2-(1-((5-(4-isopropylbenzyl)-1,3,4-oxadiazol-2-yl)methyl)-1H-imidazol-2-yl)-4-ethylpyridine

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-(1-((5-(4-isopropylbenzyl)-1,3,4-oxadiazol-2-yl)methyl)-1H-imidazol-2-yl)-4-ethylpyridine
• 英文别名: 2-[[2-(4-Ethylpyridin-2-yl)imidazol-1-yl]methyl]-5-[(4-propan-2-ylphenyl)methyl]-1,3,4-oxadiazole；2-[[2-(4-ethylpyridin-2-yl)imidazol-1-yl]methyl]-5-[(4-propan-2-ylphenyl)methyl]-1,3,4-oxadiazole
• 化学式: C₂₃H₂₅N₅O
• 分子量: 387.484
• InChiKey: DCPCHZADJCKYSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  69.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(4-ethyl-2-pyridyl)-1H-imidazole 在 potassium carbonate 、 一水合肼 、 三氯氧磷 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 60.0h， 生成 2-(1-((5-(4-isopropylbenzyl)-1,3,4-oxadiazol-2-yl)methyl)-1H-imidazol-2-yl)-4-ethylpyridine
  参考文献：
  名称：

  Imidazole clubbed 1,3,4-oxadiazole derivatives as potential antifungal agents

  摘要：

  A series of compounds in which 2-(4-ethyl-2-pyridyl)-1H-imidazole was clubbed with substituted 1,3,4-oxadiazole was synthesized and subjected to antifungal activity evaluation. In vitro assays indicated that several clubbed derivatives had excellent antifungal activity against different strains of laboratory and clinically isolated Candida species. Structural Activity Relationship (SAR) studies revealed that the presence and position of substituents on the phenyl ring of the 1,3,4-oxadiazole unit, guides the antifungal potential of the compounds, where compound 4b, 4c and 4g were found to be active against all the tested fungal strains. Impairment of ergosterol biosynthesis upon the concomitant treatment of 4b, 4c and 4g, revealed the possible mechanisms of antifungal action of these compounds. Inhibitors snugly fitting the active site of the target enzyme, as revealed by molecular docking studies, may well explain their excellent inhibitory activity. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.06.053

文献信息

• Imidazole clubbed 1,3,4-oxadiazole derivatives as potential antifungal agents
  作者：Mohmmad Younus Wani、Aijaz Ahmad、Rayees Ahmad Shiekh、Khalaf J. Al-Ghamdi、Abilio J.F.N. Sobral

  DOI：10.1016/j.bmc.2015.06.053

  日期：2015.8

  A series of compounds in which 2-(4-ethyl-2-pyridyl)-1H-imidazole was clubbed with substituted 1,3,4-oxadiazole was synthesized and subjected to antifungal activity evaluation. In vitro assays indicated that several clubbed derivatives had excellent antifungal activity against different strains of laboratory and clinically isolated Candida species. Structural Activity Relationship (SAR) studies revealed that the presence and position of substituents on the phenyl ring of the 1,3,4-oxadiazole unit, guides the antifungal potential of the compounds, where compound 4b, 4c and 4g were found to be active against all the tested fungal strains. Impairment of ergosterol biosynthesis upon the concomitant treatment of 4b, 4c and 4g, revealed the possible mechanisms of antifungal action of these compounds. Inhibitors snugly fitting the active site of the target enzyme, as revealed by molecular docking studies, may well explain their excellent inhibitory activity. (C) 2015 Elsevier Ltd. All rights reserved.