Patent ID: 7087602

Claim:
A method for producing an antiangiogenic and/or vascular permeability reducing effect in a warm-blooded animal in need of such treatment which comprises administering to said animal a vascular endothelial growth factor inhibiting effective amount of a compound of formula I, or a pharmaceutically acceptable salt thereof: wherein: Z represents —O—, —NH—, —S— or —CH 2 —; m is an integer from 1 to 5; R 1 represents hydrogen, hydroxy, halogeno, nitro, cyano, trifluoromethyl, C 1-3 alkyl, C 1-3 alkoxy, C 1-3 alkylthio or NR 6 R 7 , wherein R 6 and R 7 , which may be the same or different, each represents hydrogen or C 1-3 alkyl; R 2 represents hydrogen, hydroxy, fluoro, chloro, methoxy, amino or nitro; R 3 represents hydroxy, halogeno, C 1-3 alkyl, C 1-3 alkoxy, C 1-3 alkanoyloxy, trifluoromethyl, cyano, amino or nitro; R 4 is a group R 5 —X 1 , wherein: X 1 represents —O—; and R 5 is selected from one of the following five groups: 1) C 1-5 alkyl; 2) C 2-4 alkylX 3a R 14a (wherein X 3a represents —O— and R 14a represents C 1-3 alkyl); 3) C 2-3 alkylX 4a C 2-3 alkylX 5a R 15a (wherein X 4a and X 5a are each —O— and R 15a represents hydrogen or C 1-3 alkyl); 4) C 1-5 alkylR 25a (wherein R 25a is a 5 or 6 membered saturated heterocyclic group with one or two heteroatoms, selected independently from O, S and N, which heterocyclic group is linked to C 1-5 alkyl through a carbon atom and which heterocyclic group may bear one or two substituents selected from halogeno, C 1-4 alkyl, C 1-4 hydroxyalkyl and C 1-4 alkoxy) or C 2-5 alkylR 26a (wherein R 26a is a 5 or 6 membered saturated heterocyclic group with one or two heteroatoms of which one is N and the other is selected independently from O, S and N, which heterocyclic group is linked to C 2-5 alkyl through a nitrogen atom and which heterocyclic group may bear one or two substituents selected from halogeno, C 1-4 alkyl, C 1-4 hydroxyalkyl and C 1-4 alkoxy); wherein the 5 or 6 membered heterocyclic ring is selected from pyrrolidinyl, piperazinyl, piperidinyl, 1,3-dioxolan-2-yl, 1,3-dioxan-2-yl, 1,3-dithiolan-2-yl, 1,3-dithian-2-yl, morpholino and thiomorpholino; and 5) (CH 2 ) na R 20a (wherein na is an integer from 0 to 4 and R 20a is a phenyl group or a 5 or 6 membered aromatic heterocyclic group with 1 to 3 heteroatoms selected from O, N and S, which phenyl or aromatic heterocyclic group may carry up to 5 substituents selected from halogeno, C 1-4 alkyl, C 1-4 alkoxy, C 1-4 hydroxyalkyl, C 1-4 hydroxyalkoxy, carboxy, cyano, CONR 21a R 22a and NR 23a COR 24a (wherein R 21a , R 22a , R 23a and R 24a , which may be the same or different, each represents hydrogen or C 1-4 alkyl); wherein the 5 or 6 membered aromatic heterocyclic group is selected from pyridyl, imidazolyl, thiazolyl, thienyl, pyridazinyl and triazolyl.