3,5-dimethyl-1-(4-sulfamoylphenyl)-¹H-pyrazole-4-sulfonamide | 91968-96-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,5-dimethyl-1-(4-sulfamoylphenyl)-¹H-pyrazole-4-sulfonamide
• 英文别名: 1-(4-Sulfamoylphenyl)-3,5-dimethylpyrazol-4-sulfonamid；3,5-dimethyl-1-(4-sulfamoyl-phenyl)-1H-pyrazole-4-sulfonic acid amide；3,5-Dimethyl-1-(4-sulfamoylphenyl)pyrazole-4-sulfonamide
• CAS: 91968-96-6
• 化学式: C₁₁H₁₄N₄O₄S₂
• 分子量: 330.389
• InChiKey: RHXISLLUIQQAMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  155
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-(4-(chlorosulfonyl)phenyl)-3,5-dimethyl-1H-pyrazole-4-sulfonyl chloride 在 ammonium hydroxide 作用下， 以 丙酮 为溶剂， 生成 3,5-dimethyl-1-(4-sulfamoylphenyl)-¹H-pyrazole-4-sulfonamide
  参考文献：
  名称：

  Primary mono- and bis-sulfonamides obtained via regiospecific sulfochlorination of N-arylpyrazoles: inhibition profile against a panel of human carbonic anhydrases

  摘要：

  A diverse set of mono- and bis-sulfonamide was obtained via a direct, chemoselective sulfochlorination of readily available yet hitherto unexplored N-arylpyrazole template. Biochemical profiling of compounds thus obtained against a panel of human carbonic anhydrases (hCA I, hCA II, hCA IV and hCA VII) revealed a number of leads that are promising from the isoform selectivity prospective and exhibit potent inhibition profile (from nanomolar to micromolar range). The observed SAR trends have been rationalized by in silico docking of selected compounds into the active site of all four isoforms. The results reported in this paper clearly attest to the power of direct sulfochlorination as the means to create carbonic anhydrase focused sets in order to identify isoform selective inhibitors of closely related enzymes.

  DOI：

  10.1080/14756366.2017.1344236