Patent ID: 6355638
Filing Date: 2002-03-12
Classification: A61P,C07D

Abstract:
A compound of formula I, or a salt thereof: whereinR1 represents halogen; or C1-6alkyl, C3-7cycloalkyl, C4-7cycloalkenyl, C6-8bicycloalkyl, C6-10aryl, azetidinyl, pyrrolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, heteroaryl or di(C1-6)alkylamino group, wherein said heteroaryl is defined as an aromatic ring containing either 6 atoms, 1, 2, or 3 of which are nitrogen, or 5 atoms, 1, 2 or 3 of which are independently chosen from oxygen, nitrogen, or sulphur but not more than one of which is oxygen or sulphur, and wherein any of which groups may be optionally substituted with one or more substituents selected from halogen, R3, OR3, OC(O)R3, NR4R5, NR4R5(C1-6)alkyl, NR4R5C(O), NR4R5C(O)(C1-6)alkyl, CN, cyano(C1-6)alkyl or R6; R3 represents C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C3-6cycloalkyl(C1-6) alkyl, cyano(C1-6)alkyl, hydroxyC1-6alkyl and R3 is optionally mono, di or trifluorinated; R4 and R5 are each independently hydrogen, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl or CF3 or R4 and R5, together with a nitrogen atom to which they are commonly attached, form azetidinyl, pyrrolidinyl, piperidinyl, piperazinyl, morpholinyl or thiomorpholinyl, optionally substituted by one or more R3 groups; R6 is C6-10aryl, C6-10aryl(C1-6)alkyl, heteroaryl or heteroaryl(C1-6)alkyl, where heteroaryl is defined as above, and R6 is optionally substituted by one, two or three substituents independently chosen from halogen atoms and C1-4alkyl, C2-4alkenyl, C2-4alkynyl, C1-4alkoxy, C2-4alkenyloxy, C2-4alkynyloxy groups each of which groups is unsubstituted or substituted by one, two or three halogen atoms; L is O, S or NRn where Rn is H, C1-6alkyl or C3-6cycloalkyl; W is: C1-6alkyl, C2-6alkenyl or C2-6alkynyl optionally substituted by one or more groups chosen from halogen, amino, nitro, cyano, hydroxy and halogen; hydrogen; amino; nitro; cyano; hydroxy; or halogen; X is NR4R5; or X is a 5-membered heteroaromatic ring containing 1, 2, 3 or 4 heteroatoms independently chosen from oxygen, nitrogen and sulphur, at most one of the heteroatoms being oxygen or sulphur, or a 6-membered heteroaromatic ring containing 1, 2 or 3 nitrogen atoms, the 5- or 6-membered heteroaromatic ring being optionally fused to a benzene or pyridine ring and the heteroaromatic ring being optionally substituted by Rx and/or Ry and/or Rz, where Rx is halogen, R3, OR3, OC(O)R3, C(O)OR3, NR4R5, NR4C(O)R5, OH, tri(C1-6alkyl)silylC1-6alkoxyC1-4alkyl, CN or R6, Ry is halogen, R3, OR3, OC(O)R3, NR4R5, NR4C(O)R5, NR4R5(C1-6)alkyl or CN and Rz is R3, OR3 or OC(O)R3, providing that when X is a pyridine derivative, the pyridine ring is optionally in the form of the N-oxide, and providing that when X is a tetrazole derivative it is protected by a C1-4alkyl group; or X is phenyl optionally substituted by one, two or three groups independently selected from halogen, cyano, C1-6alkyl, C2-6alkenyl, C2-6alkynyl and C3-6cycloalkyl; Y is optionally branched C1-4alkylene optionally substituted by an oxo group or Y is a group (CH2)jO wherein the oxygen atom is nearest the group X and j is 2, 3 or 4; and Z represents a 5-membered heteroaromatic ring containing 1, 2 or 3 heteroatoms independently selected from oxygen, nitrogen and sulphur, at most one of the heteroatoms being oxygen or sulphur and providing that when one of the atoms is oxygen or sulphur then at least one nitrogen atom is also present, or a 6-membered heteroaromatic ring containing 2 ore 3 nitrogen atoms with the exception of pyrazine, any of which rings may be optionally substituted with one or more substituents selected from halogen, R3, OR3, OC(O)R3, NR4R5, NR4R5(C1-6)alkyl, NR4R5C(O), NR4R5C(O)(C1-6)alkyl, CN, cyano(C1-6)alkyl or R6.