Synthesis, physical and chemical properties of 2-((4-R-3-(morfolinomethylen)-4H-1,2,4-triazole-5-yl)thio)acetic acid salts

Today’s medicine and pharmacy undoubtedly need new and effective drugs. The 1,2,4-triazole derivatives occupy a special place among the wide variety of active organic compounds. This interest is caused primarily by high biological activity of these derivatives, low toxicity and high accessibility in...

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Main Author: R. О. Shcherbyna
Format: Article
Language:English
Published: Zaporizhzhia State Medical and Pharmaceutical University 2017-04-01
Series:Aktualʹnì Pitannâ Farmacevtičnoï ì Medičnoï Nauki ta Praktiki
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Online Access:http://pharmed.zsmu.edu.ua/article/view/93424/90520
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author R. О. Shcherbyna
author_facet R. О. Shcherbyna
author_sort R. О. Shcherbyna
collection DOAJ
description Today’s medicine and pharmacy undoubtedly need new and effective drugs. The 1,2,4-triazole derivatives occupy a special place among the wide variety of active organic compounds. This interest is caused primarily by high biological activity of these derivatives, low toxicity and high accessibility in terms of synthesis. Thus, drugs from 1,2,4-triazoles are known and are used extensively in medicine. It is important that a sufficiently large number of scientists-synthetics are paying attention on the heterocyclic system. Although a huge amount of information in the scientific literature is devoted to the 1,2,4-triazole derivatives, the 2-((4-R-3-(morfolinometylen)-4H-1,2,4-triazole-5-yl)thio)acetic acid salts are virtually unexplored. The purpose of the work. Synthesis and establishing of the physical and chemical parameters of new 2-((4-R-3-(morfolinometylen)-4H-1,2,4-triazole-5-yl)thio)acetic acid salts. Materials and methods. The study of physical and chemical properties of the obtained compounds was conducted by the methods that are listed in the State Pharmacopoeia of Ukraine 2.0. The melting point was defined on the device which determines the melting point MPA100. The elemental composition of the compounds was found on the analyzer Elementar Vario ЕL cube (CHNS) . 1H NMR specters of obtained compounds were recorded by using a spectrometer Varian Mercury VX-200 (1H, 200 MHz) and decrypted by a computer program SpinWorks 3.1.8. Chromatography-mass spectral studies were conducted on the gas-liquid chromatograph Agilent 1260 Infinity HPLC equipped with a mass spectrometer Agilent 6120 (ionization in electrospray (ESI)). Results and discussion. As the source (starting) compounds 2-((4-R-3-(morfolinometylen)-4H-1,2,4-triazole-5-yl)thio)acetic acids (where, R = H, CH3, C2H5, C6H5, NH2) were taken. Further, by the action of ammonia hydroxide, sodium and potassium hidrogen carbonates, piperidine, morpholine, methylamine, monoethanolamine and tributylamine in alcohol or aqueous media the corresponding salts were obtained. Conclusions. In this study were synthesized 20 new compounds, salts of 2-((4-R-3-(morfolinometylen)-4H-1,2,4-triazole-5-yl)thio)acetic acid. The structure of the synthesized compounds in all cases was confirmed by modern instrumental methods of analysis (1Н NMR-spectroscopy, chromatography-mass spectrometry and elemental analysis). The synthesized compounds can be used in further biological studies.
