4-(4-bromophenyl)-3-(3-nitrophenyl)-1H-1,2,4-triazole-5-thione | 440637-76-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-bromophenyl)-3-(3-nitrophenyl)-1H-1,2,4-triazole-5-thione
• CAS: 440637-76-3
• 化学式: C₁₄H₉BrN₄O₂S
• mdl: MFCD02938936
• 分子量: 377.221
• InChiKey: QFCJBUCOMWUKLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-bromophenyl)-3-(3-nitrophenyl)-1H-1,2,4-triazole-5-thione 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 1.0h， 以81%的产率得到4-(4-bromophenyl)-5-(3-nitrophenyl)-3-(2,3,4,6-tetra-O-acetyl-β-D-1-thioglucopyranose)-1,2,4-triazole
  参考文献：
  名称：

  Synthesis of New 1,2,4-Triazole-5-Thiones and Their Thioglycoside Derivatives as Potential Antibacterial Agents

  摘要：

  The glycosylation of 1,2,4-triazole-5-thiones has been performed with peracetylated -pyranosyl bromide in the presence of potassium carbonate. The synthesized compounds were tested for their antimicrobial activity against bacterial (Gram-negative and Gram-positive) and yeasts strains in vitro. The synthetic compounds showed different inhibition zones against tested bacterial and yeasts strains. Among them, compounds which possessed 2-furyl and p-bromophenyl moieties showed the best results against Acinetobacter calcoaceticus ATCC 23055.

  DOI：

  10.1080/10426507.2013.789877
• 作为产物：
  描述：

  3-硝基苯酰肼 以 乙醇 为溶剂， 生成 4-(4-bromophenyl)-3-(3-nitrophenyl)-1H-1,2,4-triazole-5-thione
  参考文献：
  名称：

  Synthesis of New 1,2,4-Triazole-5-Thiones and Their Thioglycoside Derivatives as Potential Antibacterial Agents

  摘要：

  The glycosylation of 1,2,4-triazole-5-thiones has been performed with peracetylated -pyranosyl bromide in the presence of potassium carbonate. The synthesized compounds were tested for their antimicrobial activity against bacterial (Gram-negative and Gram-positive) and yeasts strains in vitro. The synthetic compounds showed different inhibition zones against tested bacterial and yeasts strains. Among them, compounds which possessed 2-furyl and p-bromophenyl moieties showed the best results against Acinetobacter calcoaceticus ATCC 23055.

  DOI：

  10.1080/10426507.2013.789877