4-cyclohexyl-5-(4-(methylsulfonyl)phenyl)-4H-1,2,4-triazole-3-thiol | 884651-53-0

• 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-cyclohexyl-5-(4-(methylsulfonyl)phenyl)-4H-1,2,4-triazole-3-thiol
• CAS: 884651-53-0
• 化学式: C₁₅H₁₉N₃O₂S₂
• 分子量: 337.467
• InChiKey: KPGWTEOQXQLALK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  67.75
• 氢给体数：
  1.0
• 氢受体数：
  5.0

文献信息

• Design, synthesis, and biological evaluation of substituted 3-alkylthio-4,5-diaryl-4H-1,2,4-triazoles as selective COX-2 inhibitors
  作者：Latifeh Navidpour、Hamed Shafaroodi、Khosrou Abdi、Mohsen Amini、Mohammad H. Ghahremani、Ahmad Reza Dehpour、Abbas Shafiee

  DOI：10.1016/j.bmc.2005.11.029

  日期：2006.4

  A new type of 4,5-diaryl-4H-1,2,4-triazole, possessing C-3 thio and alkylthio (SH, SMe or SEt) substituents was designed and synthesized for evaluation as selective cyclooxygenase-2 (COX-2) inhibitors with in vivo anti-inflarnmatory activity. The compound, 3-etilylthio-5-(4-fluorophenyl)-4-(4-methylsulfonylphenyl)-4H-1,2,4-triazole (10d), exhibited a high in vitro selectivity (COX-1 IC50 = 20.5 nM; COX-2 IC50 = 1.8 nM; SI = 11.39) relative to the reference drug celecoxib (COX-1 IC50 = 3.7 nM; COX-2 IC50 = 2.2 nM; SI = 1.68) and also showed good anti-inflammatory activity compared to celecoxib in a carrageenan-induced rat paw edema assay. (c) 2005 Elsevier Ltd. All rights reserved.