Patent ID: 6632945
Filing Date: 2003-10-14
Classification: A61P,C04B,C07D

Abstract:
A compound of the formula: wherein each of Q1 and Q2 is independently selected from a phenyl, a 5-6 membered aromatic heterocyclic ring system, or a 8-10 membered bicyclic ring system selected from the group consisting of aromatic carbocyclic rings, aromatic heterocyclic rings or a combination of an aromatic carbocyclic ring and an aromatic heterocyclic ring;the rings that make up Q1 are substituted with 1 to 4 substituents, each of which is independently selected from halo; C1-C3 alkyl optionally substituted with NRâ€²2, ORâ€², CO2Râ€² or CONRâ€²2; Oâ€”(C1-C3)-alkyl optionally substituted with NRâ€²2, ORâ€², CO2Râ€² or CONRâ€²2; NRâ€²2; OCF3; CF3; NO2; CO2Râ€²; CONHRâ€²; SRâ€²; S(O2)N(Râ€²)2; SCF3; CN; N(Râ€²)C(O)R4; N(Râ€²)C(O)OR4; N(Râ€²)C(O)C(O)R4; N(Râ€²)S(O2)R4; N(Râ€²)R4; N(R4)2; OR4; OC(O)R4; OP(O)3H2; or N=CHâ€”N(Râ€²)2; the rings that make up Q2 are optionally substituted with up to 4 substituents, each of which is independently selected from halo; C1-C3 straight or branched alkyl optionally substituted with NRâ€²2, ORâ€², CO2Râ€², S(O2)N(Râ€²)2, N=CHâ€”N(Râ€²)2, R3, or CONRâ€²2; Oâ€”(C1-C3)-alkyl optionally substituted with NRâ€²2, ORâ€², CO2Râ€², S(O2)N(Râ€²)2, N=CHâ€”N(Râ€²)2, R3, or CONRâ€²2; NRâ€²2; OCF3; CF3; NO2; CO2Râ€²; CONHRâ€²; R3; OR3; NHR3; SR3; C(O)R3; C(O)N(Râ€²)R3; C(O)OR3; SRâ€²; S(O2)N(Râ€²)2; SCF3; N=CHâ€”N(Râ€²)2; or CN; Q2â€² is selected from phenyl or a 5-6 member aromatic heterocyclic ring optionally substituted with 1-3 substituents, each of which is independently selected from halogen; C1-C3 alkyl optionally substituted with NRâ€²2, ORâ€², CO2Râ€², CONRâ€²2, or Oâ€”P(O3)H2; Oâ€”(C2-C3)-alkyl optionally substituted with NRâ€²2, ORâ€², CO2Râ€², CONRâ€²2, or OP(O3)H2; OCF3; CF3; OR4; Oâ€”CO2R4; Oâ€”P(O3)H2; CO2Râ€²; CONHRâ€²; SRâ€²; S(O2)N(Râ€²)2; SCF3; CN; N(Râ€²)C(O)R4; N(Râ€²)C(O)OR4; N(Râ€²)C(O)C(O)R4; N(Râ€²)S(O2)R4; N(Râ€²)R4; N(R4)2; OR4; OC(O)R4; OP(O)3H2; or N=CHâ€”N(Râ€²)2; provided that Q2â€² is not phenyl optionally substituted 1 to 3 substituents independently selected from halo, methoxy, cyano, nitro, amino, hydroxy, methyl or ethyl; Râ€² is selected from hydrogen; (C1-C3)-alkyl; (C2-C3)-alkenyl or alkynyl; phenyl or phenyl substituted with 1 to 3 substituents independently selected from halo, methoxy, cyano, nitro, amino, hydroxy, methyl or ethyl; or a 5-6 membered heterocyclic ring system optionally substituted with 1 to 3 substituents independently selected from halo, methoxy, cyano, nitro, amino, hydroxy, methyl or ethyl; R3 is selected from 5-8 membered aromatic or non-aromatic carbocyclic or heterocyclic ring systems each optionally substituted with Râ€², R4, â€”C(O)Râ€², â€”C(O)R4, â€”C(O)OR4 or -J; or an 8-10 membered bicyclic ring system selected from the group consisting of aromatic carbocyclic rings, aromatic heterocyclic rings or a combination of an aromatic carbocyclic ring and an aromatic heterocyclic ring each optionally substituted with Râ€², R4, â€”C(O)Râ€², â€”C(O)R4, â€”C(O)OR4 or -J; R4 is (C1-C4)-straight or branched alkyl optionally substituted with N(Râ€²)2, ORâ€², CO2Râ€², CON(Râ€²)2, or