Patent ID: 6013647
Filing Date: 2000-01-11
Classification: A61K,A61P,C07D,C07K,Y02A

Abstract:
A benzoxazinedione compound corresponding to formula I: ##STR12## wherein R.sup.1 represents H, CO--C.sub.1-8 alkyl or COO--C.sub.1-8 alkyl;R.sup.2 represents H, C.sub.1-8 alkyl or halogen, andR.sup.3 is selected from the following groups a) through f):a) --Z--CHR.sup.4 --COR.sup.5, whereinZ is a group corresponding to the formula ##STR13## in which R.sup.6 represents H, C.sub.1-8 alkyl or halogen;R.sup.7 represents H, CO--C.sub.1-6 alkyl or COO--C.sub.1-6 alkyl;n is an integer from 1 to 10, andm is 1 or 2;R.sup.4 represents H; C.sub.1-8 alkyl; phenyl; phenyl substituted by C.sub.1-8 alkyl, C.sub.1-8 alkoxy, hydroxy, carboxy, phenyl, halogen, amino, C.sub.1-5 alkylamino, di-C.sub.1-5 alkylamino, halogen substituted C.sub.1-8 alkyl, C.sub.1-5 alkoxycarbonyl, or C.sub.1-5 acyloxy; a group --(CH.sub.2).sub.n COX, or a group --(CH.sub.2).sub.n --Y, wherein n has the meaning given above;X representsOA, wherein A represents H, C.sub.1-8 alkyl, benzyl, an alkali metal ion, an ammonium ion or a substituted ammonium ion; oran active ingredient residue which is bonded via an OH or an NH group; andY represents a benzoxazinedione residue which may be the same or different from the benzoxazinedione residue in formula I and which corresponds to the formula ##STR14## wherein R.sup.1 and R.sup.2 have the meanings given above; and R.sup.5 representsOA, wherein A has the meaning given above, or an active ingredient residue which is bonded via an OH or an NH group, ora --NH--CHR.sup.8 --COR.sup.9 group, whereinR.sup.8 represents H; C.sub.1-8 alkyl; phenyl or phenyl substituted by C.sub.1-8 alkyl, C.sub.1-8 alkoxy, hydroxy, carboxy, phenyl, halogen, amino, C.sub.1-5 alkylamino, di-C.sub.1-5 alkylamino, halogen substituted C.sub.1-8 alkyl, C.sub.1-5 alkoxycarbonyl, or C.sub.1-5 acyloxy; andR.sup.9 represents OA, wherein A is as defined above, or an active ingredient residue which is bonded via an OH or an NH group; ora group corresponding to the formula ##STR15## wherein n, X and Y have the meanings given above; b) --CHR.sup.4 --COR.sup.5, wherein R.sup.4 and R.sup.5 have the meanings given above;c) a group corresponding to the formula ##STR16## wherein COR.sup.9 and R.sup.12 may be in any possible positions;n and R.sup.9 have the meanings given above;R.sup.10 and R.sup.11 are independently selected from H; C.sub.1-8 alkyl; phenyl; or phenyl substituted by C.sub.1-8 alkyl, C.sub.1-8 alkoxy, hydroxy, carboxy, phenyl, halogen, amino, C.sub.1-5 alkylamino, di-C.sub.1-5 alkylamino, halogen substituted C.sub.1-8 alkyl, C.sub.1-5 alkoxycarbonyl, or C.sub.1-5 acyloxy; andR.sup.12 represents H, C.sub.1-8 alkyl, halogen, hydroxy, C.sub.1-8 alkoxy, a group Y as defined above, or a group corresponding to formula ##STR17## wherein n, R.sup.1 and R.sup.2 have the meanings given above, andR.sup.14 and R.sup.15 have the meanings given for R.sup.1 and R.sup.2, respectively;d) a group corresponding to the formula: ##STR18## wherein COR.sup.9 and R.sup.13 may be in any possible positions;R.sup.9 has the meaning given above;R.sup.13 represents H, C.sub.1-8 alkyl, halogen, hydroxy, C.sub.1-8 alkoxy or a group Y as defined above, andp is an integer from 0 to 2;e) a group corresponding to one of the formulas ##STR19## wherein R.sup.9 has the meaning given above, andR.sup.16 represents H; C.sub.1-8 alkyl; phenyl; or phenyl substituted by C.sub.1-8 alkyl, C.sub.1-8 alkoxy, hydroxy, carboxy, phenyl, halogen, amino, C.sub.1-5 alkylamino, di-C, .sub.5 alkylamino, halogen substituted CI .sub.8 alkyl, CI .sub.5 alkoxycarbonyl, or C.sub.1-5 -acyloxy;f) an active ingredient residue which is bonded via an OH group or an NH group; or an ester of a compound of formula I in which R.sup.3 contains a free carboxyl group, which ester is cleavable under physiological conditions.