4-((Cyclohexylmethyl)amino)-2-oxo-1,2-dihydroquinoline-3-carboxylic acid | 1314000-46-8

• 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: 4-((Cyclohexylmethyl)amino)-2-oxo-1,2-dihydroquinoline-3-carboxylic acid
• 英文别名: 4-(cyclohexylmethylamino)-2-oxo-1H-quinoline-3-carboxylic acid
• CAS: 1314000-46-8
• 化学式: C₁₇H₂₀N₂O₃
• 分子量: 300.357
• InChiKey: VNQSIUCVQIRBMX-UHFFFAOYSA-N

物化性质

• 熔点：
  193-195 °C (decomp)(Solv: ethanol (64-17-5))
• 沸点：
  511.9±50.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  环己甲胺 、 4-氯-2-氧代-1H-喹啉-3-羧酸 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以80%的产率得到4-((Cyclohexylmethyl)amino)-2-oxo-1,2-dihydroquinoline-3-carboxylic acid
  参考文献：
  名称：

  4-Hydroxy-2-quinolones. 195*. Synthesis of novel, potential analgesics based on 4-(hetarylmethyl)amino-2-oxo-1,2-dihydro-quinoline-3-carboxylic acids

  摘要：

  From the viewpoint of the method of bioisosteric replacement we have carried out the synthesis of a series of 4-(hetarylmethyl)amino-2-oxo-1,2-dihydroquinoline-3-carboxylic acids. For several examples it has been shown experimentally that the aromatic ring in the benzyl fragment of 4-benzylamino-2-oxo-1,2-dihydroquinoline-3-carboxylic acid can be replaced by an isosteric heterocycle without lowering the analgesic properties.

  DOI：

  10.1007/s10593-011-0721-4

文献信息

• 4-Hydroxy-2-quinolones. 195*. Synthesis of novel, potential analgesics based on 4-(hetarylmethyl)amino-2-oxo-1,2-dihydro-quinoline-3-carboxylic acids
  作者：I. V. Ukrainets、E. V. Mospanova、L. V. Savchenkova、S. I. Yankovich

  DOI：10.1007/s10593-011-0721-4

  日期：2011.4

  From the viewpoint of the method of bioisosteric replacement we have carried out the synthesis of a series of 4-(hetarylmethyl)amino-2-oxo-1,2-dihydroquinoline-3-carboxylic acids. For several examples it has been shown experimentally that the aromatic ring in the benzyl fragment of 4-benzylamino-2-oxo-1,2-dihydroquinoline-3-carboxylic acid can be replaced by an isosteric heterocycle without lowering the analgesic properties.