4-(5-methyl-2-phenyl-2H-pyrazol-3-yl)-aniline | 84594-52-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(5-methyl-2-phenyl-2H-pyrazol-3-yl)-aniline
• 英文别名: 4-(5-methyl-2-phenyl-2H-pyrazol-3-yl)-aniline；4-(5-Methyl-2-phenyl-2H-pyrazol-3-yl)-anilin
• CAS: 84594-52-5
• 化学式: C₁₆H₁₅N₃
• 分子量: 249.315
• InChiKey: NHPNQRQVFJDNFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  43.84
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-(5-methyl-2-phenyl-2H-pyrazol-3-yl)-aniline 、 甲基磺酰氯 在 TEA 作用下， 以 二氯甲烷 为溶剂， 生成 N-[4-(5-methyl-2-phenylpyrazol-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：

  4-乙酰胺苯乙酮 在 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-(5-methyl-2-phenyl-2H-pyrazol-3-yl)-aniline
  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