Patent ID: 6270533
Filing Date: 2001-08-07
Classification: A61K,A61Q,C07C,C07D

Abstract:
A compound of formula (I), or an acid addition salt thereof: ##STR14##wherein:B is a divalent linker arm which represents a group Z or an alkyl chain, said alkyl chain being uninterrupted or interrupted by at least one group Z and/or by at least one hetero atom, said alkyl chain being unsubstituted or substituted with at least one radical selected from hydroxyl and C.sub.1 -C.sub.6 alkoxy radicals, said alkyl chain having no ketone functions or at least one ketone function;R.sub.1, R.sub.2, R.sub.3, R'.sub.1, R'.sub.2 and R'.sub.3, are identical or different and representa divalent linker arm B,a hydrogen atom;a halogen atom;a group Z;a (C.sub.1 -C.sub.6)alkylcarbonyl radical;an amino(C.sub.1 -C.sub.6)alkylcarbonyl radical;an N-Z-amino(C.sub.1 -C.sub.6)alkylcarbonyl radical;an N-(C.sub.1 -C.sub.6)alkylamino(C.sub.1 -C.sub.6)alkylcarbonyl radical;an N,N-di(C.sub.1 -C.sub.6)alkylamino(C.sub.1 -C.sub.6)alkylcarbonyl radical;an amino(C.sub.1 -C.sub.6)alkylcarbonyl(C.sub.1 -C.sub.6)alkyl radical;an N-Z-amino(C.sub.1 -C.sub.6)alkylcarbonyl(C.sub.1 -C.sub.6)alkyl radical;an N-(C.sub.1 -C.sub.6)alkylamino(C.sub.1 -C.sub.6)alkylcarbonyl(C.sub.1 -C.sub.6)alkyl radical;an N,N-di(C.sub.1 -C.sub.6)alkylamino(C.sub.1 -C.sub.6)alkylcarbonyl(C.sub.1 -C.sub.6)alkyl radical;a carboxyl radical;a (C.sub.1 -C.sub.6)alkylcarboxyl radical;a C.sub.1 -C.sub.6 alkylsulphonyl radical;an aminosulphonyl radical;an N-Z-aminosulphonyl radical;a C.sub.1 -C.sub.6 N-alkylaminosulphonyl radical;an N,N-di(C.sub.1 -C.sub.6)alkylaminosulphonyl radical;an aminosulphonyl(C.sub.1 -C.sub.6)alkyl radical;an N-Z-aminosulphonyl(C.sub.1 -C.sub.6)alkyl radical;an N-(C.sub.1 -C.sub.6)alkylaminosulphonyl(C.sub.1 -C.sub.6)alkyl radical;an N,N-di(C.sub.1 -C.sub.6)alkylaminosulphonyl(C.sub.1 -C.sub.6)alkyl radical;a carbamyl radical;an N-(C.sub.1 -C.sub.6)alkylcarbamyl radical;an N,N-di(C.sub.1 -C.sub.6)alkylcarbamyl radical;a carbamyl(C.sub.1 -C.sub.6)alkyl radical;an N-(C.sub.1 -C.sub.6)alkylcarbamyl(C.sub.1 -C.sub.6)alkyl radical;an N,N-di(C.sub.1 -C.sub.6)alkylcarbamyl(C.sub.1 -C.sub.6)alkyl radical;a C.sub.1 -C.sub.6 alkyl radical;a monohydroxy(C.sub.1 -C.sub.6)alkyl radical;a polyhydroxy(C.sub.2 -C.sub.6)alkyl radical;a (C.sub.1 -C.sub.6)alkoxy(C.sub.1 -C.sub.6)alkyl radical;a trifluoro(C.sub.1 -C.sub.6)alkyl radical;a cyano radical;a group OR.sub.6a group SR.sub.6 ;an amino group protected with a (C.sub.1 -C.sub.6)alkylcarbonyl, (C.sub.1 -C.sub.6)alkylcarboxyl, trifluoro(C.sub.1 -C.sub.6)alkylcarbonyl, amino(C.sub.1 -C.sub.6)alkylcarbonyl, N-Z-amino(C.sub.1 -C.sub.6)alkylcarbonyl, N-(C.sub.1 -C.sub.6)alkylamino(C.sub.1 -C.sub.6)alkylcarbonyl, N,N-di(C.sub.1 -C.sub.6)alkylamino(C.sub.1 -C.sub.6)alkylcarbonyl, carbamyl, N-(C.sub.1 -C.sub.6)alkylcarbamyl, N,N-di(C.sub.1 -C.sub.6)alkylcarbamyl, C.sub.1 -C.sub.6 alkylsulphonyl, aminosulphonyl, N-Z-aminosulphonyl, C.sub.1 -C.sub.6 N-alkylaminosulphonyl, N,N-di(C.sub.1 -C.sub.6)alkylaminosulphonyl, thiocarbamyl or formyl radical, or with a group Z;R.sub.6 represents a divalent linker arm B,a C.sub.1 -C.sub.6 alkyl radical;a monohydroxy(C.sub.1 -C.sub.6)alkyl radical;a polyhydroxy(C.sub.2 -C.sub.6)alkyl radical;a group