5-[1-(2,4-Dichloro-phenyl)-meth-(Z)-ylidene]-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxylic acid methyl ester | 220069-72-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 5-[1-(2,4-Dichloro-phenyl)-meth-(Z)-ylidene]-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxylic acid methyl ester
• CAS: 220069-72-7
• 化学式: C₁₃H₉Cl₂NO₄
• 分子量: 314.125
• InChiKey: QPTNQEOIRNGECH-WTKPLQERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  20.0
• 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：
  75.63
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-[1-(2,4-Dichloro-phenyl)-meth-(Z)-ylidene]-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxylic acid methyl ester 在 溴 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以85%的产率得到5-[1-Bromo-1-(2,4-dichloro-phenyl)-meth-(Z)-ylidene]-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxylic acid methyl ester
  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：

  4-(2,4-二氯亚苄基)-2-苯基-4H-恶唑-5-酮 在 sodium methylate 作用下， 以 甲醇 、 乙二醇二甲醚 、 叔丁醇 为溶剂， 反应 3.0h， 生成 5-[1-(2,4-Dichloro-phenyl)-meth-(Z)-ylidene]-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxylic acid methyl ester
  参考文献：
  名称：

  5-Arylidene-3-aryl-pyrrolidine-2,4-diones with Affinity to theN-Methyl-D-aspartate (Glycine Site) Receptor, Part I

  摘要：

  A series of new 5-arylidene 3-aryl-pyrrolidine-2,4-diones has been prepared. Their binding affinity toward the N-methyl-D-aspartate (glycine site) receptor has been measured as a basis for more derailed structure-activity relationship studies.

  DOI：

  10.1002/(sici)1521-4184(199812)331:12<389::aid-ardp389>3.0.co;2-w