Patent ID: 6548526
Filing Date: 2003-04-15
Classification: A61P,C07C,C07D

Abstract:
A compound of the formula or a pharmaceutically acceptable salt, prodrug or solvate thereof, wherein: wherein X1 is O or S; R1 is H, C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, â€”C(O)(C1-C10 alkyl), â€”(CH2)t(C6-C10 aryl), â€”(CH2)t(4-10 membered heterocyclic), â€”C(O)(CH2)t(C6-C10 aryl), or â€”C(O)(CH2)t(5-10 membered heterocyclic), wherein t is an integer from 0 to 5; said alkyl group optionally includes 1 or 2 hetero moieties selected from O, S and â€”N(R6)â€” with the proviso that two O atoms, two S atoms, or an O and S atom are not attached directly to each other; said aryl and heterocyclic R1 groups are optionally fused to a C6-C10 aryl group, a C5-C8 saturated cyclic group, or a 5-10 membered heterocyclic group; 1 or 2 carbon atoms in the foregoing heterocyclic moieties are optionally substituted by an oxo (&boxH;O) moiety; the â€”(CH2)tâ€” moieties of the foregoing R1 groups optionally include a carbonâ€”carbon double or triple bond where t is an integer from 2 to 5; and the foregoing R1 groups, except H, are optionally substituted by 1 to 3 R4 groups; R2 is selected from the list of substituents provided in the definition of R1, â€”SO2(CH2)t(C6-C10 aryl), â€”SO2(CH2)t(5-10 membered heterocyclic), and â€”OR5, t is an integer ranging from 0 to 5, the â€”(CH2)tâ€” moieties of the foregoing R2 groups optionally include a carbonâ€”carbon double or triple bond where t is an integer from 2 to 5, and the foregoing R2 groups are optionally substituted by 1 to 3 R4 groups; or R1 and R2 may be taken together with the nitrogen to which each is attached to form a 4-10 membered saturated monocyclic or polycyclic ring or a 5-10 membered heteroaryl ring, wherein said saturated and heteroaryl rings optionally include 1 or 2 heteroatoms selected from O, S and â€”N(R6)â€” in addition to the nitrogen to which R1 and R2 are attached, said â€”N(R6)â€” is optionally &boxH;Nâ€” or â€”N&boxH; where R1 and R2 are taken together as said heteroaryl group, said saturated ring optionally may be partially unsaturated by including 1 or 2 carbonâ€”carbon double bonds, and said saturated and heteroaryl rings, including the R6 group of said â€”N(R6)â€”, are optionally substituted by 1 to 3 R4 groups; R3 is â€”(CH2)t(C6-C10 aryl), wherein t is an integer from 0 to 5 is optionally fused to a C6-C10 aryl group, a C5-C8 saturated cyclic group, or a 5-10 membered heterocyclic group; the â€”(CH2)tâ€” moieties optionally include a carbonâ€”carbon double or triple bond where t is an integer from 2 to 5, and are optionally substituted by 1 to 5 R4 groups; each R4 is independently selected from C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, halo, cyano, nitro, trifluoromethyl, trifluoromethoxy, azido, â€”OR5, â€”C(O)R5, â€”C(O)OR5, â€”NR6C(O)OR5, â€”OC(O)R5, â€”NR6SO2R5, â€”SO2NR5R6, â€”NR6C(O)R5, â€”C(O)NR5R6, â€”NR5R6, â€”S(O)jR7 wherein j is an integer ranging from 0 to 2, â€”SO3H, â€”NR5CR6R7)tOR6, â€”(CH2)t(C6-C10 aryl), â€”SO2(CH2)t(C6-C10 aryl), â€”S(CH2)t(C6-C10 aryl), â€”O(CH2)t(C6-C10 aryl), â€”(CH2)t(5-10 membered heterocyclic), and â€”(CR6R7)mOR6, wherein m is an integer from 1 to 5 and t is an integer from 0 to 5; said alkyl group optionally contains 1 or 2 hetero moieties selected from O, S and â€”N(R6)â€” with the proviso that two O atoms, two S atoms, or an O and S atom are not attached directly to each other; said aryl and heterocyclic R4 groups are optionally fused to a C6-C10 aryl group, a C5-C8 saturated cyclic group, or a 5-10 membered heterocyclic group; 1 or 2 carbon atoms in the foregoing heterocyclic moieties are optionally substituted by an oxo (&boxH;O) moiety; and the alkyl, aryl and heterocyclic moieties of the foregoing R4 groups are optionally substituted by 1 to 3 substituents independently selected from halo, cyano, nitro, trifluoromethyl, trifluoromethoxy, azido, â€”NR6SO2R5, â€”SO2NR5R6, â€”C(O)R5, â€”C(O)OR5, â€”OC(O)R5, â€”NR6C(O)R5, â€”C(O)NR5R6, â€”NR5R6, â€”(CR6R7)mOR6 wherein m is an integer from 1 to 5, â€”OR5 and the substituents listed in the definition of R5; each R5 is independently selected from H, C1-C10 alkyl, â€”(CH2)t(C6-C10 aryl), and â€”(CH2)t(5-10 membered heterocyclic), wherein t is an integer from 0 to 5; said alkyl group optionally includes 1 or 2 hetero moieties selected from O, S and â€”N(R6)â€” with the proviso that two O atoms, two S atoms, or an O and S atom are not attached directly to each other; said aryl and heterocyclic R5 groups are optionally fused to a C6-C10 aryl group, a C5-C8 saturated cyclic group, or a 5-10 membered heterocyclic group; and the foregoing R5 subsituents, except H, are optionally substituted by 1 to 3 substituents independently selected from halo, cyano, nitro, trifluoromethyl, trifluoromethoxy, azido, â€”C(O)R6, â€”C(O)OR6, â€”CO(O)R6, â€”NR6C(O)R7, â€”C(O)NR6R7, â€”NR6R7, hydroxy, C1-C6 alkyl, and C1-C6 alkoxy; and, each R6 and R7 is independently H or C1-C6 alkyl.