Z;a (C.sub.1 -C.sub.6)alkoxy(C.sub.1 -C.sub.6)alkyl radical;an aryl radical;a benzyl radical;a carboxy(C.sub.1 -C.sub.6)alkyl radical;a (C.sub.1 -C.sub.6)alkylcarboxy(C.sub.1 -C.sub.6)alkyl radical;a cyano(C.sub.1 -C.sub.6)alkyl radical;a carbamyl(C.sub.1 -C.sub.6)alkyl radical;an N-(C.sub.1 -C.sub.6)alkylcarbamyl(C.sub.1 -C.sub.6)alkyl radical;an N,N-di(C.sub.1 -C.sub.6)alkylcarbamyl(C.sub.1 -C.sub.6)alkyl radical;a trifluoro(C.sub.1 -C.sub.6)alkyl radical;an aminosulphonyl(C.sub.1 -C.sub.6)alkyl radical;an N-Z-aminosulphonyl(C.sub.1 -C.sub.6)alkyl radical;an N-(C.sub.1 -C.sub.6)alkylaminosulphonyl(C.sub.1 -C.sub.6)alkyl radical;an N,N-di(C.sub.1 -C.sub.6)alkylaminosulphonyl(C.sub.1 -C.sub.6)alkyl radical;a (C.sub.1 -C.sub.6)alkylsulphinyl(C.sub.1 -C.sub.6)alkyl radical;a (C.sub.1 -C.sub.6)alkylsulphonyl(C.sub.1 -C.sub.6)alkyl radical;a (C.sub.1 -C.sub.6)alkylcarbonyl(C.sub.1 -C.sub.6)alkyl radical;an amino(C.sub.1 -C.sub.6)alkyl radical;an amino(C.sub.1 -C.sub.6)alkyl radical wherein the amine is substituted with one or two identical or different radicals selected from C.sub.1 -C.sub.6 alkyl, monohydroxy(C.sub.1 -C.sub.6)alkyl, polyhydroxy(C.sub.2 -C.sub.6)alkyl, (C.sub.1 -C.sub.6)alkylcarbonyl, formyl, trifluoro(C.sub.1 -C.sub.6)alkylcarbonyl, (C.sub.1 -C.sub.6)alkylcarboxyl, carbamyl, N-(C.sub.1 -C.sub.6)alkylcarbamyl, N,N-di(C.sub.1 -C.sub.6)alkylcarbamyl, thiocarbamyl and C.sub.1 -C.sub.6 alkylsulphonyl radicals, or with a group Z;A represents a group --NR.sub.4 R.sub.5 or a hydroxyl radical;A' represents a group --NR'.sub.4 R'.sub.5 or a hydroxyl radical;R.sub.4, R.sub.5, R'.sub.4 and R'.sub.5, are identical or different and representa divalent linker arm B,a hydrogen atom;a group Z;a C.sub.1 -C.sub.6 alkyl radical;a monohydroxy(C.sub.1 -C.sub.6)alkyl radical;a polyhydroxy(C.sub.2 -C.sub.6)alkyl radical;a (C.sub.1 -C.sub.6)alkoxy(C.sub.1 -C.sub.6)alkyl radical;an aryl radical;a benzyl radical;a cyano(C.sub.1 -C.sub.6)alkyl radical;a carbamyl(C.sub.1 -C.sub.6)alkyl radical;an N-(C.sub.1 -C.sub.6)alkylcarbamyl(C.sub.1 -C.sub.6)alkyl radical;an N,N-di(C.sub.1 -C.sub.6)alkylcarbamyl(C.sub.1 -C.sub.6)alkyl radical;a thiocarbamyl(C.sub.1 -C.sub.6)alkyl radical;a trifluoro(C.sub.1 -C.sub.6)alkyl radical;a sulpho(C.sub.1 -C.sub.6)alkyl radical;a (C.sub.1 -C.sub.6)alkylcarboxy(C.sub.1 -C.sub.6)alkyl radical;a (C.sub.1 -C.sub.6)alkylsulphinyl(C.sub.1 -C.sub.6)alkyl radical;an aminosulphonyl(C.sub.1 -C.sub.6)alkyl radical;an N-Z-aminosulphonyl(C.sub.1 -C.sub.6)alkyl radical;an N-(C.sub.1 -C.sub.6)alkylaminosulphonyl(C.sub.1 -C.sub.6)alkyl radical;an N,N-di(C.sub.1 -C.sub.6)alkylaminosulphonyl(C.sub.1 -C.sub.6)alkyl radical;a (C.sub.1 -C.sub.6)alkylcarbonyl(C.sub.1 -C.sub.6)alkyl radical;an amino(C.sub.1 -C.sub.6)alkyl radical;an amino(C.sub.1 -C.sub.6)alkyl radical wherein the amine is substituted with one or two identical or different radicals selected from alkyl, monohydroxy(C.sub.1 -C.sub.6)alkyl, polyhydroxy(C.sub.2 -C.sub.6)alkyl, (C.sub.1 -C.sub.6)alkylcarbonyl, carbamyl, N-(C.sub.1 -C.sub.6)alkylcarbamyl, N,N-di(C.sub.1 -C.sub.6)alkylcarbamyl, C.sub.1 -C.sub.6 alkylsulphonyl, formyl, trifluoro(C.sub.1 -C.sub.6)alkylcarbonyl, (C.sub.1 -C.sub.6)alkylcarboxyl and thiocarbamyl radicals, or with a group Z;Z