5-(4-chlorophenyl)-3-(1-(1-(methylsulfonyl)piperidin-4-yl)-1H-1,2,3-triazol-4-yl)-1,2,4-oxadiazole | 1293487-68-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(4-chlorophenyl)-3-(1-(1-(methylsulfonyl)piperidin-4-yl)-1H-1,2,3-triazol-4-yl)-1,2,4-oxadiazole
• 英文别名: 5-(4-Chlorophenyl)-3-[1-(1-methylsulfonylpiperidin-4-yl)triazol-4-yl]-1,2,4-oxadiazole
• CAS: 1293487-68-9
• 化学式: C₁₆H₁₇ClN₆O₃S
• 分子量: 408.868
• InChiKey: MODZAOBMSGGCOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  115
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N'-hydroxy-1-(1-methylsulfonylpiperidin-4-yl)triazole-4-carboximidamide 、 对氯苯甲酸 在 potassium carbonate 、 N,N'-羰基二咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以92%的产率得到5-(4-chlorophenyl)-3-(1-(1-(methylsulfonyl)piperidin-4-yl)-1H-1,2,3-triazol-4-yl)-1,2,4-oxadiazole
  参考文献：
  名称：

  Synthesis of some novel 3-(1-(1-substitutedpiperidin-4-yl)-1H-1,2,3-triazol-4-yl)-5-substituted phenyl-1,2,4-oxadiazoles as antifungal agents

  摘要：

  A novel series of 3-(1-(1-substituted piperidin-4-yl)-1H-1,2,3-triazol-4-yl)-5-substituted phenyl-1,2, 4-oxadiazoles bearing 1,2,3-triazole and piperidine ring has been synthesized in one step from amidoxime using Carbonyl diimidazole (CDI) and K2CO3. All the synthesized compounds (4a-4r) are novel and evaluated for their in vitro antifungal activities. SAR for the series has been developed by comparing their MIC values with miconazole and fluconazole. Some of the compounds from the series like 4j was equipotent with miconazole against Cryptococcus neoformans whereas activities of compound 4m against Aspergillus niger and Aspergillus flavus were comparable to miconazole. Also compound 4r shows activity comparable to miconazole against Candida albicans, A. niger and A. flavus. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.015