US 8,541,457 B2 · Aminothiazole derivatives as human stearoyl-CoA desaturase inhibitors

Abstract

Methods of treating an SCD-mediated disease or condition in a mammal, preferably a human, are disclosed, wherein the methods comprise administering to a mammal in need thereof a compound of formula (I), where V, W, R1, R2, R3 and R4 are defined herein. Pharmaceutical compositions comprising the compounds of formula (I) are also disclosed.

A method of treating a disease or condition mediated by stearoyl-CoA desaturase in a mammal, wherein the method comprises administering to the mammal in need thereof a therapeutically effective amount of a compound selected from:

2-(4-Bromobenzoylamino)-4-methylthiazole-5-carboxylic acid o-tolylamide;
2-(4-Bromobenzoylamino)-4-methylthiazole-5-carboxylic acid (2-chlorophenyl)amide;
2-(4-Bromobenzoylamino)-4-methylthiazole-5-carboxylic acid (3-methoxyphenyl)amide;
4-Methyl-2-(3,4,5-trimethoxybenzoylamino)thiazole-5-carboxylic acid phenylamide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid (4-methoxyphenyl)amide;
4-Methyl-2-[(thiophene-2-carbonyl)amino]thiazole-5-carboxylic acid (4-chlorophenyl)amide;
2-(Cyclohexanecarbonylamino)-4-methylthiazole-5-carboxylic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)amide;
2-(4-Methoxybenzoylamino)-4-methylthiazole-5-carboxylic acid pyridin-3-ylamide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid (5-methyl[1,3,4]thiadiazol-2-yl)amide;
2-[(Furan-2-carbonyl)amino]-4-methylthiazole-5-carboxylic acid o-tolylamide;
2-[(Furan-2-carbonyl)amino]-4-methylthiazole-5-carboxylic acid (4-bromophenyl)amide;
2-(3-Methoxybenzoylamino)-4-methylthiazole-5-carboxylic acid (4-bromophenyl)amide;
2-[Furan-2-carbonyl)amino]-4-methylthiazole-5-carboxylic acid (4-chlorophenyl)amide;
2-[(Furan-2-carbonyl)amino]-4-methylthiazole-5-carboxylic acid (3-methoxyphenyl)amide;
2-[(Furan-2-carbonyl)amino]-4-methylthiazole-5-carboxylic acid (4-methoxyphenyl)amide;
4-Methyl-2-(2-phenoxyacetylamino)thiazole-5-carboxylic acid phenylamide;
4-Methyl-2-(2-phenoxyacetylamino)thiazole-5-carboxylic acid benzylamide;
2-Chloro-N-[4-methyl-5-(morpholine-4-carbonyl)thiazol-2-yl]benzamide;
2-(3-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid (4-bromophenyl)amide;
2-(2-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid (4-bromophenyl)amide;
2-Acetylamino-4-methylthiazole-5-carboxylic acid indan-5-ylamide;
2-Acetylamino-4-methylthiazole-5-carboxylic acid cyclohexylamide;
2-(4-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid (4-bromophenyl)amide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid phenylamide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid (3-methoxyphenyl)amide;
2-(4-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid (4-methoxyphenyl)amide;
4-Methyl-2-propionylaminothiazole-5-carboxylic acid indan-5-ylamide;
2-(Cyclopropanecarbonylamino)-4-methylthiazole-5-carboxylic acid phenylamide;
2-(Cyclopropanecarbonylamino)-4-methylthiazole-5-carboxylic acid (4-chlorophenyl)amide;
2-(4-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid phenylamide;
2-(4-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid o-tolylamide;
2-(4-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid (4-chlorophenyl)amide,
2-(4-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid (2-chlorophenyl)amide;
2-(4-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid (3-methoxyphenyl)amide;
N-[4-Methyl-5-(piperidine-1-carbonyl)-thiazol-2-yl]benzamide;
