1-N-4,6-di-O-(Aminoglycosyl)-1,3-diamino-cyclitol derivatives, processes for their preparation and their use

Claim 1

A compound of the formula ##STR134## or a pharmaceutically acceptable salt thereof, in which X denotes a radical of the formula ##STR135## U, V, and W independently denote a hydrogen atom or a hydroxyl group, but U and V cannot be OH simultaneously Z denotes a hydrogen atom or a hydroxyl or amino group, and A denotes a radical ##STR136## in which R denotes an alkyl radical with 1 to 10 carbon atoms, which is unsubstituted or substituted by 1 or 2 substituents selected from halogen; hydroxyl; mercapto; cyano; carboxyl. trifluoromethyl; alkoxy and alkylthio with 1 to 6 carbon atoms; allyloxy; phenoxy; alkoxycarbonyl with 1 to 4 carbon atoms in the alkyl radical and cycloalkyl with 3 to 6 carbon atoms in the ring; and a radical of the general formula ##STR137## in which R 6 denotes a hydrogen atom, a C 1 to C 8 alkyl group or an allyl group and R 7 denotes a hydrogen or a C 1 to C 8 alkyl, C 5 to C 7 cycloalkyl, C 5 to C 7 cycloalkyl-C 1 to C 4 alkyl, phenyl, phenyl-C 1 to C 4 alkyl or allyl group, and in which the alkyl, cycloalkyl and phenyl radicals R 6 and R 7 are unsubstituted or substituted by one or two substituents selected from alkoxy with 1 to 4 carbon atoms, amino, monoalkylamino and dialkylamino with 1 to 4 carbon atoms per alkyl group in each case and hydroxyl; or R denotes an alkenyl radical with 3 to 7 carbon atoms; or denotes an alkinyl radical with 3 or 4 carbon atoms; or denotes a monocyclic or bicyclic cycloalkyl radical with 3 to 7 carbon atoms, which is unsubstituted or contains 1, 2 or 3 substituents selected from alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, hydroxyl, amino and alkylamino and dialkylamino with 1 to 4 carbon atoms per alkyl group, or denotes a phenyl radical or benzyl radical, which is unsubstituted or substituted by nitro, halogen or alkoxy with 1 to 4 carbon atoms; or denotes a piperidinyl, tetrahydropyranyl, tetrahydrofuryl, 1,3-dioxolanyl or 1,3-dioxolano[d,b]tetrahydrofuryl radical, which is unsubstituted or substituted by 1 or 2 radicals selected from alkoxy with 1 to 4 carbon atoms, hydroxyl, alkyl with 1 to 4 carbon atoms and 2,2-dimethyl-1,3-dioxolan-4-yl; or denotes a 1,3-dioxolanylalkyl, tetrahydrofurylalkyl, tetrahydropyranylalkyl, oxetanylalkyl, 1,3-oxathiolanylalkyl, 1,3-dithiolanylalkyl, 1,4-dioxaspiro[4,5]decanyl, alkyl, oxiranylalkyl, piperidinylalkyl, tetrahydropyridinylalkyl or aziridinylalkyl radical in which the alkyl radical contains 1 to 4 carbon atoms and which is unsubstituted or carries 1 or 2 substituents selected from alkyl with 1 to 4 carbon atoms, phenyl and alkoxy with 1 to 4 carbon atoms, and R 1 , independently of R, has any of the meanings indicated for R or denotes a hydrogen atom; and R 2 independently of R has any of the meanings given for R or denotes a hydrogen atom or a 1-B-tetra-O-ocetyl-D-glucosyl, 1-B-D-glucosyl, tetrahydropyridinyl, morpholino, piperidino, alkoxy with 1 to 4 carbon atoms, cyclopentyloxy, cyclohexyloxy, benzyloxy which is optionally substituted by halogen, tetrahydropyranyloxy, tetrahydrofuranyloxy, hydroxyl, amino, alkylamino and dialkylamino with 1 to 4 carbon atoms per alkyl group, alkoxycarbonyl with 1 to 4 carbon atoms in the alkyl radical, or allyloxycarbonyl group or a group of the formula ##STR138## in which R 3 independently of R 1 has any of the meanings given for R 1 , and R 4 denotes a hydrogen atom, an alkyl radical with 1 to 10, carbon atoms, which optionally carries 1 or 2 substituents selected from halogen, hydroxyl, mercapto, cyano, trifluoromethyl, alkoxy with 1 to 6 carbon atoms, allyloxy, phenoxy, amino, alkylamino and dialkylamino with 1 to 4 carbon atoms per alkyl group, the alkylamino groups mentioned being unsubstituted or substituted by --OH, alkoxycarbonyl with 1 to 4 carbon atoms in the alkyl radical and cycloalkyl with 3 to 6 carbon atoms in the ring, or denotes a monocyclic or bicyclic cycloalkyl radical with 3 to 7 carbon atoms, which can contain 1, 2 or 3 substituents selected from alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, hydroxyl, amino or alkylamino or dialkylamino with 1 to 4 carbon atoms per alkyl group; or denotes a hydroxyl, alkoxy with 1 to 4 carbon atoms, or amino group or an alkylamino or dialkylamino group with 1 to 4 carbon atoms per alkyl group, or R 1 and R 2 or R 3 and R 4 , including the N atom to which they are bonded, form a pyrrolidino, piperidino, morpholino, piperazin-4-yl, hexamethyleneimino, isoxazolin-2-yl or tetrahydroisoxazin-2-yl ring, which optionally carries 1 or 2 alkyl groups with 1 to 4 carbon atoms, which can be substituted by hydroxyl.