Patent ID: 6794387
Filing Date: 2004-09-21
Classification: A61P,C07D

Abstract:
A compound of general formula I: or pharmaceutically or veterinarily acceptable salt thereof wherein:A represents CHOH or C&boxH;O; X represents O or NR5; Y represents CH or N; R1 and R2 independently represent H, C1-C6 alkyl, Het, C1-C6 alkylHet, aryl, C1-C6 alkylaryl, halo, cyano, nitro, OR6, OC(O)R6, C(O)R6, C(O)OR6, NR6C(O)NR7R8, NR6C(O)OR6, OC(O)NR7R8, C(O)NR9R10, NR9R10, SO2NR9R10 or SO2R11; R3, R4 and R5 independently represent H, C1-C6 alkyl, Het, C1-C6 alkylHet, aryl or C1-C6 alkylaryl; or R3 and R5 together with the nitrogen atom to which they are bound can form a heterocyclic ring which is optionally substituted and/or terminated with one or more substituents selected from: halo, cyano, nitro, OR12, OC(O)R12, C(O)R12, C(O)OR12, NR12C(O)NR13R14, NR12C(O)OR12, OC(O)NR13R14, C(O)NR15R16, NR15R16, SO2NR15R16 or SO2R17; wherein when R1, R2, R3, R4 or R5 is a C1-C6 alkyl, Het, C1-C6 alkylHet, aryl or C1-C6 alkylaryl group, such C1-C6 alkyl, Het, C1-C6 alkylHet, aryl or C1-C6 alkylaryl group may be optionally substituted and/or terminated with one or more substituents selected from: halo, cyano, nitro, OR6, OC(O)R6, C(O)R6, C(O)OR6, NR6C(O)NR7R8, NR6C(O)OR6, OC(O)NR7R8, C(O)NR9R10, NR9R10, SO2NR9R10, SO2R11, C1-C6 alkyl, Het, C1-C6alkylHet, aryl or C1-C6 alkylaryl; wherein when R1, R2, R3, R4 or R5 is a C1-C6 alkyl, Het, C1-C6 alkylHet, aryl or C1-C6 alkylaryl group which is substituted and/or terminated with one or more substituents selected from: C1-C6 alkyl, Het, C1-C6 alkylHet, aryl or C1-C6 alkylaryl, such substituent groups are optionally substituted and/or terminated with one or more substituents selected from: halo, cyano, nitro, OR12, OC(O)R12, C(O)R12, C(O)OR12, NR12C(O)NR13R14, NR12C(O)OR12, OC(O)NR13R14, C(O)NR15R16, NR15R16, SO2NR15R16 or SO2R17; R6, R7 and R8 independently represent H, C1-C6 alkyl, Het, C1-C6 alkylHet, aryl or C1-C6 alkylaryl; or R7 and R8 together with the nitrogen atom to which they are bound can form a heterocyclic ring which is optionally substituted and/or terminated with one or more substituents selected from: halo, cyano, nitro, OR12, OC(O)R12, C(O)R12, C(O)OR12, NR12C(O)NR13R14, NR12C(O)OR12, OC(O)NR13R14, C(O)NR15R16, NR15R16, SO2NR15R16 or SO2R17; R9 and R10 independently represent H, C(O)R6, SO2R11, C1-C6 alkyl, Het, C1-C6 alkylHet, aryl or C1-C6 alkylaryl; or R9 and R10 together with the nitrogen atom to which they are bound can form a heterocyclic ring which is optionally substituted and/or terminated with one or more substituents selected from: halo, cyano, nitro, OR12, OC(O)R12, C(O)R12, C(O)OR12, NR12C(O)NR13R14, NR12C(O)OR12, OC(O)NR13R14, C(O)NR15R16, NR15R16, SO2NR15R16 or SO2R17; R11 represents C1-C6 alkyl, Het, C1-C6 alkylHet, aryl or C1-C6 alkylaryl; wherein when R6, R7, R8, R9, R10 or R11 is a C1-C6 alkyl, Het, C1-C6 alkylHet, aryl or C1-C6 alkylaryl group, such C1-C6 alkyl, Het, C1-C6 alkylHet, aryl or C1-C6 alkylaryl group may be optionally substituted and/or terminated with one or more substituents selected from: halo, cyano, nitro, OR12, OC(O)R12, C(O)R12, C(O)OR12, NR12C(O)NR13R14, NR12C(O)OR12, OC(O)NR13R14, C(O)NR15R16, NR15R16, SO2NR15R16 or SO2R17; R12, R13 and R14 independently represent H or C1-C6 alkyl; or R13 and R14 together with the nitrogen atom to which they are bound can form a heterocyclic ring; R15 and R16 independently represent H, C(O)R12, SO2R17 or C1-C6 alkyl; or R15 and R16 together with the nitrogen atom to which they are bound can form a heterocyclic ring; R17 represents C1-C6 alkyl; and wherein Het represents an optionally substituted four- to twelve-membered heterocyclic group, which group contains one or more heteroatoms selected from nitrogen, oxygen, sulfur and mixtures thereof; with the proviso that when Y is CH and X is O and A is C(O) then R1, R3 and R4 each do not represent C1-C6 alkyl and R2 does not represent C1-C6 alkyl or C3-C6 cycloalkyl and with the further proviso that when Y is CH and X is O and A is CH(OH) then R1 and R3 each do not represent C1-C6 alkyl and R2 does not represent C1-C6 alkyl or C3-C6 cycloalkyl and R4 is not phenyl or C1-C5 alkyl optionally substituted with up to 2 substituents selected from hydroxy, phenyl, NR9R10 or OC(O)R6 wherein R9 and R10 are H, (C1-C6)alkyl, (C1-C6)alkylphenyl or phenyl groups optionally substituted by hydroxy or OR12 and R6 is (C1-C6)alkyl optionally substituted by halogen or OR12 and wherein OR12 is O(C1-C6)alkyl.