Patent ID: 6265411
Filing Date: 2001-07-24
Classification: A61P,C07D

Abstract:
A compound of the formula I: ##STR33##wherein:R.sup.2 represents hydroxy, halogeno, C.sub.1-3 alkyl, C.sub.1-3 alkoxy, C.sub.1-3 alkanoyloxy, trifluoromethyl, cyano, amino, nitro, C.sub.2-4 alkanoyl, C.sub.1-4 alkanoylamino, C.sub.1-4 alkoxycarbonyl, C.sub.1-4 alkylthio, C.sub.1-4 alkylsulphinyl, C.sub.1-4 alkylsulphonyl, carbamoyl, N-C.sub.1-4 alkylcarbamoyl, N,N-di(C.sub.1-4 alkyl)carbamoyl, aminosulphonyl, N-C.sub.1-4 alkylaminosulphonyl, N,N-di(C.sub.1-4 alkyl)aminosulphonyl, C.sub.1-4 alkylsulphonylamino, or a group R.sup.4 X.sup.1 whereinX.sup.1 represents a direct bond, C.sub.2-4 alkanoyl, --CONR.sup.5 R.sup.6 --, --SO.sub.2 NR.sup.7 R.sup.8 -- or --SO.sub.2 R.sup.9 -- (wherein R.sup.5 and R.sup.7, each independently represents hydrogen or C.sub.1-2 alkyl and R.sup.6, R.sup.8 and R.sup.9 each independently represents C.sub.1-4 alkyl and wherein R.sup.4 is linked to R.sup.6, R.sup.8 or R.sup.9) andR.sup.4 represents phenyl or a 5 or 6-membered heterocyclic group with one or two heteroatoms, selected independently from O, S and N, which heterocyclic group may be saturated or unsaturated and which phenyl or heterocyclic group may bear one or two substituents selected from hydroxy, halogeno, C.sub.1-3 alkyl, C.sub.1-3 alkoxy, C.sub.1-3 alkanoyloxy, trifluoromethyl, cyano, amino, nitro and C.sub.1-4 alkoxyearbonyl;n is an integer from 0 to 4;R.sup.1 represents hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxymethyl, di(C.sub.1-4 alkoxy)methyl or C.sub.1-4 alkanoyl;m is an integer from 0 to 4; andR.sup.3 represents hydroxy, halogeno, nitro, trifluoromethyl, C.sub.1-3 alkyl, cyano, amino or R.sup.10 X.sup.2 whereinX.sup.2 represents --O--, --CH.sub.2 --, --S--, --SO--, --SO.sub.2 --, --NR.sup.11 CO--, --CONR.sup.12 --, --SO.sub.2 NR.sup.13 --, --NR.sup.14 SO.sub.2 -- or --NR.sup.15 -- (wherein R.sup.11, R.sup.12, R.sup.13, R.sup.14 and R.sup.15 each independently represents hydrogen, C.sub.1-3 alkyl or C.sub.1-3 alkoxyC.sub.2-3 alkyl), or X.sup.2 represents a direct bond, andR.sup.10 is selected from one of the following seventeen groups:1) hydrogen or C.sub.1-5 alkyl which maybe unsubstituted or which may be substituted with one or more groups selected from hydroxy, fluoro and amino;2) C.sub.1-5 alkylX.sup.3 COR.sup.16 (wherein X.sup.3 represents --O-- or --NR.sup.17 -- (in which R.sup.17 represents hydrogen, C.sub.1-3 alkyl or C.sub.1-3 alkoxyC.sub.2-3 alkyl) and R.sup.16 represents C.sub.1-3 alkyl, --NR.sup.18 R.sup.19 -- or --OR.sup.20 -- (wherein R.sup.18, R.sup.19 and R.sup.20 which may be the same or different each represents hydrogen, C.sub.1-3 alkyl or C.sub.1-3 alkoxyC.sub.2-3 alkyl));3) C.sub.1-5 alkylX.sup.4 R.sup.21 (wherein X.sup.4 represents --O--, --S--, --SO--, --SO.sub.2 --, --OCO--, --NR.sup.22 CO--, --CONR.sup.23 --, --SO.sub.2 NR.sup.24 --, --NR.sup.25 SO.sub.2 -- or --NR.sup.26 -- (wherein R.sup.22, R.sup.23, R.sup.24, R.sup.25 and R.sup.26 each independently represents hydrogen, C.sub.1-3 alkyl or C.sub.1-3 alkoxyC.sub.2-3 alkyl) and R.sup.21 represents hydrogen, C.sub.1-3 alkyl, cyclopentyl, cyclohexyl or a 5 or 6 membered saturated heterocyclic group with one or two heteroatoms, selected independently from O, S and N, which C.sub.1-3 alkyl group may bear one or two substituents selected from oxo, hydroxy, halogeno and C.sub.1-4 alkoxy and which cyclic group may bear one or two substituents selected from oxo, hydroxy, halogeno, C.sub.1-4 alkyl, C.sub.1-4 hydroxyalkyl and C.sub.1-4 