4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid [1-(4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)ethylidene]hydrazine | 300590-43-6

• 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-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid [1-(4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)ethylidene]hydrazine
• 英文别名: 4-hydroxy-N-[1-(4-hydroxy-2-oxo-1H-quinolin-3-yl)ethylideneamino]-1-methyl-2-oxoquinoline-3-carboxamide
• CAS: 300590-43-6
• 化学式: C₂₂H₁₈N₄O₅
• 分子量: 418.409
• InChiKey: DAFBSWBMILNCBX-UHFFFAOYSA-N

物化性质

• 熔点：
  438-440 °C
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  131
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-乙酰基-4-羟基喹啉-2(1h)-酮 、 4-羟基-1-甲基-2-氧喹啉-3-碳酰肼 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以92%的产率得到4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid [1-(4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)ethylidene]hydrazine
  参考文献：
  名称：

  4-Hydroxy-2-quinolones. 152*. 3-acetyl-4-hydroxy-2-oxo-1,2-dihydroquinoline and its biologically active derivatives

  摘要：

  A synthesis and study of the spatial structure of 3-acetyl-4-hydroxy-2-oxo-1,2-dihydroquinoline have been carried. 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids [1-(4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)ethylidene]hydrazides were prepared from this compound by two routes. A comparative analysis of the antitubercular properties of the synthesized compounds and of the closely structurally related N,N'-di(1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carbonyl)hydrazines has been performed.

  DOI：

  10.1007/s10593-009-0246-2

文献信息

• 4-Hydroxy-2-quinolones. 152*. 3-acetyl-4-hydroxy-2-oxo-1,2-dihydroquinoline and its biologically active derivatives
  作者：I. V. Ukrainets、A. A. Tkach、Liu Yang Yang

  DOI：10.1007/s10593-009-0246-2

  日期：2009.2

  A synthesis and study of the spatial structure of 3-acetyl-4-hydroxy-2-oxo-1,2-dihydroquinoline have been carried. 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids [1-(4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)ethylidene]hydrazides were prepared from this compound by two routes. A comparative analysis of the antitubercular properties of the synthesized compounds and of the closely structurally related N,N'-di(1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carbonyl)hydrazines has been performed.