Patent CA-2634018-C (CA)
Inventor: BELL ANDREW SIMON
IPC: C07D487/04
Filed: 2006-12-07
Granted: 2013-10-08
Abstract: A compound of Formula (I): (see formula I) or a pharmaceutically and/or veterinarily acceptable derivative thereof, wherein R1 is C1-8alkyl, C3-7cycloalkyl-C0-6alkyl- optionally substituted with methyl, alkoxyalkyl containing 3 to 8 carbon atoms, het-C0-6alkyl-, CF3-C1-6alkyl-, CF3OC2-3alkyl-, aryl-C0-6alkyl-or C1-6hydroxyalkyl; R2 is het, provided that the het group contains at least one nitrogen atom or is substituted by a group which contains at least one nitrogen atom; or R2 is (CH2)2NH2, (CH2)2NHCH3, or (CH2)2N(CH3)2; R3 is H or C1-8alkyl; or R3 and R2 together with the nitrogen atom to which they are bound form a 4 to 8 membered non-aromatic heterocyclic group which optionally contains one or more further heteroatoms or groups independently selected from N, O, S, S(O) and S(O)2, wherein the heterocyclic group is optionally a bridged bicyclic group, a spiro bicyclic group or is optionally fused to a 3-, 4-, 5- or 6- membered carbocyclic group or a 4-, 5- or 6-membered heterocyclic group which contains at least one ring member independently selected from N, O, S, S(O) and S(O)2, and wherein the ring system as a whole is optionally substituted by one or more substituents independently selected from C1-6alkyl, NR6R7, (CH2)a C3-7cycloalkyl, alkoxyalkyl containing 2 to 8 carbon atoms, (CH2)b het1, (CH2)c CF3, (CH2)y OCF3, (CH2)d aryl and C1-6hydroxyalkyl, provided that the ring system as a whole contains at least two nitrogen atoms or contains one nitrogen atom and is substituted by a group which contains at least one nitrogen atom; R4 is H; or R1 and R4 together with the nitrogen atom to which they are bound form a 4 to 8 membered non-aromatic heterocyclic group which optionally contains one or more further heteroatoms or groups independently selected from N, O, S, S(O) and S(O)2, wherein the heterocyclic group is optionally a bridged bicyclic group or is optionally fused to a 3-, 4-, 5- or 6- membered carbocyclic group or a 4-, 5- or 6-membered heterocyclic group which contains at least one ring member independently selected from N, O, S, S(O) and S(O)2, and wherein the ring system as a whole is optionally substituted by one or more substituents independently selected from C1-6alkyl, fluoro, NR9R10, (CH2)e C3-7cycloalkyl, alkoxyalkyl containing 2 to 8 carbon atoms, (CH2)f het1, (CH2)g CF3, (CH2),OCF3, (CH2)h aryl and C1-6hydroxyalkyl; R5 is H or NR11R12; R6 and R7 are each independently selected from H, C1-6alkyl and (CH2)j C3-7cycloalkyl; or R6 and R7, together with the nitrogen atom to which they are bound, form a 4, 5 or 6 membered heterocyclic group; R9 is H or C1-3alkyl; R9 and R10 are each independently selected from H, C1-6alkyl and (CH2)k C3-7cycloalkyl; R11 and R12 are each independently selected from H, C1-6alkyl and (CH2)l C3-7cycloalkyl; a, b, c, d, e, f, g, h, j, k and I are each independently selected from 0, 1, 2 and 3; y and z are each independently selected from 1, 2 and 3 aryl is phenyl optionally substituted by one or more groups independently selected from C1-8alkyl, C1-8alkoxy, OH, halo, CF3, CHF2, OCF3, OCHF2, SCF3, hydroxy-C1-6alkyl, C1-4alkoxy-C1-6alkyl, C1-4alkyl-S-C1-4alkyl, CF2CF3, CH2CF3, CF2CH3, C(O)NR13R14, C3-8cycloalkyl, C3-7cycloalkyl-C1-4alkyl, C3-7cycloalkyl-C1-4alkoxy; het is 4 to 8 membered non-aromatic heterocyclic group which contains at least one heteroatom or group independently selected from N, O, S, S(O) and S(O)2, wherein the heterocyclic group is optionally a bridged bicyclic group or is optionally fused to a 3-, 4-, 5- or 6- membered carbocyclic group or a 4-, 5- or 6-membered heterocyclic group which contains at least one ring member independently selected from N, O, S, S(O) and S(O)2, and wherein the ring system as a whole is optionally substituted by one or more substituents independently selected from C1-6alkyl, NR6R7, (CH2)a C3-7cycloalkyl, alkoxyalkyl containing 2 to 8 carbon atoms, (CH2)b het1, (CH2),CF3, (CH2)y OCF3, (CH2)d aryl and C1-6hydroxyalkyl; het1 is an aromatic or non-aromatic 4-, 5- or 6- membered heterocycle which contains at least one N, O or S heteroatom, optionally fused to a 4-, 5- or 6- membered carbocyclic group or a second 4-, 5- or 6-membered heterocycle which contains at least one N, O or S heteroatom.