alkoxy);4) C.sub.1-5 alkylX.sup.5 C.sub.1-5 alkylX6R.sup.27 (wherein X.sup.5 and X.sup.6 which may be the same or different are each --O--, --S--, --SO--, --SO.sub.2 --, --NR.sup.28 CO--, --CONR.sup.29 --, --SO.sub.2 NR.sup.30 --, --NR.sup.31 SO.sub.2 -- or --NR.sup.32 -- (wherein R.sup.28, R.sup.29, R.sup.30, R.sup.31 and R.sup.32 each independently represents hydrogen, C.sub.1-3 alkyl or C.sub.1-3 alkoxyC.sub.2-3 alkyl) and R.sup.27 represents hydrogen or C.sub.1-3 alkyl);5) C.sub.1-5 alkylR.sup.33 (wherein R.sup.33 is a 5 or 6 membered saturated heterocyclic group with one or two heteroatoms, selected independently from O, S and N, which heterocyclic group may bear one or two substituents selected from oxo, hydroxy, halogeno, C.sub.1-4 alkyl, C.sub.1-4 hydroxyalkyl and C.sup.1-4 alkoxy);6) C.sub.2-5 alkenylR.sup.33 (wherein R.sup.33 is as defined herein);7) C.sub.2-5 alkynylR.sup.33 (wherein R.sup.33 is as defined herein);8) R.sup.34 (wherein R.sup.34 represents a pyridone group, a phenyl group or a 5 or 6-membered aromatic heterocyclic group with 1 to 3 heteroatoms selected from O, N and S, which pyridone, phenyl or heterocyclic group may carry up to 5 substituents selected from hydroxy, halogeno, amino, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 hydroxyalkyl, C.sub.1-4 aminoalkyl, C.sub.1-4 alkylamino, C.sup.1-4 hydroxyalkoxy, carboxy, cyano, --CONR.sup.35 R.sup.36 and --NR.sup.37 COR.sup.38 (wherein R.sup.35, R.sup.36, R.sup.37 and R.sup.38, which may be the same or different, each represents hydrogen, C.sub.1-4 alkyl or C.sub.1-3 alkoxyC.sub.2-3 alkyl));9) C.sub.1-5 alkylR.sup.34 (wherein R.sup.34 is as defined herein);10) C.sub.2-5 alkenylR.sup.34 (wherein R.sup.34 is as defined herein);11) C.sub.2-5 alkynylR.sup.34 (wherein R.sup.34 is as defined herein);12) C.sub.1-5 alkylX.sup.7 R.sup.34 (wherein X.sup.7 represents --O--, --S--, --SO--, --SO.sub.2 --, --NR.sup.39 CO--, --CONR.sup.40 --, --SO.sub.2 NR.sup.41 --, --NR.sup.42 SO.sub.2 -- or --NR.sup.43 -- (wherein R.sup.39, R.sup.40, R.sup.41, R.sup.42 and R.sup.43 each independently represents hydrogen, C.sub.1-3 alkyl or C.sub.1-3 alkoxyC.sub.2-3 alkyl) and R.sup.34 is as defined herein);13) C.sub.2-5 alkenylX.sup.8 R.sup.34 (wherein X.sup.8 represents --O--, --S--, --SO--, --SO.sub.2 --, --NR.sup.44 CO--, --CONR.sup.45 --, --SO.sub.2 NR.sup.46 --, --NR.sup.47 SO.sub.2 -- or --NR.sup.48 -- (wherein R.sup.44, R.sup.45, R.sup.46, R.sup.47 and R.sup.48 each independently represents hydrogen, C.sub.1-3 alkyl or C.sub.1-3 alkoxyC.sub.2-3 alkyl) and R.sup.34 is as defined herein);14) C.sub.2-5 alkynylX.sup.9 R.sup.34 (wherein X.sup.9 represents --O--, --S--, --SO--, --SO.sub.2 --, --NR.sup.49 CO--, --CONR.sup.50 --, --SO.sub.2 NR.sup.51 --, --NR.sup.52 SO.sub.2 -- or --NR.sup.53 -- (wherein R.sup.49, R.sup.50, R.sup.51, R.sup.52 and R.sup.53 each independently represents hydrogen, C.sub.1-3 alkyl or C.sub.1-3 alkoxyC.sub.2-3 alkyl) and R.sup.34 is as defined herein);15) C.sub.1-3 alkylX.sup.10 C.sub.1-3 alkylR.sup.34 (wherein X.sup.10 represents --O--, --S--, --SO--, --SO.sub.2 --, --NR.sup.54 CO--, --CONR.sup.55 --, --SO.sub.2 NR.sup.56 --, --NR.sup.57 SO.sub.2 -- or --NR.sup.58 -- (wherein R.sup.54, R.sup.55, R.sup.56, R.sup.57 and R.sup.58 each independently represents hydrogen, C.sub.1-3 alkyl or C.sub.1-3 alkoxyC.sub.2-3 alkyl) and R.sup.34 is as defined herein);16) R.sup.33 (wherein R.sup.33 is as defined herein); and17) C.sub.1-3 alkylX.sup.10 C.sub.1-3 alkylR.sup.33 (wherein X.sup.10 and R.sup.33 are as defined herein);and salts thereof.