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US 7,683,160 B2Granted
Glucopyranosyl-substituted benzyl-benzene derivatives, medicaments containing such compounds, their use and process for their manufacture
AssigneeBoehringer Ingelheim International GmbH
InventorsMatthias Eckhardt, Frank Himmelsbach, Peter Eickelmann, Leo Thomas
Life of this patent
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Abstract
Glucopyranosyl-substituted benzyl-benzene derivatives of the general formula I where the groups R1 to R6 as well as R7a, R7b, R7c are defined according to claim 1, including the tautomers, the stereoisomers thereof, the mixtures thereof and the salts thereof. The compounds according to the invention are suitable for the treatment of metabolic disorders.
Claims23
A glucopyranosyl-substituted benzyl-benzene derivative 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, C3-7-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, C1-4-alkoxy, cyano or nitro, while the alkyl or alkoxy group may be mono- or polysubstituted by fluorine, and
- R3 denotes C3-7-cycloalkyl, tetrahydrofuranyl or tetrahydropyranyl, which are substituted with one to four substituents L2, or R3 denotes C5-7-cycloalkanonyl which may be substituted with one to four substituents L2;
- 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
- L2 independently of one another are selected from among fluorine, chlorine, hydroxy, hydroxyl-C1-4-alkyl, C1-4-alkoxy, trifluoromethoxy, C1-4-alkoxy-C1-4-alkyl, cyano, hydroxycarbonyl, (C1-4-alkyl)oxycarbonyl, aminocarbonyl, C1-4-alkyl, trifluoromethyl, amino, C1-4-alkyl-carbonylamino, C1-3-alkyl-amino and di(C1-3-alkyl)-amino;
- 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.
12 more elements
Dependencies are inferred from the claim text.