Patent ID: 6677335
Filing Date: 2004-01-13
Classification: A61K,A61P,C07D

Abstract:
A compound of the formula (I): or a pharmaceutically or veterinarily acceptable salt, or a pharmaceutically or veterinarily acceptable solvate or pro-drug thereof, whereinR1 is C1 to C6 alkyl or C3 to C6 alkenyl, C3 to C6 cycloalkyl or C4 to C6 cycloalkenyl wherein said alkyl group may be branched or straight chain and wherein when R1 is C1 to C3 alkyl said alkyl group is substituted by; and wherein when R1 is C4 to C6 alkyl, C3 to C6 alkenyl or C3 to C6 cycloalkyl said alkyl, alkenyl or cycloalkyl group is optionally substituted by; one or more substituents selected from: hydroxy; C1 to C4 alkoxy; C3 to C6 cycloalkyl; phenyl substituted with one or more substituents selected from C1 to C3 alkyl, C1 to C4 alkoxy, C1 to C4 haloalkyl, C1 to C4 haloalkoxy, halo, CN, NO2, NHR11, NHCOR12, NHSO2R12, SO2R12, SO2NHR11, COR11 or CO2R11 wherein said haloalkyl and haloalkoxy groups contain one or more halo atoms; NR7R8, CONR7R8 or NR7COR11 wherein R7 and R8 are each independently selected from H, C1 to C4 alkyl, C3 to C4 alkenyl, CO2R9 or SO2R9 and wherein said alkyl or alkenyl groups are optionally substituted by C1 to C4 haloalkyl or C1 to C4 haloalkoxy; Het1; Het2 or Het3; or R1 is Het4 or phenyl wherein said phenyl group is optionally substituted by one or more substituents selected from C1 to C4 alkyl, C3 to C4 alkenyl, C1 to C4 alkoxy, halo, CN, CF3, OCF3, NO2, NHR11, NHCOR12, NHSO2R12, SO2R12, SO2NHR11, COR11, CO2R11; R2 is C1 to C6 alkyl, C3 to C6 alkenyl or (CH2)n(C3 to C6 cycloalkyl) wherein n is 0, 1 or 2; R13 is OR3 or NR5R6; R3 is C1 to C6 alkyl optionally substituted with one or two substituents selected from C3 to C5 cycloalkyl, hydroxy, C1 to C4 alkoxy, benzyloxy, NR5R6, phenyl, Het1, Het2, Het3 or Het4 wherein the C1 to C6 alkyl and C1 to C4 alkoxy groups may optionally be terminated by a haloalkyl group such as CF3 and wherein the C3-C5 cycloalkyl group may optionally be substituted by C1-C4 alkyl, hydroxy or halo; C3 to C6 cycloalkyl; Het1, Het2, Het3 or Het4; R4 is a piperazin-1-ylsulphonyl group having a substituent R10 at the 4-position of the piperazinyl group wherein said piperazinyl group is optionally substituted with one or two C1 to C4 alkyl groups and is optionally in the form of its 4-N-oxide; R5 and R6 are each independently selected from H and C1 to C4 alkyl optionally substituted with C3 to C5 cycloalkyl or C1 to C4 alkoxy, or, together with the nitrogen atom to which they are attached, form an azetidinyl, pyrrolidinyl, piperidinyl or morpholinyl group; R7 and R8 are each independently selected from H, C1 to C4 alkyl, C3 to C4 alkenyl, CO2R9 or SO2R9; R9 is C1 to C4 alkyl optionally substituted with C1 to C4 haloalkyl, C1 to C4 haloalkoxy or phenyl wherein said phenyl group is optionally substituted by one or more substituents selected from C1 to C4 alkyl optionally substituted by C1 to C4 haloalkyl or C1 to C4 haloalkoxy, C1 to C4 alkoxy, halo, CN, NO2, NHR11, NHCOR12, NHSO2R12, SO2R12, SO2NHR11, COR11 or CO2R11; R10 is H; C1 to C4 alkyl optionally substituted with one or two substituents selected from hydroxy, NR5R6, CONR5R6, phenyl optionally substituted with C1 to C4 alkyl or C1 to C4 alkoxy; C3 to C6 alkenyl or Het4; R11 is H, C1 to C4 alkyl, C3 to C4 alkenyl, COLC1 to C4 alkyl) or C1 to C4 haloalkyl; R12 is C1 to C4 alkyl, C3 to C4 alkenyl, C1 to C4 haloalkyl or C1 to C4 haloalkoxy; Het1 is an N-linked 4-, 5- or 6-membered nitrogen-containing heterocyclic group optionally containing one or more further heteroatoms selected from S, N or O; Het2 is a C-linked 5-membered heterocyclic group containing an O, S or N heteroatom optionally containing one or more heteroatoms selected from N, O or S; Het3 is a C-linked 6-membered heterocyclic group containing an O or S heteroatom optionally containing one or more heteroatoms selected from O, S or N or Het3 is a C-linked 6-membered heterocyclic group containing three N heteroatoms; Het4 is a C-linked 4-, 5- or 6-membered heterocyclic group containing one, two or three heteroatoms selected from S, O or N; and wherein any of said heterocyclic groups Het1, Het2, Het3 or Het4 may be saturated, partially unsaturated or aromatic and wherein any of said heterocyclic groups may be optionally substituted with one or more substituents selected from C1 to C4 alkyl, C3 to C4 alkenyl, C1 to C4 alkoxy, halo, CF3, CO2R11, COR11, SO2R12, NHR11 or NHCOR12 and/or wherein any of said heterocyclic groups is benzo-fused; with the provisos that (a) when R1 is C1 to C3 alkyl then Het1 is not morpholinyl or piperidinyl and (b) when R1 is C1 to C3 alkyl substituted by phenyl then said phenyl group is not substituted by C1 to C4 alkoxy, CN, halo, CF3, OCF3 or C1 to C4 alkyl.