Patent ID: 6589984
Filing Date: 2003-07-08
Classification: A61P,C07D

Abstract:
A benzofuryl-&agr;-pyrone derivative represented by the following structural formula (I) whereinR1 represents hydrogen or an alkyl group of 1 to 5 carbons; R2 represents hydrogen, â€”COâ€”R5 (wherein R5 represents hydrogen, an alkyl group of 1 to 5 carbons with optional substituents, a cycloalkyl group of 3 to 7 carbons, or an aryl group of 6 to 10 carbons), or â€”SO2R6 (wherein R6 represents an optionally halogen-substituted alkyl group of 1 to 5 carbons or aryl group of 6 to 10 carbons); R3 represents hydrogen, an alkyl group of 1 to 5 carbons, an alkenyl group of 2 to 5 carbons, an alkynyl group of 2 to 5 carbons, a cycloalkyl group of 3 to 7 carbons, a cycloalkyl group of 3 to 7 carbons-alkyl group of 1 to 5 carbons, an aryl group of 6 to 10 carbons, an aralkyl group of 7 to 20 carbons-alkoxy group of 1 to 5 carbons or an aryloxy group of 6 to 10 carbons; R4 is a substituent at the C-4 position, C-5 position, C-6 position or C-7 position of the benzofuran ring and represents: R4a which represents hydrogen, a nitro group, a cyano group, a halogen atom, an alkenyl group of 2 to 5 carbons, an alkynyl group of 2 to 5 carbons, an aryl group of 6 to 10 carbons, â€”OR7 (wherein R7 represents hydrogen, a cycloalkyl group of 3 to 7 carbons, an aryl group of 6 to 10 carbons, an optionally halogen-substituted alkylsulfonyl group of 1 to 4 carbons or an arylsulfonyl group of 6 to 10 carbons), â€”Oâ€”COâ€”R8 (wherein R8 represents hydrogen, an alkyl group of 1 to 4 carbons, an aryl group of 6 to 10 carbons, or an aralkyl group of 7 to 20 carbons), â€”NR9R10 (wherein R9 and R10 each independently represents hydrogen, an alkyl group of 1 to 4 carbons, an aralkyl group of 7 to 20 carbons, a phenyl group, â€”SO2â€”R11 (wherein R11 represents an optionally halogen-substituted alkyl group of 1 to 12 carbons, an aryl group of 6 to 10 carbons, or an aralkyl group of 7 to 20 carbons) or â€”COâ€”R12 (wherein R12 represents hydrogen, an alkyl group of 1 to 12 carbons, an aryl group of 6 to 10 carbons, an aralkyl group of 7 to 20 carbons, an alkoxy group of 1 to 10 carbons, an aryloxy group of 6 to 10 carbons, or an aralkyloxy group of 7 to 20 carbons)), â€”COâ€”R13 (wherein R13 represents hydrogen, â€”OH, an alkyl group of 1 to 4 carbons, an aryl group of 6 to 10 carbons, an alkoxy group of 1 to 4 carbons, an aryloxy group of 6 to 10 carbons or an aralkyloxy group of 7 to 20 carbons) or â€”COâ€”NR14R15 (wherein R14 and R15 each independently represents hydrogen, an alkyl group of 1 to 4 carbons, a cycloalkyl group of 3 to 7 carbons, an aryl group of 6 to 10 carbons, or an aralkyl group of 7 to 20 carbons); R4b which represents a saturated or unsaturated alkoxy group of 1 to 6 carbons optionally substituted with 1 to 3 groups selected from the group consisting of halogens, cycloalkyl groups of 3 to 7 carbons, phenyl, naphthyl, â€”OR16 (wherein R16 represents hydrogen, an alkyl group of 1 to 4 carbons, a phenyl group, a naphthyl group, or a benzyl group), â€”Oâ€”COâ€”R16 (wherein R16 represents hydrogen, an alkyl group of 1 to 4 carbons, a phenyl group, a naphthyl group, or a benzyl group), â€”NR17R18 (wherein R17 and R18 each independently represents hydrogen, an alkyl group of 1 to 4 carbons, an alkylsulfonyl group of 1 to 4 carbons, a phenylsulfonyl group, an aminosulfonyl group, a methylaminosulfonyl group, a dimethylaminosulfonyl group, a diethylaminosulfonyl group, or an alkyl group of 1 to 4 carbons substituted with 1 or 2 groups selected from among phenyl, phenoxy, and hydroxyl), â€”NHâ€”COâ€”R19 (wherein R19 represents hydrogen, an alkyl group of 1 to 4 carbons, a phenyl group, a naphthyl group, a benzyl group, an alkoxy group of 1 to 4 carbons or a benzyloxy group), â€”COâ€”R20 (wherein R20 represents hydrogen, an alkoxy group of 1 to 4 carbons, a phenoxy group, a benzyloxy group or â€”OR21 (wherein R21 represents hydrogen) and â€”COâ€”NR22R23 (wherein R22 and R23 each independently represents hydrogen, an alkyl group of 1 to 4 carbons, or a benzyl group); or R4C which represents an alkyl group of 1 to 4 carbons optionally substituted with 1 to 3 groups selected from the group consisting of halogens, cycloalkyl groups of 3 to 7 carbons, phenyl, naphthyl, â€”SH, â€”OR16 (wherein R16 represents hydrogen, an alkyl group of 1 to 4 carbons, a phenyl group, a naphthyl group, or a benzyl group), â€”Oâ€”COâ€”R16 (wherein R16 represents hydrogen, an alkyl group of 1 to 4 carbons, a phenyl group, a naphthyl group, or a benzyl group), â€”NR17R18 (wherein R17 and R18 each independently represents hydrogen, an alkyl group of 1 to 4 carbons, an alkylsulfonyl group of 1 to 4 carbons, a phenylsulfonyl group, an aminosulfonyl group, a methylaminosulfonyl group, a dimethylaminosulfonyl group, a diethylaminosulfonyl group, or an alkyl group of 1 to 4 carbons substituted with 1 or 2 groups selected from among phenyl, phenoxy, and hydroxyl), â€”NHâ€”COâ€”R19 (wherein R19 represents hydrogen, an alkyl group of 1 to 4 carbons, a phenyl group, a naphthyl group, a benzyl group, an alkoxy group of 1 to 4 carbons or a benzyloxy group), â€”COâ€”R20 (wherein R20 represents hydrogen, an alkoxy group of 1 to 4 carbons, a phenoxy group, a benzyloxy group or â€”OR21 (wherein R21 represents hydrogen) and â€”COâ€”NR22R23 (wherein R22 and 23 each independently represents hydrogen, an alkyl group of 1 to 4 carbons, or a benzyl group); or a salt thereof.