4-(4-溴苯基)-5-(2-呋喃基)-4H-1,2,4-三唑-3-硫醇 | 60870-40-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-(4-溴苯基)-5-(2-呋喃基)-4H-1,2,4-三唑-3-硫醇
• 英文名称: 4-(4-Bromo-phenyl)-5-furan-2-yl-4H-[1,2,4]triazole-3-thiol
• 英文别名: 4-(4-bromophenyl)-3-(furan-2-yl)-1H-1,2,4-triazole-5-thione
• CAS: 60870-40-8
• 化学式: C₁₂H₈BrN₃OS
• mdl: MFCD01408837
• 分子量: 322.185
• InChiKey: LBURKGBEOJKOAH-UHFFFAOYSA-N

物化性质

• 沸点：
  405.1±51.0 °C(Predicted)
• 密度：
  1.71±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 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：
  72.9
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  4-(4-溴苯基)-5-(2-呋喃基)-4H-1,2,4-三唑-3-硫醇 在 一水合肼 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 2-((4-(4-bromophenyl)-5-(furan-2-yl)-4H-1,2,4-triazol-3-yl)thio)aceto hydrazide
  参考文献：
  名称：

  设计，合成，表征和一些新型的肼基甲硫代酰胺，4-噻唑烷酮和1,2,4-三唑-3-硫酮衍生物的抗菌性能

  摘要：

  设计并合成了一系列新颖的肼基甲硫酰胺（5a，c，f），4-噻唑烷酮（6a - e）和1,2,4-三唑-3-硫酮（7a - d）。通过IR，1 H-NMR，13 C-NMR，质量和元素分析对新型化合物进行结构解析。评价了所有新型衍生物对九种不同微生物的抗菌和抗真菌活性。根据化合物的生物学活性研究，6d，7c和7d显示出希望的有希望的抗菌活性。而且6d显示出强大的抗真菌活性。因此，获得的结果表明6d，7c和7d由于其直接合成和相关的生物活性而呈现出未来药物开发的主导结构。

  DOI：

  10.1002/jhet.4159
• 作为产物：
  描述：

  2-呋喃甲酰肼 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 生成 4-(4-溴苯基)-5-(2-呋喃基)-4H-1,2,4-三唑-3-硫醇
  参考文献：
  名称：

  设计，合成，表征和一些新型的肼基甲硫代酰胺，4-噻唑烷酮和1,2,4-三唑-3-硫酮衍生物的抗菌性能

  摘要：

  设计并合成了一系列新颖的肼基甲硫酰胺（5a，c，f），4-噻唑烷酮（6a - e）和1,2,4-三唑-3-硫酮（7a - d）。通过IR，1 H-NMR，13 C-NMR，质量和元素分析对新型化合物进行结构解析。评价了所有新型衍生物对九种不同微生物的抗菌和抗真菌活性。根据化合物的生物学活性研究，6d，7c和7d显示出希望的有希望的抗菌活性。而且6d显示出强大的抗真菌活性。因此，获得的结果表明6d，7c和7d由于其直接合成和相关的生物活性而呈现出未来药物开发的主导结构。

  DOI：

  10.1002/jhet.4159

文献信息

• Synthesis of New 1,2,4-Triazole-5-Thiones and Their Thioglycoside Derivatives as Potential Antibacterial Agents
  作者：Karim Akbari Dilmaghani、Fazel Nasuhi Pur、Nima Hoseini Jazani、Asma Alavi、Zahra Niknam、Farrin Mirfakhraee

  DOI：10.1080/10426507.2013.789877

  日期：2014.1

  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.
• 5-Nitroimidazole derivatives as possible antibacterial and antifungal agents
  作者：Nur Sibel Günay、Gültaze Çapan、Nuray Ulusoy、Nedime Ergenç、Gülten Ötük、Dilek Kaya

