5-(4-nitrophenyl)-N-phenyl-2-(4-dimethylaminobenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-oxazolo-(3,2-a)-pyrimidine-6-carboxamide | 1397877-63-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(4-nitrophenyl)-N-phenyl-2-(4-dimethylaminobenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-oxazolo-(3,2-a)-pyrimidine-6-carboxamide
• CAS: 1397877-63-2
• 化学式: C₂₉H₂₅N₅O₅
• 分子量: 523.548
• InChiKey: UBGQICXTWRPCEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.38
• 重原子数：
  39.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  122.98
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  氯乙酸 、 对二甲氨基苯甲醛 、 6-methyl-4-(4-nitrophenyl)-2-oxo-N-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamide 在 sodium acetate 、 乙酸酐 、 溶剂黄146 作用下， 以65.16%的产率得到5-(4-nitrophenyl)-N-phenyl-2-(4-dimethylaminobenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-oxazolo-(3,2-a)-pyrimidine-6-carboxamide
  参考文献：
  名称：

  In vitro anti-inflammatory potential and QSAR analysis of oxazolo/thiazolo pyrimidine derivatives

  摘要：

  Twenty-six different benzylidene oxazolo/thiazolo (3,2-a)-pyrimidine-6-carboxamide derivatives were synthesized and evaluated for their anti-inflammatory potential by protein denaturation method. The structures of title compounds were characterized by IR and NMR spectral data. The SAR studies reveal that compounds containing electron withdrawing polar group at para position of 5-phenyl ring and electron withdrawing non-polar group at para position of 2-benzylidene moiety of thiazolo pyrimidine nucleus have better anti-inflammatory potential. The 2D-QSAR studies were performed on VLife MDS software which reveals that anti-inflammatory potential of benzylidene-3-oxo-5H-oxazolo/thiazolo (3,2-a)-pyrimidine-6-carboxamides is dependent on estate contribution, alignment independent, individual and path count descriptors.

  DOI：

  10.1007/s00044-012-0189-5