Synthesis and characterization of thiosemicarbazone derivatives containing sulfonamide group

Epilepsy is a common and serious chronic neurological disorder characterized by recurring seizures. Therefore, there is a need for development of new active agents for this illness. Among these anticonvulsant agents, sulfonamide derivatives which is an important class of pharmaceutical compounds, show a large spectrum of biological activites such as antibacterial, antituberculosis, anti-inflammatory, anticonvulsant, anticancer and anti-HIV activities. Futhermore, thiosemicarbazones which a big group of thiourea derivatives, with anticonvulsant, antimicrobial, antiviral and anticancer properties have been reported. In this research, these two structures were combined to design and synthesize as bioactive compounds.In this work, 4-acetylbenzenesulfonylchloride was treated with 4-substituted aniline to obtain [1, 2] sulfonamide derivatives. On the other hand, 4-substituted phenyl isothiocyanates were reacted with hydrazine monohyrate to gain 4-substituted phenyl thiosemicarbazide derivatives. Finally, thiosemicarbazones derivatives [1a-h, 2a-h] were synthesized by reaction in presence of methanol between sulfonamide derivatives and thiosemicarbazide derivatives.All reactions were monitored by Thin Layer Chromatography (TLC). Structures of all synthesized compounds were illuminated not only by physical and chemical methods and also spectroscopic methods such as UV-VIS, FT IR, 1H NMR, 13C NMR, Elemental Analysis (CHNS) Technique.