Design, Synthesis and in Vitro Antibacterial Activity of 2-thiomethyl-benzimidazole Derivatives
2021
A series
of novel substituted benzimidazole (7a - n) derivatives were synthesized and characterized by 1H, 13C Nuclear
Magnetic Resonance (NMR) spectra and High Resolution Mass Spectrometry (HRMS).
The substitution was done in position -1 and -2 by appropriate groups. These compounds are
obtained by N-alkylation reaction with thiomethyl-1H-benzimidazole
intermediates (5a - g). Design of intermediates (5a - g) was made by condensation reaction between 2-methylbenzimidazole
thiourunium salt (3) and functionalized halides (4) in the
presence of sodium hydroxide (NaOH). Among the twenty-one compounds synthesized, ten were evaluated for their antimicrobial
activity on three bacterial strains namely: Escherichia coli ATCC 25922, Staphylococcus aureus ATCC 25923 and Pseudomonas aeruginosa ATCC 27853. Only E. coli ATTC 25922 was
susceptible to the synthesized derivatives 5g, 7f and 7h with a significant antibacterial activity (CMI is between 250 and 500 μg/mL).
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