D-pyranosyl-substituted phenyl derivatives, medicaments containing such compounds, their use and process for their manufacture

A D-pyranosyl-substituted phenyl compound of general formula I

• wherein:
• R1 denotes hydrogen, fluorine, chlorine, bromine, iodine, C1-6-alkyl, C2-6-alkynyl, C2-6-alkenyl, C3-10-cycloalkyl, C3-10-cycloalkyl-C1-3-alkyl, C5-10-cycloalkenyl, C5-10-cycloalkenyl-C1-3-alkyl, C1-4-alkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, aminocarbonyl, C1-4-alkylaminocarbonyl, di-(C1-3-alkyl)aminocarbonyl, pyrrolidin-1-ylcarbonyl, piperidin-1 -ylcarbonyl, morpholin-4-ylcarbonyl, piperazin-1-ylcarbonyl, 4-(C1-4-alkyl)piperazin-1-ylcarbonyl, C1-4-alkoxycarbonyl, amino, C1-4-alkylamino, di-(C1-3-alkyl)amino, pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl, piperazin-1-yl, 4-(C1-4-alkyl)piperazin-1-yl, C1-4-alkylcarbonylamino, C1-6-alkyloxy, C3-10-cycloalkyloxy, C5-10-cycloalkenyloxy, aryloxy, C1-4alkylsulphanyl, C1-4-alkylsulphinyl, C1-4-alkylsulphonyl, C3-10-cycloalkylsulphanyl, C3-10-cycloalkylsulphinyl, C3-10-cycloalkylsulphonyl, C5-10-cycloalkenylsulphanyl, C5-10-cycloalkenylsulphinyl, C5-10-cycloalkenylsulphonyl, arylsulphanyl, arylsulphinylsulphinyl, arylsulphonyl, hydroxy, cyano or nitro,
• while alkyl, alkenyl, alkynyl, cycloalkyl and cycloalkenyl groups may be partly or completely fluorinated or may be mono- or disubstituted by identical or different substituents selected from chlorine, hydroxy, C1-3-alkoxy and C1-3-alkyl, and in cycloalkyl and cycloalkenyl groups one or two methylene groups may be replaced independently of one another by O, S, CO, SO or SO2, and in N-heterocycloalkyl groups a methylene group may be replaced by CO or SO2 and
• R2 denotes hydrogen, fluorine, chlorine, bromine, hydroxy, C1-4-alkyl, C1-4-alkoxy, cyano or nitro, while alkyl groups may be mono- or polysubstituted by fluorine, or in the event that R1 and R2 are bound to two adjacent C atoms of the phenyl ring, R1 and R2 may be joined together such that R1 and R2 together form a C3-5-alkylene, C3-5-alkenylene or butadienylene bridge, which may be partly or completely fluorinated or may be mono- or disubstituted by identical or different substituents selected from chlorine, hydroxy, C1-3alkoxy and C1-3-alkyl, and wherein one or two methylene groups may be replaced independently of one another by O, S, CO, SO, SO2 or NRN, and wherein in the case of a butadienylene bridge one or two methyne groups may be replaced by an N atom,
