5-(2-furyl)-4-(4-chlorophenyl)-2,4-dihydro-1,2,4-triazole-3-thione | 60870-39-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(2-furyl)-4-(4-chlorophenyl)-2,4-dihydro-1,2,4-triazole-3-thione
• 英文别名: 4-(4-chlorophenyl)-5-(furan-2-yl)-4H-1,2,4-triazole-3-thiol；4-(4-chlorophenyl)-3-(furan-2-yl)-1H-1,2,4-triazole-5-thione
• CAS: 60870-39-5
• 化学式: C₁₂H₈ClN₃OS
• mdl: MFCD02046328
• 分子量: 277.734
• InChiKey: XKDMKAVJZNXLMF-UHFFFAOYSA-N

物化性质

• 熔点：
  274-275 °C(Solv: ethanol (64-17-5))
• 沸点：
  389.6±48.0 °C(Predicted)
• 密度：
  1.50±0.1 g/cm3(Predicted)
• 溶解度：
  >41.7 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 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

• 储存条件：
  -20°C

反应信息

• 作为反应物：
  描述：

  5-(2-furyl)-4-(4-chlorophenyl)-2,4-dihydro-1,2,4-triazole-3-thione 在 氢氧化钾 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 [4-(4-Chloro-phenyl)-5-furan-2-yl-4H-[1,2,4]triazol-3-ylsulfanyl]-acetic acid hydrazide
  参考文献：
  名称：

  Karali; Capan; Ergenc, Scientia Pharmaceutica, 1997, vol. 65, # 4, p. 277 - 287

  摘要：

  DOI：
• 作为产物：
  描述：

  2-呋喃甲酰肼 在 sodium hydroxide 作用下， 以 苯 为溶剂， 反应 10.0h， 生成 5-(2-furyl)-4-(4-chlorophenyl)-2,4-dihydro-1,2,4-triazole-3-thione
  参考文献：
  名称：

  Cansiz; Koparir; Demirdag, Molecules, 2004, vol. 9, # 4, p. 204 - 212

  摘要：

  DOI：

文献信息

• Design and antiproliferative and antioxidant activities of furan-based thiosemicarbazides and 1,2,4-triazoles: their structure-activity relationship and SwissADME predictions
  作者：Yusuf Sicak

  DOI：10.1007/s00044-021-02756-z

  日期：2021.8

  antiproliferative activity against the cervical (HeLa) cancer cell line among the compounds. In the lipid peroxidation inhibitory activity, thiosemicarbazide derivatives 3, 10, and 9 showed highest activity with IC50 of 21.80 ± 0.69, 26.49 ± 0.61, and 29.07 ± 0.52 µM, respectively, while triazole derivatives 15, 18, 19, 20, 21, and 22 exhibited the highest activity. Moreover, physicochemical properties,

  由于目前临床使用的药物数量有限，呋喃的多样化生物应用促进了多种缩氨基硫脲和三唑衍生物的制备，以开发新的药物制剂。本研究旨在探讨氨基硫脲的抗增殖和抗氧化活性（1 - 12）和1,2,4-三唑（13 - 24）。在合成的目标化合物中，3 , 4 , 6 , 7 , 8 , 9 , 10 , 11 , 12 , 15 , 16，18，19，20，21，22，23，和24是新的，而其余的化合物的合成中存在的文献中。化合物15 (IC 50 : 8.81 ± 0.28 µM) 在化合物中对宫颈 (HeLa) 癌细胞系显示出最高的抗增殖活性。在脂质过氧化抑制活性中，氨基硫脲衍生物3、10和9表现出最高的活性，IC 50 分别为 21.80 ± 0.69、26.49 ± 0.61 和 29.07 ± 0.52 µM，而三唑衍生物15、18、19、20、21和22表现出最高的活性。此外，使用 SwissADME
• 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.
• 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).
• Karali; Capan; Ergenc, Scientia Pharmaceutica, 1997, vol. 65, # 4, p. 277 - 287
  作者：Karali、Capan、Ergenc、Guersoy

  DOI：——

  日期：——
• Cansiz; Koparir; Demirdag, Molecules, 2004, vol. 9, # 4, p. 204 - 212
  作者：Cansiz、Koparir、Demirdag

  DOI：——

  日期：——