Halogenated rhodamine derivatives and applications thereof

Details Halogenated rhodamine derivatives and applications thereof Halogenated rhodamine derivatives and applications thereof

C - Chemistry, Metallurgy

07

D

C07D 311/82 (2006.01) A61K 31/352 (2006.01) A61P 31/04 (2006.01)

Patent

CA 2410273

Novel compounds of the formula (I) wherein: one of R1, R2, R3, R4, and (R10)n represents an halogen atom and each of the remaining R1, R2, R3, R4, and each of the remaining R10 group is independently selected in the group constituted by hydrogen, halogen atoms, an amino, acylamino, dialkylamino, cycloalkylamino, azacycloalkyl, alkylcycloalkylamino, aroylamino, diarylamino, arylalkylamino, aralkylamino, alkylaralkylamino, arylaralkylamino, hydroxy, alkoxy, aryloxy, aralkyloxy, mercapto, alkylthio, arylthio, aralkylthio, carboxyl, alkoxycarbonyl, aryloxycarbonyl, aralkoxycarbonyl, carbamoyl, alkylcarbamoyl, dialkylcarbamoyl, cyano, hydroxysulfonyl, amidosulfonyl, dialkylamidosulfonyl, arylalkylamidosulfonyl, formyl, acyl, aroyl, alkyl, alkylene, alkenyl, aryl, aralkyl, vinyl, alkynyl group and by the corresponding substituted groups; - m = 0 - 1; n = 1-4, A is nil, O, or NH; R9 represents an alkylene group; -Z is H, amino, dialkylamino, or trialkylamino salt; X- is an anion; R5, R6, R7 and R8 are independently H or C1-C6 alkyl or R1 in combination with R5 or R6, or R2 in combination with R5 or R6, or R3 in combination with R7 or R8, or R4in combination with R7 or R8 represents an alkylene, alone or in association with a pharmaceutically acceptable carrier. These compounds, which are usefull as intermediate and as bactericides, as antiviral agent and in the treatment of immunologic disoders.

Cette invention concerne des nouveaux composés représentés par la formule (I) Dans cette formule, un de R1, R2, R3, R4, et (R10)n représente un atome d'halogène et chacun de R1, R2, R3, R4 de chacun de groupe R10 restant est pris indépendamment dans le groupe comprenant hydrogène, des atomes d'halogène, un groupe amino, acylamino, dialkylamino, cycloalkylamino, azacycloalkyle, alkylcycloalkylamino, aroylamino, diarylamino, arylalkylamino, aralkylamino, alkylaralkylamino, arylaralkylamino, hydroxy, alkoxy, aryloxy, aralkyloxy, mercapto, alkylthio, arylthio, aralkylthio, carboxyle, alkoxycarbonyle, aryloxycarbonyle, aralkoxycarbonyle, carbamoyle, alkylcarbamoyle, dialkylcarbamoyle, cyano, hydroxysulfonyle, amidosulfonyle, dialkylamidosulfonyle, arylalkylamidosulfonyle, formyle, acyle, aroyle, alkyle, alkylène, alcényle, aryle, aralkyle, vinyle, alcényle et par les groupes substitués correspondants; - m vaut 0 - 1; n vaut 1-4, A est nul, O, ou NH; R9 représente un groupe alkylène; -Z est H, un sel amino, dialkylamino, ou trialkylamino; X- est un anion; R5, R6, R7 et R8 sont indépendamment H ou alkyle en C1-C6 ou R1 en combinaison avec R5 ou R6, ou R2 en combinaison avec R5 ou R6, ou R3 en combinaison avec R7 ou R8, ou R4 en combinaison avec R7 ou R8 représente un alkylène, seul ou en association avec un excipient phrarmaceutiquement acceptable. Ces composés, qui sont utiles comme intermédiaires, comme bactéricides et comme agent antiviral, conviennent bien pour le traitement de troubles de l'immunologie.

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