2-(2,4-difluorophenyl)-3-(4-(3-(p-tolyloxy)propyl)piperazin-1-yl)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol | 1146681-40-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(2,4-difluorophenyl)-3-(4-(3-(p-tolyloxy)propyl)piperazin-1-yl)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol
• 英文别名: 2-(2,4-Difluorophenyl)-1-[4-[3-(4-methylphenoxy)propyl]piperazin-1-yl]-3-(1,2,4-triazol-1-yl)propan-2-ol
• CAS: 1146681-40-4
• 化学式: C₂₅H₃₁F₂N₅O₂
• 分子量: 471.55
• InChiKey: RIJLIXGVOYCYFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  66.6
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-(3-(p-tolyloxy)propyl)piperazine 、 1-[2-(2,4-difluorophenyl)-2,3-epoxypropyl]-1H-1,2,4-triazole methanesulfonic acid 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以38.2%的产率得到2-(2,4-difluorophenyl)-3-(4-(3-(p-tolyloxy)propyl)piperazin-1-yl)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol
  参考文献：
  名称：

  New azoles with potent antifungal activity: Design, synthesis and molecular docking

  摘要：

  In response to the urgent need for novel antifungal agents with improved activity and broader spectrum, computer modeling was used to rational design novel antifungal azoles. On the basis of the active site of lanosterol 14 alpha-demethylase from Candida albicans (CACYP51), a series of new azoles with substituted-phenoxypropyl piperazine side chains were rational designed and synthesized. In vitro antifungal activity assay indicates that the new azoles show good activity against most of the tested pathogenic fungi. Interestingly, the designed compounds are also active against an azole-resistant clinical strain. Compared to fluconazole and itraconazole, several compounds (such as 12i, 12j and 12n) show higher antifungal activity and broader spectrum, which are promising leads for the development of novel antifungal agents. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.05.018

文献信息

• New azoles with potent antifungal activity: Design, synthesis and molecular docking
  作者：Xiaoying Che、Chunquan Sheng、Wenya Wang、Yongbing Cao、Yulan Xu、Haitao Ji、Guoqiang Dong、Zhenyuan Miao、Jianzhong Yao、Wannian Zhang

  DOI：10.1016/j.ejmech.2009.05.018

  日期：2009.10

  In response to the urgent need for novel antifungal agents with improved activity and broader spectrum, computer modeling was used to rational design novel antifungal azoles. On the basis of the active site of lanosterol 14 alpha-demethylase from Candida albicans (CACYP51), a series of new azoles with substituted-phenoxypropyl piperazine side chains were rational designed and synthesized. In vitro antifungal activity assay indicates that the new azoles show good activity against most of the tested pathogenic fungi. Interestingly, the designed compounds are also active against an azole-resistant clinical strain. Compared to fluconazole and itraconazole, several compounds (such as 12i, 12j and 12n) show higher antifungal activity and broader spectrum, which are promising leads for the development of novel antifungal agents. (C) 2009 Elsevier Masson SAS. All rights reserved.