2-(Cyclopropanecarbonylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(Cyclopropanecarbonylamino)-4-methylthiazole-5-carboxylic acid indan-5-ylamide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid pyridin-3-ylamide,
4-Methyl-2-propionylaminothiazole-5-carboxylic acid benzylamide;
[(2-Benzoylamino-4-methylthiazole-5-carbonyl)amino]acetic acid ethyl ester;
N-[4-Methyl-5-(morpholine-4-carbonyl)thiazol-2-yl]propionamide;
N-(5-Benzylcarbamoyl)-4-methylthiazol-2-yl)isonicotinamide,
N-[5-(3-Chlorophenylcarbamoyl)-4-methylthiazol-2-yl]isonicotinamide;
N-[5-(2-Chlorophenylcarbamoyl)-4-methylthiazol-2-yl]isonicotinamide;
N-(4-Oxo-5,6,7,8-tetrahydro-4H-thiazolol[5,4-c]azepin-2-yl)acetamide;
N-(7,7-Dimethyl-4-oxo-5,6,7,8-tetrahydro-4H-thiazolo[5,4-c]azepin-2-yl)acetamide;
2-(3-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid phenylamide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid o-tolylamide;
2-(2-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid o-tolylamide;
2-(4-Bromobenzoylamino)-4-methylthiazole-5-carboxylic acid (4-chlorophenyl)amide;
4-Methyl-2-(3,4,5-trimethoxybenzoylamino)thiazole-5-carboxylic acid (4-chlorophenyl)amide;
2-(4-Bromobenzoylamino)-4-methylthiazole-5-carboxylic acid (3-chlorophenyl)amide;
4-Methyl-2-(3-methylbenzoylamino)thiazole-5-carboxylic acid (3-chlorophenyl)amide;
2-(3-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid (3-chlorophenyl)amide;
4-Methyl-2-(2-methylbenzoylamino)thiazole-5-carboxylic acid (2-chlorophenyl)amide;
4-Methyl-2-(3,4,5-trimethoxybenzoylamino)thiazole-5-carboxylic acid (2-chlorophenyl)amide;
4-Methyl-2-(3-methylbenzoylamino)thiazole-5-carboxylic acid (2-chlorophenyl)amide;
2-(3-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid (2-chlorophenyl)amide;
2-(4-Bromobenzoylamino)-4-methylthiazole-5-carboxylic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)amide;
2-(4-Methoxybenzoylamino)-4-methylthiazole-5-carboxylic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)amide;
4-Methyl-2-(3-methylbenzoylamino)thiazole-5-carboxylic acid (2,3-dihydrobenzo[1,4]dioxin-6-yl)amide;
2-(4-Bromobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(4-Bromobenzoylamino)-4-methylthiazole-5-carboxylic acid indan-5-ylamide;
4-Methyl-2-(3-methylbenzoylamino)thiazole-5-carboxylic acid indan-5-ylamide;
4-Methyl-2-(3,4,5-trimethoxybenzoylamino)thiazole-5-carboxylic acid cyclohexylamide;
2-Fluoro-N-[4-methyl-5-(piperidine-1-carbonyl)thiazol-2-yl]benzamide;
4-Bromo-N-[4-methyl-5-(morpholine-4-carbonyl)thiazol-2-yl]benzamide;
4-Methoxy-N-[4-methyl-5-(morpholine-4-carbonyl)thiazol-2-yl]benzamide;
2-(Cyclohexanecarbonylamino)-4-methylthiazole-5-carboxylic acid (4-methoxyphenyl)amide;
4-Methyl-2-(3,4,5-trimethoxybenzoylamino)thiazole-5-carboxylic acid o-tolylamide;
4-Methyl-2-(3,4,5-trimethoxybenzoylamino)thiazole-5-carboxylic acid (3-chlorophenyl)amide;
2-(4-Methoxybenzoylamino)-4-methylthiazole-5-carboxylic acid (3-methoxyphenyl)amide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid (2,3-dihydrobenzo[1,4]dioxin-6-yl)amide;
4-Methyl-2-(3,4,5-trimethoxybenzoylamino)thiazole-5-carboxylic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)amide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid benzylamide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid indan-5-ylamide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid (4-chlorophenyl)amide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid (3-chlorophenyl)amide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid (2-chlorophenyl)amide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid (3-methoxyphenyl)amide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid phenylamide;
