2-(1-((5-(3-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methyl)piperidin-4-yl)2H-benzo[d][1,2,3]triazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 2-(1-((5-(3-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methyl)piperidin-4-yl)2H-benzo[d][1,2,3]triazole
• 英文别名: 2-[[4-(Benzotriazol-2-yl)-1-piperidyl]methyl]-5-(3-methoxyphenyl)-1,3,4-oxadiazole；2-[[4-(benzotriazol-2-yl)piperidin-1-yl]methyl]-5-(3-methoxyphenyl)-1,3,4-oxadiazole
• 化学式: C₂₁H₂₂N₆O₂
• 分子量: 390.445
• InChiKey: WXMIFGVZFNGUKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  methyl 2-(4-(2H-benzo[d][1,2,3]triazol-2-yl-piperidin-1-yl))acetate 在 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 2-(1-((5-(3-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methyl)piperidin-4-yl)2H-benzo[d][1,2,3]triazole
  参考文献：
  名称：

  Synthesis, evaluation of antimicrobial activity, and molecular modeling of novel 2-((4-(2H-benzo[d] [1,2,3] triazol-2-yl)piperidin-1-yl)methyl)-5-substituted phenyl-1,3,4-oxadiazoles

  摘要：

  A new series of 2-((4-(2H-benzo[d][1,2,3]triazol-2-yl)piperidin-1-yl)methyl)-5-substituted-1-yl)-acetic acid hydrazide (3) with various substituted aromatic carboxylic acids phenyl-1,3,4-oxadiazoles (4a-j) were synthesized by cyclization of 4-benzotriazol-2-yl-piperidin in the presence of POCl3. The structures were characterized by spectral data. The representative examples were screened invitro antibacterial activity and antifungal activity. The compounds showed significant antibacterial activity and showed moderate antifungal activity as that of standards, respectively. The data were further compared with structure-based investigations using docking studies with the crystal structure of oxidoreductase (1XDQ) protein organism: Escherichia coli for antibacterial activity and oxidoreductase (3QLS) protein, organism: Candida albicans for antifungal activity. The score values estimated by genetic algorithm were found to have a good correlation with the experimental inhibitory potencies.

  DOI：

  10.1007/s00044-013-0573-9

文献信息

• Synthesis, evaluation of antimicrobial activity, and molecular modeling of novel 2-((4-(2H-benzo[d] [1,2,3] triazol-2-yl)piperidin-1-yl)methyl)-5-substituted phenyl-1,3,4-oxadiazoles
  作者：Srinivas Rao Vankadari、Devender Mandala、Jalapathi Pochampalli、Parthasarathy Tigulla、Anil Valeru、Rajakomuraiah Thampu

  DOI：10.1007/s00044-013-0573-9

  日期：2013.12

  A new series of 2-((4-(2H-benzo[d][1,2,3]triazol-2-yl)piperidin-1-yl)methyl)-5-substituted-1-yl)-acetic acid hydrazide (3) with various substituted aromatic carboxylic acids phenyl-1,3,4-oxadiazoles (4a-j) were synthesized by cyclization of 4-benzotriazol-2-yl-piperidin in the presence of POCl3. The structures were characterized by spectral data. The representative examples were screened invitro antibacterial activity and antifungal activity. The compounds showed significant antibacterial activity and showed moderate antifungal activity as that of standards, respectively. The data were further compared with structure-based investigations using docking studies with the crystal structure of oxidoreductase (1XDQ) protein organism: Escherichia coli for antibacterial activity and oxidoreductase (3QLS) protein, organism: Candida albicans for antifungal activity. The score values estimated by genetic algorithm were found to have a good correlation with the experimental inhibitory potencies.