Patent ID: 6465481
Filing Date: 2002-10-15
Classification: A61P,C07D

Abstract:
A compound of formula I, whereinR1 represents C1-12 alkyl, â€”(CH2)a-aryl, or â€”(CH2)a-Het1 (all of which are optionally substituted and/or terminated (as appropriate) by one or more substituents selected from â€”OH, halo, cyano, nitro, C1-4 alkyl and/or C1-4 alkoxy); represents 0, 1, 2, 3, or 4; Het1 represents a five to ten-membered heterocyclic ring containing one or more heteroatoms selected from oxygen, nitrogen and/or sulfur, and which also optionally includes one or more &boxH;O substituents; X represents O or S; R5a and R5b independently represent H or C1-3 alkyl; R2 and R3 independently represent H, C1-4 alkyl (optionally substituted and/or terminated with one or more nitro or cyano groups), OR7, N(R7a)R7b, OC(O)R8 or together form â€”Oâ€”(CH2)2â€”Oâ€”, â€”(CH2)3â€”, â€”(CH2)4â€” or â€”(CH2)5â€”; R7 and R8 independently represent H, C1-6 alkyl or â€”(CH2)b-aryl (which latter two groups are optionally substituted and/or terminated by one or more substituents selected from â€”OH, halo, cyano, nitro, C1-4 alkyl and/or C1-4 alkoxy); R7a and R7b independently represent H or C1-6 alkyl; b represents 0, 1, 2, 3 or 4; R4 represents H or C1-6 alkyl; R9 represents â€”C(O)R10, C1-6 alkyl, â€”(CH2)d-aryl or â€”(CH2)d-Het2 (which latter three groups are optionally substituted by one or more substituents selected from â€”OH, halo, cyano, nitro, C1-4 alkyl, C1-4 alkoxy, C(O)R11, C(O)OR12 and/or â€”N(H)S(O)eR3); R10, R11 and R12 independently represent H, C1-6 alkyl, Het3 or â€”(CH2)f-aryl (which latter three groups are optionally substituted and/or terminated (as appropriate) by one or more substituents selected from â€”OH, cyano, halo, amino, nitro, C1-6 alkyl, C1-6 alkoxy, C(O)R14, C(O)OR15 and/or N(H)S(O)2R16); R13 represents C1-6 alkyl or â€”(CH2)g-aryl (both of which are optionally substituted and/or terminated (as appropriate) by one or more substituents selected from halo, nitro, C1-6 alkyl and/or C1-6 alkoxy); R14 and R15 independently represent H, C1-6 alkyl or aryl; R16 represents C1-6 alkyl or aryl; e represents 0, 1 or 2; d, f and g independently represent 0, 1, 2, 3 or 4; Het2 and Het3 independently represent five to ten-membered heterocyclic rings containing one or more heteroatoms selected from oxygen, nitrogen and/or sulfur, and which also optionally includes one or more &boxH;O substituents; R6 represents one or more optional substituents selected from â€”OH, cyano, halo, amino, nitro, C1-6 alkyl (optionally terminated by N(H)C(O)OR18), C1-6 alkoxy, â€”C(O)N(H)R19, â€”NHC(O)N(H)R20, â€”N(H)S(O)2R21 and/or â€”OS(O)2R22; R19 and R20 independently represent H or C1-6 alkyl; R18a, R21 and R22 independently represent C1-6 alkyl; A represents a single bond, C1-6 alkylene or â€”(CH2)jC(H)(OR23)(CH2)kâ€” (in which latter group, the â€”(CH2)jâ€” group is attached to the bispidine nitrogen atom and which latter two groups are optionally substituted by one or more â€”OH groups); B represents a single bond, C1-4 alkylene, â€”(CH2)mN(R24), â€”(CH2)mS(O)nâ€”, â€”(CH2)mOâ€” (in which three latter groups, the â€”(CH2)mâ€” group is attached to the carbon atom bearing OR9 and R4), â€”C(O)N(R24)â€” (in which latter group, the â€”C(O)â€” group is attached to the carbon atom bearing OR9 and R4), â€”N(R24)C(O)O(CH2)mâ€” or â€”N(R24)(CH2)mâ€” (in which latter two groups, the N(R24) group is attached to the carbon atom bearing OR9 and R4); j represents 1, 2, 3 or 4; k and m independently represent 0, 1, 2, 3 or 4; n represents 0, 1 or 2; R23 represents H, C1-6 alkyl or C(O)R25; R24 represents H or C1-6 alkyl; R25 represents H, C1-6 alkyl, Het4 or â€”(CH2)p-aryl (which latter two groups are optionally substituted and/or terminated (as appropriate) by one or more substituents selected from â€”OH, cyano, halo, amino, nitro, C1-6 alkyl and/or C1-6 alkoxy); Het4 represents a five to ten-membered heterocyclic ring containing one or more heteroatoms selected from oxygen, nitrogen and/or sulfur, and which also optionally includes one or more &boxH;O substituents; p represents 0, 1, 2, 3 or 4; or a pharmaceutically acceptable derivative thereof; provided that m does not represent 0 when B represents â€”(CH2)mN(R24)â€”, â€”(CH2)mS(O)nâ€” or â€”(CH2)mOâ€”.