Design, Synthesis, Molecular Docking and Anti-Microbial Activities of Some New 1, 2-Diazine and 1, 2, 4-Triazine Derivatives Containing Phenidone
نویسندگان
1 Department of Chemistry, College of Science, University of Baghdad, Baghdad, Iraq
2 Department of Chemistry, College of Science, University of Baghdad, Baghdad, Iraq
doi
10.48309/ajca.2024.461654.1538چکیده
In this study, we describe our results on the synthesis of 1, 2-diazine and 1,2,4-triazine derivatives. This group of compounds have been synthesized by the reaction of 1-phenyl-3-pyrazolidone (Phenidone) with chloroacetyl chloride, sodium hydride in DMF as a solvent, the product 2-(2-chloroacetyl)-1-phenylpyrazolidin-3-one (1), and then reacted with a hydrazine hydrate in absolute ethanol to obtain hydrazide derivative (2), which give 1,2-Diazine derivatives (3-8) has been synthesized by cyclization of hydrazide derivative (2) and with different aromatic anhydride. Likewise, which reacted with phenyl isocyanate, α-naphtylisocyanate, and phenylthioisocyanate, and then cyclization with alkaline media of sodium hydroxide to produce three membered heterocyclic rings such as 1, 2, 4-triazine derivatives (12-14). In alkaline media (20% KOH) compound (2) reacted with CS2 to give potassium salt (15) that cyclization with excess of hydrazine hydrate to give 1, 2, 4-triazine derivative compound (16). All newly synthesized compounds conformation were characterized in detail by FTIR and NMR spectroscopy including 1D-NMR experiments (1H and 13C). The present study was carried out to investigate the, their antimicrobial activity and study molecular docking activity.
