Radiostability and Antibacterial Activity of some New Halogenated 1,3-Thiazolidin-4-one Derivatives

Abstract

The ongoing prevalence of multidrug-resistant bacterial pathogens requires the development of new effective antibacterial agents. Bacterial resistance to antibiotics is a major obstacle to develop a new antibacterial due to the developing of new strains that can resist the already active molecules. Also, bacterial infections that couldn’t be treated by using the conventional antibiotics might be correlated with considerable morbidity and mortality, especially in immunocompromised persons. This current thesis aimed to design new halogenated 4-thiazolidinones that could have potential antibacterial activity. This scaffold was selected after exploration of the previously reported active thiazolidinone derivatives. Synthesis of the target compounds was then achieved, and various spectral data were used to confirm their chemical structure. Our work includes five synthesized reported intermediates: 1) 1-(3,4-Dichlorophenyl)-3-ethylthiourea (3a) 2) 1-Allyl-3-(3,4-dichlorophenyl)thiourea (3c) 3) 1-Cyclohexyl-3-(3,4-dichlorophenyl)thiourea (3d) 4) N-allylhydrazinecarbothioamide (22b) 5) N-benzylhydrazinecarbothioamide (22c) Furthermore, it involves the following four new intermediates: 1) 1-(3,4-Dichlorophenyl)-3-propylthiourea (3b) 2) (E)-2-(3,5-Difluorobenzylidene)hydrazinecarbothioamide (23a) 3) (E)-N-Allyl-2-(3,5-difluorobenzylidene)hydrazinecarbothioamide (23b) 4) (E)-N-Benzyl-2-(3,5-difluorobenzylidene)hydrazinecarbothioamide (23c) At last, forty-seven 4-thiazolidinone derivatives were synthesized: 1) 2-((3,4-Dichlorophenyl)imino)-3-ethylthiazolidin-4-one (4a) 2) 2-((3,4-Dichlorophenyl)imino)-3-propylthiazolidin-4-one (4b) 3) 3-Allyl-2-((3,4-dichlorophenyl)imino)thiazolidin-4-one (4c) 4) 3-Cyclohexyl-2-((3,4-dichlorophenyl)imino)thiazolidin-4-one (4d) 5) 3-Allyl-5-benzylidene-2-((3,4-dichlorophenyl)imino)thiazolidin-4-one (5c) 6) 3-Allyl-2-((3,4-dichlorophenyl)imino)-5-(4-methylbenzylidene)thiazolidin-4-one (6c)