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1. WO2011137135 - CHEMICAL COMPOUNDS

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

What is claimed is:

1 . A compound of Formula I


I

wherein R1 is H, CI, Br, N(CH3)2, or methoxy;

R2 is H or OH;

each R3 is independently Ci-6alkyl;

X is CH2, C(O), or CH=CH;

Q is Co-ealkyl;

R4 is OH, SO3H, CO2H, PO3H2, CONR5R5, NR5R5; or NHC(O)CH2NR5R5; each R5 is independently H, OH, Ci-6alkyl, C0-6alkylCO2H, C0-6 alkylSO3H, C0-

6alkylPO3H2, C(O)C0-6alkylCO2H, C(O)Co-6alkylSO3H, C(O)Co-6alkylPO3H2, or

CH(R7)C0-6alkyCO2H; and

R7 is C0-6alkylCO2H, C0-6alkylOH, C0-6alkylSO3H, or C0-6alkylPO3H2.

2. A compound according to Claim 1 wherein R1 is methoxy.

3. A compound according to any preceding claim wherein R2 is H.

4. A compound according to any preceding claim wherein X is CH2.

5. A compound according to any preceding claim wherein X is C(O).

6. A compound according to any preceding claim wherein Q is C0-2alkyl.

7. A compound according to any preceding claim wherein Q is absent.

8. A compound according to any preceding claim wherein each R3 is independently C2-4 alky I.

9. A compound according to any preceding claim wherein each R3 is independently ethyl or n-butyl.

10. A compound according to any preceding claim wherein R4 is PO3H2.

1 1 . A compound according to any preceding claim wherein R4 is NR5R5.

12. A compound according to any preceding claim wherein one R5 is H and the other is OH, methyl, Ci-4alkylCO2H, C0-2 alkylSO3H, Ci-2alkylPO3H2, C(O)CO2H, C(O)Ci-2alkylSO3H, C(O)Ci-2alkylPO3H2, or CH(R7)C0-ialkyCO2H.

13. A compound according to any preceding claim wherein one R5 is H and the other is CH2CO2H, CH2SO3H, CH2CH2SO3H, or CH(R7)C0-ialkyCO2H.

14. A compound according to any preceding claim wherein R7 is C0-ialkylCO2H or C0-2alkylSO3H.

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 any preceding claim.

19. A pharmaceutical composition comprising a compound or salt according to any preceding claim.

20. A method for treating or preventing metabolic disorders comprising

administration of a compound or salt according to any preceding claim.

21 . The method of Claim 20 wherein said metabolic disorder is diabetes mellitus (Type I and Type II) or obesity.

22. A pharmaceutical composition for use in the treatment of a metabolic disorder in a human, comprising a compound or salt as defined in any of Claims 1 -18.

23. A compound or salt as defined in any of Claims 1 -18 for use in the treatment of a metabolic disorder in a human.

24. The use of a compound or salt as defined in any of Claims 1 -18 in the manufacture of a medicament for use in the treatment of a metabolic disorder in a human.