Patent NZ-600367-A (NZ)
Title: 2-pyridone compounds
Inventor: SAITO NORIKO
IPC: A61K31/4412
Filed: 2010-12-03
Abstract: Abstract - 600367 Disclosed are pyridin-2-one derivatives as represented by the general formula [1], wherein the ring represented by A represents a benzene ring or a pyridine ring; R1 represents RA-ZA-; wherein -ZA- represents a single bond or a linking moiety (as defined herein); RA represents an optionally substituted alkyl group, cycloalkyl group, alkenyl group, alkynyl group, aryl group or heterocyclyl group; V represents a single bond or an alkylene group; W represents a single bond, an ether bond or an alkylene group (wherein the alkylene group may contain an ether bond); X represents a substituted single carbon atom; and wherein the remaining substituents are as defined herein. Important compounds include 6-{ (E)-1-(3-chloro-4-ethoxyphenyl)-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} -3-cyclopropylpyridin-2(1H)-one, 6-{ (E)-1-(4-chlorophenyl)-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} -3-cyclopropylpyridin-2(1H)-one, 6-{ (E)-1-[3-chloro-4-(trifluoromethyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} -3-cyclopropylpyridin-2(1H)-one, 6-{ (E)-1-(4-chloro-3-methylphenyl)-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} -3-cyclopropylpyridin-2(1H)-one, 6-{ (E)-1-(4-chloro-3-fluorophenyl)-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} -3-cyclopropylpyridin-2(1H)-one, 3-cyclopropyl-6-{ (E)-1-(4-fluoro-3-methylphenyl)-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one, 3-cyclopropyl-6-{ (E)-1-[3-fluoro-4-(trifluoromethyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one, 3-cyclopropyl-6-{ (E)-1-[4-fluoro-3-(trifluoromethyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one, 6-{ (E)-1-(4-chloro-3-methoxyphenyl)-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} -3-cyclopropylpyridin-2(1H)-one, 3-cyclopropyl-6-{ (E)-1-[4-(difluoromethyl)-3-fluorophenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one, 3-cyclopropyl-6-{ (E)-1-[4-methoxy-3-(trifluoromethyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one, 3-cyclopropyl-6-{ (E)-1-[3-methyl-4-(trifluoromethyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one, 6-{ (E)-1-(4-chloro-2-fluorophenyl)-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} -3-cyclopropylpyridin-2(1H)-one, 3-cyclopropyl-6-{ (E)-1-[2-fluoro-4-(trifluoromethyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one, 6-{ (E)-1-[3-chloro-4-(cyclopropyloxy)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} -3-cyclopropylpyridin-2(1H)-one, 6-{ (E)-1-[3-chloro-4-(2,2,2-trifluoroethoxy)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} -3-cyclopropylpyridin-2(1H)-one, 6-{ (E)-1-(5-chloro-2-fluoro-4-methoxyphenyl)-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} -3-cyclopropylpyridin-2(1H)-one, 6-{ (E)-1-[3-chloro-4-(difluoromethoxy)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} -3-cyclopropylpyridin-2(1H)-one, 3-cyclopropyl-6-{ (E)-1-(4-ethoxy-2,3-difluorophenyl)-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one, 3-cyclopropyl-6-{ (E)-1-[4-(cyclopropylsulfonyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one, 6-{ (E)-1-(2-chloro-4-ethoxyphenyl)-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} -3-cyclopropylpyridin-2(1H)-one, 3-cyclopropyl-6-[(E)-2-[(2R)-5-oxopyrrolidin-2-yl]-1-{ 4-[(trifluoromethyl)sulfonyl]phenyl} ethenyl]pyridin-2(1H)-one, 3-chloro-6-{ (E)-1-[4-(cyclopropylsulfonyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one, 3-chloro-6-{ (E)-1-[3-chloro-4-(ethylsulfonyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one, 3-chloro-6-{ (E)-1-[4-(cyclopentylsulfonyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one, 3-cyclopropyl-6-{ (E)-1-[4-(methylsulfonyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one, 6-{ (E)-1-[3-chloro-4-(cyclopropylsulfonyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} -3-cyclopropylpyridin-2(1H)-one, 3-cyclopropyl-6-{ (E)-1-[4-(cyclopropylsulfonyl)-3-methylphenyl]-2-[(2R)-5-oxopyrrolidin-2- yl]ethenyl} pyridin-2(1H)-one, 3-chloro-6-{ (E)-1-[4-(cyclopropylsulfonyl)-3-methylphenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one and 3-chloro-6-{ (E)-1-[3-chloro-4-(cyclopropylsulfonyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl} pyridin-2(1H)-one, a tautomer or stereoisomer of the compound, a pharmaceutically acceptable salt thereof, or a solvate thereof. Further disclosed is a medicine comprising, as an active ingredient, a 2-pyridone compound as defined above, a tautomer or stereoisomer of the compound, a pharmaceutically acceptable salt thereof, or a solvate thereof, wherein the medicine is a prophylactic or therapeutic agent for diabetes or obesity.