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US 7,622,579 B2Granted
Hetero isonipecotic modulators of vanilloid VR1 receptor
AssigneeJanssen Pharmaceutica NV
InventorsMicheal D. Gaul, Bao-Ping Zhao, Daniel A. Hutta
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Abstract
This invention is directed to vanilloid receptor VR1 ligands. More particularly, this invention relates to hetero isonipecotic amides that are potent modulators of VR1 which are useful for the treatment and prevention of disease conditions in mammals.
Claims14
A compound of formula (I)
- wherein
- is thiomorpholin-4-yl;
- Y is bonded to
- at a substitutable atom and is independently selected from the group consisting of hydrogen;
- hydroxyl;
- R1;
- R1O—;
- R1S—;
- CF3O—;
- R1S(O)—;
- R1SO2—;
- —LCOX;
- C6-10aryl;
- n is an integer from 0 to 4;
- Ar is phenyl;
- naphthyl;
- a 5-6 membered heteroaryl ring selected from the group consisting of furan, imidazole, isothiazole, isoxazole, oxadiazole, oxazole, pyran, pyrazine, pyrazole, pyridazine, pyrrole, tetrazole, thiadiazole, triazine, and triazole;
- or a fused 5,6 or 6,6 heteroaryl selected from the group consisting of benzimidazole, benzisoxazole, benzofiaran, benzoxazole, benzthiazole, benzothiophene, cinnoline, indazole, indole, indoline, indolizine, isobenzofiaran, isoindole, isoindoline, isoquinoline, naphthyridine, pthalazine, pteridine, pyrrolizine, quinoline, and quinolizine;
- R1 is C1-10alkyl;
- L is —NH—, a direct bond, —O—, or —CH2—;
- X is H, R1, HO, R1O—, R1S—, —NH2, R1NH—, or (R1)2N—;
- and enantiomers, diastereomers, tautomers, solvates, and pharmaceutically acceptable salts thereof.
19 more elements
A compound selected from the group consisting of:
- Thiomorpholin-4-yl-(1-o-tolyl-piperidin-4-yl)-methanone;
- [1-(3-Fluoro-4-methyl-phenyl)-piperidin-4-yl]-thiomorpholin-4-yl-methanone;
- [1-(3,4-Dimethyl-phenyl)-piperidin-4-yl]-thiomorpholin-4-yl-methanone;
- [1-(2,3-Dimethyl-phenyl)-piperidin-4-yl]-thiomorpholin-4-yl-methanone;
- [1-(3,5-Difluoro-phenyl)-piperidin-4-yl]-thiomorpholin-4-yl-methanone;
- (1-Biphenyl-3-yl-piperidin-4-yl)-thiomorpholin-4-yl-methanone;
- [1-(3-Methoxy-phenyl)-piperidin-4-yl]-thiomorpholin-4-yl-methanone;
- (1-Naphthalen-1-yl-piperidin-4-yl)-thiomorpholin-4-yl-methanone;
- (1-Isoquinolin-1-yl-piperidin-4-yl)-thiomorpholin-4-yl-methanone;
- Thiomorpholin-4-yl-( 1-m-tolyl-piperidin-4-yl)-methanone;
- Thiomorpholin-4-yl-[1-(3-trifluoromethyl-phenyl)-piperidin-4-yl]-methanone;
- [1-(3,6-Dimethyl-pyrazin-2-yl)-piperidin-4-yl]-thiomorpholin-4-yl-methanone.
9 more elements
Dependencies are inferred from the claim text.