The purpose of this study was the synthesis of a novel series of 1,2,3-triazole-1,4-dihydropyridine-3,5-dicarbonitrile derivatives (3a-3o) via Cu(I) catalyzed reaction between a terminal alkyne and substituted alkyl or aryl azides. The synthesized triazoles were characterized by 1H NMR, 13C NMR, and single crystal X-Ray. They were screened in vitro for antibacterial activity against a set of 10 bacterial cultures by the broth microdilution method. The significant antibacterial activity with MIC: 50 μg mL-1 was displayed by compounds 3j and 3h against Pseudomonas aeruginosa and compounds 3c and 3g against Salmonella paratyphi as well as compound 3f against Enterobacter aerogenes, Klebsiella pneumoniae, Proteus vulgaris, and Shigella flexneri. Compound 3e was the only compound that was found to inhibit Escherichia coli with MIC: 200 μg mL-1.