N,N-dimethyl-4-(1-(4-(methylsulfonyl)phenyl)-1H-tetrazol-5-yl)benzenamine | 1369787-41-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N,N-dimethyl-4-(1-(4-(methylsulfonyl)phenyl)-1H-tetrazol-5-yl)benzenamine
• 英文别名: N,N-dimethyl-4-[1-(4-methylsulfonylphenyl)tetrazol-5-yl]aniline
• CAS: 1369787-41-6
• 化学式: C₁₆H₁₇N₅O₂S
• 分子量: 343.409
• InChiKey: ITHBVGMYBGVMBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  89.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-(4-dimethylaminobenzoyl)imidazole 在 oxone 、 sodium azide 、 四氯化硅 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 27.0h， 生成 N,N-dimethyl-4-(1-(4-(methylsulfonyl)phenyl)-1H-tetrazol-5-yl)benzenamine
  参考文献：
  名称：

  Novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors

  摘要：

  A series of novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors was prepared via treatment of various diaryl amides with tetrachlorosilane/sodium azide. All compounds were tested in cyclooxygenase (COX) assays in vitro to determine COX-1 and COX-2 inhibitory potency and selectivity. Tetrazoles contained a methylsulfonyl or sulfonamide group as COX-2 pharmacophore displayed only low inhibitory potency towards COX-2. Most potent compounds showed IC50 values of 6 and 7 mu M for COX-2. All compounds showed IC50 values greater 100 mu M for COX-1 inhibition. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.093