Collection of Czechoslovak Chemical Communications p. 51 - 62 (2005)
Update date:2022-07-30
Topics:
Maliszewska-Guz, Alicja
Wujec, Monika
Pitucha, Monika
Dobosz, Maria
Chodkowska, Anna
Jagiello-Wojtowicz, Ewa
Mazur, Liliana
Koziol, Anna E.
By the reaction of 4-methyl-4H-1,2,4-triazole-3-thiol with ethyl bromoacetate, ethyl [(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate (1) was obtained. This compound was converted to [(4-methyl-4H-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 4H-1,2,4-triazole-3(2H)- 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.
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