is selected from the unsaturated cationic groups of formulae (II) and (III) below, and the saturated cationic groups of formula (IV) below: ##STR15##wherein:D is a divalent linker arm which represents a linear or branched alkyl chain, said alkyl chain being uninterrupted or interrupted by at least one hetero atom, and said alkyl chain being unsubstituted or substituted with at least one hydroxyl or C.sub.1 -C.sub.6 alkoxy radical, said alkyl chain having no ketone function or at least one ketone function;the ring members E, G, J, L and M, are identical or different and represent a carbon, oxygen, sulphur or nitrogen atom;n is an integer ranging from 0 to 4 inclusive;m is an integer ranging from 0 to 5 inclusive;the radicals R, are identical or different and representa divalent linker arm B,a group Z,a halogen atom,a hydroxyl radical,a C.sub.1 -C.sub.6 alkyl radical,a monohydroxy(C.sub.1 -C.sub.6)alkyl radical,a polyhydroxy(C.sub.2 -C.sub.6)alkyl radical,a nitro radical,a cyano radical,a cyano(C.sub.1 -C.sub.6)alkyl radical,a C.sub.1 -C.sub.6 alkoxy radical,a tri(C.sub.1 -C.sub.6)alkylsilane(C.sub.1 -C.sub.6)alkyl radical,an amido radical,an aldehydo radical,a carboxyl radical,a (C.sub.1 -C.sub.6)alkylcarbonyl radical,a thio radical,a thio(C.sub.1 -C.sub.6)alkyl radical,a C.sub.1 -C.sub.6 alkylthio radical,an amino radical,an amino radical protected with a (C.sub.1 -C.sub.6)alkylcarbonyl, carbamyl or C.sub.1 -C.sub.6 alkylsulphonyl radical;a group NHR"" or NR""R'"" wherein R"" and R'"" are identical or different and represent a C.sub.1 -C.sub.6 alkyl radical, a monohydroxy(C.sub.1 -C.sub.6)alkyl radical or a polyhydroxy(C.sub.2 -C.sub.6)alkyl radical;R.sub.7 representsa divalent linker arm B,a C.sub.1 -C.sub.6 alkyl radical,a monohydroxy(C.sub.1 -C.sub.6)alkyl radical,a polyhydroxy(C.sub.2 -C.sub.6)alkyl radical,a cyano(C.sub.1 -C.sub.6)alkyl radical,a tri(C.sub.1 -C.sub.6)alkylsilane(C.sub.1 -C.sub.6)alkyl radical,a (C.sub.1 -C.sub.6)alkoxy(C.sub.1 -C.sub.6)alkyl radical,a carbamyl(C.sub.1 -C.sub.6)alkyl radical,a (C.sub.1 -C.sub.6)alkylcarboxy(C.sub.1 -C.sub.6)alkyl radical,a benzyl radicala group Z of formula (II), (III) or (IV) as defined above;R.sub.8, R.sub.9 and R.sub.10, are identical or different and representa divalent linker arm B,a C.sub.1 -C.sub.6 alkyl radical,a monohydroxy(C.sub.1 -C.sub.6)alkyl radical,a polyhydroxy(C.sub.2 -C.sub.6)alkyl radical,a (C.sub.1 -C.sub.6)alkoxy(C.sub.1 -C.sub.6)alkyl radical,a cyano(C.sub.1 -C.sub.6)alkyl radical,an aryl radical,a benzyl radical,an amido(C.sub.1 -C.sub.6)alkyl radical,a tri(C.sub.1 -C.sub.6)alkylsilane(C.sub.1 -C.sub.6)alkyl radicalan amino(C.sub.1 -C.sub.6)alkyl radical wherein the amine is protected with a (C.sub.1 -C.sub.6)alkylcarbonyl, carbamyl or C.sub.1 -C.sub.6 alkylsulphonyl radical; two of the radicals R.sub.8, R.sub.9 and R.sub.10 may together form, with the nitrogen atom to which they are attached, a saturated 5- or 6-membered ring, wherein said ring may contain at least one additional hetero atom, wherein said ring is unsubstituted or substituted witha halogen atom,a hydroxyl radical,a C.sub.1 -C.sub.6 alkyl radical,a monohydroxy(C.sub.1 -C.sub.6)alkyl radical,a polyhydroxy(C.sub.2 -C.sub.6)alkyl radical,a nitro radical,a cyano