ethyl 1-methyl-4-oxo-7-(4-pyridin-2-ylpiperazin-1-yl)-6-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylate | 1134061-80-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: ethyl 1-methyl-4-oxo-7-(4-pyridin-2-ylpiperazin-1-yl)-6-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylate
• CAS: 1134061-80-5
• 化学式: C₂₃H₂₃F₃N₄O₃
• 分子量: 460.456
• InChiKey: YANAUHSVLOUNLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  33.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  67.67
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  ethyl 1-methyl-4-oxo-7-(4-pyridin-2-ylpiperazin-1-yl)-6-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylate 在 sodium hydroxide 、 水 、 盐酸 作用下， 以 水 为溶剂， 反应 7.0h， 以40%的产率得到1-methyl-4-oxo-7-(4-pyridin-2-ylpiperazin-1-yl)-6-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylic acid hydrochloride
  参考文献：
  名称：

  Studies on anti-HIV quinolones: New insights on the C-6 position

  摘要：

  The 6-desfluoroquinolones which have been developed by our group represent a promising class of compounds for the treatment of HIV infection since they act on transcriptional regulation, a crucial step in the replication cycle that has not been clinically exploited, yet. Focussing attention on the N-1 and C-6 positions, a novel series of quinolones has been synthesized. New SAR insights have been obtained, in particular, the hydroxyl group emerged as a suitable C-6 substituent when coupled with the appropriate arylpiperazine at the neighboring C-7 position. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.11.056
• 作为产物：
  描述：

  1-(2-吡啶基)哌嗪 、 ethyl 7-fluoro-1-methyl-4-oxo-6-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylate 在 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以58%的产率得到ethyl 1-methyl-4-oxo-7-(4-pyridin-2-ylpiperazin-1-yl)-6-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylate
  参考文献：
  名称：

  Studies on anti-HIV quinolones: New insights on the C-6 position

  摘要：

  The 6-desfluoroquinolones which have been developed by our group represent a promising class of compounds for the treatment of HIV infection since they act on transcriptional regulation, a crucial step in the replication cycle that has not been clinically exploited, yet. Focussing attention on the N-1 and C-6 positions, a novel series of quinolones has been synthesized. New SAR insights have been obtained, in particular, the hydroxyl group emerged as a suitable C-6 substituent when coupled with the appropriate arylpiperazine at the neighboring C-7 position. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.11.056