Patent ID: 6080740
Filing Date: 2000-06-27
Classification: A61P,C07D

Abstract:
A compound of the formula (I): ##STR31## wherein R represents hydroxy, C.sub.1-6 alkoxy, C.sub.3-6 alkenyloxy, C.sub.3-6 alkynyloxy, fluoroC.sub.1.varies.6 alkoxy, C.sub.3-7 cycloalkoxy, C.sub.3-7 cycloalkylC.sub.1-4 alkoxy, phenoxy, benzyloxy or halogen, wherein the phenyl moiety of said phenoxy or benzyloxy is optionally substituted by one, two or three substituents selected from C.sub.1-6 alkyl, C.sub.1-6 alkoxy, halogen and trifluoromethyl;R.sup.1 represents hydrogen, halogen, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-7 cycloalkyl, C.sub.3-7 cycloalkylC.sub.1-4 alkyl, C.sub.1-6 alkoxy, fluoroC.sub.1-6 alkyl, fluoroC.sub.1-6 alkoxy, C.sub.1-4 alkyl wherein the C.sub.1-4 alkyl is substituted by a C.sub.1-4 alkoxy group or a hydroxy group, hydroxy, trimethylsilyl, nitro, CN, SR.sup.a, SOR.sup.a, SO.sub.2 R.sup.a, COR.sup.a, CO.sub.2 R.sup.a, CONR.sup.a R.sup.b, NR.sup.a R.sup.b, SO.sub.2 NR.sup.a R.sup.b, or OC.sub.1-4 alkylNR.sup.a R.sup.b, where R.sup.a and R.sup.b are each independently hydrogen or C.sub.1-4 alkyl;R.sup.2 and R.sup.3 each independently represent hydrogen, halogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy substituted by C.sub.1-4 alkoxy or trifluoromethyl;or R and R.sup.1 may be joined such that --R--R.sup.1 -- is a linkage selected from --O--CH.sub.2 -- and --O--CH.sub.2 CH.sub.2 --;or, where R.sup.1 and R.sup.2 are attached to adjacent carbon atoms, they may be joined together such that --R.sup.1 --R.sup.2 -- is a linkage selected from --OCH.sub.2 CH.sub.2 CH.sub.2 --, --OCH.sub.2 CH.sub.2 O--, --OCH.sub.2 CH.sub.2 --, --OCH.sub.2 O--, --NR.sup.a CH.sub.2 CH.sub.2 CH.sub.2 --, --NR.sup.a CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.dbd.CH--CH.dbd.CH--, --O--CH.dbd.CH--, --NR.sup.a --CH.dbd.CH--, --S--CH.dbd.CH--, --NR.sup.a --CH.dbd.N--, --O--CH.dbd.N--, --S--CH.dbd.N--, --N.dbd.CH--CH.dbd.CH--, and --CH.dbd.N--CH.dbd.CH--, where R.sup.a is as previously defined;R.sup.4 represents hydrogen, halogen, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-7 cycloalkyl, C.sub.3-7 cycloalkylC.sub.1-4 alkyl, C.sub.1-6 alkoxy, C.sub.1-4 alkyl wherein the C.sub.1-4 alkyl is substituted by a C.sub.1-4 alkoxy group, trifluoromethyl, nitro, CN, SR.sup.a, SOR.sup.a, SO.sub.2 R.sup.a, COR.sup.a, CO.sub.2 R.sup.a, CONR.sup.a R.sup.b where R.sup.a and R.sup.b are as previously defined;R.sup.5 represents hydrogen, halogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy substituted by C.sub.1-4 alkoxy or trifluoromethyl;R.sup.6 represents hydrogen, COR.sup.a, CO.sub.2 R.sup.a, COCONR.sup.a R.sup.b, COCO.sub.2 R.sup.a, C.sub.1-6 alkyl optionally substituted by one group selected from (CO.sub.2 R.sup.a, CONR.sup.a R.sup.b, hydroxy, CN, COR.sup.a, NR.sup.a R.sup.b, C(NOH)NR.sup.a R.sup.b, CONHphenyl(C.sub.1-4 alkyl), COCO.sub.2 R.sup.a, CONHNR.sup.a R.sup.b, C(S)NR.sup.a R.sup.b, CONR.sup.a C.sub.1-6 alkylR.sup.12 ; CONR.sup.13 C.sub.2-6 alkenyl, CONR.sup.13 C.sub.2-6 alkynyl, COCONR.sup.a R.sup.b, CONR.sup.a C(NR.sup.b)NR.sup.a R.sup.b, CONR.sup.a heteroaryl, wherein the heteroaryl is selected from: ##STR32## and phenyl optionally substituted by one, two or three substituents selected from C.sub.1-6 alkyl, C.sub.1-6 alkoxy, halogen and trifluoromethyl);or R.sup.6 represents a group of the formula --CH.sub.2 C.ident.CCH.sub.2 NR.sup.7 R.sup.8 where R.sup.7 and R.sup.8 are as defined below;or R.sup.6 represents C.sub.1-6 alkyl, optionally substituted with an oxo, substituted by a 5-membered or 6-membered heterocyclic ring containing 2 or 3 nitrogen atoms optionally substituted by .dbd.O or .dbd.S and optionally substituted by a group of the formula ZNR.sup.7 R.sup.8 whereZ is C.sub.1-6 alkylene or C.sub.3-6 cycloalkyl;R.sup.7 is C.sub.1-4 alkyl or C.sub.2-4 alkyl which is substituted by hydroxyl or C.sub.1-2 alkoxy;R.sup.8 is C.sub.1-4 alkyl or C.sub.1-4 alkyl substituted by a hydroxyl or C.sub.1-2 alkoxy;or R.sup.7 and R.sup.8 may be linked so that, together with the nitrogen atom to which they are attached, they form an azetidinyl, pyrrolidinyl, piperidyl, morpholino, thiomorpholino, or piperazino group which is substituted on the nitrogen atom by C.sub.1-4 alkyl or C.sub.2-4 alkyl substituted by hydroxy or C.sub.1-2 alkoxy;R.sup.9a and R.sup.9b each independently represent hydrogen or C.sub.1-4 alkyl, or R.sup.9a and R.sup.9b are joined so, together with the carbon atoms to which they are attached, there is formed a C.sub.5-7 ring;R.sup.12 represents, OR.sup.a, CONR.sup.a R.sup.b or heteroaryl;R.sup.13 represents H or C.sub.1-6 alkyl;m is 1 or 2; andn is 1;or a pharmaceutically acceptable salt thereof.