• R3 denotes hydrogen, fluorine, chlorine, bromine, iodine, C1-6-alkyl, C2-6-alkynyl, C2-6-alkenyl, C3-10-cycloalkyl, C3-10-Cycloalkyl-C1-3-alkyl, C5-10-cycloalkenyl, C5-10-cycloalkenyl-C1-3-alkyl, aryl, heteroaryl, C1-4-alkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, aminocarbonyl, C1-4-alkylaminocarbonyl, di-(C1-3-alkyl)aminocarbonyl, pyrrolidin-1-ylcarbonyl, piperidin-1-ylcarbonyl, morpholin-4-ylcarbonyl, piperazin-1-ylcarbonyl, 4-(C1-4-alkyl)piperazin-1-ylcarbonyl, hydroxycarbonyl, C1-4-alkoxycarbonyl, C1-4-alkylamino, di-(C1-3-alkyl)amino ,pyrrolidin-1- yl, piperidin-1-yl, morpholin-4-yl, piperazin-1-yl, 4-(C1-4-alkyl)piperazin-1-yl, C1-4-alkylcarbonylamino, arylcarbonylamino, heteroaryl-carbonylamino, C1-4-alkysulphonylamino, arylsulphonylamino, C1-6-alkoxy, C3-7-cycloalkyloxy, C5-7-cycloalkenyloxy, aryloxy, heteroaryloxy, C1-4-alkyl-sulphanyl, C1-4-alkylsulphinyl, C1-4alkylsulphonyl, C3-10-cycloalkylsulphanyl, C3-10-cycloalkylsulphinyl, C3-10cycloalkylsulphonyl, C5-10-cycloalkenylsulphanyl, C5-10-cycloalkenylsulphinyl, C5-10-cyclo-alkenylsulphonyl, arylsulphanyl, arylsulphinyl, arylsulphonyl, amino, hydroxy, cyano or nitro,
• while alkyl, alkenyl, alkynyl, cycloalkyl- and cycloalkenyl groups may be partly or completely fluorinated or mono- or disubstituted by identical or different substituents selected from chlorine, hydroxy, C1-3-alkoxy and C1-3-alkyl, and
• in cycloalkyl and cycloalkenyl groups one or two methylene groups may be replaced independently of one another by O, S, CO, SO or SO2, and
• in N-heterocycloalkyl groups a methylene group may be substituted by CO or SO2, and
• R4 independently of one another denote hydrogen, fluorine, chlorine, bromine, iodine, cyano, nitro, C1-3-alkyl, C1-3-alkoxy or methyl or methoxy substituted by 1 to 3 fluorine atoms or
• if R3 and R4 are bound to two adjacent C atoms of the phenyl ring, R3 and R4 may be joined together such that R3 and R4 together form a C3-5-alkylene, C3-5-alkenylene or butadienylene bridge, which may be partly or completely fluorinated or mono- or disubstituted by identical or different substituents selected from chlorine, hydroxy, C1-3-alkoxy and C1-3-alkyl,and wherein one or two methylene groups may be replaced independently of one another by O, S, CO, SO, SO2 or NRN, and wherein in the case of a butadienylene bridge one or two methyne groups may be replaced by an N atom,
• R5 independently of one another denote hydrogen, fluorine, chlorine, bromine, iodine, cyano, nitro, C1-3-alkyl, C1-3-alkoxy or methyl or methoxy substituted by 1 to 3 fluorine atoms, and
• RN denotes H, C1-4-alkyl or C1-4-alkylcarbonyl,
• L are selected independently of one another from among fluorine, chlorine, bromine, iodine, C1-3-alkyl, difluoromethyl, trifluoromethyl, C1-3-alkoxy, difluoromethoxy, trifluoromethoxy and cyano,
• R7a, R7b, R7c are each hydrogen,