2-(Cyclohexanecarbonylamino)-4-methylthiazole-5-carboxylic acid (4-chlorophenyl)amide;
2-(Cyclohexanecarbonylamino)-4-methylthiazole-5-carboxylic acid (2-chlorophenyl)amide;
3-Methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid [5-(2-chloro-phenylcarbamoyl)-4-methylthiazol-2-yl]amide;
2-(Cyclohexanecarbonylamino)-4-methylthiazole-5-carboxylic acid indan-5-ylamide;
{[2-(4-Methoxy-benzoylamino)-4-methylthiazole-5-carbonyl]amino}acetic acid ethyl ester;
3-Fluoro-N-[4-methyl-5-(morpholine-4-carbonyl)thiazol-2-yl]benzamide;
2-[(5-Chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbonyl)amino]-4-methylthiazole-5-carboxylic acid cyclohexylamide;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid (2-dimethylaminoethyl)amide;
2-[(Furan-2-carbonyl)amino]-4-methylthiazole-5-carboxylic acid phenylamide;
2-[(Adamantane-1-carbonyl)amino]-4-methylthiazole-5-carboxylic acid phenylamide;
2-[(Adamantane-1-carbonyl)amino]-4-methylthiazole-5-carboxylic acid (4-bromophenyl)amide;
2-(3-Methoxybenzoylamino)-4-methylthiazole-5-carboxylic acid (4-chlorophenyl)amide;
2-[(Furan-2-carbonyl)amino]-4-methylthiazole-5-carboxylic acid (3-chlorophenyl)amide;
2-(3-Methoxybenzoylamino)-4-methylthiazole-5-carboxylic acid (3-chlorophenyl)amide;
2-(3-Methoxybenzoylamino)-4-methylthiazole-5-carboxylic acid (2-chlorophenyl)amide;
2-(3-Methoxybenzoylamino)-4-methylthiazole-5-carboxylic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)amide;
2-(3-Methoxybenzoylamino)-4-methylthiazole-5-carboxylic acid indan-5-ylamide;
{[2-(3-Methoxybenzoylamino)-4-methylthiazole-5-carbonyl]amino}acetic acid ethyl ester;
2-(4-Bromobenzoylamino)-4-methylthiazole-5-carboxylic acid (5-methyl[1,3,4]thiadiazol-2-yl)amide;
2-(3-Methoxy-benzoylamino)-4-methylthiazole-5-carboxylic acid (4-methoxyphenyl)amide;
2-[(Adamantane-1-carbonyl)amino]-4-methylthiazole-5-carboxylic acid (4-methoxyphenyl)amide;
3-Methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid (4-methyl-5-phenylcarbamoyl-thiazol-2-yl)amide;
3-Methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid (4-methyl-5-o-tolylcarbamoyl-thiazol-2-yl)amide;
2-[(5-Chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbonyl)amino]-4-methylthiazole-5-carboxylic acid (4-bromophenyl)amide;
2-[(5-Chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbonyl)amino]-4-methylthiazole-5-carboxylic acid (2-chlorophenyl)amide;
3-Methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid [5-(2,3-dihydro-benzo[1,4]dioxin-6-ylcarbamoyl)-4-methylthiazol-2-yl]amide;
3-Methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid [5-(indan-5-ylcarbamoyl)-4-methylthiazol-2-yl]amide;
3-Methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid [4-methyl-5-(5-methyl-[1,3,4]thiadiazol-2-ylcarbamoyl)thiazol-2-yl]amide;
3-Methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid [4-methyl-5-(piperidine-1-carbonyl)thiazol-2-yl]amide;
3-Methyl-N-[4-methyl-5-(piperidine-1-carbonyl)thiazol-2-yl]benzamide;
3-Methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid [5-(4-methoxy-phenylcarbamoyl)-4-methylthiazol-2-yl]amide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid cyclohexylamide;
2-(Cyclohexanecarbonylamino)-4-methylthiazole-5-carboxylic acid (3-chlorophenyl)amide;