radical,a cyano(C.sub.1 -C.sub.6)alkyl radical,a C.sub.1 -C.sub.6 alkoxy radical,a tri(C.sub.1 -C.sub.6)alkylsilane(C.sub.1 -C.sub.6)alkyl radical,an amido radical,an aldehydo radical,a carboxyl radical,a keto(C.sub.1 -C.sub.6)alkyl radical,a thio radical,a thio(C.sub.1 -C.sub.6)alkyl radical,a C.sub.1 -C.sub.6 alkylthio radical,an amino radicalan amino radical protected with a (C.sub.1 -C.sub.6)alkylcarbonyl, carbamyl or C.sub.1 -C.sub.6 alkylsulphonyl radical;one of the radicals R.sub.8, R.sub.9 and R.sub.10 may represent a second group Z which is identical to or different from the first group Z;R.sub.11 representsa divalent linker arm B,a C.sub.1 -C.sub.6 alkyl radical;a monohydroxy(C.sub.1 -C.sub.6)alkyl radical;a polyhydroxy(C.sub.2 -C.sub.6)alkyl radical;an aryl radical;a benzyl radical;an amino(C.sub.1 -C.sub.6)alkyl radical,an amino(C.sub.1 -C.sub.6)alkyl radical wherein the amine is protected with a (C.sub.1 -C.sub.6)alkylcarbonyl, carbamyl or C.sub.1 -C.sub.6 alkylsulphonyl radical;a carboxy(C.sub.1 -C.sub.6)alkyl radical;a cyano(C.sub.1 -C.sub.6)alkyl radical;a carbamyl(C.sub.1 -C.sub.6)alkyl radical;a trifluoro(C.sub.1 -C.sub.6)alkyl radical;a tri(C.sub.1 -C.sub.6)alkylsilane(C.sub.1 -C.sub.6)alkyl radical;a sulphonamido(C.sub.1 -C.sub.6)alkyl radical;a (C.sub.1 -C.sub.6)alkylcarboxy(C.sub.1 -C.sub.6)alkyl radical;a (C.sub.1 -C.sub.6)alkylsulphinyl(C.sub.1 -C.sub.6)alkyl radical;a (C.sub.1 -C.sub.6)alkylsulphonyl(C.sub.1 -C.sub.6)alkyl radical;a (C.sub.1 -C.sub.6)alkylketo(C.sub.1 -C.sub.6)alkyl radical;an N-(C.sub.1 -C.sub.6)alkylcarbamyl(C.sub.1 -C.sub.6)alkyl radical;an N-(C.sub.1 -C.sub.6)alkylsulphonamido(C.sub.1 -C.sub.6)alkyl radical;x and y are integers equal to 0 or 1; with the proviso that:in the unsaturated cationic group of formula (II):when x=0, the divalent linker arm D is attached to the nitrogen atom,when x=1, the divalent linker arm D is attached to one of the ring members E, G, J or L,y can take the value 1 only:1) when the ring members E, G, J and L simultaneously represent a carbon atom and when the radical R.sub.7 is connected to the nitrogen atom of the unsaturated ring; or2) when at least one of the ring members E, G, J and L represents a nitrogen atom to which the radical R.sub.7 is attached;in the unsaturated cationic group of formula (III):when x=0, the divalent linker arm D is attached to the nitrogen atom,when x=1, the divalent linker arm D is attached to one of the ring members E, G, J, L or M,y can take the value 1 only when at least one of the ring members E, G, J, L and M represents a divalent atom and when the radical R.sub.7 is connected to the nitrogen atom of the unsaturated ring;in the cationic group of formula (IV):when x=0, then the divalent linker arm is attached to the nitrogen atom bearing the radicals R.sub.8 to R.sub.10,when x=1, then two of the radicals R.sub.8 to R.sub.10 form, together with the nitrogen atom to which they are attached, a saturated 5- or 6-membered ring as defined above, and the divalent linker arm D is connected to a carbon atom of said saturated ring;X.sup.- represents a monovalent or divalent anion; and further with the proviso that:the number of cationic groups Z in said compound or acid addition salt thereof is at least equal to 1.