7,8-dihydro-5-hydroxy-7-methyl-8-oxo-2,7-naphthyridine-6-carboxylic acid ethyl ester | 1147284-54-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 7,8-dihydro-5-hydroxy-7-methyl-8-oxo-2,7-naphthyridine-6-carboxylic acid ethyl ester
• CAS: 1147284-54-5
• 化学式: C₁₂H₁₂N₂O₄
• 分子量: 248.238
• InChiKey: UGUWTLFROUPPDN-UHFFFAOYSA-N

物化性质

• 熔点：
  90-92 °C(Solvent: Isopropanol)
• 沸点：
  454.2±45.0 °C(predicted)
• 密度：
  1.399±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.82
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  81.42
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  在 乙醇 、 sodium ethanolate 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 0.25h， 以68%的产率得到7,8-dihydro-5-hydroxy-7-methyl-8-oxo-2,7-naphthyridine-6-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and spectroscopic properties of novel polyfunctionally substituted 2,6- and 2,7-naphthyridines

  摘要：

  Series of 5,6-dihydro-8-hydroxy-5-oxo-2,6-naphthyridine-7-carboxylic acid derivatives (2,4) and the isomeric 7,8-dihydro-5-hydroxy-8-oxo-2,7-naphthyridine-6-carboxylic acid derivatives (3,5) having potential pharmacological activity were synthesized from 3,4-pyridinedicarboxylic acid derivatives. Spectroscopic data (IR, H-1- and C-13-NMR, MS) are analyzed and support the enol-lactam structure of compounds 2-5 in Solution, solid state and gas phase. Results in the different series (2.6- vs 2,7-naphthyridines and N-unsubstituted lactam vs N-methyl derivatives) are compared. and common and differential features amongst them are indicated. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2009.01.012