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

• Published in: Journal of medicinal chemistry Vol. 30; no. 5; pp. 951 - 954
• Main Authors: Chapleo, Christopher B, Myers, Peter L, Smith, Alan C. B, Tulloch, Ian F, Walter, Donald S
• Format: Journal Article
• Language: English
• Published: United States American Chemical Society 01-05-1987
• Subjects: Animals; Chemical Phenomena; Chemistry; Electroshock; Guanidines - chemical synthesis; Guanidines - therapeutic use; Guanidines - toxicity; Mice; Pentylenetetrazole; Rats; Seizures - drug therapy; Seizures - etiology; Thiadiazoles - chemical synthesis; Thiadiazoles - therapeutic use; Thiadiazoles - toxicity
• ISSN: 0022-2623; 1520-4804
• DOI: 10.1021/jm00388a038

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.