Substituted 1,3,4-thiadiazoles with anticonvulsant activity. 3. Guanidines

Abstract

The synthesis and anticonvulsant activity of a number of 2-aryl-5-guanidino-1,3,4 thiadiazoles are described. The unsubstituted guanidine 2a was found to possess potent anticonvulsant properties; considerable reduction or loss of activity however was observed with the majority of the substituted guanidines. Incorporation of the guanidine group into an imidazoline ring also resulted in a loss of activity. Secondary pharmacological evaluation confirmed the anticonvulsant properties of 2a but also revealed that the compound exhibited a considerable degree of sedative activity.

N-(5-Benzylsulfanyl-1,3,4-thiadiazol-2-yl)-2-(piperidin-1-yl)acetamide

“…Derivatives of 1,3,4-thiadiazoles show different biological activities such as antihypertensive (Turner et al, 1988), anticonvulsant (Chapleo et al, 1987), anti-depressant (Cleici et al, 2001), and diuretic (Jain & Mishra, 2004).…”

“…For physiological properties and syntheses of 1,3,4-thiadiazole derivatives, see : Turner et al (1988); Chapleo et al (1987); Cleici et al (2001); Jain & Mishra (2004). For the structures of related 1,3,4-thiadiazole derivatives, see: Leung et al (1992); Zhang (2009).…”

Synthesis, characterization, antimicrobial, and pharmacological evaluation of some 2, 5-disubstituted sulfonyl amino 1,3,4-oxadiazole and 2-amino-disubstituted 1,3,4-thiadiazole derivatives

“…[1] Oxadiazole and thiadiazole derivatives have been evaluated and proved for a wide range of pharmacological, biochemical, clinical uses and applications. [2] Phenyl 1,3,4-oxadiazole derivatives are known to have diverse biological activities like antifungal,[3] antibacterial,[45] anticonvulsant,[678] antiinflammatory[9] etc., moreover, 1,3,4-thiadiazole derivatives also possess diverse chemical and pharmacological applications such as, antiinflammatory,[1011] analgesic,[12] anticonvulsant,[13] antimicrobial,[14] anticancer,[15] antifungal,[16] antiviral,[17] carbonic anhydrates inhibitor,[18] antidepressants,[19] and antioxidant. [2021] properties.…”

Discovery of Fused Triazolo-thiadiazoles as Inhibitors of TNF-alpha: Pharmacophore Hybridization for Treatment of Neuropathic Pain

“…A wide spectrum of biological activities, specifically anticonvulsant [13], analgesic [14], anxiolytic [15], and anti-inflammatory [16] properties has been reported for triazolo-thiadiazole in the literature. The 1,2,4-triazole core of the above fused system has gained considerable attention regarding its action against neuropathic pain acting through various targets.…”