2-(2,4-difluorophenyl)-1-(1-octyl-1H-1,2,3-triazol-4-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol | 1378931-39-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2,4-difluorophenyl)-1-(1-octyl-1H-1,2,3-triazol-4-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
• 英文别名: 2-(2,4-Difluorophenyl)-1-(1-octyltriazol-4-yl)-3-(1,2,4-triazol-1-yl)propan-2-ol
• CAS: 1378931-39-5
• 化学式: C₂₁H₂₈F₂N₆O
• 分子量: 418.49
• InChiKey: CVCBJWKIMSRTHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  81.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-pent-4-yn-2-ol 、 1-azidooctane 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以94%的产率得到2-(2,4-difluorophenyl)-1-(1-octyl-1H-1,2,3-triazol-4-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
  参考文献：
  名称：

  Synthesis and antifungal activity of 1,2,3-triazole containing fluconazole analogues

  摘要：

  Fluconazole based novel mimics containing 1,2,3-triazole were designed and synthesized as antifungal agents. Their antifungal activities were evaluated in vitro by measuring the minimal inhibitory concentrations (MICs). Compounds 12, 15, and 16 were found to be more potent against Candida fungal pathogens than control drugs fluconazole and amphotericin B. The studies presented here provide structural modi. cation of fluconazole to give 1,2,3-trazole containing molecules. Furthermore, these molecules were evaluated in vivo against Candida albicans intravenous challenge in Swiss mice and antiproliferative activities were tested against human hepatocellular carcinoma Hep3B and human epithelial carcinoma A431. It was found that compound 12 resulted in 97.4% reduction in fungal load in mice and did not show any profound proliferative effect at lower dose (0.001 mg/ml). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.026