4-phenyl-1-{[(4,5-diphenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetyl} thiosemicarbazide | 58360-45-5

• 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-phenyl-1-{[(4,5-diphenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetyl} thiosemicarbazide
• 英文别名: 1-[2-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)acetyl]-4-phenyl thiosemicarbazide；1-[(4,5-diphenyl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetyl]-4-phenyl-thiosemicarbazide；1-[[2-[(4,5-Diphenyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]amino]-3-phenylthiourea
• CAS: 58360-45-5
• 化学式: C₂₃H₂₀N₆OS₂
• 分子量: 460.583
• InChiKey: MXVJIPKPBBEEFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  141
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-phenyl-1-{[(4,5-diphenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetyl} thiosemicarbazide 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 以76.9%的产率得到5-[(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)methyl]-4-phenyl-4H-1,2,4-triazole-3-thiol
  参考文献：
  名称：

  Synthesis and antimicrobial evaluation of some novel 1,2,4-triazole and 1,3,4-thiadiazole derivatives

  摘要：

  This study presents the synthesis and spectral analysis of new derivatives of 1,2,4-triazole-3-thione and 1,3,4-thiadiazole. New compounds were prepared by cyclization reaction of acyl thiosemicarbazide derivatives in the presence of alkaline and acidic media. All synthesized compounds were screened for their in vitro antibacterial activity by using the agar dilution technique. Six of the compounds had potential activity against Gram-positive bacteria (minimal inhibitory concentration [MIC] = 15.63-500 mu g/mL). Some compounds showed good activity especially against Bacillus subtilis ATCC 6633 (MIC = 15.63-250 mu g/mL), Staphylococcus aureus ATCC 25923 (MIC = 31.25-250 mu g/mL), and Micrococcus luteus ATCC 10240 (MIC = 125-250 mu g/mL).

  DOI：

  10.1007/s00044-012-0302-9
• 作为产物：
  描述：

  4,5-二苯基-4H-1,2,4-噻唑-3-硫醇 在 sodium ethanolate 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 56.0h， 生成 4-phenyl-1-{[(4,5-diphenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetyl} thiosemicarbazide
  参考文献：
  名称：

  Synthesis and antimicrobial evaluation of some novel 1,2,4-triazole and 1,3,4-thiadiazole derivatives

  摘要：

  This study presents the synthesis and spectral analysis of new derivatives of 1,2,4-triazole-3-thione and 1,3,4-thiadiazole. New compounds were prepared by cyclization reaction of acyl thiosemicarbazide derivatives in the presence of alkaline and acidic media. All synthesized compounds were screened for their in vitro antibacterial activity by using the agar dilution technique. Six of the compounds had potential activity against Gram-positive bacteria (minimal inhibitory concentration [MIC] = 15.63-500 mu g/mL). Some compounds showed good activity especially against Bacillus subtilis ATCC 6633 (MIC = 15.63-250 mu g/mL), Staphylococcus aureus ATCC 25923 (MIC = 31.25-250 mu g/mL), and Micrococcus luteus ATCC 10240 (MIC = 125-250 mu g/mL).

  DOI：

  10.1007/s00044-012-0302-9

文献信息

• Synthesis, in vitro cytotoxicity, and antibacterial studies of new asymmetric bis-1,2,4-triazoles
  作者：Rohit Singh、Gurubasavaraj V. Pujar、Madhusudan N. Purohit、V. M. Chandrashekar

  DOI：10.1007/s00044-012-0209-5

  日期：2013.5

  A series of asymmetric bis-1,2,4-triazoles (4a-l) were synthesized from respective 1,2,4-triazole-3-thiocarbohydrazides (2a, b) via base catalyzed dehydrative cyclization of thiosemicarbazide intermediates (3a-l). The synthesized compounds were characterized by IR, H-1-NMR, C-13-NMR, and Mass spectral studies. The asymmetric bis-1,2,4-triazole derivatives (4a-l) were evaluated for in vitro antioxidant activity by DPPH radical scavenging assay method. The compounds with significant antioxidant potential were evaluated for in vitro cytotoxicity by MTT assay method against HT29 (Human adenocarcinoma) and MDA-231 (Human breast cancer) cancer cell lines. All the synthesized compounds were evaluated for in vitro antibacterial activity against Bacillus subtilus (ATCC 6633), Staphylococcus aureus (ATCC-25923), Escherichia coli (ATCC-25922), and Pseudomonas aeruginosa (ATCC-27853).
• TSITSIKA M. M.; XRIPAK S. M.; SMOLANKA I. V., XIMIYA GETEROTSIKL. SOEDIN. <KGSS-AQ>, 1975, HO 11, 1564-1566
  作者：TSITSIKA M. M.、 XRIPAK S. M.、 SMOLANKA I. V.

  DOI：——

  日期：——
• Synthesis and antimicrobial evaluation of some novel 1,2,4-triazole and 1,3,4-thiadiazole derivatives
  作者：Łukasz Popiołek、Urszula Kosikowska、Liliana Mazur、Maria Dobosz、Anna Malm

  DOI：10.1007/s00044-012-0302-9

  日期：2013.7

  This study presents the synthesis and spectral analysis of new derivatives of 1,2,4-triazole-3-thione and 1,3,4-thiadiazole. New compounds were prepared by cyclization reaction of acyl thiosemicarbazide derivatives in the presence of alkaline and acidic media. All synthesized compounds were screened for their in vitro antibacterial activity by using the agar dilution technique. Six of the compounds had potential activity against Gram-positive bacteria (minimal inhibitory concentration [MIC] = 15.63-500 mu g/mL). Some compounds showed good activity especially against Bacillus subtilis ATCC 6633 (MIC = 15.63-250 mu g/mL), Staphylococcus aureus ATCC 25923 (MIC = 31.25-250 mu g/mL), and Micrococcus luteus ATCC 10240 (MIC = 125-250 mu g/mL).