IP Library › Granted Patent US 7,928,123
Granted Patent B2
US 7,928,123 · App. 11/854,607 · Granted Apr 19, 2011

Compounds which modulate the CB2 receptor

Assignee: Boehringer Ingelheim International GmbH
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Quick Facts
Patent No.
US 7,928,123
App. No.
11/854,607
Granted
Apr 19, 2011
Kind
B2
Abstract

Compounds of formula (I) are disclosed. Compounds according to the invention bind to and are agonists, antagonists or inverse agonists of the CB2 receptor, and are useful for treating inflammation. Those compounds which are agonists are additionally useful for treating pain.

Claims (249)

1. A compound of the formula (I):

wherein

R 1 is methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, bicylco(3.3.0)octanyl, bicyclo[4.3.0]nonyl, benzyl or phenethyl each optionally independently substituted with 1 to 3 substituents chosen from methyl, ethyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyano, fluoro, chloro and bromo;

R 2 and R 3 are independently hydrogen, methyl, ethyl, n-propyl, isopropyl, isobutyl, tert-butyl, wherein R 2 and R 3 cannot simultaneously be hydrogen, or R 2 and R 3 together with the carbon to which they are attached form a cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl or tetrahydropyranyl ring;

R 4 is hydrogen;

R 5 is phenyl, naphthyl, pyridinyl, quinolinyl, isoquinolinyl, pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, oxadiazolyl, thiadiazolyl, indolyl, benzoxazolyl, benzopyrazolyl, benzoisoxazolyl, benzothiazolyl, benzoisothiazolyl, benzimidazolyl, tetrahydrobenzoxazolyl, tetrahydrobenzothiazolyl or tetrahydrobenzimidazolyl each optionally independently substituted with 1 to 3 substituents chosen from C 1 -C 6 alkyl optionally substituted with 1 to 3 halogen atoms, C 3 -C 6 cycloalkyl, halogen, cyano, dimethylaminoC 1 -C 4 alkyl and phenyl optionally substituted with 1 to 2 halogen atoms or C 1 -C 4 alkyl optionally substituted with halogen;

or a tautomer or pharmaceutically acceptable salt thereof.

2. The compound according to claim 1 wherein

R 1 is methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, bicylco(3.3.0)octanyl, or bicyclo[4.3.0]nonyl each optionally independently substituted with 1 to 3 substituents chosen from methyl, ethyl, cyclopropyl, cyclobutyl, cyclohexyl, fluoro, chloro and bromo;

R 2 and R 3 are independently hydrogen, methyl, ethyl, n-propyl, isopropyl, isobutyl, tert-butyl, wherein R 2 and R 3 cannot simultaneously be hydrogen, or R 2 and R 3 together with the carbon to which they are attached form a cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl or tetrahydropyranyl ring;

R 4 is hydrogen;

R 5 is phenyl, naphthyl, pyridinyl, quinolinyl, isoquinolinyl, pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, oxadiazolyl, thiadiazolyl, indolyl, benzoxazolyl, benzopyrazolyl, benzoisoxazolyl, benzothiazolyl, benzoisothiazolyl, benzimidazolyl, tetrahydrobenzoxazolyl, tetrahydrobenzothiazolyl, or tetrahydrobenzimidazolyl each optionally independently substituted with 1 to 3 substituents chosen from C 1 -C 6 alkyl optionally substituted with 1 to 3 halogen atoms, C 3 -C 6 cycloalkyl, halogen, cyano, dimethylaminoC 1 -C 4 alkyl and phenyl optionally substituted with 1 to 2 halogen atoms or C 1 -C 4 alkyl optionally substituted with halogen.

3. The compound according to claim 1 wherein

R 1 is benzyl or phenethyl each optionally independently substituted with 1 to 3 substituents chosen from methyl, fluoro, chloro and bromo.

4. The compound according to claim 1 wherein

R 1 is methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl or benzyl each optionally substituted with methyl, cyclopropyl, cyclobutyl, cyclohexyl and chloro;

R 2 and R 3 are independently hydrogen, methyl, isopropyl, tert-butyl, wherein R 2 and R 3 cannot simultaneously be hydrogen, or R 2 and R 3 together with the carbon to which they are attached form a cyclopropyl or cyclobutyl, ring;

R 4 is hydrogen;

R 5 is phenyl, pyridinyl, quinolinyl, isoquinolinyl, pyrazolyl, isoxazolyl, benzothiazolyl, thiadiazolyl, or thiazolyl each optionally independently substituted with 1 to 2 substituents chosen from, methyl, ethyl, tert-butyl, neopentyl, cyclohexyl, trifluoromethyl or phenyl optionally substituted with a chlorine atom.

