4-(4-nitrophenyl)-5-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione | 96134-04-2

• 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-nitrophenyl)-5-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione
• 英文别名: 4-(4-nitrophenyl)-3-phenyl-1H-1,2,4-triazole-5-thione
• CAS: 96134-04-2
• 化学式: C₁₄H₁₀N₄O₂S
• 分子量: 298.325
• InChiKey: KPKUZVXZEURXQO-UHFFFAOYSA-N

物化性质

• 熔点：
  285 °C
• 沸点：
  461.3±47.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 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-nitrophenyl)-5-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione 生成 3-methylsulfanyl-4-(4-nitrophenyl)-5-phenyl-1,2,4-triazole
  参考文献：
  名称：

  MALBEC, F.;MILCENT, R.;BARBIER, G., J. HETEROCYCL. CHEM., 1984, 21, N 6, 1689-1698

  摘要：

  DOI：
• 作为产物：
  描述：

  苯甲亚胺酸乙酯盐酸盐 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 4-(4-nitrophenyl)-5-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione
  参考文献：
  名称：

  Malbec, Frederique; Milcent, Rene; Barbier, Geo, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 1689 - 1698

  摘要：

  DOI：

文献信息

• Synthesis, antimicrobial and antioxidant evaluation, and molecular docking study of 4,5-disubstituted 1,2,4-triazole-3-thiones
  作者：Hamid Beyzaei、Maryam Ghanbari Kudeyani、Hojat Samareh Delarami、Reza Aryan

  DOI：10.1016/j.molstruc.2020.128273

  日期：2020.9

  There is a growing need for new antibiotics and antifungal drugs to combat pathogenic bacteria and fungi. In order to develop potential antimicrobial agents, some 1,2,4-triazole-3-thiones were synthesized from the reaction of hydrazides with isothiocyanates under optimized conditions in deep eutectic solvent of potassium carbonate-glycerol (1:5 M ratio). Blocking properties of all products were assessed on a variety of Gram-positive and Gram-negative bacterial as well as fungal pathogens. Good to excellent inhibitory effects especially against fungi were observed with all synthesized compounds. 5-(4-Hydroxyphenyl)-4-(4-nitrophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (3b) showed significant antioxidant activity according to the results obtained from 2,2-diphenyl-1-picrylhydrazylf (DPPH) free radical scavenging experiments. The possible interaction mechanism of synthetic triazoles with 1IYL enzyme on Aspergillus fumigatus was investigated by molecular docking method. A complete agreement was found between experimental data and theoretical calculations. Hydrogen bond acceptor strength of N-1 in 1,2,4-triazole rings was the main cause of the observed differences. (C) 2020 Elsevier B.V. All rights reserved.
• MODZELEWSKA, BOZENA, ANN. UMCS. AA, 41,(1986(1989)) C. 45-52
  作者：MODZELEWSKA, BOZENA

  DOI：——

  日期：——
• BANY, T.;MODZELEWSKA, B.;MALISZEWSKA, A., ANN. UMCS, 1982, 37, 131-137
  作者：BANY, T.、MODZELEWSKA, B.、MALISZEWSKA, A.

  DOI：——

  日期：——
• MODZELEWSKA, BOZENA;MALISZEWSKA, ALICJA, ANN. UMCS. AA, 39-40,(1984----1985-0-0) 163-170
  作者：MODZELEWSKA, BOZENA、MALISZEWSKA, ALICJA

  DOI：——

  日期：——