4-Methyl-2-[(thiophene-2-carbonyl)amino]thiazole-5-carboxylic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)amide;
2-[(Adamantane-1-carbonyl)amino]-4-methylthiazole-5-carboxylic acid benzylamide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid (4-bromophenyl)amide;
2-(Cyclohexanecarbonylamino)-4-methylthiazole-5-carboxylic acid (4-bromophenyl)amide;
4-Methyl-2-(3-methylbenzoylamino)thiazole-5-carboxylic acid (4-bromophenyl)amide;
2-(2-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid (4-chlorophenyl)amide;
2-(2-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid (2-chlorophenyl)amide;
2-(3-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid indan-5-ylamide;
3-Methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid [5-(4-chloro-phenylcarbamoyl)-4-methylthiazol-2-yl]amide;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid (3-chlorophenyl)amide;
2-Acetylamino-4-methylthiazole-5-carboxylic acid (3-methoxyphenyl)amide;
4-Methyl-2-(4-nitrobenzoylamino)thiazole-5-carboxylic acid (4-methoxyphenyl)amide;
2-Acetylamino-4-methylthiazole-5-carboxylic acid (4-chlorophenyl)amide;
2-Acetylamino-4-methylthiazole-5-carboxylic acid (4-methoxyphenyl)amide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid (5-methyl[1,3,4]thiadiazol-2-yl)amide;
2-(4-Bromobenzoylamino)-4-methylthiazole-5-carboxylic acid phenylamide;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid (4-methoxyphenyl)amide;
4-Methyl-2-propionylaminothiazole-5-carboxylic acid (4-methoxyphenyl)amide;
2-(Cyclopropanecarbonylamino)-4-methylthiazole-5-carboxylic acid (4-methoxyphenyl)amide;
4-Methyl-2-propionylamino-thiazole-5-carboxylic acid (4-bromophenyl)amide;
4-Methyl-2-(4-nitrobenzoylamino)thiazole-5-carboxylic acid (2-chlorophenyl)amide;
{[2-(4-Fluorobenzoylamino)-4-methylthiazole-5-carbonyl]amino}acetic acid ethyl ester;
{[2-(3-Fluorobenzoylamino)-4-methylthiazole-5-carbonyl]amino}acetic acid ethyl ester;
2-(2-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid (4-methoxyphenyl)amide;
N-[4-Methyl-5-(piperidine-1-carbonyl)thiazol-2-yl]-2-phenoxyacetamide;
2-(4-tert-Butylbenzoylamino)-4-methylthiazole-5-carboxylic acid (4-bromophenyl)amide;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid (4-bromophenyl)amide;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid (4-chlorophenyl)amide;
2-(4-tert-Butylbenzoylamino)-4-methylthiazole-5-carboxylic acid (3-chlorophenyl)amide;
2-(4-tert-Butylbenzoylamino)-4-methylthiazole-5-carboxylic acid (2-chlorophenyl)amide;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid benzylamide;
2-(4-tert-Butylbenzoylamino)-4-methylthiazole-5-carboxylic acid cyclohexylamide;
2-(4-Methoxybenzoylamino)-4-methylthiazole-5-carboxylic acid (5-methyl[1,3,4]thiadiazol-2-yl)amide;
4-Methyl-2-(4-nitro-benzoylamino)thiazole-5-carboxylic acid o-tolylamide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid (4-bromophenyl)amide;
4-Methyl-2-(2-methylbenzoylamino)thiazole-5-carboxylic acid (4-bromophenyl)amide;
4-Methyl-2-(2-phenoxyacetylamino)thiazole-5-carboxylic acid (4-bromophenyl)amide;
3-Methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid [5-(4-bromo-phenylcarbamoyl)-4-methylthiazol-2-yl]amide;
4-Methyl-2-(4-nitrobenzoylamino)thiazole-5-carboxylic acid (4-chlorophenyl)amide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid (3-chlorophenyl)amide;
4-Methyl-2-(2-phenoxyacetylamino)thiazole-5-carboxylic acid (3-chlorophenyl)amide;
