A. Maliszewska-Guz, M. Wujec, M. Pitucha
2005
Citations
0
Influential Citations
23
Citations
Journal
Collection of Czechoslovak Chemical Communications
Abstract
By the reaction of 4-methyl-4 H -1,2,4-triazole-3-thiol with ethyl bromoacetate, ethyl [(4-methyl-4 H -1,2,4-triazol-3-yl)sulfanyl]acetate ( 1 ) was obtained. This compound was converted to [(4-methyl-4 H -1,2,4-triazol-3-yl)sulfanyl]acetohydrazide ( 2 ). In the reaction of 2 with isothiocyanates, new thiosemicarbazides 3a - 3g were obtained. The cyclization of 3a - 3g in 2% aqueous solution of sodium hydroxide led to the formation of 4 H -1,2,4-triazole-3(2 H )-thione derivatives 4a - 4g , whereas the cyclization in acid media led to the formation of 2-amino-1,3,4-thiadiazole derivatives 5a - 5g . Molecular structure was confirmed by X-ray structure analysis of 3a , 4g , 5a and 5g . Compounds 4a , 4b and 4g were investigated pharmacologically to determine their effect on the central nervous system (CNS) in mice.