Mazzone G, Bonina F, Panico A M, Amico-Roxas M, Caruso A, Blandino G, Vanella A
Istituto di Chimica Farmaceutica e Tossicologica dell'Università di Catania.
Farmaco Sci. 1987 Jul;42(7):525-39.
Starting from 3-aryl-4-amino-5-mercapto-4H-1,2,4-triazoles (II), two series of 3,6-disubstituted 7H-1,2,4-triazol [3,4-b] [1,3,4] thiadiazines (III) and their 5-carboxymethylthio derivatives (IV) were prepared. From the mercapto-amino-triazoles (II) because of their reactivity in some oxidising media, were obtained the triazole derivatives (V), (VI) and (VII). The synthesis of the alpha-thioketones (VIII) of 3-aryl-5-mercapto-1,3,4-oxadiazoles (I), used in alternative synthesis of triazole-thiadiazines (III), is also reported. All the substances described were subjected to biological screening. In the tests, the carboxymethylthiotriazole (IV) showed weak antiinflammatory activity (carrageenin edema) and more consistent scavanger activity, in vitro, on superoxide anions. The triazole-thiadiazines (III) and triazoles (II), (V) and (VI) showed moderate antimycotic activity.
从3-芳基-4-氨基-5-巯基-4H-1,2,4-三唑(II)出发,制备了两个系列的3,6-二取代的7H-1,2,4-三唑并[3,4-b][1,3,4]噻二嗪(III)及其5-羧甲基硫代衍生物(IV)。由于巯基氨基三唑(II)在某些氧化介质中的反应活性,得到了三唑衍生物(V)、(VI)和(VII)。还报道了用于三唑并噻二嗪(III)的替代合成的3-芳基-5-巯基-1,3,4-恶二唑(I)的α-硫酮(VIII)的合成。对所描述的所有物质进行了生物筛选。在试验中,羧甲基硫代三唑(IV)表现出较弱的抗炎活性(角叉菜胶性水肿),并且在体外对超氧阴离子具有更稳定的清除活性。三唑并噻二嗪(III)以及三唑(II)、(V)和(VI)表现出中等的抗真菌活性。