Physical and chemical properties of some 4-amino-5-(furan-2-, 2-metylfuran-3-yl)-1,2,4-triazole-3-thiol alkyl derivatives
DOI:
https://doi.org/10.14739/2409-2932.2016.1.61476Keywords:
4-amino-5-(furan-2-, 2-metylfuran-3-yl)-1, 2, 4-triazole3-tiols, Transformation, Physical And Chemical PropertiesAbstract
Publications of domestic and foreign scientists in the last ten years clearly show that the search for new molecules among 1,2,4-triazole furan derivatives has not only theoretical interest in the study of physical and chemical properties of compounds, but also has a practical significance on the implementation of the most active agents in various spheres of human activity. The most striking example is the registration of new domestic veterinary drug «Tryfuzol 1% solution for injections» (registration certificate AB-05486-01-14 from 01.10.2014). Active substance of the «Tryfuzol» is a water-soluble substance, which is furan derivative of 1,2,4-triazole-3-thione according to the chemical formula.
Aim. Further research of reactions which are related to the study of physical and chemical properties of new 1,2,4-triazole-3-thione derivatives with heterocyclic furan system fragments, is an important task in the search for new biologically active compounds needed for the potential drugs creation.
Methods and results. For the first time we have synthesized the number of 4-amino-5-(furan-2, 2-metylfuran-3-yl)-1,2,4-triazole-3-thiol alkyl derivatives. As alkylating agents we have used appropriate bromalkans.
Conclusions. The structure of the synthesized compounds has been confirmed by complex physical and chemical analysis methods (elemental analysis, NMR spectroscopy, chromatography-mass spectrometry), and their individuality has been confirmed chromatographically.
References
Pruhlo,Ye. S., Bіlai, І. M., Kaplaushenko, A. H., Parchenko, V. V., Gotsulia, A. S., & Gotsulia, T. S. (2010) Antyoksydantna aktyvnist deiakykh pokhidnykh 1,2,4-traizolu pry eksperymentalnii hiperlipidemii [Antioxidant Activity of some derivatives of the 1,2,4-traіzol at the experimental hyperlipidemia]. Farmatsevtychnyi chasopys, 1(10), 61–65. [in Ukrainian].
Bilai, I. M., Halushko, A. Yu., Hnitko, I. V., Pruhlo, Ye. S., Kaplaushenko, A. H., Parchenko, V. V., et al. (2013) Hipolipidemichna aktyvnist deiakykh pokhidnykh 1,2,4-triazolu [The hypolipidemic activity of some 1,2,4-triazole derivatives]. Aktualni pytannia farmatsevtychnoi i medychnoi nauky ta praktyky, 1(11), 15–17. [in Ukrainian].
Parchenko, V. V., Panasenko, O. I., Knysh, Ye. H., Svintozelskyi, O. O., & Samura, B. A. (2009) Neirotropna aktyvnist S-pokhidnykh 5-(furan-2-il)-4-R-1,2,4-triazol-3-tioniv [Neurotrophic activity of 5-(furan-2-yl)-4-R-1,2,4-triazole-3-thioneS-derivatives]. Farmatsevtychnyi chasopys, 3(9), 34–37. [in Ukrainian].
Shcherbyna, R. O., Parchenko, V. V., Pavlov, S. V., Panasenko, O. I., Knysh, E. H., Belenichev, I. F. (2011) Neiroprotektyvna aktyvnist S-pokhidnykh 1,2,4-triazolu [Neuroprotective activity of the 1,2,4-triazoleS-derivatives]. Zaporozhskij medicinskij zhurnal, 13(1), 94–97. [in Ukrainian].
Parchenko, V. V. (2006) Syntez, fizyko-khimichni ta biolohichni vlastyvosti pokhidnykh 1,2,4-triazol-3-tionu, yaki mistiat yadro furanu (Dis…kand. farm. nauk). [Synthesis, physicochemical and biological properties of the 1,2,4-triazole-3-thione derivatives which contain furan core. Dr. farm. sci. diss.]. Kyiv. [in Ukrainian].
Parchenko, V. V. (2014) Syntez, peretvorennia, fizyko-khimichni ta biolohichni vlastyvosti v riadi 5-furylzamishchenykh 1,2,4-triazol-3-tioniv (Dis… dokt. farm. nauk). [Synthesis, physico-chemical and biological properties of the 1,2,4-triazole-3-thione 5-furil derivatives. Dr. farm. sci. diss.]. Zaporizhya. [in Ukrainian].
