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1. US20130029938 - Chemical compounds

Note: Text based on automatic Optical Character Recognition processes. Please use the PDF version for legal matters

Claims

1. A compound of Formula I
wherein R 1 is H, Cl, Br, N(CH 3) 2, or methoxy;
R 2 is H or OH;
each R 3 is independently C 1-6alkyl;
X is CH 2, C(O), or CH═CH;
Q is C 0-6alkyl;
R 4 is OH, SO 3H, CO 2H, PO 3H 2, CONR 5R 5, NR 5R 5; or NHC(O)CH 2NR 5R 5;
each R 5 is independently H, OH, C 1-6alkyl, C 0-6alkylCO 2H, C 0-6 alkylSO 3H, C 0-6alkylPO 3H 2, C(O)C 0-6alkylCO 2H, C(O)C 0-6alkylSO 3H, C(O)C 0-6alkylPO 3H 2, or CH(R 7)C 0-6alkyCO 2H; and
R 7 is C 0-6alkylCO 2H, C 0-6alkylOH, C 0-6alkylSO 3H, or C 0-6alkylPO 3H 2.
2. A compound according to claim 1 wherein R 1 is methoxy.
3. A compound according to claim 2 wherein R 2 is H.
4. A compound according to claim 3 wherein X is CH 2.
5. A compound according to claim 1 wherein X is C(O).
6. A compound according to claim 1 wherein Q is C 0-2alkyl.
7. A compound according to claim 4 wherein Q is absent.
8. A compound according to claim 7 wherein each R 3 is independently C 2-4 alkyl.
9. A compound according to claim 8 wherein each R 3 is independently ethyl or n-butyl.
10. A compound according to claim 1 wherein R 4 is PO 3H 2.
11. A compound according to claim 9 wherein R 4 is NR 5R 5.
12. A compound according to claim 11 wherein one R 5 is H and the other is OH, methyl, C 1-4alkylCO 2H, C 0-2 alkylSO 3H, C 1-2alkylPO 3H 2, C(O)CO 2H, C(O)C 1-2alkylSO 3H, C(O)C 1-2alkylPO 3H 2, or CH(R 7)C 0-1alkyCO 2H.
13. A compound according to claim 12 wherein one R 5 is H and the other is CH 2CO 2H, CH 2SO 3H, CH 2CH 2SO 3H, or CH(R 7)C 0-1alkyCO 2H.
14. A compound according to claim 13 wherein R 7 is C 0-1alkylCO 2H or C 0-2alkylSO 3H.
15. The compound
16. The compound
17. The compound of claim 16 wherein said compound is crystalline.
18. A pharmaceutically acceptable salt of a compound according to claim 1.
19. A pharmaceutical composition comprising a compound according to claim 16.
20. A method for treating diabetes mellitus (Type I or Type II) or obesity, in a human comprising administration of a composition according to claim 19.
21. The method of claim 20 wherein said method is for treating Type II diabetes mellitus.
22. The method of claim 21 wherein said method further comprises administration of metformin.