Synthesis and analgesic activity of new pyrazole-containing derivatives of 1,2,4-triazole-3-thiol DOI Open Access
S. O. Fedotov,

A. S. Hotsulia,

Yu. V. Karpenko

et al.

Current issues in pharmacy and medicine science and practice, Journal Year: 2023, Volume and Issue: 16(3), P. 205 - 212

Published: Nov. 3, 2023

Pain represents a primary symptom of numerous diseases and conditions, affecting millions people worldwide. Effective analgesic medications can alleviate or eliminate pain, thereby enhancing patients’ quality life assisting them in resuming normal physical social activities. However, several existing analgesics may carry unwanted side effects, such as ulcers, blood clotting issues, drowsiness, more. The development new is focused on creating drugs that are both effective associated with fewer adverse effects. Considering the continuous rise number patients dealing neurological, oncological, other conditions accompanied by chronic there growing demand for innovative methods treatment pain management. combination two different heterocyclic fragments within one molecule makes it possible to use possibilities influencing various mechanisms occurrence pathological including those pain. Chemical modifications pyrazole 1,2,4-triazole structures, involving their incorporation into single molecule, have potential, suggested silico predictions, yield biologically active compounds properties. aim this work was determine optimal chemical transformation properties 4-amino-5-(3-methylpyrazol-5-yl)-1,2,4-triazole-3-thiol, 4-amino-5-(3-(3-fluorophenyl)pyrazol-5-yl)-1,2,4-triazole-3-thiol derivatives preparation bioactive systems activity. Materials methods. creation target series implemented consistently using well-known organic synthesis. 4-Amino-5-(3-methylpyrazole-5-yl)-1,2,4-triazole-3-thiol 4-amino-5-(3-(3-fluorophenyl)pyrazole-5-yl)-1,2,4-triazole-3-thiol were resynthesized starting materials acetone 1-(3-fluorophenyl)ethane-1-one, diethyloxalate, sodium methylate step-by-step hydrazinolysis carbon disulfide involvement an alkaline medium. Further targeted functionalization involved introduction 2,6-dichlorophenyl substitute, alkane acid residues, esters based structure compounds. all synthesized substances determined IR spectrophotometry, 1H NMR spectroscopy, elemental analysis. individuality confirmed high-performance liquid chromatography-mass spectrometry. studied models: “acetic acid-induced writhing test” formalin model inflammation. Pharmacokinetic parameters predictably calculated SwissADME online platform. Results. Based results synthetic part work, 4-amino-5-(3-methylpyrazole-5-yl)-1,2,4-triazole-3-thiol 4-amino-5-(3-(3-fluorophenyl)pyrazole-5-yl)-1,2,4-triazole-3-thiol, well derivatives, successfully recreated. presence beneficial effect saturated carboxylic acids formation antinociceptive activity has been proven. quantitative indicators pharmacokinetic parameters, during ADME analysis, fall acceptable ranges nearly instances. Conclusions. synthesis structural modification established, which allowed 2-((4-amino-5-(3-methylpyrazol-5-yl)-1,2,4-triazol-3-yl)thio)alkanoic esters, [1,2,4]triazolo[3,4-b][1,3,4]thiadiazine systems. It shown 1,2,4-triazol-3-thiol substituent creates activity, vivo experimental data acetic test inflammation model.

Language: Английский

Synthesis, Characterization and Study Biological Activity of Substituted 4-Amino -3,5-Bis (2,4-dichloro phenoxy)-1,2,4-Triazole DOI Open Access
Omar Yahya

Mağallaẗ ʻulūm al-rāfidayn, Journal Year: 2024, Volume and Issue: 33(1), P. 103 - 109