• X denotes hydrogen, fluorine, chlorine, bromine, iodine, C1-6-alkyl, C2-6-alkynyl, C2-6-alkenyl, C3-7-cycloalkyl-C1-3-alkyl,C5-7-cycloalkenyl-C1-3-alkyl,aryl-C1-3-alkyl, heteroary-1-3-alkyl, C1-6-alkoxy, C2-6-alkenyloxy, C2-6-alkynyloxy, C3-7-cycloalkyloxy, C5-7-cycloalkenyloxy, aryloxy, heteroaryloxy, C3-7-cycloalkyl-C1-3-alkyloxy, C5-7-cycloalkenyl-C1-3-alkyloxy, aryl-C1-3-alkyloxy, heteroaryl-C1-3-alkyloxy, aminocarbonyl, C1-4-alkylaminocarbonyl, di-(C1-3-alkyl)aminocarbonyl,hydroxycarbonyl, C1-4-alkoxycarbonyl, aminocarbonyl-C1-3-alkyl, C1-4-alkylaminocarbonyl-C1-3-alkyl, di-(C1-3-alkyl)aminocarbonyl-C1-3-alkyl, hydroxycarbonyl-C1-3-alkyl, C1-4-alkoxycarbonyl-C1-3-alkyl, C3-7-cycloalkyloxy-C1-3-alkyl, C5-7-cycloalkenyloxy-C1-3-alkyl, aryloxy-C1-3-alkyl, heteroaryloxy-C1-3-alkyl, C1-4-alkylsulphonyloxy, arylsulphonyloxy, aryl-C1-3-alkyl-sulphonyloxy or cyano, while a methylene group directly linked to the pyranose ring may be replaced by NRN, S, CO, SO or SO2, and
• the alkyl, alkenyl, alkynyl, cycloalkyl and cycloalkenyl groups therein may be partly or completely fluorinated or mono- or disubstituted by identical or different substituents selected from chlorine, cyano, hydroxy, C1-3-alkoxy, C1-3-alkylsulphanyl, —NH2, —NHRN, —NRN(C1-3-alkyl) and C1-3-alkyl, and
• in the cycloalkyl and cycloalkenyl groups therein one or two methylene groups may be replaced independently of one another by O, S, CO, SO or SO2, and
• Z denotes oxygen, methylene, dimethylmethylene, 1,1-cyclopropylene, difluoromethylene or carbonyl;
• while by the aryl groups mentioned in the definition of the above-mentioned groups are meant phenyl or naphthyl groups, which may be mono- or disubstituted independently of one another by identical or different groups L;
• and
• by the heteroaryl groups mentioned in the definition of the above-mentioned groups are meant a pyrrolyl, furanyl, thienyl, pyridyl, indolyl, benzofuranyl, benzothiophenyl, qiuinolinyl or isoguinolinyl group, or a pyrrolyl, furanyl, thienyl or pyridyl group, wherein one or two methyne groups are replaced by nitrogen atoms, or an indolyl, benzofuranyl, benzothiophenyl, qiuinolinyl or isoquinolinyl group, wherein one to three methyne groups are replaced by nitrogen atoms,
• while the above-mentioned heteroaryl groups may independently of one another be mono- or disubstituted by identical or different groups L;
• while by the N-heterocycloalkyl group mentioned in the definition of the above-mentioned groups is meant a saturated carbocyclic ring which comprises an imino group in the ring, which may comprise a further imino group or an O or S atom in the ring, and unless otherwise stated, the above-mentioned alkyl groups may be straight-chain or branched, the tautomers, the mixtures thereof and the physiologically acceptable salts thereof.

