Halogenated rhodamine derivatives and applications thereof

C - Chemistry – Metallurgy – 09 – B

Patent

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C09B 11/28 (2006.01) A61K 31/352 (2006.01) A61P 35/00 (2006.01) C07D 311/82 (2006.01) C07D 493/10 (2006.01) C09B 57/00 (2006.01)

Patent

CA 2342675

Novel compounds of the the formula (I) (See formula I) - wherein R1, R2, R3, R4, and (R10)n (where n = 1-4) represent independently a hydrogen or halogen atom, 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, amyl, alkyl, alkylene, alkenyl, aryl, aralkyl, vinyl, or alkynyl group; - m = 0 - 1 - wherein A is nil, O, or NH; - wherein R9 represents an alkylene; 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 R4 in combination with R7 or R8 represents an alkylene, and the salts thereof, alone or in association with a pharmaceutically acceptable carrier, This compounds which are photoactivable exhibit an improved level of activity and a better selectivity in the photoactivable treatment for the selective destruction and/or inactivation of immunologically reactives cells. They are useful as intermediates for the synthesis of further rhodamines derivatives encompassed by the family of rhodamine compounds of formula (I). The present invention also relates to methods for the the treatment of immunologic disorders.

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