Patent ID: 6352977
Filing Date: 2002-03-05
Classification: C07C,C07D

Abstract:
A compound of general formula (I): wherein:R1 is hydrogen, halogen, lower alkyl or lower alkoxy; X1, X2 and X6 independently represent N or CR2; and one of X3, X4 and X5 represents CR3 and the others independently represent N or CR2 where R2 is hydrogen, halogen, lower alkyl or lower alkoxy; and R3 represents a group â€”L1â€”(CH2)nâ€”C (&boxH;O)â€”N(R4)â€”CH2â€”CH2â€”Y in which: R4 is aryl or heteroaryl, or R4 is alky, alkenyl, or alkynyl each optionally substituted by one or more groups selected from halo, oxo, R5, â€”C(&boxH;O)â€”R7, â€”NHâ€”C(&boxH;O)-R7 and â€”C(&boxH;O)NY1Y2, or R4 is cycloalkenyl, cycloalkyl or heterocycloalkyl, each optionally substituted by one or more groups selected from oxo, R6 and â€”L2â€”R6 ; where R5 is an acidic functional group (or corresponding protected derivative), aryl, cycloalkyl, cycloalkenyl, heteroaryl, heterocycloalkyl, â€”ZR7 or â€”NY1Y2; R6 is an acidic functional group (or corresponding protected derivative), aryl, heteroaryl, heterocycloalkyl, â€”ZH, â€”Z1R7 or â€”NY1Y2; R7 is alkyl, aryl, arylalkyl, cycloalkyl, cycloalkylalkyl, heteroaryl, heteroarylalkyl, heterocycloalkyl or heterocycloalkylalkyl; L2 is alkylene; Y1 and Y2 are independently hydrogen, acyl, alkyl [optionally substituted by hydroxy, heterocycloalkyl, or one or more carboxy or â€”C(&boxH;O)â€”NHR8 groups (where R8 is hydrogen or lower alkyl)], alkylsulphonyl, aryl, arylalkyloxycarbonyl, arylsulphonyl, arylalkyl, heteroaryl, heteroarylalkyl, heterocycloalkyl or heterocycloalkylalkyl; or the group â€”NY1Y2 may form a 5-7 membered cyclic amine which (i) may be optionally substituted with one or more substituents selected from carboxamido, carboxy, hydroxy, oxo, hydroxyalkyl, HOCH2CH2â€”(OCH2CH2)mâ€” (where m is zero, or an integer selected from one and two), or alkyl optionally substituted by carboxy or carboxamido (ii) may also contain a further heteroatom selected from O, N, S or SO2 and (iii) may also be fused to additional aromatic, heteroaromatic, heterocycloalkyl or cycloalkyl rings to form a bicyclic or tricyclic ring system; Z is O or S; and Z1 is O or S(O)m; L1 represents a â€”R9â€”R10â€” linkage, in which R9 is a straight or branched C1-6alkylene chain, a straight or branched C2-6alkenylene chain or a straight or branched C2-6alkynylene chain, and R10 is a direct bond, cycloalkylene, heterocycloalkylene, arylene, heteroaryldiyl, â€”C(&boxH;Z)â€”NR11â€”, â€”NR11â€”C(&boxH;Z)â€”, Z1â€”,â€”NR11â€”, â€”C(&boxH;O)â€”, â€”C(&boxH;NOR11)â€”, â€”NR11â€”C(&boxH;Z)â€”NR11â€”, â€”SO2â€”NR11â€”, â€”NR11â€”SO2â€”, â€”Oâ€”C(&boxH;O)â€”, â€”C(&boxH;O)â€”Oâ€”, â€”NR11â€”C(&boxH;O)â€”Oâ€” or â€”Oâ€”C(&boxH;O)â€”NR11â€” (where R11 is a hydrogen atom or R4); but excluding compounds where in said L1 substituent an oxygen, nitrogen or sulphur atom is attached directly to a carbon carbon multiple bond; Y is carboxy (or an acid bioisostere) or â€”C(&boxH;O)â€”NY1Y2; and n is an integer from 1 to 6; and their prodrugs, and pharmaceutically acceptable salts and solvates of such compounds and their prodrugs.