A D-pyranosyl-substituted phenyl compound of general formula IB

• wherein:
• R1 denotes hydrogen, fluorine, chlorine, bromine, iodine, C1-6-alkyl, C2-6-alkynyl, C2-6-alkenyl, C3-10-cycloalkyl, C3-10-cycloalkyl-C1-3-alkyl, C5-10-cycloalkenyl, C5-10-cycloalkenyl-C1-3-alkyl,C1-4-alkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, aminocarbonyl, C1-4-alkylaminocarbonyl, di-(C1-3-alkyl)aminocarbonyl, pyrrolidin-1-ylcarbonyl, piperidin-1-ylcarbonyl, morpholin-4-ylcarbonyl, piperazin-1-ylcarbonyl, 4-(C1-4-alkyl)piperazin-1-ylcarbonyl, C1-4-alkoxycarbonyl, amino, C1-4-alkylamino, di-(C1-3-alkyl)amino, pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl, piperazin-1-yl, 4-(C1-4-alkyl)piperazin-1-yl, C1-4-alkylcarbonylamino, C1-6-alkyloxy, C3-10-cycloalkyloxy, C5-10-cycloalkenyloxy, aryloxy, C1-4-alkylsulphanyl, C1-4-alkylsulphinyl, C1-4-alkylsulphonyl, C3-10-cycloalkylsulphanyl, C3-10-cycloalkylsulphinyl, C3-10-cycloalkylsulphonyl, C5-10-cycloalkenylsulphanyl, C5-10-cycloalkenylsulphinyl, C5-10-cycloalkenylsulphonyl, arylsulphanyl, arylsulphinyl, arylsulphonyl, hydroxy, cyano or nitro,
• while alkyl, alkenyl, alkynyl, cycloalkyl and cycloalkenyl groups may be partly or completely fluorinated or may be mono- or disubstituted by identical or different substituents selected from chlorine, hydroxy, C1-3-alkoxy and C1-3-alkyl, and in cycloalkyl and cycloalkenyl groups one or two methylene groups may be replaced independently of one another by O, S, CO, SO or SO2, and
• in N-heterocycloalkyl groups a methylene group may be replaced by CO or SO2, and
• R2 denotes hydrogen, fluorine, chlorine, bromine, hydroxy, C1-4-alkyl, C1-4-alkoxy, cyano or nitro, while alkyl groups may be mono- or polysubstituted by fluorine, or in the event that R1 and R2 are bound to two adjacent C atoms of the phenyl ring, R1 and R2 may be joined together such that R1 and R2 together form a C3-5-alkylene, C3-5-alkenylene or butadienylene bridge, which may be partly or completely fluorinated or may be mono- or disubstituted by identical or different substituents selected from chlorine, hydroxy, C1-3-alkoxy and C1-3-alkyl, and wherein one or two methylene groups may be replaced independently of one another by O, S, CO, SO, SO2 or NRN, and wherein in the case of a butadienylene bridge one or two methyne groups may be replaced by an N atom,
• R3 denotes hydrogen, fluorine, chlorine, bromine, iodine, C1-6-alkyl, C2-6-alkynyl, C2-6-alkenyl, C3-10-cycloalkyl, C3-10-Cycloalkyl-C1-3-alkyl, C5-10-cycloalkenyl, C5-10-cycloalkenyl-C1-3-alkyl, aryl, heteroaryl, C1-4-alkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, aminocarbonyl, C1-4-alkylaminocarbonyl, di-(C1-3-alkyl)aminocarbonyl, pyrrolidin-1-ylcarbonyl, piperidin-1-ylcarbonyl, morpholin-4-ylcarbonyl, piperazin-1-ylcarbonyl, 4-(C1-4-alkyl) piperazin-1-ylcarbonyl, hydroxycarbonyl, C1-4-alkoxycarbonyl, C1-4-alkylamino, di-(C1-3-alkyl)amino, pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl, piperazin-1-yl, 4-(C1-4-alkyl)piperazin-1-yl, C1-4-alkylcarbonylamino, arylcarbonylamino, heteroaryl-carbonylamino, C1-4-alkylsulphonylamino, arylsulphonylamino, C1-6-alkoxy, C3-7-cycloalkyloxy, C5-7-cycloalkenyloxy, aryloxy, heteroaryloxy, C1-4-alkyl-sulphanyl, C1-4-alkylsulphinyl, C1-4-alkylsulphonyl, C3-10-cycloalkylsulphanyl, C3-10-cycloalkylsulphinyl, C3-10-cycloalkylsulphonyl, C5-10-cycloalkenylsulphanyl, C5-10-cycloalkenylsulphinyl, C5-10-cycloalkenylsulphonyl, arylsulphanyl, arylsulphinyl, arylsulphonyl, amino, hydroxy, cyano or nitro,