3-Methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid [5-(3-chloro-phenylcarbamoyl)-4-methylthiazol-2-yl]amide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid o-tolylamide;
4-Methyl-2-(2-phenoxy-acetylamino)thiazole-5-carboxylic acid (3-methoxyphenyl)amide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid (2,3-dihydrobenzo[1,4]dioxin-6-yl)amide;
3-Methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid (5-benzylcarbamoyl-4-methylthiazol-2-yl)amide;
4-Methyl-2-propionylaminothiazole-5-carboxylic acid (3-methoxyphenyl)amide;
3-Methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid [5-(3-methoxy-phenylcarbamoyl)-4-methylthiazol-2-yl]amide;
4-Methyl-2-(2-methylbenzoylamino)thiazole-5-carboxylic acid indan-5-ylamide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid (4-methoxyphenyl)amide;
4-Methyl-2-(2-phenoxyacetylamino)thiazole-5-carboxylic acid (4-methoxyphenyl)amide;
4-Methyl-2-(3,4,5-trimethoxybenzoylamino)thiazole-5-carboxylic acid (4-methoxyphenyl)amide;
2-(Cyclopropanecarbonylamino)-4-methylthiazole-5-carboxylic acid o-tolylamide;
4-Methyl-2-propionylaminothiazole-5-carboxylic acid (4-chlorophenyl)amide;
4-Methyl-2-propionylaminothiazole-5-carboxylic acid (3-chlorophenyl)amide;
4-Methyl-2-propionylaminothiazole-5-carboxylic acid (2-chlorophenyl)amide;
4-Methyl-2-(4-nitrobenzoylamino)thiazole-5-carboxylic acid (3-chlorophenyl)amide;
2-(4-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid (2,3-dihydrobenzo[1,4]dioxin-6-yl)amide;
2-(4-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid indan-5-ylamide;
4-Fluoro-N-[4-methyl-5-(piperidine-1-carbonyl)thiazol-2-yl]benzamide;
2-(4-tert-Butylbenzoylamino)-4-methylthiazole-5-carboxylic acid indan-5-ylamide;
4-Methyl-2-propionylaminothiazole-5-carboxylic acid cyclohexylamide;
N-[4-Methyl-5-(piperidine-1-carbonyl)thiazol-2-yl]propionamide;
2-(Cyclopropanecarbonylamino)-4-methylthiazole-5-carboxylic acid (3-chlorophenyl)amide;
2-(3-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid (3-methoxyphenyl)amide;
2-(Cyclopropanecarbonylamino)-4-methylthiazole-5-carboxylic acid (2-chlorophenyl)amide;
4-Methyl-2-(4-nitrobenzoylamino)thiazole-5-carboxylic acid phenylamide;
2-(Cyclopropanecarbonylamino)-4-methylthiazole-5-carboxylic acid cyclohexylamide;
4-Methyl-2-(4-nitrobenzoylamino)thiazole-5-carboxylic acid (2,3-dihydrobenzo[1,4]dioxin-6-yl)amide;
2-(4-tert-Butylbenzoylamino)-4-methylthiazole-5-carboxylic acid phenylamide;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid phenylamide;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid o-tolylamide;
4-Methyl-2-[(thiophene-2-carbonyl)amino]thiazole-5-carboxylic acid (5-methyl-[1,3,4]thiadiazol-2-yl)amide;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid (2-chlorophenyl)amide;
4-Methyl-2-(4-nitrobenzoylamino)thiazole-5-carboxylic acid (4-bromophenyl)amide;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid indan-5-ylamide;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid (2-hydroxy-ethyl)amide;
3-Methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid (5-cyclohexylcarbamoyl-4-methylthiazol-2-yl)amide;
{[2-(2-Fluorobenzoylamino)-4-methylthiazole-5-carbonyl]amino}acetic acid ethyl ester;
4-Methyl-2-(3,4,5-trimethoxybenzoylamino)thiazole-5-carboxylic acid (4-bromophenyl)amide;
2-(Cyclohexanecarbonylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
N-[4-Methyl-5-(morpholine-4-carbonyl)thiazol-2-yl]-3-phenylacrylamide;
N-[4-Methyl-5-(morpholine-4-carbonyl)thiazol-2-yl]-4-nitrobenzamide;
