1-hexyl-4-hydroxy-N'-(1-methylethylidene)-2-oxo-1,2-dihydro-3-quinolinecarbohydrazide | 892146-29-1

• 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: 1-hexyl-4-hydroxy-N'-(1-methylethylidene)-2-oxo-1,2-dihydro-3-quinolinecarbohydrazide
• 英文别名: 1-hexyl-4-hydroxy-2-oxo-N-(propan-2-ylideneamino)quinoline-3-carboxamide
• CAS: 892146-29-1
• 化学式: C₁₉H₂₅N₃O₃
• 分子量: 343.426
• InChiKey: BMPNYQDAAOQWCF-UHFFFAOYSA-N

物化性质

• 熔点：
  89-91 °C(Solvent: Diethyl ether)
• 密度：
  1.181±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  82
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-hexyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid hydrazide 、 丙酮 反应 1.0h， 以83%的产率得到1-hexyl-4-hydroxy-N'-(1-methylethylidene)-2-oxo-1,2-dihydro-3-quinolinecarbohydrazide
  参考文献：
  名称：

  4-Hydroxy-2-quinolones 171*. Synthesis, isomerism, and antitubercular activity of 1-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid alkylidenehydrazides

  摘要：

  Alkylidenehydrazides have been synthesized by the reaction of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid hydrazides with lower dialkyl ketones in order to reveal a structure-antitubercular activity relationship. It was shown by H-1 NMR spectroscopy that hydrazones obtained from the unsymmetrical ketone-methyl ethyl ketone-exist primarily in the E-isomer form. It was found that the presence of two aliphatic substituents in the alkylidene fragment of the compounds investigated leads to a marked lowering of antimicobacterial properties.

  DOI：

  10.1007/s10593-010-0431-3