1-hydroxy-2-pyridones, a process for their preparation, an medicaments which contain them, and intermediates formed I the preparation of the 1-hydroxy-2-pyridones

摘要

New 1-hydroxy-2-pyridones of the general formula I IMAGE I in which R1, R2 and R3, which are identical or different, denote hydrogen or lower alkyl having 1-4 carbon atoms, R1 and R3 preferably being hydrogen, and R2 preferably being methyl, X denotes S or, preferably, O, Y denotes hydrogen or up to 2 halogen atoms, namely chlorine and/or bromine, Z denotes a single bond or the bivalent radicals O, S, -CR2- (R=H or C1-C4-alkyl) or other 2-valent radicals with 2-10 carbon and, optionally, oxygen and/or sulfur atoms linked to form a chain, it being obligatory when the radicals contain 2 or more oxygen and/or sulfur atoms for the latter to be separated by at least 2 carbon atoms, and it being possible for 2 adjacent carbon atoms also to be linked together by a double bond, and the free valencies of the carbon atoms being saturated by H and/or C1-C4-alkyl groups, Ar denotes an aromatic ring system which has up to two rings and can be substituted by up to three radicals from the group comprising fluorine, chlorine, bromine, methoxy, C1-C4-alkyl, trifluoromethyl and trifluoromethoxy, are prepared by a variety of process variants. The compounds and their physiologically tolerated salts with inorganic or organic bases mainly have antimycotic, anti-bacterial and antiviral activity. The compounds of the formula V IMAGE V in which R1, R2, R3, X, Y, Z and Ar have the same meaning as in formula I, which occur in the preparation of the compounds of the formula I, are also new.