Patent ID: 6046195
Filing Date: 2000-04-04
Classification: A61P,C07D

Abstract:
A compound of the formula (I): ##STR35## wherein R.sup.1 represents hydrogen, hydroxy, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.3-7 cycloalkyl, C.sub.3-7 cycloalkylC.sub.1-4 alkyl, fluoroC.sub.1-6 alkyl, C.sub.1-6 alkoxy, fluoroC.sub.1-6 alkoxy, C.sub.1-6 alkoxyC.sub.1-4 alkyl, C.sub.1-6 alkoxyC.sub.1-4 alkoxy, fluoroC.sub.1-6 alkoxyC.sub.1-4 alkyl, C.sub.2-6 alkenyloxy, C.sub.3-7 cycloalkoxy, C.sub.3-7 cycloaklylC.sub.1-4 alkoxy, phenoxy, benzyloxy, cyano, halogen, NR.sup.11 COR.sup.14, NR.sup.a R.sup.b, SR.sup.a, SOR.sup.a, SO.sub.2 R.sup.a, OSO.sub.2 R.sup.a, or C.sub.1-4 alkyl substituted by cyano or CO.sub.2 R.sup.a, R.sup.a and R.sup.b each independently represent hydrogen, C.sub.1-4 alkyl or fluoroC.sub.1-4 alkyl;R.sup.2 represents hydrogen, halogen, C.sub.1-6 alkyl or C.sub.1-6 alkoxy;or when R.sup.2 is adjacent to R.sup.1, they may be joined together such that there is formed a 5- or 6-membered saturated or unsaturated ring containing one or two oxygen atoms;R.sup.3 represents a 5- or 6-membered aromatic heterocyclic group containing 1, 2, 3 or 4 heteroatoms, selected from nitrogen, oxygen and sulphur, which group is optionally substituted by one or two groups selected from halogen, 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, trifluoromethoxy, nitro, cyano, 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).sub.r 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.1-6 alkoxy, trifluoromethyl, trifluoromethoxy, nitro, cyano, SR.sup.a, SOR.sup.a, SO.sub.2 R.sup.a, CO.sub.2 R.sup.a, CONR.sup.a R.sup.b, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl or C.sub.1-4 alkyl substituted by C.sub.1-4 alkoxy, where R.sup.a and R.sup.b each independently represent hydrogen or C.sub.1-4 alkyl;R.sup.5 represents hydrogen, halogen, C.sub.1-6 alkyl, trifluoromethyl or C.sub.1-6 alkoxy substituted by C.sub.1-4 alkoxy;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, cyano, 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), where R.sup.a and R.sup.b are each independently hydrogen or C.sub.1-4 alkyl;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 5-membered or 6-membered heterocyclic ring containing 1, 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 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.9 and R.sup.10 each independently represent hydrogen, halogen, C.sub.1-6 alkyl, CH.sub.2 OR.sup.d, oxo, CO.sub.2 R.sup.a or CONR.sup.a R.sup.b where R.sup.a and R.sup.b are each independently hydrogen or C.sub.1-6 alkyl and R.sup.d represents hydrogen, C.sub.1-6 alkyl or phenyl;R.sup.11 represents hydrogen, 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.12 represents OR.sup.a, CONR.sup.a R.sup.b or heteroaryl, where R.sup.a and R.sup.b are each independently hydrogen or C.sub.1-4 alkyl;R.sup.13 represents H or C.sub.1-6 alkyl;R.sup.14 represents C.sub.1-6 alkyl, C.sub.1-6 alkoxy, fluoroC.sub.1-6 alkyl or phenyl;p is zero or 1;q is 1 or 2; andthe broken line represents a double bond;or a pharmaceutically acceptable salt thereof.