Synthesis and physical-chemical properties of some 5-(3-fluorophenyl)-4-methyl-1,2,4-triazole-3-thiol derivatives
Journal Title: Фармацевтичний журнал - Year 2017, Vol 2, Issue 2
Abstract
There are engaged scientists practically from all over the world to the 1,2,4-triazole system research but the greatest attention deserve the achievements of domestic scientists who managed from the very beginning to register new original medicines in Ukraine. There is no doubt that the original attempt of combining various typical fragments with the nucleus of 1,2,4-triazole is gaining popularity among researchers. The purpose of our work was to synthesized and investigate a row of new 5-(3-fluorophenyl)-4-methyl-1,2,4-triazole-3-thiols by a Sulfur atom, to study the physical-chemical properties of previously unsubscribed compounds. The chemical names of the compounds are given in accordance with the IUPAC nomenclature (1979) and the IUPAC recommendations (1993). Investigations of the physical-chemical properties of the obtained compounds were carried out according to the methods which are given in the State Pharmacopoeia of Ukraine. The melting point was determined on an automatic device for determining the melting point OptiMelt Stanford Research Systems MPA100 (USA). The elemental structure of the new compounds was established on the element analyzer Elementar Vario L cube (CHNS) (standard - sulfanilamide). The data of elemental analysis correspond to the calculated. The 1Н NMR-spectra of the compounds were recorded using a «Mercury 400» spectrometer, the solvent DMSO-d6, the internal standard – tetramethylsilane (TMS) and decrypted using the SpinWorks computer program. Chromate-mass spectra were recorded on an Agilent 6890N/5973N/FID spectrometer produced by Agilent Technologies with a Dean microflow switch. By the experiment results there were obtained eleven previously unidentified individual compounds light yellow and white color which are soluble in organic solvents and insoluble in water. The crystallization process was carried out in isopropanol. Using a complex approach with the use of modern physical-chemical methods of analysis we confirmed the structure of 5-(3-fluorophenyl)-4-methyl-1,2,4-triazole-3-thiol, 3-alkylthio-5-(3-fluorophenyl)-4-methyl-1,2,4-triazole, 1,4-bis((5-(3-fluorophenyl)-4-methyl-1,2,4-triazole-3-yl)thio)propane and 1,4-bis((5-(3-fluorophenyl)-4-methyl-1,2,4-triazole-3-yl)thio)butane. The individuality of the synthesized compounds was confirmed chromatographically, the constants peaks of the pseudo molecular ions of the synthesized compounds coincide with the calculated values of the molecular masses. We first synthesized 5-(3-fluorophenyl)-4-methyl-1,2,4-triazol-3-thiol which was further used as a starting material in the synthesis of new 3-alkylthio-5-(3-fluorophenyl)-4-methyl-1,2,4-triazole, 1,4-bis((5-(3-fluorophenyl)-4-methyl-1,2,4-triazol-3-yl)thio)propane and 1,4-bis((5-(3-fluorophenyl)-4-methyl-1,2,4-triazol-3-yl)thio)butane. Complex physical-chemical methods of analysis confirmed the structure of synthesized compounds.
Authors and Affiliations
O. A. Bihdan, V. V. Parchenko
Keywords
Related Articles
- EP ID EP556002
- DOI 10.32352/0367-3057.2.17.05
- Views 59
- Downloads 0
The rationale for the method of administration of decamethoxinum and lidocaine hydrochloride in the basis of drug films
It is known that the efficiency of the medicine depends on pharmaceutical factors, in particular on the technology of preparation. The choice of optimal technology preparation of a drug depends on such factors as the met...
Theoretical and experimental substantiation of the composition of the gel with the anti-inflammatory and local anesthetic action for application in sports medicine
The use of compounds of the natural origin, in particular standardized substances of propolis in combination with local anesthetics in the composition of soft dosage forms results in more expressed anti-inflammatory and...
Study on domestic market of medicinal products of plant origin
The popularity of herbal remedies and medicines, with the participation of biologically active substances from plants is traditionally high. The annual increase of the domestic market for herbal remedies is due to the pr...
Medical cosmetics in Ukraine: realities and prospects
Cosmetic remedies are significant part of pharmacy institutions. It’s important to take into account pharmacies’ specifics and to provide people having problem skin and the special needs of skin with cosmetic remedies as...
Marketing research ukrainian market antiplatelet agents
Antiplatelets are present at prevention and therapy of cardiovascular diseases necessarily. The aim of this work is organizing of informational file about medicines with antiplatelet activity, determination of actuality...