5. A compound chosen from

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclohexanesulfonyl-2-methyl-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-2-methyl-2-(propane-2-sulfonyl)-propionamide

N-(5-tert-Butyl-4-methyl-thiazol-2-yl)-2-methyl-2-(propane-2-sulfonyl)-propionamide

1-Cyclohexanesulfonyl-cyclobutanecarboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide

1-Cyclohexanesulfonyl-cyclobutanecarboxylic acid (4-tert-butyl-thiazol-2-yl)-amide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(propane-2-sulfonyl)-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-2-(4-chloro-phenylmethanesulfonyl)-2-methyl-propionamide

N-(5-tert-Butyl-4-methyl-thiazol-2-yl)-2-(4-chloro-phenylmethanesulfonyl)-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-(4-chloro-phenylmethanesulfonyl)-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

2-Methyl-2-(propane-1-sulfonyl)-N-(4-trifluoromethyl-pyridin-2-yl)-propionamide

2-Methyl-N-naphthalen-2-yl-2-(propane-2-sulfonyl)-propionamide

N-Isoquinolin-3-yl-2-methyl-2-(propane-2-sulfonyl)-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

2-Methyl-2-(propane-2-sulfonyl)-N-quinolin-3-yl-propionamide

N-(4-tert-Butyl-phenyl)-2-methyl-2-(propane-2-sulfonyl)-propionamide

2-Methyl-N-(4-phenyl-thiazol-2-yl)-2-(propane-2-sulfonyl)-propionamide

2-Methyl-N-(2-methyl-5-phenyl-2H-pyrazol-3-yl)-2-(propane-2-sulfonyl)-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-methyl-2-(propane-2-sulfonyl)-propionamide

N-(3-tert-Butyl-phenyl)-2-methyl-2-(propane-2-sulfonyl)-propionamide

2-Methyl-2-(propane-2-sulfonyl)-N-(6-trifluoromethyl-pyridin-2-yl)-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-2-cyclopentanesulfonyl-2-methyl-propionamide

2-Cyclohexanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclopentanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclopropanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(2-methyl-propane-2-sulfonyl)-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-2-methyl-2-(2-methyl-propane-2-sulfonyl)-propionamide

N-(5-tert-Butyl-4-methyl-thiazol-2-yl)-2-methyl-2-(2-methyl-propane-2-sulfonyl)-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-methyl-2-(2-methyl-propane-2-sulfonyl)-propionamide

2-Methyl-2-(2-methyl-propane-2-sulfonyl)-N-(6-trifluoromethyl-pyridin-2-yl)-propionamide

2-Methyl-2-(2-methyl-propane-2-sulfonyl)-N-(4-trifluoromethyl-pyridin-2-yl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-3-methyl-2-(propane-2-sulfonyl)-butyramide

2-(Butane-2-sulfonyl)-N-(5-tert-butyl-isoxazol-3-yl)-2-methyl-propionamide

2-(Butane-2-sulfonyl)-N-(5-tert-butyl-2-methyl-2H-pyrazol-3-yl)-2-methyl-propionamide

2-(Butane-2-sulfonyl)-N-(4-tert-butyl-thiazol-2-yl)-2-methyl-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-2-(propane-2-sulfonyl)-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-3-methyl-2-(propane-2-sulfonyl)-butyramide

N-(5-tert-Butyl-4-methyl-thiazol-2-yl)-3-methyl-2-(propane-2-sulfonyl)-butyramide

2-(Butane-2-sulfonyl)-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-ethanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-methanesulfonyl-2-methyl-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-2-methanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(2-methyl-propane-1-sulfonyl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(2,2,2-trifluoro-ethanesulfonyl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-cyclopentanesulfonyl-2-methyl-propionamide

2-Cyclopentanesulfonyl-2-methyl-N-(2-methyl-5-phenyl-2H-pyrazol-3-yl)-propionamide

2-Cyclopentanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

2-Cyclopentanesulfonyl-2-methyl-N-(4-trifluoromethyl-thiazol-2-yl)-propionamide

N-[4-(4-Chloro-phenyl)-thiazol-2-yl]-2-cyclopentanesulfonyl-2-methyl-propionamide

