Back to results
US 2006/0189548 A1Published application
Glucopyranosyl-substituted ((hetero)arylethynyl-benzyl)-benzene derivatives, medicaments containing such compounds, their use and process for their manufacture
AssigneeBoehringer Ingelheim International GmbH
InventorsFrank Himmelsbach, Matthias Eckhardt, Peter Eickelmann, Leo Thomas, Edward Barsoumian
Life of this patent
Estimating the term…
Abstract
Glucopyranosyl-substituted (hetero)arylethynyl-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.
Claims24
A glucopyranosyl-substituted ((hetero)arylethynyl-benzyl)-benzene compound according to 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 an aryl-group or a 5- or 6-membered monocyclic heteroaryl-group or a 8-, 9- or 10-membered bicyclic heteroaryl-group wherein said heteroaryl-groups have 1 to 4 heteroatoms independently selected from the group consisting of N, O and S;
- and wherein said heteroaryl-group may possess 1 or 2 carbonyl groups as part of the mono- or bicyclic aromatic ring-system;
- and
- wherein an N-atom of the heteroaryl ring-system may be oxidized to form the corresponding N-oxide;
- and
- wherein one or more methine groups in said aryl- and heteroaryl-group may be substituted independently of one another with a substituent L1;
- and
- wherein one or more imino-groups in said heteroaryl-group 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, mixtures and salts thereof.
20 more elements
Dependencies are inferred from the claim text.