1-(1,3-Dioxolan-2-ylmethyl)-azoles, their salts and their use

A 1-(1,3-dioxolan-2-ylmethyl)-azole of the formula (I) ##STR284## and its stereoisomers and its salts with a physiologically acceptable acid, in which D denotes a 1-(1,3-dioxolan-2-ylmethyl)-azole radical of the following structure ##STR285## in which A denotes nitrogen or methine and X denotes naphthyl, thienyl, halogenothienyl or a phenyl group optionally carrying 1, 2 or 3 substituents, the substituents being identical or different and denoting halogen, trifluoromethyl, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, and, in formula (I) further, the R.sub.n 's, independently of one another, denote halogen, trifluoromethyl, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.3 -C.sub.5 alkenyl, C.sub.1 -C.sub.4 alkoxycarbonyl, carboxyl, di-(C.sub.1 -C.sub.4)alkylaminomethyl or nitro, n is 0, 1, 2 or 3, or, in the event that n is 2, R.sub.n denotes a C.sub.4 H.sub.4 radical which, together with the phenyl ring, forms a naphthyl ring, or, in the event that n is 1, R.sub.n represents a phenoxy group optionally carrying 1 or 2 substituents, the substituents being identical or different and denoting halogen, trifluoromethyl, C.sub.1 -C.sub.4 alkyl, or C.sub.1 -C.sub.4 alkoxy, R.sub.1 denotes hydrogen, C.sub.1 -C.sub.4 alkyl or a phenyl group optionally carrying 1 or 2 substituents, the substituents being identical or different and denoting halogen, trifluoromethyl, nitro, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, m denotes 0, 1 or 2, and Z denotes either

• (a) an amino radical of the formula Z(a) ##STR286## in which R.sub.2 and R.sub.3 are identical or different and each denotes hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.3 -C.sub.8 cycloalkyl or a phenyl or benzyl group optionally carrying 1, 2 or 3 substituents, the substituents being identical or different and each denoting halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or trifluoromethyl, or one of the two radicals R.sub.2 or R.sub.3 denotes C.sub.1 -C.sub.5 alkanoyl or C.sub.1 -C.sub.4 alkoxycarbonyl, or
• (b) a radical of the formula Z(b) ##STR287## in which R.sub.4 denotes hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.5 alkenyl, hydroxy-(C.sub.2 -C.sub.3)-alkyl, C.sub.1 -C.sub.4 -alkoxy-(C.sub.2 -C.sub.3)-alkyl, C.sub.1 -C.sub.5 alkanoyl, C.sub.2 -C.sub.5 alkanoylmethyl, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 alkyloxycarbonyl, C.sub.1 -C.sub.4 alkyloxycarbonylmethyl, mono-(C.sub.1 -C.sub.4)-alkylaminocarbonylmethyl, di-(C.sub.1 -C.sub.4)-alkylaminocarbonylmethyl, aminocarbonylmethyl-, mono-(C.sub.1 -C.sub.4)alkylaminocarbonyl, di-(C.sub.1 -C.sub.4)-alkylaminocarbonyl, C.sub.1 -C.sub.4 -alkylaminothiocarbonyl, C.sub.1 -C.sub.4 -alkylthiothiocarbonyl, aminocarbonyl, C.sub.3 -C.sub.5 -alkenylaminocarbonyl, or C.sub.3 -C.sub.5 -alkenylaminothiocarbonyl, or R.sub.4 denotes a phenyl, phenylmethyl, phenylaminocarbonyl or benzoyl group, each of the phenyl groups optionally carring 1 or 2 substituents which are identical or different and denote halogen, trifluoromethyl, C.sub.1 -C.sub.4 -alkyl, or C.sub.1 -C.sub.4 -alkoxy, or
• (c) a 1-H-imidazol-1-yl, 1H-1,2,4-triazol-1-yl, pyrazol-1-yl-, pyrrolidin-1-yl-, piperidin-1-yl-, morpholin-4-yl, thiomorpholin-4-yl, 2,6-dimethylmorpholin-4-yl, 2,6-dimethylthiomorpholin-4-yl, 1,2,3,4-tetrahydroquinolin-1-yl or 1,2,3,4-tetrahydroisoquinolin-2-yl radical, or
• (d) an isocyano group of the formula Z(d)
• --N.dbd.C Z(d)
• or
• (e) an isothiocyano group of the formula Z(e)
• --N.dbd.C.dbd.S Z(e)
• or
• (f) a radical of the general formula Z(f) ##STR288## in which Y represents oxygen or sulfur, G represents oxygen or an NH group, r represents 0 or 1 and R.sub.5 represents hydrogen, C.sub.1 -C.sub.4 -alkyl, monohalogenomethyl, dihalogenomethyl, trihalogenomethyl or a phenyl group optionally carrying 1 or 2 substituents, the substituents being identical or different and each denoting halogen, trifluoromethyl, C.sub.1 -C.sub.4 alkyl, or C.sub.1 -C.sub.4 alkoxy, subject to the proviso that, in the event that Y represents a sulfur atom, G denotes an NH group and r denotes the number 1, that, in the event that G represents an oxygen atom and r represents the number 1, R.sub.5 does not denote hydrogen, and that, in the event that R.sub.5 represents monohalogenomethyl, dihalogenomethyl or trihalogenomethyl, r denotes 0 and Y denotes oxygen.