2-Cyclopentanesulfonyl-2-methyl-N-(4-trifluoromethyl-pyridin-2-yl)-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-cyclobutylmethanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-(hexane-3-sulfonyl)-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclohexanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclohexylmethanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-ethanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyanomethanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-(2,2-dimethyl-propane-1-sulfonyl)-2-methyl-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-cycloheptanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-cyclohexylmethanesulfonyl-2-methyl-propionamide

2-(3,3-Dimethyl-2-oxo-butane-1-sulfonyl)-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-(3,3-dimethyl-2-oxo-butane-1-sulfonyl)-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(3-methyl-butane-1-sulfonyl)-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-methyl-2-(3-methyl-butane-1-sulfonyl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cycloheptanesulfonyl-2-methyl-propionamide

2-Cyclohexylmethanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

2-Methyl-2-(3-methyl-butane-1-sulfonyl)-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

2-Cycloheptanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

2-Cyclopropylmethanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

2-Cyclobutylmethanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclopropylmethanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclobutylmethanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(3-phenyl-propane-1-sulfonyl)-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-methyl-2-(propane-2-sulfonyl)-propionamide

N-[4-(4-Chloro-phenyl)-thiazol-2-yl]-2-methyl-2-(propane-2-sulfonyl)-propionamide

2-Methyl-2-(propane-2-sulfonyl)-N-quinolin-2-yl-propionamide

2-Methyl-2-(propane-1-sulfonyl)-N-quinolin-3-yl-propionamide

N-(4-tert-Butyl-phenyl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

2-Methyl-2-(propane-1-sulfonyl)-N-(4,5,6,7-tetrahydro-benzothiazol-2-yl)-propionamide

2-Methyl-2-(propane-1-sulfonyl)-N-quinolin-2-yl-propionamide

N-[4-(4-Chloro-phenyl)-thiazol-2-yl]-2-methyl-2-(propane-1-sulfonyl)-propionamide

2-Methyl-N-(2-methyl-5-phenyl-2H-pyrazol-3-yl)-2-(propane-1-sulfonyl)-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(3-tert-Butyl-phenyl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

2-Methyl-2-(propane-1-sulfonyl)-N-(4-trifluoromethyl-thiazol-2-yl)-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-Benzothiazol-2-yl-2-methyl-2-(propane-1-sulfonyl)-propionamide

2-Methyl-2-(propane-1-sulfonyl)-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

2-Methyl-N-(5-methyl-4-phenyl-thiazol-2-yl)-2-(propane-1-sulfonyl)-propionamide

N-(5-Ethyl-4-phenyl-thiazol-2-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

2-Methyl-N-(5-phenyl-pyridin-2-yl)-2-(propane-1-sulfonyl)-propionamide

N-(4-Cyclohexyl-thiazol-2-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(5-tert-Butyl-4-methyl-thiazol-2-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(2,4-Dimethyl-5-phenyl-2H-pyrazol-3-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-[3-(2,2-Dimethyl-propyl)-isoxazol-5-yl]-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(5-tert-Butyl-1,3,4-thiadiazol-2-yl)-2-cyclopentanesulfonyl-2-methyl-propionamide

2-Cyclopentanesulfonyl-2-methyl-N-(5-phenyl-4H-1,2,4-triazol-3-yl)-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclobutylmethanesulfonyl-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclopropylmethanesulfonyl-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-methyl-2-(3-methyl-butane-1-sulfonyl)-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclopentanesulfonyl-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclohexylmethanesulfonyl-2-methyl-propionamide

2-(Butane-2-sulfonyl)-N-(3-tert-butyl-isoxazol-5-yl)-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-methyl-2-(2-methyl-propane-1-sulfonyl)-propionamide and

N-(3-tert-Butyl-isoxazol-5-yl)-2-(4-fluoro-phenylmethanesulfonyl)-2-methyl-propionamide

or a tautomer or pharmaceutically acceptable salt thereof.

6. A compound chosen from

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclohexanesulfonyl-2-methyl-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-2-methyl-2-(propane-2-sulfonyl)-propionamide

N-(5-tert-Butyl-4-methyl-thiazol-2-yl)-2-methyl-2-(propane-2-sulfonyl)-propionamide

1-Cyclohexanesulfonyl-cyclobutanecarboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(propane-2-sulfonyl)-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-2-(4-chloro-phenylmethanesulfonyl)-2-methyl-propionamide

N-(5-tert-Butyl-4-methyl-thiazol-2-yl)-2-(4-chloro-phenylmethanesulfonyl)-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-(4-chloro-phenylmethanesulfonyl)-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(4-tert-Butyl-phenyl)-2-methyl-2-(propane-2-sulfonyl)-propionamide