  DOI：10.1016/s0014-827x(99)00109-3

  日期：1999.11

  Some novel 1-[2-[[5-(2-furanyl)-4-substituted 4H-1,2,4-triazol-3-yl]thio]ethyl]-2-methyl-5-nitro-1H-imidazoles (3), 1-[3-[[5-(2-furanyl/2-thienyl)-4-substituted 4H-1,2,4-triazol-3-yl]-thio]-2-hydroxypropyl]-2-methyl-5-nitro-1H-imidazoles (5) and 1-[3-[(N,N-disubstituted thiocarbamoyl)-thio]-2-hydroxypropyl]-2-methyl-5-nitro-1H-imidazoles (7) were synthesized and evaluated for in vitro antibacterial and antifungal activity. Some of 5 were found to be effective against bacteria and fungi (minimum inhibitory concentration (MIC) 7.3-125 mu g/ml), whereas 7 were found to be effective against fungi (MIC 3-25 mu g/ml). (C) 1999 Elsevier Science S.A. AII rights reserved.
• Karali; Capan; Ergenc, Scientia Pharmaceutica, 1997, vol. 65, # 4, p. 277 - 287
  作者：Karali、Capan、Ergenc、Guersoy

  DOI：——

  日期：——
• Synthesis, Characterization, and Evaluation of Antimicrobial Activity of Some 1,2,4-Triazole Derivatives Bearing an Antipyryl Moiety
  作者：Nuray Ulusoy、�znur Ate?、�mer K���kbasmac?、Muammer Kiraz、Y?ld?z Ye?eno?lu

  DOI：10.1007/s00706-002-0546-z

  日期：2003.2.1

  Some novel 4-[[2-[[5-(2-furanyl)-4-alkyl/aryl-4H-1,2,4-triazol-3-yl]thio]-acetyl/propionyl] -amino]-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazoles were synthesized and evaluated for in vitro antibacterial activity against Staphylococcus aureus ATCC 29213, Pseudomonas aeruginosa ATCC 27853, Escherichia coli ATCC 25922, and Enterococcus faecalis ATCC 29212 and antifungal activity against Candida albicans ATCC 10231, Candida parapsilosis ATCC 22019, Candida krusei ATCC 6258, Candida parapsilosis, Trichophyton mentagrophytes var. erinacei NCPF 375, Microsporum gypseum NCPF 580, and Trichophyton rubrum using the microbroth dilution method. All of the compounds were found to be ineffective against the above bacteria within the applied MIC ranges. On the other hand, they were effective against fungi to different degrees. Three compounds showed high activity against C. parapsilosis and T mentagrophytes var erinacei NCPF 375 (MIC = 8 mug cm(-3)). The in vitro antimycobacterial activity of the new compounds was also investigated against Mycobacterium tuberculosis H37RV (ATCC 27294) in BACTEC 12B medium using a broth microdilution assay, the Microplate Alamar Blue Assay (MABA). Compounds exhibiting fluorescence were tested in the BACTEC 460 radiometric system. The most active compound was found with 66% inhibition at > 6.25 mug cm(-3).
• Design, synthesis, characterization and antimicrobial evaluation of some novel hydrazinecarbothioamide, 4‐thiazolidinone and 1,2,4‐triazole‐3‐thione derivatives
  作者：Efe Doğukan Dincel、Nuray Ulusoy‐Güzeldemirci、Dilek Şatana、Ömer Küçükbasmacı

  DOI：10.1002/jhet.4159

  日期：2021.1

  A series of novel hydrazinecarbothioamide (5a,c,f), 4‐thiazolidinone (6a‐e), and 1,2,4‐triazole‐3‐thione (7a‐d) were designed and synthesized. The structural elucidations of the novel compounds were performed by IR, 1H‐NMR, 13C‐NMR, mass and elemental analysis. All novel derivatives were evaluated for their antibacterial and antifungal activities against nine diverse microorganisms. According to the

  设计并合成了一系列新颖的肼基甲硫酰胺（5a，c，f），4-噻唑烷酮（6a - e）和1,2,4-三唑-3-硫酮（7a - d）。通过IR，1 H-NMR，13 C-NMR，质量和元素分析对新型化合物进行结构解析。评价了所有新型衍生物对九种不同微生物的抗菌和抗真菌活性。根据化合物的生物学活性研究，6d，7c和7d显示出希望的有希望的抗菌活性。而且6d显示出强大的抗真菌活性。因此，获得的结果表明6d，7c和7d由于其直接合成和相关的生物活性而呈现出未来药物开发的主导结构。