2-(3,4-dichlorobenzylthio)-5-{5-[4-(trifluoromethyl)phenyl]-1-methyl-1H-pyrazol-3-yl}-1,3,4-oxadiazole | 1383452-52-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(3,4-dichlorobenzylthio)-5-{5-[4-(trifluoromethyl)phenyl]-1-methyl-1H-pyrazol-3-yl}-1,3,4-oxadiazole
• 英文别名: 2-[(3,4-Dichlorophenyl)methylsulfanyl]-5-[1-methyl-5-[4-(trifluoromethyl)phenyl]pyrazol-3-yl]-1,3,4-oxadiazole
• CAS: 1383452-52-5
• 化学式: C₂₀H₁₃Cl₂F₃N₄OS
• 分子量: 485.317
• InChiKey: YRWDGGPZUMJOPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  82
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-methyl-5-[4-(trifluoromethyl)phenyl]-1H-pyrazole-3-carbohydrazide 在 potassium carbonate 、 potassium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 2-(3,4-dichlorobenzylthio)-5-{5-[4-(trifluoromethyl)phenyl]-1-methyl-1H-pyrazol-3-yl}-1,3,4-oxadiazole
  参考文献：
  名称：

  Design, synthesis and biological evaluation of a novel series of 1,3,4-oxadiazole bearing N-methyl-4-(trifluoromethyl)phenyl pyrazole moiety as cytotoxic agents

  摘要：

  On account of the reported anticancer activity of pyrazoles and oxadiazoles, we have designed and synthesized a novel combinatorial library of S-substituted-1,3,4-oxadiazole bearing N-methyl-4-(trifluoromethyl)phenyl pyrazole moiety and tested for in-vitro cytotoxic activity by MTT assay. Amongst the tested compounds, the compound 5e was the most promising anticancer agent with IC50 value of 15.54 mu M in MCF-7 cells, compared to Doxorubicin as standard drug. The newly synthesized compounds were characterized by NOE, IR, H-1 NMR, C-13 NMR and LC-MS analysis. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.03.056