N'-[4-(4-fluorophenyl)-5-(4-methylsulfonylphenyl)-1H-pyrazol-3-yl]ethanimidamide | 328554-50-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N'-[4-(4-fluorophenyl)-5-(4-methylsulfonylphenyl)-1H-pyrazol-3-yl]ethanimidamide
• CAS: 328554-50-3
• 化学式: C₁₈H₁₇FN₄O₂S
• 分子量: 372.423
• InChiKey: PTSKSZXQHDFKPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  原戊酸三乙酯 、 N'-[4-(4-fluorophenyl)-5-(4-methylsulfonylphenyl)-1H-pyrazol-3-yl]ethanimidamide 反应 18.0h， 生成 4-Butyl-8-(4-fluorophenyl)-2-methyl-7-(4-methylsulfonylphenyl)pyrazolo[1,5-a][1,3,5]triazine
  参考文献：
  名称：

  Synthesis and SAR of a New Series of COX-2-Selective Inhibitors:  Pyrazolo[1,5-a]pyrimidines

  摘要：

  The synthesis and pharmacological activity of a series of bicyclic pyrazolo[1,5-a]pyrimidines as potent and selective cyclooxygenase-2 (COX-2) inhibitors are described. The new compounds were evaluated both in vitro (COX-1 and COX-2 inhibition in human whole blood) and in vive (carrageenan-induced paw edema and air-pouch model). Modification of the pyrimidine substituents showed that 6,7-disubstitution provided the best activity and led to the identification of 3-(4-fluorophenyl)-6,7-dimethyl-2-(4-methylsulfonylphenyl)pyrazolo[1,5-a]pyrimidine (10f) as one of the most potent and selective COX-2 inhibitor in this series.

  DOI：

  10.1021/jm0009383
• 作为产物：
  描述：

  2-(4-fluorophenyl)-1-(4-(methylsulfonyl)phenyl)ethanone 在 potassium carbonate 、 一水合肼 、 三氯氧磷 作用下， 以 乙醇 、 氯仿 、 乙腈 为溶剂， 反应 58.33h， 生成 N'-[4-(4-fluorophenyl)-5-(4-methylsulfonylphenyl)-1H-pyrazol-3-yl]ethanimidamide
  参考文献：
  名称：

  Synthesis and SAR of a New Series of COX-2-Selective Inhibitors:  Pyrazolo[1,5-a]pyrimidines

  摘要：

  The synthesis and pharmacological activity of a series of bicyclic pyrazolo[1,5-a]pyrimidines as potent and selective cyclooxygenase-2 (COX-2) inhibitors are described. The new compounds were evaluated both in vitro (COX-1 and COX-2 inhibition in human whole blood) and in vive (carrageenan-induced paw edema and air-pouch model). Modification of the pyrimidine substituents showed that 6,7-disubstitution provided the best activity and led to the identification of 3-(4-fluorophenyl)-6,7-dimethyl-2-(4-methylsulfonylphenyl)pyrazolo[1,5-a]pyrimidine (10f) as one of the most potent and selective COX-2 inhibitor in this series.

  DOI：

  10.1021/jm0009383