Published: March 31, 2024

In this paper, the ester (2) was prepared by reacting 2,4-dichlorophenoxy acetic acid with methyl alcohol and using concentrated sulfuric as a catalyst in reaction, which, when reacted hydrazine hydrate, obtained hydrazide.(3), under reflux conditions dimethyl sulfoxide at solvent temperature, compound 4-amino-3,5-bis-(2,4dichlorophenoxy)-1,2,4-triazole (4).It used to prepare series of new Schiff bases (5a-e) through their reaction different substitutes benzaldehyde.The completeness purity all compounds were confirmed thin-layer chromatography (TLC) showed some physical spectroscopic properties, namely (FT -IR 1H-NMR 13C-NMR).In addition, biological activity studied, effectiveness against types bacteria such Bacillus, Escherichia coli, Staphylococcus aureus discussed.Studies mainly fungi have shown good efficacy mentioned species disc diffusion technology.

Language: Английский

Citations

0
Synthesis and analgesic activity of new pyrazole-containing derivatives of 1,2,4-triazole-3-thiol DOI Open Access
S. O. Fedotov,

A. S. Hotsulia,

Yu. V. Karpenko

et al.

Current issues in pharmacy and medicine science and practice, Journal Year: 2023, Volume and Issue: 16(3), P. 205 - 212

Published: Nov. 3, 2023

Pain represents a primary symptom of numerous diseases and conditions, affecting millions people worldwide. Effective analgesic medications can alleviate or eliminate pain, thereby enhancing patients’ quality life assisting them in resuming normal physical social activities. However, several existing analgesics may carry unwanted side effects, such as ulcers, blood clotting issues, drowsiness, more. The development new is focused on creating drugs that are both effective associated with fewer adverse effects. Considering the continuous rise number patients dealing neurological, oncological, other conditions accompanied by chronic there growing demand for innovative methods treatment pain management. combination two different heterocyclic fragments within one molecule makes it possible to use possibilities influencing various mechanisms occurrence pathological including those pain. Chemical modifications pyrazole 1,2,4-triazole structures, involving their incorporation into single molecule, have potential, suggested silico predictions, yield biologically active compounds properties. aim this work was determine optimal chemical transformation properties 4-amino-5-(3-methylpyrazol-5-yl)-1,2,4-triazole-3-thiol, 4-amino-5-(3-(3-fluorophenyl)pyrazol-5-yl)-1,2,4-triazole-3-thiol derivatives preparation bioactive systems activity. Materials methods. creation target series implemented consistently using well-known organic synthesis. 4-Amino-5-(3-methylpyrazole-5-yl)-1,2,4-triazole-3-thiol 4-amino-5-(3-(3-fluorophenyl)pyrazole-5-yl)-1,2,4-triazole-3-thiol were resynthesized starting materials acetone 1-(3-fluorophenyl)ethane-1-one, diethyloxalate, sodium methylate step-by-step hydrazinolysis carbon disulfide involvement an alkaline medium. Further targeted functionalization involved introduction 2,6-dichlorophenyl substitute, alkane acid residues, esters based structure compounds. all synthesized substances determined IR spectrophotometry, 1H NMR spectroscopy, elemental analysis. individuality confirmed high-performance liquid chromatography-mass spectrometry. studied models: “acetic acid-induced writhing test” formalin model inflammation. Pharmacokinetic parameters predictably calculated SwissADME online platform. Results. Based results synthetic part work, 4-amino-5-(3-methylpyrazole-5-yl)-1,2,4-triazole-3-thiol 4-amino-5-(3-(3-fluorophenyl)pyrazole-5-yl)-1,2,4-triazole-3-thiol, well derivatives, successfully recreated. presence beneficial effect saturated carboxylic acids formation antinociceptive activity has been proven. quantitative indicators pharmacokinetic parameters, during ADME analysis, fall acceptable ranges nearly instances. Conclusions. synthesis structural modification established, which allowed 2-((4-amino-5-(3-methylpyrazol-5-yl)-1,2,4-triazol-3-yl)thio)alkanoic esters, [1,2,4]triazolo[3,4-b][1,3,4]thiadiazine systems. It shown 1,2,4-triazol-3-thiol substituent creates activity, vivo experimental data acetic test inflammation model.

Language: Английский

Citations

0