3-methyl-1-phenyl-5-(toluene-4-sulfonyloxy)-1H-pyrazole-4-carboxylic acid methyl ester | 1627581-13-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-methyl-1-phenyl-5-(toluene-4-sulfonyloxy)-1H-pyrazole-4-carboxylic acid methyl ester
• CAS: 1627581-13-8
• 化学式: C₁₉H₁₈N₂O₅S
• 分子量: 386.428
• InChiKey: FFEXIZREAFFJFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  87.49
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  4-(bis(methylsulfanyl)methylene)-5-methyl-2-phenyl-2,4-dihydropyrazol-3-one 在 sodium ethanolate 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 生成 3-methyl-1-phenyl-5-(toluene-4-sulfonyloxy)-1H-pyrazole-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis, biological evaluation and molecular modeling study of pyrazole derivatives as selective COX-2 inhibitors and anti-inflammatory agents

  摘要：

  A novel series of pyrazole derivatives were synthesized and evaluated in vivo for their anti-inflammatory activity in carrageenan-induced rat paw edema model. Among all compounds, 5a, and 5b showed comparable anti-inflammatory activity to Nimesulide, the standard drug taken for the studies. In silico (docking) studies were carried out to investigate the theoretical binding mode of the compounds to target the cyclooxygenase (COX-2) using Autodock 4.2.

  DOI：

  10.1016/j.bioorg.2014.05.004