Patent ID: 6610687
Filing Date: 2003-08-26
Classification: A61P,C07D

Abstract:
Benzofuranylsulfonates of the general formula (I) in whichA represents hydrogen, straight-chain or branched acyl or alkoxycarbonyl, each having up to 6 carbon atoms, halogen, carboxyl, cyano, nitro, hydroxyl, trifuoromethyl or trifuoromethoxy, or straight-chain or branched alkyl having up to 6 carbon atoms, which is optionally substituted by carboxyl, alkoxy or alkoxycarbonyl each having up to 4 carbon atoms, phenoxy or benzoyl, R1 represents hydrogen, straight-chain or branched alkyl having up to 4 carbon atoms, an amino protecting group or a group of the formula â€”COâ€”R5 â€ƒin which R5 denotes straight chain or branched alkoxy having up to 4 carbon atoms, R2 and R3 are identical or different and represent hydrogen, cycloalkyl having up to 6 carbon atoms, straight chain or branched alkyl, alkoxycarbonyl or alkenyl each having up to 8 carbon atoms, or R2 and R3 together with the nitrogen atom form a 5- to 7-membered saturated heterocycle optionally having a further O atom, R4 represents aryl having 6 to 10 carbon atoms or represents a 5 to 7 membered, aromatic, saturated or unsaturated heterocycle, which can contain up to 3 heteroatoms selected from oxygen, sulphur and nitrogen atoms, or a residue of a formula â€”NR6, â€ƒwherein R6 denotes hydrogen or straight-chain or branched alkyl or alkoxycarbonyl each having up to 6 carbon atoms, and to which further a benzene ring can be fused and wherein aryl and the heterocycle are optionally monosubstituted to trisubstituted by identical or different substituents from the series hydroxyl, halogen, nitro, 1H-tetrazolyl, pyridyl, trifluoromethyl, trifluromethoxy, difluoromethyl, difluoromethoxy, cyano, carboxy, straight-chain or branched alkoxy, alkoxycarbonyl or acyl each having up to 6 carbon atoms or by straight-chain or branched alkyl having up to 5 carbon atoms, which is optionally substituted by carboxyl or straight-chain or branched alkoxycarbonyl having up to 4 carbon atoms or by a group of formula â€”NR7R8, â€”SR9, â€”(NH)aâ€”SO2R10 or â€”Oâ€”SO2R11, â€ƒin which R7 and R8 are identical or different and denote hydrogen or a straight-chain or branched alkyl having up to 4 carbon atoms, or R7 denotes hydrogen and R8 denotes straight-chain or branched acyl having up to 6 carbon atoms R9 denotes hydrogen or straight-chain or branched alkyl having up to 4 carbon atoms, a denotes a number 0 or 1, R10 and R11 are identical or different and represent straight-chain or branched alkyl having up to 6 carbon atoms, benzyl or phenyl, which are optionally substituted by trifluoromethyl, halogen or straight-chain or branched alkyl having up to 4 carbon atoms, L represents an oxygen or sulfur atom, D represents a residue of a formula or aryl having 6 to 10 carbon atoms or a 5 to 7-membered aromatic, saturated or unsaturated heterocycle having up to 3 heteroatoms from the series N, S and O and to which a phenyl ring can be fused, wherein all abovementioned residues and ring systems are optionally monosubstituted to trisubstituted by at least one substituent selected from halogen, carboxyl, straight-chain or branched alkyl or alkoxycarbonyl each having up to 6 carbon atoms, pyridyl, and groups having the formulae â€”NR12â€”Eâ€”R13, â€”NR14â€”COâ€”NR15R16, â€”NR17â€”SO2â€”NR18R19, â€”SO2R20 and â€”(SO2)bâ€”NR21R22, â€ƒwherein b denotes a number 0 or 1, E denotes a residue of formula SO2 or CO, R12, R14, R15, R16, R17, R18, R19, R21 and R22 are identical or different and denote hydrogen, phenyl or straight-chain or branched alkyl having up to 6 carbon atoms, R13 denotes straight-chain or branched alkyl or alkoxy each having up to 6 carbon atoms, R20 denotes benzyl, phenyl, pyridyl or straight-chain or branched alkyl having up to 6 carbon atoms, or D represents straight-chain or branched alkyl or alkenyl having up to 8 carbon atoms, which are monosubstituted to trisubstituted by at least one substituent selected from halogen, aryl having 6 to 10 carbon atoms, a 5 to 7-membered saturated or unsaturated heterocycle having up to 3 heteroatoms from the series N, S and O and to which a phenyl ring can be fused, a group of formula â€”NR23R24, and â€ƒwherein R23 and R24 have the abovementioned meaning of R15 and R16 and are identical or different. wherein the abovementioned ring systems are optionally substituted by halogen, and in the case that R4 does not represent phenyl or substituted phenyl, D in addition can represent benzyl or straight-chain or branched alkyl having up to 5 carbon atoms, or D optionally represents a residue of a formula â€”NR25R26 â€ƒwherein R25 and R26 have the abovementioned meaning of R21 and R22 and are identical or different, and salts thereof.