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

Christopher B. Chapleo, Malcolm Myers, Peter L. Myers, John F. Saville, Alan C. B. Smith, Michael R. Stillings, I.F. Tulloch, D.S. Walter, Anthony P. Welbourn

Journal of Medicinal Chemistry · 1986 · 123 citations · 0 references

Abstract

The synthesis and anticonvulsant activity of a series of 2-aryl-5-hydrazino-1,3,4-thiadiazoles are described. The combination of preferred aromatic substituents in the 2-position coupled with alkyl substitution on the hydrazine moiety led to a number of potent compounds lacking sedation, ataxia, or lethality. 5-(2-Biphenylyl)-2-(1-methylhydrazino)-1,3,4-thiadiazole (4m) represents a new class of anticonvulsant agent and compares favorably with the standard drugs phenytoin, phenobarbital, and carbamazepine.