Synthesis, physical and chemical properties of 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetic acids salts

Authors

DOI:

https://doi.org/10.14739/2409-2932.2017.3.112751

Keywords:

synthesis, 1, 2, 4-triazole, salts, chromato-mass spectrum

Abstract

Thanks to the rapid development of science, humanity has achieved remarkable success in various fields. This also applies to the synthesis of biological compounds. Over the centuries, scientists have invented many methods and drugs that are being actively used to date. Derivatives of 1,2,4-triazole can be the foundation for the manufacture of new native drugs that will compete with foreign ones.

The aim of work was synthesis and confirmation the structure of 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetate acids salts.

Materials and methods. As starting substances we used 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetic acids, which were synthesized  by previously described methods.

The structure of synthesized compounds was confirmed by the complex use of modern physical-chemical methods of analysis: elemental analysis, 1H-NMR spectroscopy, HPLC-MS.

Results. Salts of 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetic acids were synthesized by the interaction of the appropriate acids with organic (morpholin, methanamin, 2-hydroxyethanamin), inorganic basics (aqueous ammonia solution, sodium hydroxide) and salts (zinc sulfate, ferrum (III) chloride, magnesium sulfate, copper (II) sulfate) in alcoholic or aqueous media.

Conclusions. A series of novel 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetic acids salts were synthesized. The structure of synthesized compounds is established using modern physical-chemical methods of analysis.

References

Brytanova, T. S., Pruhlo, Ye. S., Bilai, I. M., & Knysh, Ye. H. (2012) Syntez ta hepatoprotektorna aktyvnist pokhidnykh 3,5-R-4-((5-nitrofuran-2-il)metylenamino- ta 3,5-R-4-(3-(5-nitrofuran-2-il)alilidenamino)-1-R1-4N-1,2,4-triazolii halohenidiv [Synthesis and hepatoprotective activity of 3,5-R-4-((5-nitrofuran-2-il)methylenamino- та 3,5-R-4-(3-(5- nitrofuran-2-il)allylidenamino)-1-R1-4Н-1,2,4-triazoliy halogenides derivateves]. Current issues in pharmacy and medicine: science and practice, 2, 176. [in Ukrainian].

Patel, N. B., Khan, I. H., Pannecouque, C., & De Clercq, E. (2013) Anti-HIV, antimycobacterial and antimicrobial studies of newly synthesized 1,2,4-triazole clubbed benzothiazoles. Med. Chem. Res., 22(3), 1320–1329.

Bushueva, I. V., Parkhomenko, L. I., Knysh, Ye. G., & Panasenko, O. I. (2014) Zastosuvannia morfolinii 2-5-(pirydyn-4-il)-1,2,4-triazol-3-iltio atsetatu dlia likuvannia i profilaktyky deiakykh zakhvoriuvan [Application of the morpholines of 2-[5-(pyridin-4-yl)-1,2,4-triazol-3-ylthio] acetates for the treatment and prevention of some diseases]. Zaporozhye medical journal, 2, 97–99. [in Ukrainian]. doi: https://doi.org/10.14739/2310-1210.2014.2.25443.

Britanova, T. S., Pruglo, Ye. S., Hotsulya, A. S., Panasenko, A. I., & Knysh, Ye. H. (2013) Vyvchennia diuretychnoi aktyvnosti ilidenpokhidnykh halohenidiv 3,5-R-4H-amino-r-1,2,4-triazolu [Study of the diuretic activity уlidenderivatives halogenides of 3,5-R-4-amino-1,2,4-triazole]. Current issues in pharmacy and medicine: science and practice, 1(11), 18–20. [in Ukrainian].

Pruhlo, Ye. S. (2016) Vplyv 4-benzylidenamino-5-fenil-4N-1, 2, 4-triazol-3-tioniv i solei 2-(4-amino-5-fenil-4N-1, 2, 4-triazol-3-iltio) atsetatnykh kyslot na tsentralnyi komponent notsytseptyvnoi systemy [Effect of 4-benzylidenamino-5-phenyl-4Н-1,2,4-triazole-3-thiones and salts of 2-(4-amino-5-phenyl-4Н-1,2,4-triazole-3-ylthio) acetic acid on central component of nociceptive system]. Current issues in pharmacy and medicine: science and practice, 2, 57–61. doi: 10.14739/2409-2932.2016.2.70699.

Odyntsova, V. M. (2016) Protymikrobna ta protyhrybkova aktyvnist deiakykh zamishchenykh (5-(adamantan-1-il)-4R-1, 2, 4-triazol-3-iltioliv [Antimicrobial and antifungal activity of some (5-(adamantane-1-yl)-4R-1,2,4-triazole-3-ylthiols substitutes]. Current issues in pharmacy and medicine: science and practice, 3, 49–53. doi: 10.14739/2409-2932.2016.3.77945.

Safonov, A. A., Panasenko, O. I., Knysh, Ye. H., & Samura, T. O (2015) Syntez i fizyko-khimichni vlastyvosti 2-(4-(R-amino)-5-(tiofen-2-ilmetyl)-4N-1,2,4-triazol-3-il)tioatsetatnykh kyslot [Synthesis and physicochemical properties of 2-(4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thioacetate acids]. Odeskyi medychnyi zhurnal, 4, 13–16. [in Ukrainian].

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1.
Safonov А, Panasenko ОІ, Knysh YG. Synthesis, physical and chemical properties of 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetic acids salts. Current issues in pharmacy and medicine: science and practice [Internet]. 2017Nov.1 [cited 2024Apr.23];(3). Available from: http://pharmed.zsmu.edu.ua/article/view/112751

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Section

Synthesis of the biologically active compounds