Pharmaceutical compounds

Details Pharmaceutical compounds Pharmaceutical compounds

C - Chemistry, Metallurgy

07

C

C07C 66/02 (2006.01) A61K 31/00 (2006.01) C07C 69/12 (2006.01) C07C 225/36 (2006.01) C07C 229/36 (2006.01) C07C 233/47 (2006.01) C07C 233/51 (2006.01) C07C 235/84 (2006.01) C07C 235/88 (2006.01) C07C 251/48 (2006.01) C07C 255/56 (2006.01) C07C 259/10 (2006.01) C07C 307/02 (2006.01) C07C 311/08 (2006.01) C07C 323/62 (2006.01) C07D 235/06 (2006.01) C07D 235/18 (2006.01) C07D 257/04 (2006.01) C07D 271/10 (2006.01) C07F 9/09 (2006.01) C07F 9/38 (2006.01) C07F 9/40 (2006.01)

Patent

CA 2090743

ABSTRACT Pharmaceutical compounds of the formula Image (I) in which R1 and R2 are each hydrogen, hydroxyl, halo, C1-4 alkyl, C1-4 alkoxy, acyloxy, -O-glucoside, optionally substituted phenyl or optionally substituted phenyl-C1-4 alkoxy; R3 is -CO2H, -NR'SO2R'' where R' is hydrogen or C1-4 alkyl and R'' is hydroxyl, C1-4 alkyl or optionally substituted phenyl, -CONR'R'' where R' and R'' are each hydrogen, C1-4 alkyl, acyl or optionally substituted phenyl, -CONR'OR'' where R' is C1-4 alkyl or optionally substituted phenyl and R'' is C1-4 alkyl or benzyl, -CR'R''.CR'''(NHR'''')CO2H, where R' and R'' are each hydrogen, C1-4 alkyl or optionally substituted phenyl, R''' is hydrogen, -CO2H or -C1-4 alkylene-CO2H, and R'''' is hydrogen or acyl, -CR'R'' .CHR''' CO2H where R' and R'' are each hydrogen or C1-4 alkyl and R''' is optionally substituted phenyl, -CR'R''S(O)nR''' where R' and R'' are each hydrogen or C1-4 alkyl, R ''' is optionally substituted phenyl and n is 0,1 or 2, -P03R'R'' where R' and R'' are each hydrogen, C1-4 alkyl or optionally substituted phenyl, -CR'R''-PO3R'''R'''' where R', R'', R''' and R'''' are each hydrogen, C1-4 alkyl or optionally substituted phenyl, -CH=CH-PO3R'R'' where R' and R'' are each hydrogen, C1-4 alkyl or optionally substituted phenyl, -CH=C-PO3R'R'' \ PO3R'''R'''' where R', R'', R''' and R'''' are each hydrogen, C1-4 alkyl or optionally suhstituted phenyl, -CH2CH-PO3R'R'' \ PO3R'''R'''' where R', R'', R''' and R'''' are each hydrogen, C1-4 alkyl or optionally substituted phenyl, -CH=CHR' where R' is -CO2H, nitrile, tetrazolyl, optionally substituted benzimidazol-2-yl, optionally substituted N-C1-4 alkyl benzimidazol-2-yl, optionally substituted oxazol-5-yl, optionally substituted thiazol-5-yl, optionally substituted isoxazol-5-yl, optionally substituted isothiazol-5-yl or optionally substituted oxadiazol-2-yl, tetrazolyl, or pyridyl, optionally substituted benzimidazol-2-yl, optionally substituted N-C1-4 alkyl benzimidazol-2-yl, optionally substituted oxazol-5-yl, optionally substituted thiazol-5-yl, optionally substituted isoxazol-5-yl, optionally substituted isothiazol-5-yl or optionally substituted oxadiazol-2-yl; and R4 and R5 are each hydrogen, hydroxy, acyloxy, nitro, C1-4 alkyl, C1-4 alkoxy, halo, optionally substituted phenyl, -SO3H or -NR'R'' where R' and R'' are each hydrogen or C1-4 alkyl; provided that when R3 is -CR'R''.CHR'''CO2H or tetrazolyl, R1 and R2 are each hydroxyl, halo, C1-4 alkyl, C1-4 alkoxy, acyloxy, -O-glucoside, optionally substituted phenyl or optionally substituted phenyl C1-4 alkoxy; and provided that when R3 is CO2H, the 9,10-dihydro-9,10-dioxoanthracene nucleus is substituted by (1) 1,4,5-trihydroxy, (2) 1,4,5-triacetoxy, (3) 1,4,5,8-tetramethoxy, (4) 1,4,5,8-tetrahydroxy, (5) 1,4,5,8-tetracetoxy, (6) 1,4-dimethoxy, (7) 1-acetoxy-4-hydroxy, (8) 4,5-dihydroxy-8-fluoro, (9) 4,5-dimethoxy-8-fluoro, (10) 4,5-dimethoxy-6-fluoro, (11) 4,5-dihydroxy-6-fluoro, (12) 3,6-difluoro-4,5-dimethoxy, (13) 1,4,5-trimethoxy, (14) 1,4-dihydroxy, (15) 1,4-diacetoxy and (16) 4,5-dimethoxy; or a pharmaceutically acceptable salt or ester thereof. G.1278 FF

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