Patent ID: 6809106
Filing Date: 2004-10-26
Classification: A61K,A61P,C07D

Abstract:
A compound of formula (I) or a pharmaceutically acceptable salt thereof; wherein:n is 0-1; Y is â€”NHâ€”; R5 is chloro or bromo; R6 is cycloalkyl of 3 to 7 carbon atoms, which may be optionally substituted with one or more alkyl of 1 to 6 carbon atom groups; or is a pyridinyl, pyrimidinyl, or phenyl ring; wherein the pyridinyl, pyrimidinyl, or phenyl ring may be substituted with one, two or three groups selected from the group consisting of halogen, alkyl of 1-6 carbon atoms, alkenyl of 2-6 carbon atoms, alkynyl of 2-6 carbon atoms, azido, hydroxyalkyl of 1-6 carbon atoms, halomethyl, alkoxymethyl of 2-7 carbon atoms, alkanoyloxymethyl of 2-7 carbon atoms, alkoxy of 1-6 carbon atoms, alkylthio of 1-6 carbon atoms, hydroxy, trifluoromethyl, cyano, nitro, carboxy, carboalkoxy of 2-7 carbon atoms, carboalkyl of 2-7 carbon atoms, phenyl, benzoyl, amino, alkylamino of 1-6 carbon atoms, dialkylamino of 2 to 12 carbon atoms, alkanoylamino of 1-6 carbon atoms, alkenoylamino of 3-8 carbon atoms, alkynoylamino of 3-8 carbon atoms, and benzoylamino; or two adjacent substitutents on said phenyl, pyridyl or pyrimidinyl ring may be joined together as a 5-membered heterocyclic ring having one or two nitrogen atoms, to form a fused ring; or R6 is a group â€”R8â€”Xâ€”R9 where R8 is a divalent cycloalkyl of 3 to 7 carbon atoms, which may be optionally further substituted with one or more alkyl of 1 to 6 carbon atom groups; or is a divalent pyridinyl, pyimidinyl, or phenyl ring; wherein the pyridinyl, pyrimidinyl, or phenyl ring may be optionally further substituted with one or more groups selected from halogen, alkyl of 1-6 carbon atoms, alkenyl of 2-6 carbon atoms, alkynyl of 2-6 carbon atoms, azido, hydroxyalkyl of 1-6 carbon atoms, halomethyl, alkoxymethyl of 2-7 carbon atoms, alkanoyloxymethyl of 2-7 carbon atoms, alkoxy of 1-6 carbon atoms, alkylthio of 1-6 carbon atoms, hydroxy, trifluoromethyl, cyano, nitro, carboxy, carboalkoxy of 2-7 carbon atoms, carboalkyl of 2-7 carbon atoms, phenoxy, phenyl, thiophenoxy, benzoyl, benzyl, amino, alkylamino of 1-6 carbon atoms, dialkylamino of 2 to 12 carbon atoms, phenylamino, benzylamino, alkanoylamino of 1-6 carbon atoms, alkenoylamino of 3-8 carbon atoms, alkynoylamino of 3-8 carbon atoms, and benzoylamino; where X is selected from CH2, â€”NHâ€”, â€”Oâ€”, â€”Sâ€”, CH2 or â€”NR5â€” where R5 is alkyl of 1-6 carbon atoms, and R9 is a group (CH2)mR10 where m is 0, or an integer of from 1-3 and R10 is an optionally substituted aryl or optionally substituted cycloalkyl ring of up to 10 carbon atoms, or R10 is a heterocyclic ring containing 1 or 2 oxygen atoms and optionally one or more substitutents; R1, R2, R3 and R4 are each independently selected from hydrogen, hydroxy, halogeno, cyano, nitro, trifluoromethyl, C1-3alkyl, â€”NR11R12 (wherein R11 R12, which may be the same or different, each represents hydrogen or C1-3alkyl), or a group R13â€”X1â€”(CH2)x wherein x is 0 to 3, X1 represents â€”Oâ€”, â€”CH2â€”, â€”OCOâ€”, carbonyl, â€”Sâ€”, â€”SOâ€”, â€”SO2â€”, â€”NR14COâ€”, â€”CONR15â€”, â€”SO2NR16â€”, â€”NR17SO2â€” or â€”NR18â€” (wherein R14, R15, R16, R17 and R18 each independently represents hydrogen, C1-3alkyl or C1-3alkoxyC2-3alkyl) and R13 is selected from one of the following sixteen groups: 1) C1-5alkyl which may be unsubstituted or which may be substituted with one or more groups selected from hydroxy, fluoro and amino; 2) C1-5alkylX2COR19 (wherein X2 represents â€”Oâ€” or NR20â€” (wherein R20 represents hydrogen, C1-3alkyl or C1-3alkoxyC2-3alkyl) and R19 represents â€”NR21R22â€” or â€”OR23â€” (wherein R21, R22 and R23 which may be the same or different each represents hydrogen, C1-3alkyl or C1-3alkoxyC2-3alkyl)); 3) C1-5alkylX3R24 (wherein X3 represents â€”Oâ€”, â€”Sâ€”, â€”SOHâ€”, â€”SO2â€”, â€”OCOâ€”, â€”NR25COâ€”, â€”CONR26â€”, â€”SO2NR27â€”, â€”NR28SO2â€” or â€”NR29â€” (wherein