Patent ID: 6462036
Filing Date: 2002-10-08
Classification: A61P,C07D

Abstract:
A compound represented by the formula: the racemic mixtures, racemic-diastereomeric mixtures, tautomers and optical isomers of said compounds and the pharmaceutically acceptable salts and the prodrugs thereof, wherein:m is an integer from 1 to 10; X represents a) an optionally substituted group of the formula â€”(CH2)nâ€” in which n is 1, 2 or 3, b) carbonyl, c) oxygen, d) a group of the formula â€”C&boxH;NOR10, in which R10 is a C1-4 alkyl group, e) a group of the formula NR11, in which R11 is â€”H, an optionally substituted C1-4 alkyl group or an optionally substituted phenyl, or f) a group of formula S(O)p in which p is 0, 1 or 2; B represents an alkyl, a cycloalkyl, an aryl, a pyridyl, a thienyl, a furyl or a pyrrolyl; R1 is â€”H; a halo; hydroxy; nitro; cyano; hydroxyamidino; aminomethyl; formamidomethyl; an optionally substituted alkenyloxy; an optionally substituted C2-4 alkenyl; an optionally substituted C2-4 alkynyl; or a group represented by the formula â€”Yâ€”W, provided that when R1 is â€”H, an unsubstituted C1-6 alkyl, an unsubstituted C1-6 alkoxy, a halogen, or trifluoromethyl, then ring A is substituted with at least one substituent that is not a halo, an optionally substituted C1-6 alkyl or an optionally substituted C1-6 alkoxy; Y is absent or a C1-6 alkyl, C1-6 alkoxy, â€”Oâ€”, â€”Sâ€” or â€”C(O)â€”; W is â€”H, hydroxy, optionally substituted phenyl, C1-6 alkoxy, or â€”NR2R3; provided that when B is phenyl and R1 is â€”Yâ€”W and W is â€”NR2R3, then R2 and R3 are each, independently, a) â€”H; b) a substituted C1-6 alkyl group, provided that the substituent is not â€”NR6R7; c) an optionally substituted cycloalkyl; d) an optionally substituted heterocycloalkyl; e) an optionally substituted cycloalkylalkyl; f) an optionally substituted heterocycloalkylalkyl; g) a substituted heteroaryl or a substituted heteroaralkyl, provided that the heteroaryl or heteroaralkyl are substituted with â€”NR9(CH2)1-6OR4, â€”NR9(CH2)1-6CO2R4, â€”NR9(CH2)1-6NR4R5, or an optionally substituted heterocycloalkyl; or when B is phenyl and R1 is â€”Yâ€”W and W is â€”NR2R3, then R2 and R3, together with the nitrogen atom to which they are attached, can represent an optionally substituted heterocycloalkyl or an optionally substituted heteroaryl; when B is not phenyl, then R2 and R3 are each, independently, â€”H, an optionally substituted C1-6alkyl group, â€”NH(CH2)1-6NR4R5, an optionally substituted cycloalkyl, an optionally substituted heterocycloalkyl, an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted cycloalkylalkyl, an optionally substituted heterocycloalkylalkyl, an optionally substituted aralkyl, or an optionally substituted heteroaralkyl; or when B is not phenyl, then R2 and R3 together with the nitrogen atom to which they are attached represent an optionally substituted heterocycloalkyl or an optionally substituted heteroaryl; R4, R5 and R9 are for each occurrence, independently, â€”H or a C1-6 alkyl; and ring A is optionally substituted with one or more substituents selected from the group consisting of a) a halo; b) a C1-6 alkyl group optionally substituted with one or more substituents selected from the group consisting of hydroxy, halo, and â€”NR6R7; c) a C1-6 alkoxy group optionally substituted with one or more substituents selected from the group consisting of hydroxy, halo, â€”NR6R7, an optionally substituted phenyl, and â€”NR17C(O)R19, provided that the substituents are not attached to the carbon which is attached to the oxygen of the alkoxy group; d) an optionally substituted phenoxy; e) hydroxy; f) a group of the formula â€”C(O)R12 in which R12 is a hydroxy, a C1-6 alkoxy or â€”NR13R14; g) a group of the formula â€”NR17R18; h) a group of the formula â€”NR17C(O)R19; i) nitro; j) optionally substituted aralkyl; k) cyano; and l) a C2-4 alkenyl group or a C2-4 alkynyl group each of which is optionally substituted with one or more substituents selected from the group consisting of a C1-6 alkyl group, a C1-6 alkoxy: group and a halo; R6 and R7 are each, independently, â€”H, an optionally substituted C1-6 alkyl group, an optionally substituted cycloalkyl, an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted heterocycloalkyl, an optionally substituted cycloalkylalkyl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, or an optionally substituted heterocycloalkylalkyl; or R6 and R7 together with the nitrogen atom to which they are attached represent an optionally substituted heterocycloalkyl or an optionally substituted heteroaryl; R13 and R14 are each, independently, â€”H, an optionally substituted C1-6 alkyl group, an optionally substituted cycloalkyl, an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted heterocycloalkyl, an optionally substituted cycloalkylalkyl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, or an optionally substituted heterocycloalkylalkyl; or R13 and R14 together with the nitrogen atom to which they are attached represent an optionally substituted heterocycloalkyl or an optionally substituted heteroaryl; R17 and R18 are each, independently, selected from the group consisting of â€”H, a C1-12 alkyl group, a C3-12 cycloalkyl group, and phenyl; and R19 is â€”H, an optionally substituted C1-12 alkyl group, an optionally substituted C3-12 cycloalkyl group, an optionally substituted phenyl or an optionally substituted aralkyl.