N-(3-tert-Butyl-phenyl)-2-methyl-2-(propane-2-sulfonyl)-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-2-cyclopentanesulfonyl-2-methyl-propionamide

2-Cyclohexanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclopentanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclopropanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(2-methyl-propane-2-sulfonyl)-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-2-methyl-2-(2-methyl-propane-2-sulfonyl)-propionamide

N-(5-tert-Butyl-4-methyl-thiazol-2-yl)-2-methyl-2-(2-methyl-propane-2-sulfonyl)-propionamide

2-(Butane-2-sulfonyl)-N-(5-tert-butyl-isoxazol-3-yl)-2-methyl-propionamide

2-(Butane-2-sulfonyl)-N-(4-tert-butyl-thiazol-2-yl)-2-methyl-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-3-methyl-2-(propane-2-sulfonyl)-butyramide

N-(5-tert-Butyl-4-methyl-thiazol-2-yl)-3-methyl-2-(propane-2-sulfonyl)-butyramide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(2-methyl-propane-1-sulfonyl)-propionamide

2-Cyclopentanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

N-[4-(4-Chloro-phenyl)-thiazol-2-yl]-2-cyclopentanesulfonyl-2-methyl-propionamide

2-Cyclopentanesulfonyl-2-methyl-N-(4-trifluoromethyl-pyridin-2-yl)-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-cyclobutylmethanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-(hexane-3-sulfonyl)-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclohexanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclohexylmethanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-cycloheptanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-cyclohexylmethanesulfonyl-2-methyl-propionamide

2-(3,3-Dimethyl-2-oxo-butane-1-sulfonyl)-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-(3,3-dimethyl-2-oxo-butane-1-sulfonyl)-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(3-methyl-butane-1-sulfonyl)-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-methyl-2-(3-methyl-butane-1-sulfonyl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cycloheptanesulfonyl-2-methyl-propionamide

2-Cyclohexylmethanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

2-Methyl-2-(3-methyl-butane-1-sulfonyl)-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

2-Cycloheptanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

2-Cyclopropylmethanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

2-Cyclobutylmethanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclopropylmethanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclobutylmethanesulfonyl-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-methyl-2-(propane-2-sulfonyl)-propionamide

N-[4-(4-Chloro-phenyl)-thiazol-2-yl]-2-methyl-2-(propane-2-sulfonyl)-propionamide

2-Methyl-2-(propane-2-sulfonyl)-N-quinolin-2-yl-propionamide

2-Methyl-2-(propane-1-sulfonyl)-N-quinolin-3-yl-propionamide

N-(4-tert-Butyl-phenyl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

2-Methyl-2-(propane-1-sulfonyl)-N-quinolin-2-yl-propionamide

N-[4-(4-Chloro-phenyl)-thiazol-2-yl]-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(3-tert-Butyl-phenyl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-Benzothiazol-2-yl-2-methyl-2-(propane-1-sulfonyl)-propionamide

2-Methyl-N-(5-methyl-4-phenyl-thiazol-2-yl)-2-(propane-1-sulfonyl)-propionamide

N-(5-Ethyl-4-phenyl-thiazol-2-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(4-Cyclohexyl-thiazol-2-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(5-tert-Butyl-4-methyl-thiazol-2-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-[3-(2,2-Dimethyl-propyl)-isoxazol-5-yl]-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(5-tert-Butyl-1,3,4-thiadiazol-2-yl)-2-cyclopentanesulfonyl-2-methyl-propionamide

2-Cyclopentanesulfonyl-2-methyl-N-(5-phenyl-4H-1,2,4-triazol-3-yl)-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclobutylmethanesulfonyl-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclopropylmethanesulfonyl-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-methyl-2-(3-methyl-butane-1-sulfonyl)-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclopentanesulfonyl-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclohexylmethanesulfonyl-2-methyl-propionamide

2-(Butane-2-sulfonyl)-N-(3-tert-butyl-isoxazol-5-yl)-2-methyl-propionamide

and

N-(3-tert-Butyl-isoxazol-5-yl)-2-methyl-2-(2-methyl-propane-1-sulfonyl)-propionamide

or a tautomer or pharmaceutically acceptable salt thereof.

