Abstract
A series of novel Mannich bases 5-(naphthalen-2-yloxymethyl)-3-(substituted)aminomethyl-3H-[1,3,4]oxadiazole-2-thiones (5a-h) were synthesized by aminomethylation of substituted-1,3,4-oxadiazole-2(3H)-thione by equimolar concentration of primary or secondary amines. Synthesized compounds were characterized by spectrometric techniques (IR, 1H & 13C NMR), and evaluated for antibacterial potential against various Gram-positive and Gram-negative bacterial strains using cup-plate method employing ciprofloxacin as standard drug. Compounds 5a-c and 5g exhibited strong antibacterial activity against tested bacterial strains. Compound 5a was active against Bacillus pumilus, Shigella dysenteriae and Vibrio cholera; compound 5b exhibited significant activity against Bacillus pumilus, and Shigella dysenteriae; compound 5c was active against Bacillus pumilus and Vibrio cholera and compound 5g was active against Dshigella boydii and Acinetobacter aceti bacterial strains. The SAR study revealed that the synthesized compounds (5a-h) having less bulky group exhibited good antibacterial activity.
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