Patent ID: 6750344
Filing Date: 2004-06-15
Classification: C07D,C12Q,C40B,G01N

Abstract:
A bicyclic compound of formula XIIâ€²: wherein:R1 and R1â€² are, individually CH2, CH(R2), C&boxH;O, C&boxH;S, S(&boxH;O)2, C(&boxH;O)NH, C(&boxH;S)NH or C(&boxH;O)O; R2 is H, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C2-C20 alkynyl, substituted or unsubstituted C6-C14 aryl, substituted or unsubstituted C6-C14 aralkyl, substituted or unsubstituted C3-C14 cycloalkyl, substituted or unsubstituted C5-C14 fused cycloalkyl, substituted or unsubstituted C4-C14 heterocyclyl, substituted or unsubstituted C4-C14 heterocyclylalkyl, substituted or unsubstituted C4-C14 heteroaryl; substituted or unsubstituted C4-C14 heteroaralkyl, CH(R7)â€”NHâ€”R7 or CH(R7)â€”NHâ€”R1â€²â€”R3; wherein the substituent groups are selected from the group consisting of acyl, alkoxy, alkoxycarbonyl, alkyl, alkenyl, alkynyl, amino, amido, azido, aryl, heteroaryl, carboxylic acid, cyano, guanidino, halo, haloalkyl, haloalkoxy, hydrazino, hydroxyl, alkylsulfonyl, nitro, sulfide, sulfone, sulfonate, sulfonamide, thiol, and thioalkoxy; or R1 and R2, together, are H, or an amino protecting group; R3 is H, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C2-C20 alkynyl, substituted or unsubstituted C6-C14 aryl, substituted or unsubstituted C6-C14 aralkyl, substituted or unsubstituted C3-C14 cycloalkyl, substituted or unsubstituted C5-C14 fused cycloalkyl, substituted or unsubstituted C4-C14 heterocyclyl, substituted or unsubstituted C4-C14 heterocyclylalkyl, substituted or unsubstituted C4-C14 heteroaryl; substituted or unsubstituted C4-C14 heteroaralkyl, wherein the substituent groups are selected from the group consisting of acyl, alkoxy, alkoxycarbonyl, alkyl, alkenyl, alkynyl, amino, amido, azido, aryl, heteroaryl, carboxylic acid, cyano, guanidino, halo, haloalkyl, haloalkoxy, hydrazino, hydroxyl, alkylsulfonyl, nitro, sulfide, sulfone, sulfonate, sulfonamide, thiol, and thioalkoxy; R4 and R4â€² are, individually, is H, C(&boxH;O)N(R8)(R9), R1-R2 or R11-R12; R7 is H, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C2-C20 alkynyl, substituted or unsubstituted C6-C14 aryl, substituted or unsubstituted C6-C14 aralkyl, substituted or unsubstituted C3-C14 cycloalkyl, substituted or unsubstituted C5-C14 fused cycloalkyl, substituted or unsubstituted C4-C14 heterocyclyl, substituted or unsubstituted C4-C14 heterocyclylalkyl, substituted or unsubstituted C6-C14 heteroaryl; substituted or unsubstituted C6-C14 heteroaralkyl, or groups such as those attached to the a-position of naturally-occurring or non-naturally occurring amino acids of D- or L-configuration, wherein the substituent groups are selected from the group consisting of acyl, alkoxy, alkoxycarbonyl, alkyl, alkenyl, alkynyl, amino, amido, azido, aryl, heteroaryl, carboxylic acid, cyano, guanidino, halo, haloalkyl, haloalkoxy, hydrazino, hydroxyl, alkylsulfonyl, nitro, sulfide, sulfone, sulfonate, sulfonamide, thiol, and thioalkoxy; R7â€² is H or an amino protecting group; R8 and R9 are each, independently, H, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C2-C20 alkynyl, substituted or unsubstituted C6-C14 aryl, substituted or unsubstituted C6-C14 aralkyl, substituted or unsubstituted C3-C14 cycloalkyl, substituted or unsubstituted C5-C14 fused cycloalkyl, substituted or unsubstituted C4-C14 heterocyclyl, substituted or unsubstituted C4-C14 heterocyclylalkyl, substituted or unsubstituted C4-C14 heteroaryl; substituted or unsubstituted C4-C14 heteroaralkyl, wherein the substituent groups are selected from the group consisting of acyl, alkoxy, alkoxycarbonyl, alkyl, alkenyl, alkynyl, amino, amido, azido, aryl, heteroaryl, carboxylic acid, cyano, guanidino, halo, haloalkyl, haloalkoxy, hydrazino, hydroxyl, alkylsulfonyl, nitro, sulfide, sulfone, sulfonate, sulfonamide, thiol, and thioalkoxy; or R8 and R9, together, are (CH2)nd, (CH2)ndâ€”Oâ€”(CH2)ne, (CH2)ndâ€”N(R10)â€”(CH2)ne, or (CH2)ndâ€”Sâ€”(CH2)ne, wherein R10 is substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C6-C14 aryl, or substituted or unsubstituted C6-C14 aralkyl, substituted or unsubstituted C4-C14 heteroaryl; substituted or unsubstituted C4-C14 heteroaralkyl; R11 is a linker moiety; R12 is a solid support; and nd and ne are each, independently, 1 to 4.