• while alkyl, alkenyl, alkynyl, cycloalkyl- and cycloalkenyl groups may be partly or completely fluorinated or mono- or disubstituted by identical or different substituents selected from chlorine, hydroxy, C1-3-alkoxy and C1-3-alkyl, and
• in cycloalkyl and cycloalkenyl groups one or two methylene groups may be replaced independently of one another by O, S, CO, SO or SO2, and
• in N-heterocycloalkyl groups a methylene group may be substituted by CO or S02, and
• R4 independently of one another denote hydrogen, fluorine, chlorine, bromine, iodine, cyano, nitro, C1-3-alkyl, C1-3-alkoxy or methyl or methoxy substituted by 1 to 3 fluorine atoms, or
• if R3 and R4 are bound to two adjacent C atoms of the phenyl ring, R3 and R4 may be joined together such that R3 and R4 together form a C3-5-alkylene, C3-5-alkenylene or butadienylene bridge, which may be partly or completely fluorinated or mono- or disubstituted by identical or different substituents selected from chlorine, hydroxy, C1-3-alkoxy and C1-3-alkyl, and wherein one or two methylene groups may be replaced independently of one another by O, S, CO, SO, SO2 or NRN, and wherein in the case of a butadienylene bridge one or two methyne groups may be replaced by an N atom,
• R5 independently of one another denote hydrogen, fluorine, chlorine, bromine, iodine, cyano, nitro, C1-3-alkyl, C1-3-alkoxy or methyl or methoxy substituted by 1 to 3 fluorine atoms, and
• RN denotes H, C1-4-alkyl or C1-4-alkylcarbonyl,
• L are selected independently of one another from among fluorine, chlorine, bromine, iodine, C1-3-alkyl, difluoromethyl, trifluoromethyl, C1-3-alkoxy, difluoromethoxy, trifluoromethoxy and cyano,
• 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,
• X denotes hydrogen, fluorine, chlorine, bromine, iodine, C1-6-alkyl, C2-6-alkynyl, C2-6-alkenyl, C3-7-cycloalkyl-C1-3-alkyl, C5-7-cycloalkenyl-C1-3-alkyl, aryl-C1-3-alkyl, heteroaryl-C1-3-alkyl, C1-6-alkoxy, C2-6-alkenyloxy, C2-6-alkynyloxy, C3-7-cycloalkyloxy, C5-7-cycloalkenyloxy, aryloxy, heteroaryloxy, C3-7-cycloalkyl-C1-3-alkyloxy, C5-7-cycloalkenyl-C1-3-alkyloxy, aryl-C1-3-alkyloxy, heteroaryl-C1-3-alkyloxy, aminocarbonyl, C1-4-alkylaminocarbonyl, di-(C1-3-alkyl)aminocarbonyl, hydroxycarbonyl, C1-4-alkoxycarbonyl, aminocarbonyl-C1-3-alkyl, C1-4-alkylaminocarbonyl-C1-3-alkyl, di-(C1-3-alkyl)aminocarbonyl-C1-3-alkyl, hydroxycarbonyl-C1-3-alkyl, C1-4-alkoxycarbonyl-C1-3-alkyl, C3-7-cycloalkyloxy-C1-3-alkyl, C5-7-cycloalkenyloxy-C1-3-alkyl, aryloxy-C1-3-alkyl, heteroaryloxy-C1-3-alkyl, C1-4-alkylsulphonyloxy, arylsulphonyloxy, aryl-C1-3-alkyl-sulphonyloxy or cyano,
• while a methylene group directly linked to the pyranose ring may be replaced by NRN, S, CO, SO or SO2, and
• alkyl, alkenyl, alkynyl, cycloalkyl and cycloalkenyl groups may be partly or completely fluorinated or mono- or disubstituted by identical or different substituents selected from chlorine, cyano, hydroxy, C1-3-alkoxy, C1-3-alkylsulphanyl, —NH2, —NHRN, —NRN(C1-3-alkyl) and C1-3-alkyl, and
