Patent ID: 6362191
Filing Date: 2002-03-26
Classification: A61P,C07D

Abstract:
A compound of formula (I), wherein:A is a bicyclic benzo system containing a 5-membered heteroaryl ring, wherein the heteroaryl ring contains 1 nitrogen atom and optionally 1-3 further heteroatoms selected from oxygen, sulfur and nitrogen and is linked via a ring carbon atom in the 5-membered heteroaryl ring; or A is a bicyclic or tricyclic heteroaryl ring system with at least one bridgehead nitrogen and optionally a further 1-3 heteroatoms chosen from oxygen, sulfur and nitrogen and is linked via a ring carbon atom in a ring containing a bridgehead nitrogen; R1 is attached to a ring carbon atom and is hydroxy, halo, amino, nitro, cyano, carboxy, thiol, C1-4alkanoyloxy, C1-4alkoxycarbonyl, dimethylaminomethyleneaminocarbonyl, C1-4alkyl, C2-4alkenyl, C2-4alkynyl, C1-4alkoxy, R5â€”, R5â€”Oâ€”, R5â€”C1-4alkyl-, R5â€”C1-4alkoxy- or R5â€”C(O)NHâ€”; or R1 is attached to a ring nitrogen atom where such substitution does not result in quaternization and is selected from R7â€”, R7â€”C(O)â€” or C1-4alkoxyC(O)â€”; R2 and R3 are independently hydrogen or fluoro; R4 is hydrogen, C1-4alkyl, C1-4alkoxy, amino, chloromethyl, dichloromethyl, cyanomethyl, methoxymethyl, acetylmethyl, methylamino and dimethylamino; R5 is optionally substituted phenyl, an optionally substituted 5- or 6-membered heteroaryl ring, an optionally substituted 5- or 6-membered heterocycle or an optionally substituted bicyclic heteroaryl ring, hydroxyC1-4alkyl, carbamoyl, Nâ€”(C1-4alkyl)carbamoyl, N,Nâ€”(C1-4alkyl)2carbamoyl, thiocarbamoyl, Nâ€”(C1-4alkyl)thiocarbamoyl, N,Nâ€”(C1-4alkyl)2thiocarbamoyl, trifluoromethyl, C1-4alkanoylamino, wherein the C1-4alkanoyl group is optionally substituted by hydroxy, R6-thio, R6-sulfinyl, or R6-sulfonyl; wherein optional substituents for R5 include all of the values of R1 except those where R1 includes an R5 group; R6 is C1-4alkyl optionally substituted by one or more groups independently selected from cyano, hydroxy and C1-4alkoxy, C1-4alkanoyl, sulfonamido, C1-4alkylamino, di(C1-4alkyl)amino, C1-4alkoxyC1-4alkyl, carbamoylC1-4alkyl or cyanoamino; R7 is C1-4alkyl optionally substituted by cyano, hydroxy or C1-4alkoxy; and n is 0-6; or a pharmaceutically acceptable salt; orfor a compound of the formula (I) containing a carboxy or hydroxy group, an in vivo hydrolysable ester thereof, wherein esters for carboxy are selected from C1-6alkoxymethyl esters, C1-6alkanoyloxymethyl esters, phthalidyl esters, C3-8cycloalkoxy-carbonyloxyC1-6alkyl esters, 1,3-dioxolen-2-onylmethyl esters and C1-6alkoxycarbonyloxyethyl esters; and wherein esters for hydroxy are selected from phosphate esters, &agr;-acyloxyalkyl ethers, alkanoyl, benzoyl, phenylacetyl, substituted benzoyl, alkoxycarbonyl, dialkylcarbamoyl, N-(dialkylaminoethyl)-N-alkylcarbamoyl, dialkylminoacetyl and carboxyacetyl, wherein substituted benzoyl is benzoyl substituted by morpholino or piperazino linked from a ring nitrogen atom via a methylene group to the 3- or 4- position of the benzoyl ring.