Synthesis and prediction of bioactivity of new nitroimidazole derivatives

Abstract

Syntheses of 1-propyl derivatives of 2-methyl-5-nitroimidazole (11-17), containing various azanaphthalene systems attached at 3-position of the propyl group have been described. Due to structural similarity of the derivatives 11-17 with metronidazole, an antibacterial and antiprotozoal drug, pharmacological properties of the target compounds were predicted using the PASS program. Polar surface area (PSA) parameter was also applied for estimation of the physical properties of 11-17 as drug-like candidates.

Synthesis of new imidazole derivatives

“…Upon continuation of our studies on the synthesis of azaheterocyclic compounds with potential biological activity [12], we have obtained the phenylpiperazinyl derivatives 7-12 of 2-methyl-5-nitroimidazole (1), shown in Scheme.…”

“…Synthesis of Alkylation Reagents, 2 and 3. 1-(3-Chloropropyl)-2-methyl-5-nitroimidazole (2) was prepared according to described procedure [12]. 1-(4-Bromobutyl)-2-methyl-5-nitroimidazole (3) was obtained likewise as compound 2 in reaction with 2-methyl-5-nitroimidazole (1) using of 1,4-dibromobutane instead of 1-bromo-3-chloropropane.…”