ethyl 6-(methylsulfonyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate | 454705-59-0

• 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: ethyl 6-(methylsulfonyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate
• 英文别名: Ethyl 1,4-dihydro-6-(methylsulfonyl)-4-oxo-3-quinolinecarboxylate；ethyl 6-methylsulfonyl-4-oxo-1H-quinoline-3-carboxylate
• CAS: 454705-59-0
• 化学式: C₁₃H₁₃NO₅S
• 分子量: 295.316
• InChiKey: BWDALHPNRMVKDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  97.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 6-(methylsulfonyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 6-methylsulfonyl-4-oxo-1H-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Quinolines as a novel structural class of potent and selective PDE4 inhibitors: Optimisation for oral administration

  摘要：

  Crystallography-driven optimisation of a lead derived from similarity searching of the GSK compound collection resulted in the discovery of a series of quinoline derivatives that were highly potent and selective inhibitors of PDE4 with a good pharmacokinetic profile in the rat. Quinolines 43 and 48 have potential as oral medicines for the treatment of COPD.

  DOI：

  10.1016/j.bmcl.2009.01.045
• 作为产物：
  描述：

  Diethyl 2-(((4-(methylsulfonyl)phenyl)amino)methylene)malonate 以 二苯醚 为溶剂， 生成 ethyl 6-(methylsulfonyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate
  参考文献：
  名称：

  Quinolines as a novel structural class of potent and selective PDE4 inhibitors: Optimisation for oral administration

  摘要：

  Crystallography-driven optimisation of a lead derived from similarity searching of the GSK compound collection resulted in the discovery of a series of quinoline derivatives that were highly potent and selective inhibitors of PDE4 with a good pharmacokinetic profile in the rat. Quinolines 43 and 48 have potential as oral medicines for the treatment of COPD.

  DOI：

  10.1016/j.bmcl.2009.01.045

文献信息

• Quinolinonyl Non-Diketo Acid Derivatives as Inhibitors of HIV-1 Ribonuclease H and Polymerase Functions of Reverse Transcriptase
  作者：Antonella Messore、Angela Corona、Valentina Noemi Madia、Francesco Saccoliti、Valeria Tudino、Alessandro De Leo、Davide Ialongo、Luigi Scipione、Daniela De Vita、Giorgio Amendola、Ettore Novellino、Sandro Cosconati、Mathieu Métifiot、Marie-Line Andreola、Francesca Esposito、Nicole Grandi、Enzo Tramontano、Roberta Costi、Roberto Di Santo

  DOI：10.1021/acs.jmedchem.1c00535

  日期：2021.6.24