{[4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carbonyl]amino}acetic acid ethyl ester;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid (2,3-dihydrobenzo[1,4]dioxin-6-yl)amide;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid pyridin-3-ylamide;
N-[4-Methyl-5-(piperidine-1-carbonyl)thiazol-2-yl]-3-phenylacrylamide;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid cyclohexylamide;
4-Methyl-2-(3,4,5-trimethoxybenzoylamino)thiazole-5-carboxylic acid (5-methyl-[1,3,4]thiadiazol-2-yl)amide;
4-Methyl-2-propionylaminothiazole-5-carboxylic acid o-tolylamide;
Cyclopropanecarboxylic acid [4-methyl-5-(piperidine-1-carbonyl)thiazol-2-yl]amide;
4-Methyl-2-(2-phenoxyacetylamino)thiazole-5-carboxylic acid o-tolylamide;
4-Methyl-2-(2-phenoxyacetylamino)thiazole-5-carboxylic acid (2,3-dihydrobenzo[1,4]dioxin-6-yl)amide;
2-(Cyclopropanecarbonylamino)-4-methylthiazole-5-carboxylic acid (4-bromophenyl)amide;
4-Methyl-2-(3,4,5-trimethoxybenzoylamino)thiazole-5-carboxylic acid indan-5-ylamide
2-[(Adamantane-1-carbonyl)amino]-4-methylthiazole-5-carboxylic acid cyclohexylamide;
2-(3-Chlorobenzoylamino)-4-methylthiazole-5-carboxylic acid pyridin-3-ylamide;
2-(3-Chlorobenzoylamino)-4-methylthiazole-5-carboxylic acid cyclohexylamide;
{[4-Methyl-2-(3,4,5-trimethoxybenzoylamino)thiazole-5-carbonyl]amino}acetic acid ethyl ester;
4-Methyl-2-(2-methylbenzoylamino)thiazole-5-carboxylic acid (3-chlorophenyl)amide;
2-(4-Chlorobenzoylamino)-4-methylthiazole-5-carboxylic acid cyclohexylamide;
4-Methyl-2-(4-methylbenzoylamino)thiazole-5-carboxylic acid (2-dimethylaminoethyl)amide;
5-tert-Butyl-2-methyl-2H-pyrazole-3-carboxylic acid (7,7-dimethyl-4-oxo-5,6,7,8-tetrahydro-4H-thiazolo[5,4-c]azepin-2-yl)amide;
2-[(5-Chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbonyl)amino]-4-methylthiazole-5-carboxylic acid indan-5-ylamide;
4-Methyl-2-(4-nitrobenzoylamino)thiazole-5-carboxylic acid indan-5-ylamide;
2-Acetylamino-4-methylthiazole-5-carboxylic acid (5-methyl[1,3,4]thiadiazol-2-yl)amide;
2-Chloro-N-(7,7-dimethyl-4-oxo-5,6,7,8-tetrahydro-4H-thiazolo[5,4-c]azepin-2-yl)-benzamide;
N-(7,7-Dimethyl-4-oxo-5,6,7,8-tetrahydro-4H-thiazolo[5,4-c]azepin-2-yl)benzamide;
N-(4-Oxo-5,6,7,8-tetrahydro-4H-thiazolo[5,4-c]azepin-2-yl)benzamide;
2-Chloro-N-(4-oxo-5,6,7,8-tetrahydro-4H-thiazolo[5,4-c]azepin-2-yl)benzamide;
2-(3,4-Dimethoxybenzoylamino)-4-methylthiazole-5-carboxylic acid dimethylamide;
4-Methyl-2-(2-phenyl-propionylamino)thiazole-5-carboxylic acid dimethylamide;
2-(2,6-Difluorobenzoylamino)-4-methylthiazole-5-carboxylic acid dimethylamide;
3-Chloro-N-[4-methyl-5-(piperidine-1-carbonyl)thiazol-2-yl]benzamide;
2-[2-(4-Chloro-2-methylphenoxy)propionylamino]-4-methylthiazole-5-carboxylic acid dimethylamide;
6,8-Dimethyl-2-pyridin-4-ylquinoline-4-carboxylic acid (5-dimethylcarbamoyl-4-methylthiazol-2-yl)amide;
4-Methyl-2-[(3-methylbenzofuran-2-carbonyl)amino]thiazole-5-carboxylic acid dimethylamide;
2-Acetylamino-4-methylthiazole-5-carboxylic acid (3-chlorophenyl)amide;
4-Methyl-2-(2-phenoxyacetylamino)thiazole-5-carboxylic acid indan-5-ylamide;
5-(7,7-Dimethyl-4-oxo-5,6,7,8-tetrahydro-4H-thiazolo[5,4-c]azepin-2-ylcarbamoyl)-thiophene-2-carboxylic acid methyl ester;
4-Methyl-2-(3-methylbenzoylamino)thiazole-5-carboxylic acid cyclohexylamide;
4-Methyl-2-(3-phenylacryloylamino)thiazole-5-carboxylic acid (3-methoxyphenyl)amide;
4-Methyl-2-(4-nitrobenzoylamino)thiazole-5-carboxylic acid (3-methoxyphenyl)amide;
