectively. Preliminary structure-activity relationship of these 5-fluoroquinolone-3-carboxylic acids was also investigated.

  DOI：

  10.3109/14756366.2012.668540