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spelling doaj-art-17ca169b0b4a4dc6a2eaf8b77f9c556d2025-08-20T02:42:04ZengZaporizhzhia State Medical and Pharmaceutical UniversityAktualʹnì Pitannâ Farmacevtičnoï ì Medičnoï Nauki ta Praktiki2306-80942409-29322017-04-0114810.14739/2409-2932.2017.1.93424Synthesis, physical and chemical properties of 2-((4-R-3-(morfolinomethylen)-4H-1,2,4-triazole-5-yl)thio)acetic acid saltsR. О. ShcherbynaToday’s medicine and pharmacy undoubtedly need new and effective drugs. The 1,2,4-triazole derivatives occupy a special place among the wide variety of active organic compounds. This interest is caused primarily by high biological activity of these derivatives, low toxicity and high accessibility in terms of synthesis. Thus, drugs from 1,2,4-triazoles are known and are used extensively in medicine. It is important that a sufficiently large number of scientists-synthetics are paying attention on the heterocyclic system. Although a huge amount of information in the scientific literature is devoted to the 1,2,4-triazole derivatives, the 2-((4-R-3-(morfolinometylen)-4H-1,2,4-triazole-5-yl)thio)acetic acid salts are virtually unexplored. The purpose of the work. Synthesis and establishing of the physical and chemical parameters of new 2-((4-R-3-(morfolinometylen)-4H-1,2,4-triazole-5-yl)thio)acetic acid salts. Materials and methods. The study of physical and chemical properties of the obtained compounds was conducted by the methods that are listed in the State Pharmacopoeia of Ukraine 2.0. The melting point was defined on the device which determines the melting point MPA100. The elemental composition of the compounds was found on the analyzer Elementar Vario ЕL cube (CHNS) . 1H NMR specters of obtained compounds were recorded by using a spectrometer Varian Mercury VX-200 (1H, 200 MHz) and decrypted by a computer program SpinWorks 3.1.8. Chromatography-mass spectral studies were conducted on the gas-liquid chromatograph Agilent 1260 Infinity HPLC equipped with a mass spectrometer Agilent 6120 (ionization in electrospray (ESI)). Results and discussion. As the source (starting) compounds 2-((4-R-3-(morfolinometylen)-4H-1,2,4-triazole-5-yl)thio)acetic acids (where, R = H, CH3, C2H5, C6H5, NH2) were taken. Further, by the action of ammonia hydroxide, sodium and potassium hidrogen carbonates, piperidine, morpholine, methylamine, monoethanolamine and tributylamine in alcohol or aqueous media the corresponding salts were obtained. Conclusions. In this study were synthesized 20 new compounds, salts of 2-((4-R-3-(morfolinometylen)-4H-1,2,4-triazole-5-yl)thio)acetic acid. The structure of the synthesized compounds in all cases was confirmed by modern instrumental methods of analysis (1Н NMR-spectroscopy, chromatography-mass spectrometry and elemental analysis). The synthesized compounds can be used in further biological studies.http://pharmed.zsmu.edu.ua/article/view/93424/90520synthesis4-triazolesphysical and chemical properties
spellingShingle R. О. Shcherbyna
Synthesis, physical and chemical properties of 2-((4-R-3-(morfolinomethylen)-4H-1,2,4-triazole-5-yl)thio)acetic acid salts
Aktualʹnì Pitannâ Farmacevtičnoï ì Medičnoï Nauki ta Praktiki
synthesis
4-triazoles
physical and chemical properties
title Synthesis, physical and chemical properties of 2-((4-R-3-(morfolinomethylen)-4H-1,2,4-triazole-5-yl)thio)acetic acid salts
title_full Synthesis, physical and chemical properties of 2-((4-R-3-(morfolinomethylen)-4H-1,2,4-triazole-5-yl)thio)acetic acid salts
title_fullStr Synthesis, physical and chemical properties of 2-((4-R-3-(morfolinomethylen)-4H-1,2,4-triazole-5-yl)thio)acetic acid salts
title_full_unstemmed Synthesis, physical and chemical properties of 2-((4-R-3-(morfolinomethylen)-4H-1,2,4-triazole-5-yl)thio)acetic acid salts
title_short Synthesis, physical and chemical properties of 2-((4-R-3-(morfolinomethylen)-4H-1,2,4-triazole-5-yl)thio)acetic acid salts
title_sort synthesis physical and chemical properties of 2 4 r 3 morfolinomethylen 4h 1 2 4 triazole 5 yl thio acetic acid salts
topic synthesis
4-triazoles
physical and chemical properties
url http://pharmed.zsmu.edu.ua/article/view/93424/90520
work_keys_str_mv AT roshcherbyna synthesisphysicalandchemicalpropertiesof24r3morfolinomethylen4h124triazole5ylthioaceticacidsalts