Back to results
US 8,575,168 B2Granted
Compounds and compositions as modulators of GPR119 activity
AssigneeIrm LLC
InventorsMihai Azimioara, Christopher Cow, Robert Epple, Gerald Lelais, John Mecom, Victor Nikulin
Life of this patent
Estimating the term…
Abstract
The invention provides compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with the activity of GPR119.
Claims13
A compound selected from Formula I:
- or the pharmaceutically acceptable salts thereof;
- in which:
- n is selected from 0, 1, and 2;
- R1 is selected from —S(O)2X2R4a —C(O)OX2R4aand —C(O)X2R4a, X2OR4a;
- wherein
- X2 is selected from a bond and C1-4 alkylene;
- R4a is selected from hydrogen, C1-6alkyl, halo-substituted-C1-6alkyl, hydroxy-substituted-C1-6alkyl, phenyl, and, C3-8heterocycloalkyl;
- wherein said heterocycloalkyl of R4a is optionally substituted with C1-6alkyl or —C(O)OX4R5c;
- wherein X4 is C1-4alkylene;
- R5c is C1-6alkyl;
- R2 is halo
- R20 is selected from hydrogen and methyl;
- W2 is selected from CR7 and N;
- wherein R7 is selected from hydrogen and halo;
- Y1 is selected from CH2 and C(O);
- or Y1 and W2 taken together can form a double bond where W2 is C and Y1 is CH;
- Y2, Y6 and Y7 are independently selected from N and CH, where at least one of Y2, Y6 and Y7 is CH;
- Y5 is —CH2-;
- R3 is selected from C6-10aryl and 5-6 membered heteroaryl;
- wherein said aryl or heteroaryl of R3 is optionally substituted with 1 to 4 R14 radicals;
- wherein each R14 is independently selected from C1-6alkyl, halo, C1-6alkoxy, halo-substituted-C1-6alkyl, halo-substituted-C1-6alkoxy, and C1-10 heterocycloalkyl;
- wherein the heterocycloalkyl of R14 is optionally substituted by halo.
19 more elements
A compound selected from the group consisting of:
- 4-{3,5-difluoro-4-[(1-{1-[4-(trifluoromethyl)phenyl]ethyl }azetidin-3-yl)oxy]phenyl }-1-methanesulfonylpiperidine;
- 4-{3,5-difluoro-4-[(1-{1-[4-(trifluoromethyl)phenyl]propan-2-yl}azetidin-3-yl)oxy]phenyl }-1-methanesulfonylpiperidine;
- 4-(3,5-difluoro-4-(1-(1-(4-(trifluoromethyl)phenyl)propyl)azetidin-3-yloxy)phenyl)-1-(methylsulfonyl)piperidine;
- 2-(3-(2,6-difluoro-4-(1-(methylsulfonyl)piperidin-4-yl)phenoxy)azetidin-1-yl)-2-(4-(trifluoromethyl)phenyl)ethanol;
- 5-(1-(4-(2,6-difluoro-4-(1-(methylsulfonyl)piperidin-4-yl)phenoxy)piperidin-1-yl)ethyl)-3-(trifluoromethyl)-1,2,4-oxadiazole;
- and
- 4-(2,6-difluoro-4-(1-(methylsulfonyl)piperidin-4yl)phenoxy)-1-(4-(trifluoromethyl)benzyl)azepane.
4 more elements
Dependencies are inferred from the claim text.