An efficient synthesis of designed 4‐thiazolidinone fused pyrimidine derivatives as potent antimicrobial agents

Abstract

A novel series of hybrid 2-substituted ((pyrimidin-2-yl)hydrazinyl)thiazolidin-4-one derivatives were synthesized by means of aromatic nucleophilic displacement of chlorine atoms of 2,4,6-trichloro pyrimidine. Synthesis of some novel 2-(2-(6-morpholino-4-substituted(phenyl amino)pyrimidin-2-yl)hydrazinyl)thiazol-4(5H)-one derivatives have been carried out by the displacement of chlorine atoms on the basis of functionality concept on varying conditions. The synthesized hydrazinyl thiazolidin-4-one pyrimidine derivatives were evaluated for their expected antimicrobialactivity; where, the majority of these compounds showed potent antibacterial and antifungal activities against the tested strains of bacteria and fungi. Afforded title analogs were subsequently characterized by elemental analysis, IR, 1 H NMR, 13 C NMR, Mass spectroscopy. SAR and HOMO-LUMO studies were also carried out for confirming the structure biological activity. Thus, these studies suggested that hydrazinyl pyrimidine derivatives bearing thiazolidinone moiety are interesting scaffolds for the development of novel antimicrobial agents.

Synthesis, crystal structure and evaluation of anticancer activities of some novel heterocyclic compounds based on thymol

“…antimicrobial [31][32][33], antidiabetic [34][35][36], antitubercular, [37][38], antiviral [39][40] and anticancer activities [41][42][43]. For example, [N-(4-acetyl-4,5-dihydro-5-methyl-5-phenyl-1,3,4thiadiazol-2-yl)acetamide] (D in Fig.…”

Diversification Via Coupling Reactions and Biological Activities of Pyrimidine Derivatives

“…The expected antibacterial activity of the resultant hydrazine thiazolidine-4-one pyrimidine derivatives was then assessed. [79] To determine their antibacterial and antifungal properties, the produced compounds were tested against bacterial and fungus strains. When tested against the pressures of bacteria and fungi, most of the compounds had considerable antibacterial and antifungal activity, showing their potential as antimicrobial agents.…”

“…2,4,6‐trichloro pyrimidine underwent an aromatic nucleophilic replacement of a chlorine atom as part of the synthesis. The expected antibacterial activity of the resultant hydrazine thiazolidine‐4‐one pyrimidine derivatives was then assessed [79] . To determine their antibacterial and antifungal properties, the produced compounds were tested against bacterial and fungus strains.…”

Synthetic strategies and medicinal perspectives of 4‐thiazolidinones: Recent developments and structure–activity relationship studies

“…Compounds with electron-withdr awing substituents like thiol-groups saw a decrease in antimicrobial activity in the agar test, which is called the agar streak dilution assay. The SAR study of the synthesized derivatives emphasized the greater potency of compounds having morpholine substitution at position 6 of the pyrimidine moiety [24].…”