Parchenko, V. V., Panasenko, O. I., Knysh, Ye. H., Izdepskyi, V. Yu., Iliina, O. V., & Pohorluk, A. Yu. (2009) Piperydynii 2-[5-(furan-2-il)-4-fenil-1,2,4-triazol-3-iltio]atsetat, shcho vyiavliaie protyvirusnu aktyvnist po vidnoshenniu do virusiv kuriachykh embrioniv [Piperediniy 2-[5-(furan-2-yl-4-fenil-1,2,4-triazole-3-yltio] acetate which shows antiviral activity against chicken embryos viruses]. Zaporozhskij medicinskij zhurnal, 1, 97–98. [in Ukrainian].
Parchenko, V. V., Panasenko, O. I., Knysh, Ye. H., Dzublik, I. V., Trokhimenko, O. P., & Panasenko, T. V. (2008) Protyvirusna aktyvnist solei 2-[5-(furan-2-il)-4-R-1,2,4-tryazol-3-iltio]atsetatnykh kyslot [Antiviral activity of 2-[5-(furan-2-yl)-4-R-1,2,4-triazole-3-iltio] acetic acid salts]. Farmatsevtychnyi zhurnal, 6, 79–85. [in Ukrainian].
Parchenko, V. V., Yerokhin, V. Ye., Panasenko, O. I., & Knysh, E. H. (2009) Syntez, peretvorennia, fizyko-khimichni vlastyvosti 4-alkil-, aryl- ta 4-aminopokhidnykh 1,2,4-triazol-3-tioliv iz zalyshkamy frahmentiv furanu [Synthesis, transformation, physical and chemical properties of 4-alkyl-, aryl- and 4-amino derivatives of the 1,2,4-triazole-3-thiole with the remains of furan fragments] Zaporozhskij medicinskij zhurnal, 12(4), 83–87. [in Ukrainian].
Parchenko, V. V., Parkhomenko, L. I., Izdepskyi, V. Yu., Panasenko, O. I., & Knysh, Ye. H. (2013) Farmakobiokhimichni kharakterystyky piperydynii 2-(5-furan-2-il)-4-fenil-1,2,4-triazol-3-iltioatsetatu [Farmaco biochemical characteristics of the pyridinium 2-(5-furan-2-yl)-4-phenyl-1,2,4-triazole 3-iltio acetate]. Zaporozhskij medicinskij zhurnal, 1(76), 39–41. [in Ukrainian].
Knysh, Ye. H., Parchenko, V. V., Panasenko, O. I., Kaplaushenko, A. H., Makovik, Yu. V., Kulish, S. N., et al. (patentee) (2009) Patent 87184 Ukraina C07D 249/12, C07D 401/02 A61K 31/4196 Pokhidni 1,2,4-tryazol-3-iltioatsetatnoi kysloty, shcho vyiavliaiut antyoksydantnu, hepatoprotektornu ta imunostymuliuiuchu aktyvnist [Pat. 87184 Ukraine C07D 249/12, C07D 401/02 A61K 31/4196. 1,2,4-triazole-3-iltio acetic acid derivatives that exhibit antioxidant, hepatoprotective and immunostimulatory activity]. Biuleten, 12. [in Ukrainian].
Kaplaushenko, A. H., Parchenko, V. V., Scherbyna, R. O., Panasenko, O. I., Knysh, Ye. H., Belienichev, I. F., & Pavlov, S. V. (patentee) (2012) Pat. 76334 Ukraina S07D 249/00, A61K 38/00, A61K 31/00. Zastosuvannia morfoliniiu 2-(5-(4-pirydyl)-4-(2-metoksyfenil)-1,2,4-tryazol-3-iltio)atsetatu abo piperydyniiu 2-(5-(furan-2-il)-4-fenil-1,2,4-tryazol-3-iltio)atsetatu yak neiroprotektornykh ahentiv [Pat. 76334 Ukraine S07D 249/00, A61K 38/00, A61K 31/00. The usage of morfoliniy 2-(5-(4-pirydyl)-4-(2-metoxifenil)-1,2,4-triazole-3-iltio)acetate or piperydyniy 2-(5-(furan-2-yl)-4-phenyl-1,2,4-triazole-3-iltio)acetate as neuroprotective agents]. Biuleten, 24. [in Ukrainian].
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