2-[(Adamantane-1-carbonyl)amino]-4-methylthiazole-5-carboxylic acid (3-methoxyphenyl)amide;
N-[5-(2-Cyclopropylethylcarbamoyl)-4-methylthiazol-2-yl]isonicotinamide;
N-(4-Methyl-5-phenethylcarbamoylthiazol-2-yl)isonicotinamide;
N-[4-Methyl-5-(3-phenylpropylcarbamoyl)thiazol-2-yl]isonicotinamide;
N-[5-(4-Chlorobenzylcarbamoyl)-4-methylthiazol-2-yl]isonicotinamide;
2-(Cyclopropanecarbonylamino)-4-methylthiazole-5-carboxylic acid 4-chloro-benzylamide;
2-(2,5-Difluorobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(Cyclobutanecarbonylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
4-Methyl-2-[(2-phenylcyclopropanecarbonyl)amino]thiazole-5-carboxylic acid benzylamide;
2-(2-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(2,2-Dimethylpropionylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid benzylamide;
4-Methyl-2-(2-trifluoromethylbenzoylamino)thiazole-5-carboxylic acid benzylamide;
2-(4-Chlorobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(4-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
4-Methyl-2-(4-trifluoromethylbenzoylamino)thiazole-5-carboxylic acid benzylamide;
2-(2-Chlorobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(2,4-Dichlorobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(Cyclopentanecarbonylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(2-Chloro-4-fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(3-Chlorobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide
4-Methyl-2-(2-trifluoromethoxybenzoylamino)thiazole-5-carboxylic acid benzylamide;
2-(3,5-Dichlorobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(3-Cyanobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(5-Chloro-2-fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(3-Fluorobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
4-Methyl-2-(4-trifluoromethoxybenzoylamino)thiazole-5-carboxylic acid benzylamide;
4-Methyl-2-(3-trifluoromethylbenzoylamino)thiazole-5-carboxylic acid benzylamide;
2-(3-Methoxybenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
4-Methyl-2-[(naphthalene-1-carbonyl)amino]thiazole-5-carboxylic acid benzylamide;
2-(4-Cyanobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(3,5-Difluorobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
4-Methyl-2-(3-trifluoromethoxybenzoylamino)thiazole-5-carboxylic acid benzylamide;
2-(4-Methoxybenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(3-Methanesulfonylbenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(2-Methanesulfonylbenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-Benzoylamino-4-trifluoromethylthiazole-5-carboxylic acid benzylamide;
N-(5-Benzylcarbamoyl-4-methylthiazol-2-yl)nicotinamide;
2-(3,4-Dichlorobenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-(4-Methanesulfonylbenzoylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
4-Methyl-2-(3-phenylpropionylamino)thiazole-5-carboxylic acid benzylamide;
2-Benzylamino-4-methylthiazole-5-carboxylic acid benzylamide;
4-Methyl-2-phenylacetylaminothiazole-5-carboxylic acid benzylamide;
2-Benzoylamino-4-phenylthiazole-5-carboxylic acid benzylamide;
4-Methyl-2-(3-phenylureido)thiazole-5-carboxylic acid benzylamide;
2-[3-(4-Fluorophenyl)ureido]-4-methylthiazole-5-carboxylic acid benzylamide;
2-[3-(4-Chlorophenyl)ureido]-4-methylthiazole-5-carboxylic acid benzylamide;
