Claims for Patent: 7,579,449
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Summary for Patent: 7,579,449
| Title: | Glucopyranosyl-substituted phenyl derivatives, medicaments containing such compounds, their use and process for their manufacture |
| Abstract: | Glucopyranosyl-substituted benzene derivatives of general formula I where the groups R1 to R6 as well as R7a, R7b, R7c are defined herein and 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. |
| Inventor(s): | Matthias Eckhardt, Peter Eickelmann, Frank Himmelsbach, Edward Leon Barsoumian, Leo Thomas |
| Assignee: | Boehringer Ingelheim International GmbH |
| Application Number: | US11/080,150 |
| Patent Litigation and PTAB cases: | See patent lawsuits and PTAB cases for patent 7,579,449 |
| Patent Claims: |
1. Glucopyranosyl-substituted benzene derivatives of general formula I.2c wherein R1 is selected from hydrogen, fluorine, chlorine, bromine, cyano, methyl, ethyl, isopropyl, ethynyl, hydroxy, methoxy, ethoxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, and R2 is hydrogen, fluorine, hydroxy, methoxy, ethoxy or methyl, and R3 is selected from trimethylsilylethyl, ethynyl, 2-hydroxyprop-2-ylethynyl, 2-methoxyprop-2-ylethynyl, 3-hydroxy-1-propyn-1-yl, 3-methoxy-1-propyn-1-yl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, tetrahydrofuran-3-yloxy, tetrahydropyran-4-yloxy, piperidin-4-yloxy, N-methylpiperidin-4-yloxy and N-acetylpiperidin-4-yloxy, and R4, R5 independently of one another is hydrogen or fluorine, and R6 is hydrogen, (C1-6-alkyl)carbonyl or (C1-6-alkyl)oxycarbonyl, and R7a, R7b and R7c are hydrogen, while, unless otherwise stated, the above-mentioned alkyl groups may be straight-chain or branched, the stereoisomers thereof, the mixtures thereof and the salts thereof. 2. Glucopyranosyl-substituted benzene derivatives according to claim 1, wherein R1 is methyl or chlorine. 3. Glucopyranosyl-substituted benzene derivatives according to claim 1, wherein R3 is ethynyl. 4. Glucopyranosyl-substituted benzene derivatives according to claim 1, wherein R3 is trimethylsilylethyl. 5. Glucopyranosyl-substituted benzene derivatives according to claim 1, wherein R3 is cyclobutyloxy. 6. Glucopyranosyl-substituted benzene derivatives according to claim 1, wherein R3 is cyclopentyloxy. 7. Glucopyranosyl-substituted benzene derivatives according to claim 1, wherein R3 is cyclohexyloxy. 8. Glucopyranosyl-substituted benzene derivatives according to claim 1, wherein R3 is tetrahydrofuran-3-yloxy. 9. Glucopyranosyl-substituted benzene derivatives according to claim 1, wherein R3 is tetrahydropyran-4-yloxy. 10. Glucopyranosyl-substituted benzene derivatives according to claim 1, wherein R2 is hydrogen or methyl. 11. Glucopyranosyl-substituted benzene derivatives according to claim 1, wherein R2 is hydrogen. 12. Glucopyranosyl-substituted benzene derivatives according to claim 1, wherein R4 and R5 are hydrogen. 13. Glucopyranosyl-substituted benzene derivatives according to claim 1, wherein R6 is hydrogen. 14. 1 -Chloro-2-(4-cyclopentyloxybenzyl)-4-(β-D-glucopyranos- 1-yl)-benzene. 15. 1 -Chloro-4-(β-D-glucopyranos-1-yl)-2-[4-((R)-tetrahydrofuran-3-yloxy)-benzyl]-benzene. 16. 1 -Chloro-4-(β-D-glucopyranos-1-yl)-2-[4-((S)-tetrahydrofuran-3-yloxy)-benzyl]-benzene. 17. 1 -Chloro-4-(β-D-glucopyranos-1-yl)-2-(4-cyclobutyloxy-benzyl)-benzene. 18. 1 -Chloro-4-(β-D-glucopyranos-1-yl)-2-(4-cyclohexyloxy-benzyl)-benzene. 19. 1 -Chloro-4-(β-D-glucopyranos-1-yl)-2-[4-(tetrahydropyran-4-yloxy)-benzyl]-benzene. 20. 1 -Chloro-4-(β-D-glucopyranos-1-yl)-2-[4-(1-acetyl-piperidin-4-yloxy)-benzyl]-benzene. 21. 1-(β-D-Glucopyranos-1-yl)-4-methyl-3-[4-(2-trimethylsilyl-ethyl)-benzyl]-benzene. 22. 1-Chloro-4-(β-D-glucopyranos-1-yl)-2-(4-ethynyl-benzyl)-benzene. 23. 1-Fluoro-4-(β-D-glucopyranos-1-yl)-2-(4-ethynyl-benzyl)-benzene. 24. 1-(β-D-Glucopyranos-1-yl)-3-(4-ethynyl-benzyl)-benzene. 25. 1-Methoxy-4-(β-D-glucopyranos-1-yl)-2-(4-ethynyl-benzyl)-benzene. |
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