7. A compound chosen from

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclohexanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-4-methyl-thiazol-2-yl)-2-methyl-2-(propane-2-sulfonyl)-propionamide

1-Cyclohexanesulfonyl-cyclobutanecarboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide

N-(5-tert-Butyl-4-methyl-thiazol-2-yl)-2-(4-chloro-phenylmethanesulfonyl)-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-(4-chloro-phenylmethanesulfonyl)-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

2-Cyclohexanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclopentanesulfonyl-2-methyl-propionamide

N-(4-tert-Butyl-thiazol-2-yl)-2-methyl-2-(2-methyl-propane-2-sulfonyl)-propionamide

N-(5-tert-Butyl-4-methyl-thiazol-2-yl)-2-methyl-2-(2-methyl-propane-2-sulfonyl)-propionamide

2-(Butane-2-sulfonyl)-N-(5-tert-butyl-isoxazol-3-yl)-2-methyl-propionamide

2-(Butane-2-sulfonyl)-N-(4-tert-butyl-thiazol-2-yl)-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(2-methyl-propane-1-sulfonyl)-propionamide

N-[4-(4-Chloro-phenyl)-thiazol-2-yl]-2-cyclopentanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-cyclobutylmethanesulfonyl-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclohexanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclohexylmethanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-cycloheptanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-cyclohexylmethanesulfonyl-2-methyl-propionamide

2-(3,3-Dimethyl-2-oxo-butane-1-sulfonyl)-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-(3,3-dimethyl-2-oxo-butane-1-sulfonyl)-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-methyl-2-(3-methyl-butane-1-sulfonyl)-propionamide

N-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-2-methyl-2-(3-methyl-butane-1-sulfonyl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cycloheptanesulfonyl-2-methyl-propionamide

2-Cyclohexylmethanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

2-Methyl-2-(3-methyl-butane-1-sulfonyl)-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

2-Cycloheptanesulfonyl-2-methyl-N-(5-trifluoromethyl-pyridin-2-yl)-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclopropylmethanesulfonyl-2-methyl-propionamide

N-(5-tert-Butyl-isoxazol-3-yl)-2-cyclobutylmethanesulfonyl-2-methyl-propionamide

N-[4-(4-Chloro-phenyl)-thiazol-2-yl]-2-methyl-2-(propane-2-sulfonyl)-propionamide

N-(4-tert-Butyl-phenyl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-[4-(4-Chloro-phenyl)-thiazol-2-yl]-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

2-Methyl-N-(5-methyl-4-phenyl-thiazol-2-yl)-2-(propane-1-sulfonyl)-propionamide

N-(5-Ethyl-4-phenyl-thiazol-2-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(4-Cyclohexyl-thiazol-2-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(5-tert-Butyl-4-methyl-thiazol-2-yl)-2-methyl-2-(propane-1-sulfonyl)-propionamide

N-(5-tert-Butyl-1,3,4-thiadiazol-2-yl)-2-cyclopentanesulfonyl-2-methyl-propionamide

2-Cyclopentanesulfonyl-2-methyl-N-(5-phenyl-4H-1,2,4-triazol-3-yl)-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclobutylmethanesulfonyl-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclopropylmethanesulfonyl-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-methyl-2-(3-methyl-butane-1-sulfonyl)-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclopentanesulfonyl-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-cyclohexylmethanesulfonyl-2-methyl-propionamide

2-(Butane-2-sulfonyl)-N-(3-tert-butyl-isoxazol-5-yl)-2-methyl-propionamide

N-(3-tert-Butyl-isoxazol-5-yl)-2-methyl-2-(2-methyl-propane-1-sulfonyl)-propionamide and

N-(3-tert-Butyl-isoxazol-5-yl)-2-(4-fluoro-phenylmethanesulfonyl)-2-methyl-propionamide

or a tautomer or pharmaceutically acceptable salt thereof.

8. A pharmaceutical composition comprising a therapeutically effective amount of a compound according to claim 1 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 6, 2009
From: BERRY, ANGELA; CIRILLO, PIER FRANCESCO; HICKEY, EUGENE RICHARD; RIETHER, DORIS; THOMSON, DAVID; ZINDELL, RENEE M.; BLUMIRE, NIGEL; CHOWDHURY, CHANDANA; ERMANN, MONIKA; JENKINS, JAMES EDWARD; MUSHI, INNOCENT; PALMER, CHRISTOPHER FRANCIS; TAYLOR, MALCOLM
To: BOEHRINGER INGELHEIM INTERNATIONAL GMBH
Reel/Frame 022360/0660 →
Continuity (2)
Provisional Application 60826819 · Sep 25, 2006
Related Publication 20080081822A1 · Apr 3, 2008