2-(2-Cyclopropylacetylamino)-4-methylthiazole-5-carboxylic acid benzylamide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid 2-trifluoromethylbenzylamide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid 3-chlorobenzylamide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid cyclopropylmethyl-amide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid 3-fluorobenzylamide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid 2-chlorobenzylamide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid 2-fluorobenzylamide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid 4-fluorobenzylamide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid benzylmethylamide;
2-Benzoylamino-4-chlorothiazole-5-carboxylic acid benzylamide;
2-[(4-Pentylbenzoyl)amino]-N-(phenylmethyl)-4-(trifluoromethyl)-5-thiazolecarboxamide;
2-Benzoylamino-4-methylthiazole-5-carboxylic acid (1-phenylpropyl)amide;
4-Methyl-2-(toluene-4-sulfonylamino)thiazole-5-carboxylic acid benzylamide;
4-Methyl-2-[4-(2H-tetrazol-5-yl)benzoylamino]thiazole-5-carboxylic acid benzylamide;
4-Amino-2-benzoylaminothiazole-5-carboxylic acid benzylamide;
N-[5-(N-Benzoylhydrazinocarbonyl)-4-methylthiazol-2-yl]benzamide;
N-[5-(Imidazole-1-carbonyl)-4-methylthiazol-2-yl]benzamide;
4-Methyl-2-(4-phenylbutyrylamino)thiazole-5-carboxylic acid benzylamide;
4-Methyl-2-(5-phenylpentanoylamino)thiazole-5-carboxylic acid benzylamide;
4-Methyl-2-[4-(2-oxo-2H-pyridin-1-yl)benzoylamino]-thiazole-5-carboxylic acid benzylamide;
2-[(5-Benzylcarbamoyl-4-methyl-thiazol-2-ylcarbamoyl)methyl]benzoic acid;
N-(5-Benzylcarbamoyl-4-methylthiazol-2-yl)-2-methoxyisonicotinamide;
2-Oxo-1,2-dihydropyridine-4-carboxylic acid (5-benzylcarbamoyl-4-methylthiazol-2-yl)amide;
2-Oxo-1-phenyl-1,2-dihydropyridine-4-carboxylic acid (5-benzylcarbamoyl-4-methyl-thiazol-2-yl)amide;
N,4-Dibenzyl-2-(3-phenylpropanamido)thiazole-5-carboxamide;
2-Benzamido-N,4-dibenzylthiazole-5-carboxamide;
2-(4-Bromo-2-hydroxymethylbenzoylamino)-4-methyl-thiazole-5-carboxylic acid benzylamide;
N-benzyl-4-methyl-2-(N-methylbenzamido)thiazole-5-carboxamide;
N-benzyl-N,4-dimethyl-2-(N-methylbenzamido)thiazole-5-carboxamide;
2-(4-((1H-pyrazol-1-yl)methyl)benzamido)-N-benzyl-4-methylthiazole-5-carboxamide;
N-Benzyl-4-(morpholinomethyl)-2-(3-phenylpropanamido)thiazole-5-carboxamide;
N-benzyl-2-(4-benzylbenzamido)-4-methylthiazole-5-carboxamide;
2-(4-Benzylbenzoylamino)-4-diethylaminomethylthiazole-5-carboxylic acid benzylamide;
2-Benzamido-N-benzyl-4-((diethylamino)methyl)thiazole-5-carboxamide;
2-(4-Benzylbenzamido)-N-(2-cyanoethyl)-4-methylthiazole-5-carboxamide;
2-(4-Benzylbenzamido)-N-ethyl-4-methylthiazole-5-carboxamide;
or
N-Benzyl-2-(4-benzylbenzamido)-4-amethylamino)methyl)thiazole-5-carboxamide;
or a stereoisomer, enantiomer or tautomer thereof, or a racemic or non-racemic mixture thereof, or a pharmaceutically acceptable salt or solvate thereof;
where the disease or condition which is mediated by stearoyl-CoA desaturase is selected from the group consisting of diabetes, diabetic complications, impaired glucose tolerance, and obesity or any combination of these,
wherein the compound administered is optionally in the form of a pharmaceutical composition with at least one pharmaceutically acceptable excipient.

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Aminothiazole derivatives as human stearoyl-CoA desaturase inhibitors

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Aminothiazole derivatives as human stearoyl-CoA desaturase inhibitors

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Abstract

Claims4