R25, R26, R27, R28 and R29 each independently represents hydrogen, C1-3alkyl or C1-3alkoxyC2-3alkyl) and R24 represents hydrogen, C1-3alkyl, cyclopentyl, cyclohexyl or a 5 or 6 membered saturated heterocyclic group with one or two heteroatoms, selected independently from O, S and N, which C1-3alkyl group may bear one or two substituents selected from oxo, hydroxy, halogeno and C1-4alkoxy and which cyclic group may bear one or two substituents selected from oxo, hydroxy, halogeno, C1-4alkyl, C1-4hydroxyalkyl and C1-4alkoxy); 4) C1-5alkylX4C1-5alkylX5R30 (wherein X4 and X5 which may be the same or different are each â€”Oâ€”, â€”Sâ€”, â€”SOâ€”, â€”SO2â€”, â€”NR31COâ€”, â€”CONR32â€”, â€”SO2NR33â€”, â€”NR34SO2â€” or â€”NR35â€” (wherein R31, R32, R33, R34 and R35 each independently represents hydrogen, C1-3alkyl or C1-3alkoxyC2-3alkyl) and R30 represents hydrogen or C1-3alkyl); 5) C1-5alkylR36 (wherein R36 is a 5 or 6 membered saturated heterocyclic group with one or two heteroatoms, selected independently from O, S and N, which heterocyclic group may bear one or two substituents selected from oxo, hydroxy, halogeno, C1-4alkyl, C1-4hydroxyalkyl and C1-4alkoxy); 6) (CH2)qX6R37 (wherein q is an integer from 0 to 5, X6 represents a direct bond, â€”Oâ€”, â€”Sâ€”, â€”SOâ€”, â€”SO2â€”, â€”NR38COâ€”, â€”CONR39â€”, â€”SO2NR40â€”, â€”NR41SO2â€” or â€”NR42â€” (wherein R38, R39, R40, R41 and R42 each independently represents hydrogen, C1-3alkyl or C1-3alkoxyC2-3alkyl) and R37 is a phenyl group, a pyridone group or a 5 or 6 membered aromatic heterocyclic group with 1 to 3 heteroatoms selected from O, N and S, which phenyl, pyridone or aromatic heterocyclic group may carry up to 5 substituents selected from hydroxy, halogeno, amino, C1-4alkyl, C1-4alkoxy, C1-4hydroxyalkyl, C1-4hydroxyalkoxy, C1-4aminoalkyl, C1-4alkylamino, carboxy, cyano, â€”CONR43R44 and â€”NR45COR46 (wherein R43, R44, R45 and R46, which may be the same or different, each represents hydrogen, C1-4alkyl or C1-3alkoxyC2-3alkyl)); 7) C2-6alkenylR36 (wherein R36 is as defined hereinbefore); 8) C2-6alkynylR36 (wherein R36 is as defined hereinbefore); 9) X7R47 (wherein X7 is â€”SO2â€”, â€”Oâ€” or â€”CONR48R49â€” (wherein R48 and R49, which may be the same or different, each represents hydrogen, C1-3alkyl or C1-3alkoxyC2-3alkyl) and R47 represents C1-5alkyl which may be unsubstituted or which may be substituted with one or more groups selected from hydroxy, fluoro and amino) with the provisos that when X7 is â€”SO2â€”, X1 is â€”Oâ€”, when X7 is â€”Oâ€”, X1 is carbonyl, when X7 is â€”CONR48R49â€”, X1 is â€”Oâ€” or NR18 (wherein R48, R49 and R18 are as defined hereinbefore); 10) C2-6alkenylR37 (wherein R37 is as defined hereinbefore); 11) C2-6alkynylR37 (wherein R37 is as defined hereinbefore); 12) C2-6alkenylX8R37 (wherein X8 represents â€”Oâ€”, â€”Sâ€”, â€”SOâ€”, â€”SO2â€”, â€”NR50COâ€”, â€”CONR51â€”, â€”SO2NR52â€”, â€”NR53SO2â€” or â€”NR54â€” (wherein R50, R51, R52, R53 and R54 each independently represents hydrogen, C1-3alkyl or C1-3alkoxyC2-3alkyl) and R37 is as defined hereinbefore); 13) C2-6alkynylX9R37 (wherein X9 represents â€”Oâ€”, â€”Sâ€”, â€”SOâ€”, â€”SO2â€”, â€”NR55COâ€”, â€”CONR56â€”, â€”SO2NR57â€”, â€”NR58SO2â€” or â€”NR59â€” (wherein R55, R56, R57, R58 and R59 each independently represents hydrogen, C1-3alkyl or C1-3alkoxyC2-3alkyl) and R37 is as defined hereinbefore); 14) C1-3alkylX10C1-3alkylR37 (wherein X10 represents â€”Oâ€”, â€”Sâ€”, â€”SOâ€”, â€”SO2â€”, â€”NR60COâ€”, â€”CONR61â€”, â€”SO2NR62â€”, â€”NR63SO2â€” or â€”NR64â€” (wherein R60, R61, R62, R63 and R64 each independently represents hydrogen, C1-3alkyl or C1-3alkoxyC2-3alkyl) and R37 is as defined hereinbefore); 15) R36 (wherein R36 is as defined hereinbefore); and 16) C1-3alkylX10C1-3alkylR36 (wherein X10 and R36 are as defined hereinbefore), with the proviso that when R5 is bromo, R6 is other than unsubstituted phenyl, methyl substituted phenyl or di-halo substituted phenyl.