.delta.1,2bicyclo[4,4,0] functional dyes for contrast...

A - Human Necessities – 61 – K

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A61K 49/00 (2006.01)

Patent

CA 2253951

This invention provides functional dyes of general formula (1) wherein R1, R2, and R5 may be the same or different and are selected from the group consisting of hydrogen, C1-C10 alkyl, C1-C10 alkoxyl, hydroxyl, C1-C10 hydroxyalkyl, C1- C10 alkoxyalkyl, C1-C10 aryl, carboxyl, C1-C10 carboxylalkyl, halogen, nitro, C1-C10 alkoxycarbonyl, mercapto, C1-C10 mercaptoalkyl, C1-C10 alkylthio, sulfonate, and -(CH2)m-N(R6)(R7) wherein R6 and R7 are independently hydrogen or C1-C10 alkyl, C1-C10 acyl, and R6 and R7 are capable of forming 5, 6, or 7 membered rings which may optionally be substituted with -O-, -NR8, or -S-; R3 and R4 may be the same or different and are selected from the group consisting of C1-C10 alkyl, C1-C10 hydroxyalkyl, C1-C10 alkoxyalkyl, C1-C10 aryl, C1-C10 carboxylalkyl, C1-C10 alkyl sulfonate, mercaptoalkyl and -(CH2)m-N(R6)(R7); W1 and W2 may be the same or different and are selected from the group consisting of -S-, -O-, -Se-, -Te-, -NR8 and C(R9)(R10); and m is about 0-10; R8 is hydrogen, C1-C10 alkyl, C1-C10 alkoxy, C1-C10 mercaptoalkyl, hydroxyl, C1-C10 hydroxyalkyl, C1-C10 alkoxyalkyl, C1-C10 aryl, C1-C10 carboxylalkyl, C1-C10 alkoxycarbonyl, C1-C10 alkylthio, and -(CH2)m-N(R6)(R7); R9 and R10 are independently hydrogen, C1-C10 alkyl, C1-C10 alkoxyl, C1-C10 hydroxyalkyl, C1- C10 alkoxyalkyl, C1-C10 carboxyalkyl, C1-C10 alkoxycarbonyl, and -(CH2)m- N(R6)(R7); and A or B may be the same or different and are selected from the group consisting of -(CH2)m, -C(R9)(R10), -(CH2)m-N(R6)(R7), -O-, -S-, or -NR8.

Cette invention décrit des colorants fonctionnels ayant la formule générale (1), dans laquelle R?1¿, R?2¿ et R?5¿ peuvent être identiques ou différents et sont choisis dans le groupe constitué par hydrogène, alkyle C¿1?-C¿10?, alcoxyle C¿1?-C¿10?, hydroxyle, hydroxyalkyle C¿1?-C¿10?, alcoxyalkyle C¿1?-C¿10?, aryle C¿1?-C¿10?, carboxyle, carboxylalkyle C¿1?-C¿10?, halogène, nitro, alcoxycarbonyle C¿1?-C¿10?, mercapto, mercaptoalkyle C¿1?-C¿10?, alkylthio C¿1?-C¿10?, sulfonate, et -(CH¿2?)¿m?-N(R?6¿)(R?7¿), où R?6¿ et R?7¿ représentent indépendamment hydrogène ou alkyle C¿1?-C¿10?, acyle C¿1?-C¿10?, et R?6¿ et R?7¿ peuvent former des cycles à 5, 6, ou 7 chaînons pouvant éventuellement être substitués par -O-, -NR?8¿, ou -S-; R?3¿ et R?4¿ peuvent être identiques ou différents et sont chosis dans le groupe constitué par alkyle C¿1?-C¿10?, hydroxyalkyle C¿1?-C¿10?, alcoxyalkyle C¿1?-C¿10?, aryle C¿1?-C¿10?, carboxylalkyle C¿1?-C¿10?, alkyle C¿1?-C¿10? sulfonate, mercaptoalkyle et -(CH¿2?)¿m?-N(R?6¿)(R?7¿); W?1¿ et W?2¿ peuvent être identiques ou différents et sont choisis dans le groupe constitué par -S-, -O-, -Se-, -Te-, -NR?8¿ et C(R?9¿)(R?10¿); et m est compris entre 0 et 10; R?8¿ représente hydrogène, alkyle C¿1?-C¿10?, alcoxy C¿1?-C¿10?, mercaptoalkyle C¿1?-C¿10?, hydroxyle, hydroxyalkyle C¿1?-C¿10?, alcoxyalkyle C¿1?-C¿10?, aryle C¿1?-C¿10?, carboxylalkyle C¿1?-C¿10?, alcoxycarbonyle C¿1?-C¿10?, alkylthio C¿1?-C¿10?, et -(CH¿2?)¿m?-N(R?6¿)(R?7¿); R?9¿ et R?10¿ représentent indépendamment hydrogène, alkyle C¿1?-C¿10?, alcoxyle C¿1?-C¿10?, hydroxyalkyle C¿1?-C¿10?, alcoxyalkyle C¿1?-C¿10?, carboxylalkyle C¿1?-C¿10?, alcoxycarbonyle C¿1?-C¿10?, et -(CH¿2?)¿m?-N(R?6¿)(R?7¿); et A ou B peuvent être identiques ou différents et sont choisis dans le groupe constitué par -(CH¿2?)¿m?, -C(R?9¿)(R?10¿), -(CH¿2?)¿m?-N(R?6¿)(R?7¿), -O-, -S-, ou -NR?8¿.

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