Physical-chemical properties of 5-(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol s-derivatives

Introduction. Currently an attempt to combine 1,2,4-triazole heterocycle with various pharmacologically active fragments of other organic molecules is popular among the scientists. Earlier we have noted that the introduction of fluorophenyl radical in the 1,2,4-triazole structure leads to the format...

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Main Authors: O. A. Bihdan, V. V. Parchenko
Format: Article
Language:English
Published: Zaporizhzhia State Medical and Pharmaceutical University 2017-08-01
Series:Aktualʹnì Pitannâ Farmacevtičnoï ì Medičnoï Nauki ta Praktiki
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Online Access:http://pharmed.zsmu.edu.ua/article/view/103517/99931
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author O. A. Bihdan
V. V. Parchenko
author_facet O. A. Bihdan
V. V. Parchenko
author_sort O. A. Bihdan
collection DOAJ
description Introduction. Currently an attempt to combine 1,2,4-triazole heterocycle with various pharmacologically active fragments of other organic molecules is popular among the scientists. Earlier we have noted that the introduction of fluorophenyl radical in the 1,2,4-triazole structure leads to the formation of compounds with new properties and it stimulates and inspires scientists for further search of new compounds among 1,2,4-triazole-3-thiol fluorphenylderivatives. The aim of our study was to synthesize new derivatives of S-5-(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol, to explore the physical and chemical properties for the first time obtained 3-(3-fluorophenyl)-6-(aryl-, heteryl)-[1,2,4]triazole[3,4-b][1,3,4] thiadiazole. Research materials and methods. The study of the physical and chemical properties of 5-(3-ftorfenyl)-4-amino-1,2,4-triazole-3-thiol and 3-(3-ftorfenyl)-6-(aryl-, heteryl)-[1,2,4]triazole[3,4-b][1,3,4]thiadiazoles has been conducted using certified and licensed equipment of physical and chemical laboratories in Zaporozhye State Medical University according to the plans of the study. Research results. The structure of the synthesized 3-(3-ftorfenyl)-6-(aryl-, heteryl)-[1,2,4]triazole[3,4-b][1,3,4]thiadiazoles has been proved using modern physical-chemical methods of analysis (elemental analysis, 1H NMR spectroscopy, chromatography-mass spectrometry), and their identity has been confirmed chromatographically. The signals of aromatic protons 3-(3-ftorfenyl)-6-(aryl-, heteryl)-[1,2,4]triazole[3,4-b][1,3,4]thiadiazoles in the 1H NMR-spectrum registered as doublets, triplets, multipletes and relevant chemical shifts. Analyzing the constants peaks of pseudomolecular ions of initial compound and corresponding 3-(3-ftorfenyl)-6-(aryl-, heteryl)-[1,2,4]triazole[3,4-b][1,3,4]thiadiazoles we can assert about the compliance between the calculated values of the mass and found mass in the analysis. Conclusions. Using the known methods of synthesis we have obtained for the first time the 5-(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol which was cyclized in the presence of the relevant aryl-, heterylacetic acids in POCl3. We have obtained a whole series of new 3-(3-ftorfenyl)-6-(aryl-, heteryl)-[1,2,4]triazole[3,4-b][1,3,4]thiadiazoles. The reaction of cyclization and confirmation of the obtained molecules’ structure have been proved by modern complex methods of analysis (elemental analysis, 1H NMR-spectroscopy, chromatography-mass spectrometry).
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spelling doaj-art-433ce65aad254b58bdbf679028ae5dee2025-08-20T03:34:30ZengZaporizhzhia State Medical and Pharmaceutical UniversityAktualʹnì Pitannâ Farmacevtičnoï ì Medičnoï Nauki ta Praktiki2306-80942409-29322017-08-01213514010.14739/2409-2932.2017.2.103517Physical-chemical properties of 5-(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol s-derivativesO. A. BihdanV. V. ParchenkoIntroduction. Currently an attempt to combine 1,2,4-triazole heterocycle with various pharmacologically active fragments of other organic molecules is popular among the scientists. Earlier we have noted that the introduction of fluorophenyl radical in the 1,2,4-triazole structure leads to the formation of compounds with new properties and it stimulates and inspires scientists for further search of new compounds among 1,2,4-triazole-3-thiol fluorphenylderivatives. The aim of our study was to synthesize new derivatives of S-5-(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol, to explore the physical and chemical properties for the first time obtained 3-(3-fluorophenyl)-6-(aryl-, heteryl)-[1,2,4]triazole[3,4-b][1,3,4] thiadiazole. Research materials and methods. The study of the physical and chemical properties of 5-(3-ftorfenyl)-4-amino-1,2,4-triazole-3-thiol and 3-(3-ftorfenyl)-6-(aryl-, heteryl)-[1,2,4]triazole[3,4-b][1,3,4]thiadiazoles has been conducted using certified and licensed equipment of physical and chemical laboratories in Zaporozhye State Medical University according to the plans of the study. Research results. The structure of the synthesized 3-(3-ftorfenyl)-6-(aryl-, heteryl)-[1,2,4]triazole[3,4-b][1,3,4]thiadiazoles has been proved using modern physical-chemical methods of analysis (elemental analysis, 1H NMR spectroscopy, chromatography-mass spectrometry), and their identity has been confirmed chromatographically. The signals of aromatic protons 3-(3-ftorfenyl)-6-(aryl-, heteryl)-[1,2,4]triazole[3,4-b][1,3,4]thiadiazoles in the 1H NMR-spectrum registered as doublets, triplets, multipletes and relevant chemical shifts. Analyzing the constants peaks of pseudomolecular ions of initial compound and corresponding 3-(3-ftorfenyl)-6-(aryl-, heteryl)-[1,2,4]triazole[3,4-b][1,3,4]thiadiazoles we can assert about the compliance between the calculated values of the mass and found mass in the analysis. Conclusions. Using the known methods of synthesis we have obtained for the first time the 5-(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol which was cyclized in the presence of the relevant aryl-, heterylacetic acids in POCl3. We have obtained a whole series of new 3-(3-ftorfenyl)-6-(aryl-, heteryl)-[1,2,4]triazole[3,4-b][1,3,4]thiadiazoles. The reaction of cyclization and confirmation of the obtained molecules’ structure have been proved by modern complex methods of analysis (elemental analysis, 1H NMR-spectroscopy, chromatography-mass spectrometry).http://pharmed.zsmu.edu.ua/article/view/103517/999314-triazole S-derivativessynthesisphysical-chemical properties
spellingShingle O. A. Bihdan
V. V. Parchenko
Physical-chemical properties of 5-(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol s-derivatives
Aktualʹnì Pitannâ Farmacevtičnoï ì Medičnoï Nauki ta Praktiki
4-triazole S-derivatives
synthesis
physical-chemical properties
title Physical-chemical properties of 5-(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol s-derivatives
title_full Physical-chemical properties of 5-(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol s-derivatives
title_fullStr Physical-chemical properties of 5-(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol s-derivatives
title_full_unstemmed Physical-chemical properties of 5-(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol s-derivatives
title_short Physical-chemical properties of 5-(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol s-derivatives
title_sort physical chemical properties of 5 3 fluorophenyl 4 amino 1 2 4 triazole 3 thiol s derivatives
topic 4-triazole S-derivatives
synthesis
physical-chemical properties
url http://pharmed.zsmu.edu.ua/article/view/103517/99931
work_keys_str_mv AT oabihdan physicalchemicalpropertiesof53fluorophenyl4amino124triazole3thiolsderivatives
AT vvparchenko physicalchemicalpropertiesof53fluorophenyl4amino124triazole3thiolsderivatives