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US 2010/0144764 A1Published application
Pyrimidinedione derivatives and methods of use thereof
AssigneeSchering Corporation
InventorsXianhai Huang, Anandan Palani, Robert G. Aslanian
Life of this patent
Estimating the term…
Abstract
The present invention relates to Pyrimidinedione Derivatives, compositions comprising a Pyrimidinedione Derivative and methods for using the Pyrimidinedione Derivatives for treating or preventing a metabolic disorder, dyslipidemia, a cardiovascular disease, a neurological disorder, a hematological disease, cancer, inflammation, a respiratory disease, a gastroenterological disease, diabetes, a diabetic complication, obesity, an obesity-related disorder or non-alcoholic fatty liver disease.
Claims51
A compound having the formula:
- or a pharmaceutically acceptable salt, solvate, ester or prodrug thereof, wherein:
- R1 is H, alkyl, -(alkylene)n-aryl, -(alkylene)n-cycloalkyl, -(alkylene)n-cycloalkenyl, -(alkylene)n-heterocycloalkyl, -(alkylene)n-heterocycloalkenyl or -(alkylene)n-heteroaryl, wherein any aryl, cycloalkyl, cycloalkylene, heterocycloalkyl, heterocycloalkenyl or heteroaryl group can be unsubstituted or substituted with up to 4 substituents, which can be the same or different, and are selected from:
- alkyl, aryl, halo, haloalkyl, heteroaryl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 and —C(O)N(R6)2;
- R2 is H, alkyl, -(alkylene)n-aryl, -(alkylene)n-cycloalkyl, -(alkylene)n-cycloalkenyl, -(alkylene)n-heterocycloalkyl, -(alkylene)n-heterocycloalkenyl or -(alkylene)n-heteroaryl, wherein any aryl, cycloalkyl, cycloalkylene, heterocycloalkyl, heterocycloalkenyl or heteroaryl group can be unsubstituted or substituted with up to 4 substituents, which can be the same or different, and are selected from:
- alkyl, aryl, halo, haloalkyl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5, —NHC(O)—R6 and —C(O)N(R6)2;
- R3 is H, alkyl, -(alkylene)n-aryl, -(alkylene)n-cycloalkyl, -(alkylene)n-cycloalkenyl, -(alkylene)n-heterocycloalkyl, -(alkylene)n-heterocycloalkenyl, -(alkylene)n-heteroaryl, —OR5, —N(R6)2, wherein any aryl, cycloalkyl, cycloalkylene, heterocycloalkyl, heterocycloalkenyl or heteroaryl group can be unsubstituted or substituted with up to 4 substituents, which can be the same or different, and are selected from:
- alkyl, aryl, halo, haloalkyl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 and —C(O)N(R6)2;
- R4 is H, alkyl, -(alkylene)n-aryl, -(alkylene)n-cycloalkyl, -(alkylene)n-cycloalkenyl, -(alkylene)n-heterocycloalkyl, -(alkylene)n-heterocycloalkenyl, -(alkylene)n-heteroaryl, —OR5, —N(R6)2, wherein any aryl, cycloalkyl, cycloalkylene, heterocycloalkyl, heterocycloalkenyl or heteroaryl group can be unsubstituted or substituted with up to 4 substituents, which can be the same or different, and are selected from:
- alkyl, aryl, halo, haloalkyl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 and —C(O)N(R6)2;
- each occurrence of R5 is independently H, alkyl, aryl or cycloalkyl;
- each occurrence of R6 is independently H, alkyl, -(alkylene)n-aryl or cycloalkyl;
- and
- each occurrence of n is independently 0 or 1.
10 more elements
(canceled)
10-11. (canceled)
A compound having the formula:
- or a pharmaceutically acceptable salt, solvate, ester or prodrug thereof, wherein:
- R1 is H, alkyl, -(alkylene)n-aryl, -(alkylene)n-cycloalkyl, -(alkylene)n-cycloalkenyl, -(alkylene)n-heterocycloalkyl, -(alkylene)n-heterocycloalkenyl or -(alkylene)n-heteroaryl, wherein any aryl, cycloalkyl, cycloalkylene, heterocycloalkyl, heterocycloalkenyl or heteroaryl group can be unsubstituted or substituted with up to 4 substituents, which can be the same or different, and are selected from:
- alkyl, aryl, halo, haloalkyl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 and —C(O)N(R6)2;
- R2 is H, alkyl, -(alkylene)n-aryl, -(alkylene)n-cycloalkyl, -(alkylene)n-cycloalkenyl, -(alkylene)n-heterocycloalkyl, -(alkylene)n-heterocycloalkenyl or -(alkylene)n-heteroaryl, wherein any aryl, cycloalkyl, cycloalkylene, heterocycloalkyl, heterocycloalkenyl or heteroaryl group can be unsubstituted or substituted with up to 4 substituents, which can be the same or different, and are selected from:
- alkyl, aryl, halo, haloalkyl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 and —C(O)N(R6)2;
- R3 is H, alkyl, haloalkyl, -(alkylene)n-aryl, -(alkylene)n-cycloalkyl, -(alkylene)n-cycloalkenyl, -(alkylene)n-heterocycloalkyl, -(alkylene)n-heterocycloalkenyl, -(alkylene)n-heteroaryl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 or —C(O)N(R6)2, wherein any aryl, cycloalkyl, cycloalkylene, heterocycloalkyl, heterocycloalkenyl or heteroaryl group can be unsubstituted or substituted with up to 4 substituents, which can be the same or different, and are selected from:
- alkyl, aryl, halo, haloalkyl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 and —C(O)N(R6)2;
- R4 is H, alkyl, haloalkyl, -(alkylene)n-aryl, -(alkylene)n-cycloalkyl, -(alkylene)n-cycloalkenyl, -(alkylene)n-heterocycloalkyl, -(alkylene)n-heterocycloalkenyl, -(alkylene)n-heteroaryl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 or —C(O)N(R6)2, wherein any aryl, cycloalkyl, cycloalkylene, heterocycloalkyl, heterocycloalkenyl or heteroaryl group can be unsubstituted or substituted with up to 4 substituents, which can be the same or different, and are selected from:
- alkyl, aryl, halo, haloalkyl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 and —C(O)N(R6)2;
- each occurrence of R5 is independently H, alkyl, aryl or cycloalkyl;
- each occurrence of R6 is independently H, alkyl, -(alkylene)n-aryl or cycloalkyl;
- and
- each occurrence of n is independently 0 or 1.
