Synthesis and evaluation of antibacterial and antimycobacterial activities of some new pyrazole derivatives

Year 2021, Volume: 25 Issue: 5, 531 - 539, 28.06.2025

Zehra Tuğçe Gür Maz

Abstract

Pyrazoles and sulfonamides are ubiquitously classified as structural fragments in antimicrobial and antimycobacterial agents. In this present study, a series of 14 pyrazole based sulfonamide derivatives (7-20) were designed, synthesized regioisomeric structures were elucidated by spectroscopic methods. All target compounds were evaluated for their in vitro antibacterial potential against selected Gram (+) and Gram (-) bacterial strains as well as for their antimycobacterial activity. The bioactivity results demonstrated that all compounds showed selective antibacterial activity against B. subtilis with MIC values of 1-125 µg/mL. Especially, 1-[(2,4-dichlorophenyl)methyl]-N-(4- methoxybenzenesulfonyl)-3-methyl-1H-pyrazole-5-carboxamide (9), 1-[(2,4-Dichlorophenyl)methyl]-N-(4- fluorobenzenesulfonyl)-3-methyl-1H-pyrazole-5-carboxamide (10), N-(3,5-Dichlorobenzenesulfonyl)-1-[(2,4- dichlorophenyl)methyl]-3-methyl-1H-pyrazole-5-carboxamide (11) and 1-[(2,4-dichlorophenyl)methyl]-N-(4- fluorobenzenesulfonyl)-5-methyl-1H-pyrazole-3-carboxamide (17) displayed the highest antibacterial activity against B. subtilis with MIC values of 1 µg/mL, which were more effective compared to the reference chloramphenicol. As a conclusion, the snythesized new pyrazole sulfonamides stand out as promising antimicrobial agents for further development.

Keywords

Pyrazole , sulfonamide , regioisomer , antibacterial activity , antimycobacterial activity

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