8-溴-5-甲氧基-4-氧代-1,4-二氢-3-喹啉羧酸 | 161405-29-4

• 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
• 中文名称: 8-溴-5-甲氧基-4-氧代-1,4-二氢-3-喹啉羧酸
• 中文别名: 8-溴-4-羟基-5-甲氧基喹啉-3-羧酸
• 英文名称: ethyl 8-bromo-5-methoxy-4-oxoquinolin-3-carboxylic acid
• 英文别名: 8-Bromo-5-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid；8-bromo-5-methoxy-4-oxo-1H-quinoline-3-carboxylic acid
• CAS: 161405-29-4
• 化学式: C₁₁H₈BrNO₄
• 分子量: 298.093
• InChiKey: QNJRBHUZWQYNES-UHFFFAOYSA-N

物化性质

• 沸点：
  468.7±45.0 °C(Predicted)
• 密度：
  1.775±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2933499090

反应信息

• 作为产物：
  描述：

  4-溴-3-硝基苯甲醚 在 镍 ammonium hydroxide 、 PPA 、 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 6.5h， 生成 8-溴-5-甲氧基-4-氧代-1,4-二氢-3-喹啉羧酸
  参考文献：
  名称：

  Computer-Aided Molecular Modeling, Synthesis, and Biological Evaluation of 8-(Benzyloxy)-2-phenylpyrazolo[4,3-c]quinoline as a Novel Benzodiazepine Receptor Agonist Ligand

  摘要：

  Using computer-aided conformational analysis, based on molecular dynamics simulation, cluster analysis, and Monte Carlo techniques, we have designed and synthesized compounds in which a benzyloxy substituent has been incorporated into a series of pyrazoloquinoline benzodiazepine receptor (BZR) ligands, Earlier studies had shown that the benzyloxy group could act as part of the agonist pharmacophoric determinant in the beta-carboline ring system. Furthermore, the agonist beta-carboline had been correlated with a binding site orientation and volume fit for an agonist 6-phenylimidazobenzodiazepine carboxylate. The present study was undertaken to determine whether the benzyloxy substituent could be used as an agonist pharmacophoric descriptor for the phenylpyrazolo[4,3-c]quinolin-3-one BZR ligands, The results of a determination of GABA shift ratios for the synthetic ligands indicate that 8-(benzyloxy)-2-phenylpyrazolo[4,3-c]quinolin-3-one can be predicted to be an agonist at the BZR.

  DOI：

  10.1021/jm00006a014