2-hydroxy-1-methyl-4-oxo-N-(pyrazin-2-yl)-1,4-dihydroquinoline-3-carboxamide | 84088-60-8

• 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: 2-hydroxy-1-methyl-4-oxo-N-(pyrazin-2-yl)-1,4-dihydroquinoline-3-carboxamide
• 英文别名: 4-hydroxy-1-methyl-2-oxo-N-pyrazin-2-ylquinoline-3-carboxamide
• CAS: 84088-60-8
• 化学式: C₁₅H₁₂N₄O₃
• 分子量: 296.285
• InChiKey: GKTDIBAQBNOIMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  95.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-hydroxy-1-methyl-4-oxo-N-(pyrazin-2-yl)-1,4-dihydroquinoline-3-carboxamide 在 溴 、 溶剂黄146 作用下， 生成
  参考文献：
  名称：

  4-Hydroxy-2-quinolones. 168*. Synthesis, chemical and antitubercular properties of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid pyrazin-2-ylamides

  摘要：

  1-R-4-Hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid pyrazin-2-ylamides have been synthesized as potential antitubercular agents. In contrast to pyrimidin-2-ylamides the compounds prepared are brominated by molecular bromine in glacial acetic acid at position 6 of the quinolone ring rather than in the amide part of the molecule. The 1-N-allyl derivative behaves similarly but undergoes halocyclization to give 2-bromomethyl-5-oxo-1,2-dihydro-5H-oxazolo[3,2-a] quinoline-4-carboxylic acid pyrazin-2-ylamide. A comparative analysis of the antimycobacterial properties of the synthesized compounds and their isomeric pyrimidin-2-ylamides has been carried out.

  DOI：

  10.1007/s10593-009-0384-6

文献信息

• Heterocyclic carboxamides, compositions containing such compounds, processes for their preparation and methods of treatment therewith
  申请人：AB LEO

  公开号：EP0059698A1

  公开（公告）日：1982-09-08

  This invention relates to novel heterocyclic carboxamides which increase the activity of the immune system and to the preparation thereof. The invention is also concerned with pharmaceutical compositions containing the said compounds and methods of treatment therewith.

  本发明涉及可提高免疫系统活性的新型杂环羧酰胺及其制备方法。 本发明还涉及含有上述化合物的药物组合物及其治疗方法。