• in cycloalkyl and cycloalkenyl groups one or two methylene groups may be replaced independently of one another by O, S, CO, SO or SO2,
• and
• Z denotes oxygen, methylene, dimethylmethylene, 1,1-cyclopropylene, difluoromethylene or carbonyl;
• while by the aryl groups mentioned in the definition of the above-mentioned groups are meant phenyl or naphthyl groups, which may be mono- or disubstituted independently of one another by identical or different groups L;
• and
• by the heteroaryl groups mentioned in the definition of the above-mentioned groups are meant a pyrrolyl, furanyl, thienyl, pyridyl, indolyl, benzofuranyl, benzothiophenyl, quinolinyl or isoquinolinyl group, or a pyrrolyl, furanyl, thienyl or pyridyl group, wherein one or two methyne groups are replaced by nitrogen atoms, or an indolyl, benzofuranyl, benzothiophenyl, quinolinyl or isoquinolinyl group, wherein one to three methyne groups are replaced by nitrogen atoms,
• while the above-mentioned heteroaryl groups may independently of one another be mono- or disubstituted by identical or different groups L;
• while by the N-heterocycloalkyl group mentioned in the definition of the above-mentioned groups is meant a saturated carbocyclic ring which comprises an imino group in the ring, which may comprise a further imino group or an O or S atom in the ring, and unless otherwise stated, the above-mentioned alkyl groups may be straight-chain or branched, the tautomers, the mixtures thereof and the physiologically acceptable salts thereof.

A pharmaceutical composition, comprised of a compound of general formula I

• wherein:
• R1 denotes hydrogen, fluorine, chlorine, bromine, iodine, C1-6-alkyl, C2-6-alkynyl, C2-6-alkenyl, C3-10-cycloalkyl, C3-10-cycloalkyl-C1-3-alkyl, C5-10-cycloalkenyl, C5-10-cycloalkenyl-C 1-3-alkyl, C1-4-alkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, aminocarbonyl, C1-4-alkylaminocarbonyl, di-(C1-3-alkyl)aminocarbonyl, pyrrolidin-1-ylcarbonyl, piperidin-1-ylcarbonyl, morpholin-4-ylcarbonyl, piperazin-1-ylcarbonyl, 4-(C1-4-alkyl)piperazin-1-ylcarbonyl, C1-4-alkoxycarbonyl, amino, C1-4-alkylamino, di-(C1-3-alkyl)amino, pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl, piperazin-1-yl, 4-(C1-4-alkyl)piperazin-1-yl, C1-4-alkylcarbonylamino, C1-6-alkyloxy, C3-10-cycloalkyloxy, C5-10-cycloalkenyloxy, aryloxy, C1-4-alkylsulphanyl, C1-4-alkylsulphinyl, C1-4-alkylsulphonyl, C3-10-cycloalkylsulphanyl, C3-10-cycloalkylsulphinyl, C3-10-cycloalkylsulphonyl, C5-10-cycloalkenylsulphanyl, C5-10-cycloalkenylsulphinyl, C5-10-cycloalkenylsulphonyl, arylsulphanyl, arylsulphinyl, arylsulphonyl, hydroxy, cyano or nitro,
• while alkyl, alkenyl, alkynyl, cycloalkyl and cycloalkenyl groups may be partly or completely fluorinated or may be mono- or disubstituted by identical or different substituents selected from chlorine, hydroxy, C1-3-alkoxy and C1-3-alkyl, and in cycloalkyl and cycloalkenyl groups one or two methylene groups may be replaced independently of one another by O, S, CO, SO or SO2, and in N-heterocycloalkyl groups a methylene group may be replaced by CO or SO2, and
