Synthesis and physical-chemical properties of 3-(alkylthio)-4-R-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazoles

Authors

  • O. A. Suhak
  • O. I. Panasenko
  • Ye. G. Knysh

DOI:

https://doi.org/10.14739/2409-2932.2015.2.45130

Keywords:

1, 2, 4-triazoles, IR-spectroscopy, HPLC-mass Spectrometry, Synthesis

Abstract

Aim. Selection, synthesis and biological properties of new compound play major role in creating original medicines.

Methods and results. Therefore, to find new bioactive compounds 3-(alkylthio)-4-R-5-(thiophene-2-ylmethyl)-4H-1,2,4-triazoles, where R - methyl, ethyl, phenyl, have been synthesized, by alkylation reaction of 4-R-5-(thiophene-2-ylmethyl)-4H-1,2,4-triazole-3-thiols with 1-bromobutane, or 1-bromopentane, or 1-bromohexane, 1-bromoheptane, 1-bromooctane, 1-bromononane, 1-bromodekane in the n-butanol medium and their physical-chemical properties have been studied using modern physical-chemical methods of analysis, elemental analysis, IR spectroscopy, and their individuality using HPLC-MS.

Conclusion. This suggests the possibility of further studying the biological effect of the synthesized compounds.

References

Ilʹina O. V., Parxomenko L. I., Izdepsʹkyj V. J. (2008) Vyznačennja protyvirusnoji aktyvnosti dejakyx poxidnyx 1,2,4-tryazolu vidnosno virusu čumy ta parvovirusu sobak [Vyznachennia protyvirusnoi aktyvnosti deiakykh pokhidnykh 1,2,4-tryazolu vidnosno virusu chumy ta parvovirusu sobak ]. Veterynarni nauky : zb. nauk. pracʹ Luhansʹkoho Nac. ahrarnoho un-tu. – Luhansʹk, no. 84.,pp. 64–67.

Pruhlo Je. S., Bilaj I. M., Ščerbyna R. O. [ta in.]( 2010) Vplyv S-poxidnyx 4-R-5-R1-1,2,4-triazol-3-tionu na vydilʹnu funkciju nyrok pry eksperymentalʹnij hiperlipidemiji [Impact of S- derivative 4 -R- 5 -R1-1,2,4- triazoles -3- thione on the excretory renal function in experimental hyperlipidemia].Farmac. žurn.,no. 6, pp. 62–67.

I. M. Bilaj, Je. S. Pruhlo, Je. O. Myxajljuk (2011)Vplyv poxidnyx 4-R-5-R1-1,2,4-triazol-3-tionu na vydilʹnu funkciju nyrok [Effect of 4 -R- 5 -R1-1,2,4- triazoles -3- thione in renal excretory function Vplyv poxidnyx 4-R-5-R1-1,2,4-triazol-3-tionu na vydilʹnu funkciju nyrok] Proceedings of the Liky-ljudyni : materialy XXVIII vseukr. nauk.-prakt. konf. z mižnar. učastju. – X., рр. 15–16.

Kazitsyna L.A., Kupletskaya N.B. (1971) Primenenie UF-, IK-, iYaMR-spektroskopii v organicheskoykhimii.[ Application of UV, IR, and NMR spectroscopy in organic chemistry] - Moscow.: Vyssh. shk., 264 p. (in Russian)

Je. H. Knyš, O. I. Panasenko, A. A. Safonov(2012) Pat. 74648 Ukrajina, MPK 2012.01 C07D 249/00, A61K31/00. Poxidni 1,2,4-triazolu, ščo projavljajutʹ protymikrobnu aktyvnistʹ[ Derivatives of 1,2,4- triazol, that show antimicrobial activity] ; patentovlasnyk Zaporizʹkyj derž. med. un-t. – no. u 2012 03353 ; opubl. 12.11.12, Bjul. no. 21.

A. A. Safonov, Je. H. Knyš (2012) Protymikrobna ta protyhrybkova dija S-poxidnyx 5-heteryl-4-(R-amino)-1,2,4-triazol-3-tioliv [Antimicrobial and antifungal effect of derivative S-5 heteryl-4- (R-amino) -1,2,4-triazoles-3-thiols]. Aktualʹni pytannja farmac. ta med. nauky ta praktyky. no. 2, dodatok : tezy dop. Vseukr. nauk.-prakt. konf. z mižnar. učastju, prysvjač. Dnju nauky «Medycyna ta farmacija XXI stolittja-krok u majbutnje»,( 19-20 kvit. 2012., m. Zaporižžja). – p. 221.

Brytanova T. S., Pruhlo Je. S., Bilaj I. M., Knyš Je. H.(2012) Syntez ta hepatoprotektorna aktyvnistʹ poxidnyx 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-triazolij halohenidiv [Synthesis and hepatoprotective activity of derivatives of 3,5-R-4-((5-nitrofurans-2-yl) and metylenamino-3,5-R-4-(3-(5- nitrofuran -2- yl) alilidenamino)-1-R1-4Н-1,2,4- triazoles halides] Aktualʹni pytannja farmac. ta med. nauky ta praktyky. – no. 2, dodatok : tezy dop. Vseukr. nauk.-prakt. konf. z mižnar. učastju, prysvjač. Dnju nauky «Medycyna ta farmacija XXI stolittja - krok u majbutnje»,( 19-20 kvit. 2012 r., m. Zaporižžja.) – p. 176.

Ščerbyna R. O., Panasenko O. I., Knyš E. H.(2011) Doslidžennja hipohlikemičnoji aktyvnosti poxidnyx 2-(4-R-5-R1-1H-1,2,4-triazol-3-iltio)acetalʹdehidu pry eksperymentalʹnij hiperlipidemiji [Research hypoglycemic activity of derivatives of 2- (4-R-5-R1-1H-1,2,4-triazoles 3-iltio) acetaldehyde in experimental hyperlipidemia] Materialy XXVIII vseukr. nauk.-prakt. konf. z mižnar. učastju «Liky-ljudyni». – X., p. 152

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1.
Suhak OA, Panasenko OI, Knysh YG. Synthesis and physical-chemical properties of 3-(alkylthio)-4-R-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazoles. Current issues in pharmacy and medicine: science and practice [Internet]. 2015Jul.14 [cited 2024Nov.24];(2). Available from: http://pharmed.zsmu.edu.ua/article/view/45130

Issue

No. 2 (2015)

Section

Synthesis of the biologically active compounds

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