6-(2-Chloro-phenyl)-4-hydroxy-5-methoxy-1H-pyridin-2-one | 247901-54-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-(2-Chloro-phenyl)-4-hydroxy-5-methoxy-1H-pyridin-2-one
• CAS: 247901-54-8
• 化学式: C₁₂H₁₀ClNO₃
• 分子量: 251.669
• InChiKey: QIJOPQXAWGCEKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  62.32
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6-(2-Chloro-phenyl)-4-hydroxy-5-methoxy-1H-pyridin-2-one 在 溶剂黄146 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 0.5h， 以60%的产率得到6-(2-Chloro-phenyl)-5-methoxy-1H-pyridine-2,3,4-trione 3-oxime
  参考文献：
  名称：

  5-Arylidene-pyrrolidine-2,3,4-trione 3-Oximes as NMDA Receptor Antagonists

  摘要：

  A series of oximes deriving from 5-arylidene-pyrrolidine-2,3,4-triones and pyridine-2,3,4-triones has been prepared. The presence of the tautomeric nitrosoenol was proven in solutions of alpha-ketooxime 7a. The binding affinity of the new oximes toward the N-methyl-D-aspartate (glycine site) receptor has been measured as a basis for more detailed structure-activity relationship studies. Oxime 13b showed the highest binding potency acting as glycine antagonist in nanomolar concentration.

  DOI：

  10.1002/(sici)1521-4184(19999)332:9<309::aid-ardp309>3.0.co;2-n
• 作为产物：
  描述：

  在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 1.5h， 生成 6-(2-Chloro-phenyl)-4-hydroxy-5-methoxy-1H-pyridin-2-one
  参考文献：
  名称：

  5-Arylidene-pyrrolidine-2,3,4-trione 3-Oximes as NMDA Receptor Antagonists

  摘要：

  A series of oximes deriving from 5-arylidene-pyrrolidine-2,3,4-triones and pyridine-2,3,4-triones has been prepared. The presence of the tautomeric nitrosoenol was proven in solutions of alpha-ketooxime 7a. The binding affinity of the new oximes toward the N-methyl-D-aspartate (glycine site) receptor has been measured as a basis for more detailed structure-activity relationship studies. Oxime 13b showed the highest binding potency acting as glycine antagonist in nanomolar concentration.

  DOI：

  10.1002/(sici)1521-4184(19999)332:9<309::aid-ardp309>3.0.co;2-n