Patent ID: 6951870

Claim:
A compound of formula I wherein the two OH— substituents in the phenyl moiety are in a position ortho to one another and R 1 in a position ortho to one of the hydroxy groups; X is O or NR 7 ; wherein R 7 is H, (C 1 -C 6 )alkyl or —(C 1 -C 6 )alkyl-COOH; R 1 is NO 2 , CN, CHO, CF 3 or (C 1 -C 6 )alkyl-CO—; R 2 and R 3 are each selected independently from H, OH, halogen, NO 2 , SH, NH 2 , (C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl, (C 1 -C 6 )alkoxy, OH—(C 1 -C 6 )alkyl, halo-(C 1 -C 6 )alkyl, mono- or di(C 1 -C 6 )alkylamino, SO 2 R 10 , —CO—(C 1 -C 9 )alkyl, —(Y) n —(B) m —COOH and —(Y) n —(B) m —R 8 ; wherein m is 0 or 1; n is 0 or 1; Y is —CO— or —CHOH—; B is (C 1 -C 6 )alkylene or (C 2 -C 6 )alkenylene; R 8 is phenyl, naphthyl, (C 3 -C 7 )cycloalkyl or 5- or 6-membered heterocyclyl with one to four heteroatoms each selected independently from N, O and S, wherein the said phenyl, naphthyl, (C 3 -C 7 )cycloalkyl or 5- or 6-membered heterocyclyl is optionally substituted with one to five substituents R 9 each selected independently from OH, halogen, COOH, 5-tetrazolyl, NO 2 , SH, NH 2 , CN, CHO, ═O, (C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxy, halo-(C 1 -C 6 )alkyl, mono- or di(C 1 -C 6 )alkylamino, CO—(C 1 -C 6 )alkyl, CO—NH 2 , mono- or di(C 1 -C 6 )alkylamino-CO—, NHOH, CONHOH or SO 2 R 10 ; or R 8 is or R 2 and R 3 form together —(CH 2 ) r —; wherein r is 3, 4 or 5; R 4 and R 5 are independently H or (C 1 -C 6 )alkyl; or R 4 and R 5 form together ═O, ═S or ═NR 11 , wherein R 11 is H or (C 1 -C 6 )alkyl; R 6 is H, NO 2 , CN, CHO, halogen, CF 3 or (C 1 -C 6 )alkyl; and R 10 is (C 1 -C 6 )alkyl, NH 2 , OH or mono- or di(C 1 -C 6 )alkylamino; with the provisos that (a) when X is O, R 2 is methyl, R 3 is H, R 4 and R 5 form together ═O, R 6 is H and the two hydroxy substituents are at 7- and 8-positions, then R 1 is not CHO, (b) when X is O, R 2 is H or methyl, R 3 is H, R 4 and R 5 form together ═O, R 6 is H and the two hydroxy substituents are at 6- and 7-positions, then R 1 is not 8-CO—CH 3 , (c) when X is O, R 2 and R 3 are H, R 4 and R 5 are both methyl, R 6 is H and the two hydroxy substituents are at 7- and 8-positions, then R 1 is not —CO—CH 3 , or pharmaceutically acceptable salts or pharmaceutically acceptable esters thereof.