1-(4-fluorophenyl)-2-(4-((2-(1-(2-(4-fluorophenyl)-2-oxoethyl)-1H-1,2,3-triazol-4-yl)-1-(4-(phenylsulfonyl)phenyl)ethoxy)methyl)-1H-1,2,3-triazol-1-yl)ethanone | 1621085-22-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-fluorophenyl)-2-(4-((2-(1-(2-(4-fluorophenyl)-2-oxoethyl)-1H-1,2,3-triazol-4-yl)-1-(4-(phenylsulfonyl)phenyl)ethoxy)methyl)-1H-1,2,3-triazol-1-yl)ethanone
• 英文别名: 2-[4-[2-[4-(Benzenesulfonyl)phenyl]-2-[[1-[2-(4-fluorophenyl)-2-oxoethyl]triazol-4-yl]methoxy]ethyl]triazol-1-yl]-1-(4-fluorophenyl)ethanone；2-[4-[2-[4-(benzenesulfonyl)phenyl]-2-[[1-[2-(4-fluorophenyl)-2-oxoethyl]triazol-4-yl]methoxy]ethyl]triazol-1-yl]-1-(4-fluorophenyl)ethanone
• CAS: 1621085-22-0
• 化学式: C₃₅H₂₈F₂N₆O₅S
• 分子量: 682.707
• InChiKey: UVUGXFORLZTYTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  49
• 可旋转键数：
  14
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  147
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  4-(苯磺酰基)苯甲醛 在 sodium azide 、 copper(ll) sulfate pentahydrate 、 sodium hydride 、 sodium ascorbate 、 zinc dibromide 、 锌 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 2.25h， 生成 1-(4-fluorophenyl)-2-(4-((2-(1-(2-(4-fluorophenyl)-2-oxoethyl)-1H-1,2,3-triazol-4-yl)-1-(4-(phenylsulfonyl)phenyl)ethoxy)methyl)-1H-1,2,3-triazol-1-yl)ethanone
  参考文献：
  名称：

  Ultrasound-assisted synthesis of novel 1,2,3-triazoles coupled diaryl sulfone moieties by the CuAAC reaction, and biological evaluation of them as antioxidant and antimicrobial agents

  摘要：

  A series of 1,2,3-triazoles coupled diaryl sulfone containing compounds were synthesized by the copper-catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC) reaction in benign solvents under ultrasound irradiation. In situ formation of azides from α-bromoketones together with the CuAAC reaction in one pot allowed safe handling and good availability of azides for the development of a small library of compounds. The sonication reduced reaction time and increased yields compared to otherwise same conditions. All synthesized compounds were evaluated for antibacterial, antifungal and antioxidant activities. Compounds 3b, 6b and 9e-9g were found to be the most potent antifungal agents with minimal inhibitory concentration (MIC) at 25 μg/mL; moreover other compounds revealed good to moderate antimicrobial activity. Compound 8e showed an excellent antioxidant activity using a DPPH free radical scavenging assay.

  DOI：

  10.1016/j.ejmech.2014.07.042

文献信息

• Ultrasound-assisted synthesis of novel 1,2,3-triazoles coupled diaryl sulfone moieties by the CuAAC reaction, and biological evaluation of them as antioxidant and antimicrobial agents
  作者：Mohamed F. Mady、Ghada E.A. Awad、Kåre B. Jørgensen

  DOI：10.1016/j.ejmech.2014.07.042

  日期：2014.9

  A series of 1,2,3-triazoles coupled diaryl sulfone containing compounds were synthesized by the copper-catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC) reaction in benign solvents under ultrasound irradiation. In situ formation of azides from α-bromoketones together with the CuAAC reaction in one pot allowed safe handling and good availability of azides for the development of a small library of compounds. The sonication reduced reaction time and increased yields compared to otherwise same conditions. All synthesized compounds were evaluated for antibacterial, antifungal and antioxidant activities. Compounds 3b, 6b and 9e-9g were found to be the most potent antifungal agents with minimal inhibitory concentration (MIC) at 25 μg/mL; moreover other compounds revealed good to moderate antimicrobial activity. Compound 8e showed an excellent antioxidant activity using a DPPH free radical scavenging assay.