5-(furan-2-yl)-4-(p-tolyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione

• 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-(furan-2-yl)-4-(p-tolyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
• 英文别名: 3-(furan-2-yl)-4-(4-methylphenyl)-1H-1,2,4-triazole-5-thione
• 化学式: C₁₃H₁₁N₃OS
• mdl: MFCD02228931
• 分子量: 257.316
• InChiKey: LNAPTKKFFQVWLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  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：
  0.076
• 拓扑面积：
  72.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  奥硝唑 、 5-(furan-2-yl)-4-(p-tolyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 21.0h， 以45%的产率得到
  参考文献：
  名称：

  5-Nitroimidazole derivatives as possible antibacterial and antifungal agents

  摘要：

  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.

  DOI：

  10.1016/s0014-827x(99)00109-3
• 作为产物：
  描述：

  2-呋喃甲酰肼 在 盐酸 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 5-(furan-2-yl)-4-(p-tolyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
  参考文献：
  名称：

  一些新型含三唑类环丁烷衍生物的合成、抗氧化和抗肿瘤活性

  摘要：

  摘要 氨基硫脲 (2a-e) 是通过呋喃-2-羧酸酰肼 (1) 与五种不同的异硫氰酸酯 (RNCS) 衍生物的相互作用获得的。通过向反应介质中加入 KOH，得到乙基、烯丙基、苯基和苄基、对甲苯基取代的 1,2,4-三唑（3a-e）。在 2-氯-1-(3-甲基-3-甲基环丁基) 乙酮 (4) 存在下，将 3a-e 溶解在含有 K2CO3 的干燥丙酮中，得到 3,4,5-三取代的 1,2,4-三唑硫烷基含有环丁烷环的化合物 (5a-e)。最终化合物的结构通过元素分析、FT-IR、1H-NMR和13C-NMR确认。还研究了合成化合物的抗氧化和抗肿瘤特性。三种具有对甲苯基的三唑衍生物，与标准品相比，苄基和苯基取代基 (5c-e) 显示出良好的抗氧化和抗肿瘤活性。图形概要

  DOI：

  10.1080/10426507.2019.1597363

文献信息

• Synthesis, antioxidant and antitumor activities of some of new cyclobutane containing triazoles derivatives
  作者：Pelin Koparir

  DOI：10.1080/10426507.2019.1597363

  日期：2019.11.2

  compounds were confirmed by elemental analyses, FT-IR, 1H-NMR and 13C-NMR. The antioxidant and antitumor properties of the synthesized compounds were also investigated. Three of the triazole derivatives with p-tolyl, benzyl and phenyl substituents (5c–e) displayed good antioxidant and antitumor activity in comparison to the standards. Graphical Abstract

  摘要 氨基硫脲 (2a-e) 是通过呋喃-2-羧酸酰肼 (1) 与五种不同的异硫氰酸酯 (RNCS) 衍生物的相互作用获得的。通过向反应介质中加入 KOH，得到乙基、烯丙基、苯基和苄基、对甲苯基取代的 1,2,4-三唑（3a-e）。在 2-氯-1-(3-甲基-3-甲基环丁基) 乙酮 (4) 存在下，将 3a-e 溶解在含有 K2CO3 的干燥丙酮中，得到 3,4,5-三取代的 1,2,4-三唑硫烷基含有环丁烷环的化合物 (5a-e)。最终化合物的结构通过元素分析、FT-IR、1H-NMR和13C-NMR确认。还研究了合成化合物的抗氧化和抗肿瘤特性。三种具有对甲苯基的三唑衍生物，与标准品相比，苄基和苯基取代基 (5c-e) 显示出良好的抗氧化和抗肿瘤活性。图形概要
• Cansiz; Koparir; Demirdag, Molecules, 2004, vol. 9, # 4, p. 204 - 212
  作者：Cansiz、Koparir、Demirdag

  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).
• COMPOUNDS FOR MODULATING RNA BINDING PROTEINS AND USES THEREFOR
  申请人：RYDER Sean

  公开号：US20110065704A1

  公开（公告）日：2011-03-17

  The invention relates to compositions and methods for inhibiting RNA binding proteins (e.g., MEX-3, MEX-5 and POS-1), as well as methods for treating and preventing disorders associated with parasitic infections and inflammatory disorders.
• US8377639B2
  申请人：——

  公开号：US8377639B2

  公开（公告）日：2013-02-19