2-(4-(((1H-1,2,4-triazol-3-yl)thio)methyl)phenyl)propanoic acid

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 2-(4-(((1H-1,2,4-triazol-3-yl)thio)methyl)phenyl)propanoic acid
• 英文别名: 2-[4-(1H-1,2,4-triazol-5-ylsulfanylmethyl)phenyl]propanoic acid
• 化学式: C₁₂H₁₃N₃O₂S
• 分子量: 263.32
• InChiKey: OPJXIDZVWXRCRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(p-methylphenyl)ethyl tosylate 在 盐酸 、 氢溴酸 、 溴 作用下， 以 二甲基亚砜 、 乙酸乙酯 、 丙酮 为溶剂， 反应 33.0h， 生成 2-(4-(((1H-1,2,4-triazol-3-yl)thio)methyl)phenyl)propanoic acid
  参考文献：
  名称：

  Design, synthesis, and evaluation of novel 2-phenylpropionic acid derivatives as dual COX inhibitory-antibacterial agents

  摘要：

  A series of 2-(4-substitutedmethylphenyl) propionic acid derivatives (6a-6m) were synthesized, characterized and evaluated for cyclooxygenase (COX) enzyme inhibitory and antimicrobial activity. Test compounds that exhibited good COX inhibition and antibacterial activity were further screened for their cytotoxicity and genotoxicity. Compounds 6h and 6l showed better COX-1 and COX-2 inhibition when compared to ibuprofen. Inhibition potency of these compounds against COX-2 was very close to that of nimesulide. The compounds 6d, 6h, 6l and 6m displayed promising antibacterial property when compared to chloramphenicol. However, the compound 6l was emerged as the best dual COX inhibitory-antibacterial agent in this study. The ADME prediction of the compounds revealed that they may have a good pharmacokinetic profile. Docking results of the compounds 6h and 6l with COX-1 (PDB ID: 1EQG) also exhibited a strong binding profile.

  DOI：

  10.1080/14756366.2017.1310726

文献信息

• Design, synthesis, and evaluation of novel 2-phenylpropionic acid derivatives as dual COX inhibitory-antibacterial agents
  作者：Hülya Karaca Gençer、Ulviye Acar Çevik、Betül Kaya Çavuşoğlu、Begüm Nurpelin Sağlık、Serkan Levent、Özlem Atlı、Sinem Ilgın、Yusuf Özkay、Zafer Asım Kaplancıklı

  DOI：10.1080/14756366.2017.1310726

  日期：2017.1.1

  A series of 2-(4-substitutedmethylphenyl) propionic acid derivatives (6a-6m) were synthesized, characterized and evaluated for cyclooxygenase (COX) enzyme inhibitory and antimicrobial activity. Test compounds that exhibited good COX inhibition and antibacterial activity were further screened for their cytotoxicity and genotoxicity. Compounds 6h and 6l showed better COX-1 and COX-2 inhibition when compared to ibuprofen. Inhibition potency of these compounds against COX-2 was very close to that of nimesulide. The compounds 6d, 6h, 6l and 6m displayed promising antibacterial property when compared to chloramphenicol. However, the compound 6l was emerged as the best dual COX inhibitory-antibacterial agent in this study. The ADME prediction of the compounds revealed that they may have a good pharmacokinetic profile. Docking results of the compounds 6h and 6l with COX-1 (PDB ID: 1EQG) also exhibited a strong binding profile.