Patent ID: 6391904
Filing Date: 2002-05-21
Classification: A61P,C07C,C07D

Abstract:
A compound of the formula wherein R1 and R2 are independently hydrogen or alkyl of 1 to 6 carbon atoms, unsubstituted or substituted by R3, or R1 and R2 together form a divalent alkylene of 2 to 9 carbon atoms, saturated or unsaturated, unsubstituted or substituted by at least one member of the group consisting of halogen, (C1-C6)-alkyl, (C1-C6)-alkoxy, (C6-C14)-aryl, (C6-C14)-aryl-(C1-C6)-alkyl, (C5-C14)-heteroaryl, (C5-C4)-heteroaryl-(C1-C6)-alkyl, (C3-C12)-cycloalkyl, (C3-C12)-cycloalkyl-(C1-C6)-alkyl and oxo, said divalent alkylene being able to be attached by a carbonâ€”carbon bond to a carbocycle or a heterocycle with 5 to 7 members, containing 1 or 2 nitrogen atoms, saturated or unsaturated, unsubstituted or substituted by 1 or 2 R3 R3 is selected from the group consisting of (C1-C8)-alkyl, (C1-C8)-alkoxy, (C5-C14)-aryl, (C5-C14)-aryl-(C1-C4)-alkyl, halogen, trifluoromethyl, hydroxy, nitro, amino, â€”NHâ€”((C1-C4)-alkyl, â€”N((C1-C4)-alkyl)2, â€”NHCOâ€”(C1-C4)-alkyl or â€”COâ€”(C1-C4)-alkyl group; R4 is selected from the group consisting of a) hydrogen, b) (C1-C6)-alkyl-COâ€”Oâ€”(C1-C4)-alkyl and (C1-C6)-alkyl, unsubstituted or substituted by a member selected from the group consisting of hydroxyl, (C1-C4)-alkoxy, (C1-C4)-alkyl-SO2, â€”NR9R9â€² and â€”N+R9R9â€²R9â€³Zâˆ’, wherein R9, R9â€² and R9â€³ are independently selected from the group consisting of hydrogen, (C1-C6)-alkyl, (C5-C14)-aryl and (C5-C14)-aryl-(C1-C6)-alkyl and Q is a physiologically acceptable anion, and c) â€ƒthe dotted lines representing the position of the bond; R5 is selected from the group consisting of hydrogen, COR6, â€”CO2R6, â€”SO2â€”R6, â€”SO2NHR6, â€”SO2NHCOR6, SO2NHCO2R6, â€”CONH2 and â€”CONHR6, R6 is selected from the group consisting of (C1-C8)-alkyl, (C1-C14)-aryl, (C6-C14)-aryl-(C1-C6)-alkyl, (C5-C14)-heteroaryl, C5-C14)-heteroaryl-(C1-C6)-alkyl, (C3-C20) (mono-, bi- or tri-)-cycloalkyl and C3-C20) (mono-, bi- or tri-)-cycloalkyl-(C1-C6)-alkyl, the aryl or heteroaryl radical being unsubstituted or substituted by 1 to 3 R3; R7 is selected from the group consisting of hydrogen, (C1-C6)-alkyl-Oâ€”COâ€”, hydroxyl, (C1-C6)-alkyl-Oâ€”COâ€”O and nitro; R8 is selected from the group consisting of hydrogen, halogen and alkoxy of 1 to 6 carbon atoms; R12 is hydrogen or alkyl of 1 to 6 carbon atoms; m is equal to 0, 1, 2 or 3; n is equal to 1, 2 or 3; said compounds of formula I being in all their possible isomeric forms, alone or in a mixture in any ratio, the alkyl aminoguanidine group adjacent to the phenyl being in para or meta position to the oxygen, or their physiologically acceptable salts.