10 more elements
(canceled)
(canceled)
A compound having the formula:
- or a pharmaceutically acceptable salt, solvate, ester or prodrug thereof, wherein:
- A is:
- R1 is H, alkyl, -(alkylene)n-aryl, -(alkylene)n-cycloalkyl, -(alkylene)n-cycloalkenyl, -(alkylene)n-heterocycloalkyl, -(alkylene)n-heterocycloalkenyl or -(alkylene)n-heteroaryl, wherein any aryl, cycloalkyl, cycloalkylene, heterocycloalkyl, heterocycloalkenyl or heteroaryl group can be unsubstituted or substituted with up to 4 substituents, which can be the same or different, and are selected from:
- alkyl, aryl, halo, haloalkyl, heteroaryl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 and —C(O)N(R6)2;
- R2 is H, alkyl, -(alkylene)n-aryl, -(alkylene)n-cycloalkyl, -(alkylene)n-cycloalkenyl, -(alkylene)n-heterocycloalkyl, -(alkylene)n-heterocycloalkenyl or -(alkylene)n-heteroaryl, wherein any aryl, cycloalkyl, cycloalkylene, heterocycloalkyl, heterocycloalkenyl or heteroaryl group can be unsubstituted or substituted with up to 4 substituents, which can be the same or different, and are selected from:
- alkyl, aryl, halo, haloalkyl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 and —C(O)N(R6)2;
- each occurrence of R5 is independently H, alkyl, aryl or cycloalkyl;
- each occurrence of R6 is independently H, alkyl, -(alkylene)n-aryl or cycloalkyl;
- R7 is H, alkyl, haloalkyl, -(alkylene)n-aryl, -(alkylene)n-cycloalkyl, -(alkylene)n-cycloalkenyl, -(alkylene)n-heterocycloalkyl, -(alkylene)n-heterocycloalkenyl, -(alkylene)n-heteroaryl, —OR5, —O-alkylene-O-aryl, —SR5, —N(R6)2, —CN, —C(O)OR5 or —C(O)N(R6)2, wherein any aryl, cycloalkyl, cycloalkylene, heterocycloalkyl, heterocycloalkenyl or heteroaryl group can be unsubstituted or substituted with up to 4 substituents, which can be the same or different, and are selected from:
- alkyl, aryl, halo, haloalkyl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 and —C(O)N(R6)2;
- R8 is H, alkyl, haloalkyl, -(alkylene)n-aryl, -(alkylene)n-cycloalkyl, -(alkylene)n-cycloalkenyl, -(alkylene)n-heterocycloalkyl, -(alkylene)n-heterocycloalkenyl, -(alkylene)n-heteroaryl, —OR5, —N(R6)2, wherein any aryl, cycloalkyl, cycloalkylene, heterocycloalkyl, heterocycloalkenyl or heteroaryl group can be unsubstituted or substituted with up to 4 substituents, which can be the same or different, and are selected from:
- alkyl, aryl, halo, haloalkyl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 and —C(O)N(R6)2;
- R9 is H, alkyl, haloalkyl, -(alkylene)n-aryl, -(alkylene)n-cycloalkyl, -(alkylene)n-cycloalkenyl, -(alkylene)n-heterocycloalkyl, -(alkylene)n-heterocycloalkenyl, -(alkylene)n-heteroaryl, —OR5, —N(R6)2, wherein any aryl, cycloalkyl, cycloalkylene, heterocycloalkyl, heterocycloalkenyl or heteroaryl group can be unsubstituted or substituted with up to 4 substituents, which can be the same or different, and are selected from:
- alkyl, aryl, halo, haloalkyl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 and —C(O)N(R6)2;
- R10 is H, alkyl, haloalkyl, -(alkylene)n-aryl, -(alkylene)n-cycloalkyl, -(alkylene)n-cycloalkenyl, -(alkylene)n-heterocycloalkyl, -(alkylene)n-heterocycloalkenyl, -(alkylene)n-heteroaryl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 or —C(O)N(R6)2, wherein any aryl, cycloalkyl, cycloalkylene, heterocycloalkyl, heterocycloalkenyl or heteroaryl group can be unsubstituted or substituted with up to 4 substituents, which can be the same or different, and are selected from:
- alkyl, aryl, halo, haloalkyl, —OR5, —SR5, —N(R6)2, —CN, —C(O)OR5 and —C(O)N(R6)7;
- and
- each occurrence of n is independently 0 or 1.
15 more elements
(canceled)
33-39. (canceled)
A compound having the structure:
- or a pharmaceutically acceptable salt, solvate, ester or prodrug thereof.
46-48. (canceled)
51-53. (canceled)
56-58. (canceled)
Dependencies are inferred from the claim text.