4-hydroxy-2-oxo-N'-(propan-2-ylidene)-1-(prop-2-en-1-yl)-1,2-dihydroquinoline-3-carbohydrazide | 376611-95-9

• 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: 4-hydroxy-2-oxo-N'-(propan-2-ylidene)-1-(prop-2-en-1-yl)-1,2-dihydroquinoline-3-carbohydrazide
• 英文别名: 4-hydroxy-2-oxo-N-(propan-2-ylideneamino)-1-prop-2-enylquinoline-3-carboxamide
• CAS: 376611-95-9
• 化学式: C₁₆H₁₇N₃O₃
• mdl: MFCD02163052
• 分子量: 299.329
• InChiKey: YSTRVTUUKHPDJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 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-allyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid hydrazide 、 丙酮 反应 1.0h， 以87%的产率得到4-hydroxy-2-oxo-N'-(propan-2-ylidene)-1-(prop-2-en-1-yl)-1,2-dihydroquinoline-3-carbohydrazide
  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