Synthesis and biological evaluation of 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives as antidepressant, anxiolytics and anticonvulsant agents

Abstract

A new series of 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives has been synthesized. The newly synthesized compounds were characterized by analytical and spectral methods. Compounds were screened for central nervous system activity. Compounds 1, 5, 7, 10, 14 exhibited significant antidepressant, anxiolytic and anticonvulsant activity in comparison to the reference drugs.

Synthesis of Some Novel Thiadiazole Derivative Compounds and Screening Their Antidepressant-Like Activities

“…Findings of the study exhibited anti-depressant-like efficacy of the tested thiadiazole derivative compounds and suggested serotonergic mechanisms related mode of actions. These results are in accordance with some earlier papers reporting the anti-depressant activities of chemical compounds obtained by the derivation of thiadiazole ring [ 4 , 10 , 11 , 12 , 13 ]. On the other hand, it is clear that further mechanistic researches and safety studies are needed for these molecules to offer them as new antidepressant drug candidates.…”

“…We preferred to derivate thiadiazole ring for obtaining novel molecules because, derivatives of this 5-membered di-unsaturated ring are known to possess significant pharmacological effects on central nervous system. For instance, centrally mediated antinociceptive [ 4 , 5 , 6 , 7 ], anticonvulsant [ 8 , 9 , 10 , 11 ], anxiolytic [ 10 , 11 , 12 ] and antidepressant-like [ 4 , 10 , 11 , 12 , 13 ] activities of thiadiazole derivative compounds have been demonstrated, so far. Therefore, based on the pharmacological efficacy potential of thiadiazole derivative compounds on emotion and behavior, we synthesized some novel molecules and screened their antidepressant effects by using some validated in vivo tests.…”

Synthesis and Study of 1,2,4-Triazine and Thiadiazoles Based Derivatives of S-Triazine as Antimicrobial Agents

“…The sulfur atom of thiadiazole ring imparts improved liposolubility, important for the drugs active at CNS level. The mesoionic nature of 1,3,4-thiadiazoles allows these compounds to cross cellular membranes and interact with biological targets with distinct affinities [23][24][25][26][27][28][29][30][31]. Considering the potent bioactivities of compounds possessing an s-triazine core, we became interested to synthesize new s-triazine derivatives as antibacterial agents.…”

Synthesis of 5-substituted 1,3,4-thiadiazol-2-yl-sulfanylacetic acid derivatives

“…At the moment 1,3,4-thiadiazoles are the most studied class among the other thiadiazole isomers and their 2,5-disubstituted derivatives have been widely discussed in terms of the interesting biological activities (1)(2)(3)(4)(5)(6). In particular, such class as 5-amino-1,3,4-thiadiazole-2-thiol derivatives are known as antimicrobial (7), anticonvulsant (8)(9)(10), anti-depressant (11), anti-anxiety (12), anti-diabetic (13) agents. The therapeutic importance of 1,3,4-thiadiazole ring prompted us to design new molecules in which substituents could be arranged in a pharmacophore pattern to display higher pharmacological activities.…”