• R2 denotes hydrogen, fluorine, chlorine, bromine, hydroxy, C1-4-alkyl, C1-4-alkoxy, cyano or nitro, while alkyl groups may be mono- or polysubstituted by fluorine, or in the event that R1 and R2 are bound to two adjacent C atoms of the phenyl ring, R1 and R2may be joined together such that R1 and R2 together form a C3-5-alkylene, C3-5-alkenylene or butadienylene bridge, which may be partly or completely fluorinated or may be mono- or disubstituted by identical or different substituents selected from chlorine, hydroxy, C1-3-alkoxy and C1-3-alkyl, and wherein one or two methylene groups may be replaced independently of one another by O, S, CO, SO, SO2 or NRN, and wherein in the case of a butadienylene bridge one or two methyne groups may be replaced by an N atom,
• R3 denotes hydrogen, fluorine, chlorine, bromine, iodine, C1-6-alkyl, C2-6-alkynyl, C2-6-alkenyl, C3-10-cycloalkyl, C3-10-Cycloalkyl-C1-3-alkyl, C5-10-cycloalkenyl, C5-10-cycloalkenyl-C1-3-alkyl, aryl, heteroaryl, C1-4-alkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, aminocarbonyl, C1-4-alkylaminocarbonyl, di-(C1-3-alkyl)aminocarbonyl, pyrrolidin-1-ylcarbonyl, piperidin-1-ylcarbonyl, morpholin-4-ylcarbonyl, piperazin-1-ylcarbonyl, 4-(C1-4-alkyl)piperazin-1-ylcarbonyl, hydroxycarbonyl, C1-4-alkoxycarbonyl, C1-4-alkylamino, di-(C1-3-alkyl)amino, pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl, piperazin-1-yl, 4-(C1-4-alkyl)piperazin-1-yl, C1-4-alkylcarbonylamino, arylcarbonylamino, heteroaryl-carbonylamino, C1-4-alkylsulphonylamino, arylsulphonylamino, C1-6-alkoxy, C3-7-cycloalkyloxy, C5-7-cycloalkenyloxy, aryloxy, heteroaryloxy, C1-4-alkyl-sulphanyl, C1-4-alkylsulphinyl, C1-4-alkylsulphonyl, C3-10-cycloalkylsulphanyl, C3-10-cycloalkylsulphinyl, C3-10-cycloalkylsulphonyl, C5-10-cycloalkenylsulphanyl, C5-10-cycloalkenylsulphinyl, C5-10-cycloalkenylsulphonyl, arylsulphanyl, arylsulphinyl, arylsulphonyl, amino, hydroxy, cyano or nitro,
• while alkyl, alkenyl, alkynyl, cycloalkyl- and cycloalkenyl groups may be partly or completely fluorinated or mono- or disubstituted by identical or different substituents selected from chlorine, hydroxy, C1-3-alkoxy and C1-3-alkyl, and
• in cycloalkyl and cycloalkenyl groups one or two methylene groups may be replaced independently of one another by O, S, CO, SO or SO2, and
• in N-heterocycloalkyl groups a methylene group may be substituted by CO or SO2, and
• R4 independently of one another denote hydrogen, fluorine, chlorine, bromine, iodine, cyano, nitro, C1-3-alkyl, C1-3-alkoxy or methyl or methoxy substituted by1 to 3 fluorine atoms, or
• if R3 and R4 are bound to two adjacent C atoms of the phenyl ring, R3 and R4 may be joined together such that R3 and R4 together form a C3-5-alkylene, C3-5-alkenylene or butadienylene bridge, which may be partly or completely fluorinated or mono- or disubstituted by identical or different substituents selected from chlorine, hydroxy, C1-3-alkoxy and C1-3-alkyl, and wherein one or two methylene groups may be replaced independently of one another by O, S, CO, SO, SO2 or NRN, and wherein in the case of a butadienylene bridge one or two methyne groups may be replaced by an N atom,
• R5 independently of one another denote hydrogen, fluorine, chlorine, bromine, iodine, cyano, nitro, C1-3-alkyl, C1-3-alkoxy or methyl or methoxy substituted by 1 to 3 fluorine atoms, and