SO2N(R2)2; or a 5-6 membered carbocyclic or heterocyclic ring system optionally substituted with N(Râ€²)2, ORâ€², CO2Râ€², CON(Râ€²)2, or SO2N(R2)2; R5 is selected from hydrogen; (C1-C3)-alkyl optionally substituted with R3; (C2-C3)-alkenyl or alkynyl each optionally substituted with R3; phenyl or phenyl substituted with 1 to 3 substituents independently selected from halo, methoxy, cyano, nitro, amino, hydroxy, methyl or ethyl; or a 5-6 membered heterocyclic ring system optionally substituted with 1 to 3 substituents independently selected from halo, methoxy, cyano, nitro, amino, hydroxy, methyl or ethyl; W is selected from hydrogen; N(R2)SO2â€”N(R2)2; N(R2)SO2â€”N(R2)(R3); N(R2)C(O)â€”OR2; N(R2)C(O)â€”N(R2)2; N(R2)C(O)â€”N(R2)(R3); N(R2)C(O)â€”R2; N(R2)2; C(O)â€”R2; CH(OH)â€”R2; C(O)â€”N(R2)2; C(O)â€”OR2; J; or (C1-C4) straight or branched alkyl optionally substituted with N(Râ€²)2, ORâ€², CO2Râ€², CON(Râ€²)2, R3, SO2N(R2)2, OC(O)R2, OC(O)Râ€², OC(O)N(R2)2, â€”N(R4)(R5), â€”C(O)N(R5)(R2), â€”C(O)R5, â€”N(R2)C(O)N(R2)(R5), â€”NC(O)OR5, â€”OC(O)N(R2)(R5), or -J; a 5-6 membered carbocyclic or heterocyclic ring system optionally substituted with N(Râ€²)2, ORâ€², CO2Râ€², CON(Râ€²)2, or SO2N(R2)2; or a 8-10 membered carbocyclic or heterocyclic ring system optionally substituted with N(Râ€²)2, ORâ€², CO2Râ€², CON(Râ€²)2, or SO2N(R2)2; provided that, unless U is W, W is not an R3 substituted C1 alkyl; Wâ€² is selected from N(R2)â€”SO2â€”Q2; N(R2)â€”CO2â€”Q2; N(R2)â€”C(O)â€”Q2; N(R2)(Q2); C(O)â€”Q2; CO2â€”Q2; C(O)N(R2)(Q2); C(R2)2Q2; each R is independently selected from hydrogen, â€”R2, â€”N(R2)2, â€”OR2, SR2, â€”C(O)â€”N(R2)2, â€”S(O2)â€”N(R2)2, â€”C(O)â€”OR2 or â€”C(O)R2 wherein two adjacent R are optionally bound to one another and, together with each Y to which they are respectively bound, form a 4-8 membered carbocyclic or heterocyclic ring; R2 is selected from hydrogen, (C1-C3)-alkyl, or (C1-C3)-alkenyl; wherein each (C1-C3)-alkyl or (C1-C3)-alkenyl is optionally substituted with â€”N(Râ€²)2, â€”ORâ€², SRâ€², â€”C(O)â€”N(Râ€²)2, â€”S(O2)â€”N(Râ€²)2, â€”C(O)â€”ORâ€², â€”NSO2R4, â€”NSO2R3, â€”C(O)N(Râ€²)(R3), â€”NC(O)R4, â€”N(Râ€²)(R3), â€”N(Râ€²)(R4), â€”C(O)R3, â€”C(O)N(Râ€²)(R4), â€”N(R4)2, â€”C(O)N&boxH;C(NH)2 or R3; Y is C; Z is CH, N, C(OCH3), C(CH3), C(NH2), C(OH) or C(F); U is selected from R or W; V is selected from â€”C(O)NH2, â€”P(O)(NH2)2, or â€”SO2NH2; J is a (C1-C4) straight chain or branched alkyl substituted with 1-3 substituents selected from D, â€”Tâ€”C(O)Râ€², or â€”OPO3H2; D is selected from T is O or NH; and G is NH2 or OH; provided that in compounds of formula (Ia), when W is hydrogen, Z is CU or N, and V is â€”C(O)NH2, then U is not hydrogen; and in compounds of formula (Ia), when W is hydrogen; Z is CH or N; V is â€”C(O)NH2; and U is â€”R2, â€”N(R2)2, â€”OR2, â€”SR2, â€”C(O)â€”N(R2)2, â€”S(O2)â€”N(R2)2, â€”C(O)â€”OR2 or â€”C(O)R2; then each of these R2 is not hydrogen, (C1-C3)-alkyl, or (C2-C3)-alkenyl, or (C1-C3)-alkyl or (C2-C3)-alkenyl substituted with â€”N(Râ€²)2, â€”ORâ€², â€”SRâ€², â€”C(O)â€”N(Râ€²)2, â€”S(O2)â€”N(Râ€²)2, â€”C(O)â€”ORâ€², or an unsubstituted 5-6 membered aromatic carbocyclic or heterocyclic ring system.