2,4-dibromo-6-(((3-mercapto-5-phenyl-4H-1,2,4-triazol-4-yl)imino)methyl)phenol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,4-dibromo-6-(((3-mercapto-5-phenyl-4H-1,2,4-triazol-4-yl)imino)methyl)phenol
• 英文别名: 4-[(3,5-dibromo-2-hydroxyphenyl)methylideneamino]-3-phenyl-1H-1,2,4-triazole-5-thione
• 化学式: C₁₅H₁₀Br₂N₄OS
• mdl: MFCD00659873
• 分子量: 454.145
• InChiKey: UUZDZFURHMZYQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  92.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二丁基二氯化锡 、 2,4-dibromo-6-(((3-mercapto-5-phenyl-4H-1,2,4-triazol-4-yl)imino)methyl)phenol 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以75%的产率得到
  参考文献：
  名称：

  1,2,4-三唑衍生物合成的二有机锡(IV)配合物的抗菌和抗氧化活性

  摘要：

  以4-氨基-5-苯基-1,2,4-三唑-3-硫醇与水杨醛衍生物反应合成的1,2,4-三唑席夫碱配体合成了新型二有机锡(IV)配合物。通过使用不同的光谱技术（如 FT-IR、质谱、1H、13C 和 119Sn NMR）评估二有机锡（IV）配合物的键合和几何形状。不同的光谱技术揭示了席夫碱配体的三齿(ONS)螯合模式和中心锡金属周围的五配位环境，该环境满足偶氮甲碱氮、酚氧、硫醇硫和烷基/芳基的金属-碳键。测试了希夫碱配体及其有机锡 (IV) 复合物的体外抗菌和抗氧化活性，以检查复合物与标准药物相比的生物学轮廓。活性数据结果表明，二有机锡(IV)配合物比希夫碱配体活性更高，部分二有机锡(IV)配合物甚至比标准药物活性更高。在所有合成的复合物中，化合物 9 (Bu2SnL2) 和 10 (Ph2SnL2) 最为有效，可用于未来的临床试验。

  DOI：

  10.14233/ajchem.2020.22819
• 作为产物：
  描述：

  苯甲酸甲酯 在 一水合肼 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2,4-dibromo-6-(((3-mercapto-5-phenyl-4H-1,2,4-triazol-4-yl)imino)methyl)phenol
  参考文献：
  名称：

  Efficient synthesis and antimicrobial activity of some novel S-β-d-glucosides of 5-aryl-1,2,4-triazole-3-thiones derivatives

  摘要：

  A series of 3-S-beta-D-glucosides-4-arylideneamino-5-aryl-1,2,4-triazoles were rationally designed and synthesized according to the principle of superposition of bioactive substructures by the combination of 1,2,4-triazole, Schiff base and glucosides. The structures of the target compounds have been characterized by H-1 NMR, C-13 NMR, IR, MS and HRMS. All the newly synthesized compounds have been evaluated for their antimicrobial activities in vitro against Staphylococcus aureus (ATCC 6538), Escherichia coli (ATCC 8099) as well as Monilia albican (ATCC 10231). The bioactive assay showed that most of the tested compounds displayed variable inhibitory effects on the growth of the Gram-positive bacterial strain (Staphylococcus aureus), Gram-negative bacterial strains (Escherichia coli) and fungal strains (Monilia albican). All the target compounds exhibited better antifungal activity than antibacterial activity. Especially, compounds 6b, 6c, 6f, 6j, 6k and 6l showed excellent activity against fungus Monilia albican with MIC values of 16 mu g/mL. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.038

文献信息

• Efficient synthesis and antimicrobial activity of some novel S-β-d-glucosides of 5-aryl-1,2,4-triazole-3-thiones derivatives
  作者：Dan Ji、JunRui Lu、BoWei Lu、ChunWei Xin、JiangBei Mu、JianFa Li、ChunYong Peng、XiuRong Bao

  DOI：10.1016/j.bmcl.2013.02.038

  日期：2013.4

  A series of 3-S-beta-D-glucosides-4-arylideneamino-5-aryl-1,2,4-triazoles were rationally designed and synthesized according to the principle of superposition of bioactive substructures by the combination of 1,2,4-triazole, Schiff base and glucosides. The structures of the target compounds have been characterized by H-1 NMR, C-13 NMR, IR, MS and HRMS. All the newly synthesized compounds have been evaluated for their antimicrobial activities in vitro against Staphylococcus aureus (ATCC 6538), Escherichia coli (ATCC 8099) as well as Monilia albican (ATCC 10231). The bioactive assay showed that most of the tested compounds displayed variable inhibitory effects on the growth of the Gram-positive bacterial strain (Staphylococcus aureus), Gram-negative bacterial strains (Escherichia coli) and fungal strains (Monilia albican). All the target compounds exhibited better antifungal activity than antibacterial activity. Especially, compounds 6b, 6c, 6f, 6j, 6k and 6l showed excellent activity against fungus Monilia albican with MIC values of 16 mu g/mL. (C) 2013 Elsevier Ltd. All rights reserved.
• Antimicrobial and Antioxidant Activities of Diorganotin(IV) Complexes Synthesized from 1,2,4-Triazole Derivatives
  作者：Jyoti Yadav、Jai Devi

  DOI：10.14233/ajchem.2020.22819

  日期：——

  examine the biological outline of complexes in comparison to standard drugs. The results of activities data revealed that diorganotin(IV) complexes are more active than Schiff base ligands and some diorganotin(IV) complexes are even more active than the standard drugs. In all the synthesized complexes, compound 9 (Bu2SnL2) and 10 (Ph2SnL2) were most potent and can be used in future clinical trials.

  以4-氨基-5-苯基-1,2,4-三唑-3-硫醇与水杨醛衍生物反应合成的1,2,4-三唑席夫碱配体合成了新型二有机锡(IV)配合物。通过使用不同的光谱技术（如 FT-IR、质谱、1H、13C 和 119Sn NMR）评估二有机锡（IV）配合物的键合和几何形状。不同的光谱技术揭示了席夫碱配体的三齿(ONS)螯合模式和中心锡金属周围的五配位环境，该环境满足偶氮甲碱氮、酚氧、硫醇硫和烷基/芳基的金属-碳键。测试了希夫碱配体及其有机锡 (IV) 复合物的体外抗菌和抗氧化活性，以检查复合物与标准药物相比的生物学轮廓。活性数据结果表明，二有机锡(IV)配合物比希夫碱配体活性更高，部分二有机锡(IV)配合物甚至比标准药物活性更高。在所有合成的复合物中，化合物 9 (Bu2SnL2) 和 10 (Ph2SnL2) 最为有效，可用于未来的临床试验。