• RN denotes H, C1-4-alkyl or C1-4-alkylcarbonyl,
• L are selected independently of one another from among fluorine, chlorine, bromine, iodine, C1-3-alkyl, difluoromethyl, trifluoromethyl, C1-3-alkoxy, difluoromethoxy, trifluoromethoxy and cyano,
• 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,
• X denotes hydrogen, fluorine, chlorine, bromine, iodine, C1-6-alkyl, C2-6-alkynyl, C3-7-cycloalkyl-C1-3-alkyl, C5-7-cycloalkenyl-C1-3-alkyl, aryl-C1-3-alkyl, heteroaryl-C1-3-alkyl, C1-6-alkoxy, C2-6-alkenyloxy, C2-6-alkynyloxy, C3-7-cycloalkyloxy, C5-7-cycloalkenyloxy, aryloxy, heteroaryloxy, C3-7-cycloalkyl-C1-3-alkyloxy, C5-7-cycloalkenyl-C1-3-alkyloxy, aryl-C1-3-alkyloxy, heteroaryl-C1-3-alkyloxy, aminocarbonyl, C1-4-alkylaminocarbonyl, di-(C1-3-alkyl)aminocarbonyl, hydroxycarbonyl, C1-4-alkoxycarbonyl, aminocarbonyl-C1-3-alkyl, C1-4-alkylaminocarbonyl-C1-3-alkyl, di-(C1-3-alkyl)aminocarbonyl-C1-3-alkyl, hydroxycarbonyl-C1-3-alkyl, C1-4-alkoxycarbonyl-C1-3-alkyl, C3-7-cycloalkyloxy-C1-3-alkyl,C5-7-cycloalkenyloxy-C1-3-alkyl, aryloxy-C1-3-alkyl, heteroaryloxy-C1-3-alkyl, C1-4-alkylsulphonyloxy, arylsulphonyloxy, aryl-C1-3-alkyl-sulphonyloxy or cyano,
• while a methylene group directly linked to the pyranose ring may be replaced by NRN , S, CO, SO or SO2, and
• alkyl, alkenyl, alkynyl, cycloalkyl and cycloalkenyl groups may be partly or completely fluorinated or mono- or disubstituted by identical or different substituents selected from chlorine, cyano, hydroxy, C1-3-alkoxy, C1-3-alkylsulphanyl, —NH2, —NHRN, —NRN(C1-3-alkyl) andC13-alkyl, and
• in cycloalkyl and cycloalkenyl groups one or two methylene groups may be replaced independently of one another by O, S, CO, SO or SO2,
• and
• Z denotes oxygen, methylene, dimethylmethylene, 1,1 -cyclopropylene, difluoromethylene or carbonyl;
• while by the aryl groups mentioned in the definition of the above-mentioned groups are meant phenyl or naphthyl groups, which may be mono- or disubstituted independently of one another by identical or different groups L;
• and
• by the heteroaryl groups mentioned in the definition of the above-mentioned groups are meant a pyrrolyl, furanyl, thienyl, pyridyl, indolyl, benzofuranyl, benzothiophenyl, quinolinyl or isoquinolinyl group, or a pyrrolyl, furanyl, thienyl or pyridyl group, wherein one or two methyne groups are replaced by nitrogen atoms, or an indolyl, benzofuranyl, benzothiophenyl, quinolinyl or isoquinolinyl group, wherein one to three methyne groups are replaced by nitrogen atoms,
• while the above-mentioned heteroaryl groups may independently of one another be mono- or disubstituted by identical or different groups L;
• while by the N-heterocycloalkyl group mentioned in the definition of the above-mentioned groups is meant a saturated carbocyclic ring which comprises an imino group in the ring, which may comprise a further imino group or an O or S atom in the ring, and unless otherwise stated, the above-mentioned alkyl groups may be straight-chain or branched, the tautomers, the mixtures thereof and the physiologically acceptable salts thereof, together with one or more inert carriers and/or diluents.