5-(4-chlorophenyl)-N-phenyl-2-(4-methoxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-thiazolo-(3,2-a)-pyrimidine-6-carboxamide | 340209-20-3

• 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: 5-(4-chlorophenyl)-N-phenyl-2-(4-methoxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-thiazolo-(3,2-a)-pyrimidine-6-carboxamide
• 英文别名: 5-(4-chlorophenyl)-2-[(4-methoxyphenyl)methylidene]-7-methyl-3-oxo-N-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
• CAS: 340209-20-3
• 化学式: C₂₈H₂₂ClN₃O₃S
• 分子量: 516.02
• InChiKey: RYODZFCOBCEYEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  96.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-乙酰乙酰苯胺 在 盐酸 、 aluminum (III) chloride 、 sodium acetate 、 乙酸酐 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 生成 5-(4-chlorophenyl)-N-phenyl-2-(4-methoxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-thiazolo-(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

文献信息

• In vitro anti-inflammatory potential and QSAR analysis of oxazolo/thiazolo pyrimidine derivatives
  作者：Ramesh L. Sawant、Charusheela A. Bansode、Jyoti B. Wadekar

  DOI：10.1007/s00044-012-0189-5

  日期：2013.4

  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.