bis(4-ethyl-4,7-dihydro-7-oxo-2-phenylpyrazolo[1,5-a]pyrimidin-3-yl)disulfide | 86969-28-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: bis(4-ethyl-4,7-dihydro-7-oxo-2-phenylpyrazolo[1,5-a]pyrimidin-3-yl)disulfide
• 英文别名: 3,3'-Disulfanediylbis(4-ethyl-2-phenylpyrazolo[1,5-a]pyrimidin-7(4H)-one)；4-ethyl-3-[(4-ethyl-7-oxo-2-phenylpyrazolo[1,5-a]pyrimidin-3-yl)disulfanyl]-2-phenylpyrazolo[1,5-a]pyrimidin-7-one
• CAS: 86969-28-0
• 化学式: C₂₈H₂₄N₆O₂S₂
• 分子量: 540.67
• InChiKey: AFEJJFDHIPYZHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4,7-dihydro-2-phenylpyrazolo[1,5-a]pyrimidin-7-one 在 氢氧化钾 、 potassium carbonate 、 溶剂黄146 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 bis(4-ethyl-4,7-dihydro-7-oxo-2-phenylpyrazolo[1,5-a]pyrimidin-3-yl)disulfide
  参考文献：
  名称：

  2-Phenylpyrazolo[1,5-a]pyrimidin-7-ones. A new class of nonsteroidal antiinflammatory drugs devoid of ulcerogenic activity

  摘要：

  Syntheses of some pyrazolo[1,5-a]pyrimidines were performed in order to study the relationship between structural modifications on the parent 4,7-dihydro-2-phenylpyrazolo[1,5-a]pyrimidin-7-one (1) and their antiinflammatory properties. The modifications carried out were introduction and functionalization of a longer side chain at the 4-position, substitution of the hydrogen atom at the 3-position, and replacement of the phenyl group with a 4-methylphenyl, methyl, or hydrogen substituent. 4-Ethyl-4,7-dihydro-2-phenylpyrazolo [1,5-a]pyrimidin-7-one (3) showed the highest activity and a better therapeutic index than phenylbutazone and indomethacin, used as reference drugs. All other changes at the 3-, 5-, and 6-positions, as well as the replacement of the phenyl group at position 2, caused a marked decrease of activity. Compound 3 was found devoid of ulcerogenic activity and was probably endowed with antiulcerogenic properties.

  DOI：

  10.1021/jm00366a009