Glucopyranosyl-substituted (heteroaryloxy-benzyl)-benzene derivatives, medicaments containing such compounds, their use and process for their manufacture

A glucopyranosyloxy-substituted (heteroaryloxy-benzyl)-benzene compound of general formula I

• wherein
• R1 denotes hydrogen, fluorine, chlorine, bromine, iodine, C1-4-alkyl, C2-6-alkynyl, C1-4-alkoxy, C2-4-alkenyl-C1-4-alkoxy, C2-4-alkynyl-C1-4-alkoxy, methyl substituted by 1 to 3 fluorine atoms, ethyl substituted by 1 to 5 fluorine atoms, methoxy substituted by 1 to 3 fluorine atoms, ethoxy substituted by 1 to 5 fluorine atoms, C1-4-alkyl substituted by a hydroxy or C1-3-alkoxy group, C2-4-alkoxy substituted by a hydroxy or C1-3-alkoxy group, C2-6-alkenyl, C3-7-cycloalkyl, C3-7-cycloalkyl-C1-3-alkyl, C3-7-cycloalkyloxy, C1-3-cycloalkyl-C1-3-alkoxy, C5-7-cycloalkenyloxy, hydroxy, amino, nitro or cyano, while in the C5-6-cycloalkyl groups a methylene group may be replaced by O;
• R2 denotes hydrogen, fluorine, chlorine, bromine, hydroxy, C1-4-alkyl, C2-4-alkoxy, cyano or nitro, while the alkyl or alkoxy group may be mono- or polysubstituted by fluorine, and
• R3 denotes a 5- or 6-membered monocyclic heteroaryl-group which has 1 to 4 heteroatoms independently selected from the group consisting of N, O and S;
• or
• a 8-, 9- or 10-membered bicyclic heteroaryl-group which has 1 to 4 heteroatoms independently selected from the group consisting of N, O and S;
• and wherein the ring of the bicyclic heteroaryl-group attached to the ether oxygen of the group —O—R3 is heteroaromatic;
• and
• wherein said heteroaryl-groups may possess 1 or 2 carbonyl groups as part of the mono- or bicyclic heteroaromatic ring-system;
• and
• wherein an N-atom of said heteroaryl-groups may be oxidized to form the corresponding N-oxide;
• and
• wherein one or more methine groups in said heteroaryl-groups may be substituted independently of one another with a substituent L1;
• and
• wherein one or more imino-groups in said heteroaryl-groups may be substituted independently of one another with a substituent RN;
• and
• R4, R5 independently of one another denote hydrogen, fluorine, chlorine, bromine, iodine, cyano, nitro, C1-3-alkyl, C1-3-alkoxy or a methyl- or methoxy-group substituted by 1 to 3 fluorine atoms,
• L1 independently of one another are selected from among fluorine, chlorine, bromine, iodine, hydroxy, cyano, C1-3-alkyl, difluoromethyl, trifluoromethyl, C1-3-alkoxy, difluoromethoxy, trifluoromethoxy, amino, C1-3-alkyl-amino and di(C1-3-alkyl)-amino;
• and
• RN independently of one another are selected from among C1-3-alkyl;
• and
• R6, R7a, R7b, R7c independently of one another have a meaning selected from among hydrogen, (C1-18-alkyl)carbonyl, (C1-18-alkyl)oxycarbonyl, arylcarbonyl and aryl-(C1-3-alkyl)carbonyl, while the aryl-groups may be mono- or disubstituted independently of one another by identical or different groups L1;
• while by the aryl groups mentioned in the definition of the above groups are meant phenyl or naphthyl groups which may be substituted as defined;
• and
• while, unless otherwise stated, the above-mentioned alkyl groups may be straight-chain or branched,
• the tautomers, the stereoisomers thereof, the mixtures thereof and the salts thereof.