SUBSTITUTED TRIAZOLES AND ANTIVIRAL USE

摘要

1490272 1,2,4-Triazoles ICN PHARMACEUTICALS Inc 14 March 1975 [18 March 1974] 10723/75 Heading C2C Novel 1,2,4-triazoles of the general formula (optionally in physiologically acceptable acid addition salt form), G is -CHR1-O-R11, in which each of R1 and R11 is a C 1-9 alkyl group or R1 and R11 are joined to form a cyclic ether group having 4 or 5 C atoms in the ring and the bond G-N is activated toward hydrolysis to an extent sufficient to effect at least 50% conversion to 3-R 1 -1,2,4-triazole in about 1 hour at 37‹ C. In simulated gastric fluid, as determined by ultraviolet spectroscopy, are prepared (a) by reacting under anhydrous conditions the corresponding compound in which G is H with an α,#-unsaturated ether of the general formula R11OCH = CHR111 wherein R111 is a hydrogen atom or C 1-8 alkyl group or R11 and R111 are joined to form a cyclic ether group having 4 or 5 C atoms in the ring in the presence of an acid catalyst; (b) when R 1 is -CONH 2 , by treating the corresponding compound in which R 1 is alkoxycarbonyl with ammonia, and (c) when R 1 is -CSNH 2 or -C(=NH)NH 2 , by reacting the corresponding compound in which R 1 is -CN with H 2 S or ammonia and ammonium chloride, respectively. The nitrile starting material of (c) is prepared analogously to method (a) above. Pharmaceutical compositions having antiviral activity comprise, as active ingredient, a triazole of the general formula above, together with a suitable carrier.