N-{4-[2-(4-Chloro-phenyl)-5-difluoromethyl-2H-pyrazol-3-yl]-phenyl}-methanesulfonamide | 691005-99-9

• 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-[2-(4-Chloro-phenyl)-5-difluoromethyl-2H-pyrazol-3-yl]-phenyl}-methanesulfonamide
• 英文别名: N-[4-[2-(4-chlorophenyl)-5-(difluoromethyl)pyrazol-3-yl]phenyl]methanesulfonamide
• CAS: 691005-99-9
• 化学式: C₁₇H₁₄ClF₂N₃O₂S
• 分子量: 397.833
• InChiKey: NHLJHJZGXAAQEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  72.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 N-{4-[2-(4-Chloro-phenyl)-5-difluoromethyl-2H-pyrazol-3-yl]-phenyl}-methanesulfonamide 在 TEA 作用下， 以 二氯甲烷 为溶剂， 生成 N-Acetyl-N-{4-[2-(4-chloro-phenyl)-5-difluoromethyl-2H-pyrazol-3-yl]-phenyl}-methanesulfonamide
  参考文献：
  名称：

  Methanesulfonamide group at position-4 of the C-5-phenyl ring of 1,5-diarylpyrazole affords a potent class of cyclooxygenase-2 (COX-2) inhibitors

  摘要：

  The effect of methanesulfonamide (MeSO2NH) group on COX-2 inhibitory activity of 1,5-diaryipyrazole is described. While this group being at position-4 of the N'-phenyl ring was found to be ineffective, its installation at position-4 of the C-5 phenyl ring offered several potent and selective inhibitors of COX-2 with IC50 as low as 30 nM. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.053
• 作为产物：
  描述：

  N-[4-(4,4-Difluoro-3-oxo-butyryl)-phenyl]-acetamide 在 TEA 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 N-{4-[2-(4-Chloro-phenyl)-5-difluoromethyl-2H-pyrazol-3-yl]-phenyl}-methanesulfonamide
  参考文献：
  名称：

  Methanesulfonamide group at position-4 of the C-5-phenyl ring of 1,5-diarylpyrazole affords a potent class of cyclooxygenase-2 (COX-2) inhibitors

  摘要：

  The effect of methanesulfonamide (MeSO2NH) group on COX-2 inhibitory activity of 1,5-diaryipyrazole is described. While this group being at position-4 of the N'-phenyl ring was found to be ineffective, its installation at position-4 of the C-5 phenyl ring offered several potent and selective inhibitors of COX-2 with IC50 as low as 30 nM. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.053