Patent ID: 6127365
Filing Date: 2000-10-03
Classification: A61P,C07D

Abstract:
A compound of the formula (I): ##STR34## wherein 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 substituted by a C.sub.1-4 alkoxy or 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 represents hydrogen, halogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy substituted by C.sub.1-4 alkoxy or trifluoromethyl;or, where R.sup.1 and R.sup.2 are attached to adjacent carbon atoms, they may be joined such that, together with the carbon atoms to which they are attached, there is formed a 5- or 6-membered ring optionally containing 1 or 2 heteroatoms selected from oxygen, sulfur or nitrogen, or 1 or 2 groups selected from S(O), S(O).sub.2 and NR.sup.a, which ring may also contain 1 or 2 double bonds, where R.sup.a is as previously defined;R.sup.3 represents a 5- or 6-membered aromatic heterocyclic group selected from furanyl, pyridinyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, pyrazinyl, pyrimidinyI. thiazolyl, 1.2,3-triazolyl, 1.2,4-triazolyl, 1.2.4-oxadiazolyl. 1.2.4-oxadiazolyl and tetrazolyl, which group is optionally substituted by a group selected from C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.3-7 cycloalkyl, C.sub.3-7 cycloalkylC.sub.1-4 alkyl, trifluoromethyl, OCF.sub.3, NO.sub.2, CN, SR.sup.a, SOR.sup.a, SO.sub.2 R.sup.a, COR.sup.a, CO.sub.2 R.sup.a, phenyl, --(CH.sub.2).sub.r NR.sup.a R.sup.b, --(CH.sub.2),NR.sup.a COR.sup.b, --(CH.sub.2).sub.r CONR.sup.a R.sup.b, or CH.sub.2 C(O)R.sup.a, where R.sup.a and R.sup.b are each independently hydrogen or C.sub.1-4 alkyl and r is zero, 1 or 2;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 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 a 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, 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.tbd.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 by oxo, substituted by a heterocyclic ring selected from: ##STR35## where Z is C.sub.1-6 alkylene or C.sub.3-6 cycloalkyl;R.sup.7 is hydrogen or C.sub.1-4 alkyl, C.sub.3-7 cycloalkyl, C.sub.3-7 cycloalkylC.sub.1-4 alkyl, or C.sub.2-4 alkyl substituted by C.sub.1-4 alkoxy or hydroxyl;R.sup.8 is hydrogen or C.sub.1-4 alkyl, C.sub.3-7 cycloalkyl, C.sub.3-7 cycloalkylC.sub.1-4 alkyl, or C.sub.2-4 alkyl substituted by C.sub.1-4 alkoxy, hydroxyl or a 4, 5 or 6 membered heteroaliphatic ring containing one or two heteroatoms selected from N, O and S;or R.sup.7, R.sup.8 and the nitrogen atom to which they are attached form a heteroaliphatic ring of 4 to 7 ring atoms, optionally substituted by one or two groups selected from hydroxy or C.sub.1-4 alkoxy optionally substituted by a C.sub.1-4 alkoxy or hydroxyl group, and optionally containing a double bond, which ring may optionally contain an oxygen or sulphur ring atom, a group S(O) or S(O).sub.2 or a second nitrogen atom which will be part of a NH or NR.sup.c moiety where R.sup.c is C.sub.1-4 -alkyl optionally substituted by hydroxy or C.sub.1-4 alkoxy;or R.sup.7, R.sup.8 and the nitrogen atom to which they are attached form a non-aromatic azabicyclic ring system of 6 to 12 ring atoms;or Z, R.sup.7 and the nitrogen atom to which they are attached form a heteroaliphatic ring to 4 to 7 ring atoms which may optionally contain an oxygen ring atom;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 zero, 1, 2 or 3; andn is zero, 1, 2 or 3; with the proviso that the sum total of m and n is 2 or 3;or a pharmaceutically acceptable salt thereof.