Carotene analog of porphyrins, chlorins and bacteriochlorins...

C - Chemistry – Metallurgy – 07 – D

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C07D 487/22 (2006.01) A61K 31/40 (2006.01) A61K 49/00 (2006.01) C07D 519/00 (2006.01)

Patent

CA 2331763

A carotene conjugate of formula (I), where R1 is hydrogen or methyl; R2 is formula (a); R3, R4 and R5 are independently, hydrogen, methyl or ethyl; R6 and R7 are independently -R13, -OR13, -C(R16)(O), -C(R16)2OR13, -CH=CHR13, or - (CH2)R14; R8 is -R13, -OR13, -C(R16)(O), -C(R16)2OR13, -CH=CHR13, or -(CH2)R14 or taken with R10 is =O; R9 is -R13, -OR13, -C(R16)(O), -C(R16)2OR13, - CH=CHR13, or -(CH2)R14 or taken with R10 is a chemical bond; R10 is -R13, - OR13, -C(R16)(O), -C(R16)2OR13, -CH=CHR13, or -(CH2)R14 or taken together with R9 is a chemical bond or taken with R8 is =O; R11 is R13, or -OR13; R12 is - C(R13)2C(Y)-, -C(O)O(O)C-, -C(NR13)O(O)C-, or -C(O)N(R15)-C(O)-; R13 is, independently at each occurrence, hydrogen or lower alkyl of from 1 through about 10 carbon atoms; R14 is an amino acid residue, R15 is -R13, -R14, or - C(O)NHR13; R16 is, independently at each occurrence, hydrogen or lower alkyl of 1 to about 4 carbon atoms and Y is =O, =S, or 2H-.

La présente invention concerne un conjugué de carotène de formule (I) dans laquelle R?1¿ est hydrogène ou méthyle; R?2¿ est formule (a); R?3¿, R?4¿ et R?5¿ sont chacun hydrogène, méthyle ou éthyle; R?6¿ et R?7¿ sont chacun -R?13¿, -OR?13¿, -C(R?16¿)(O), -C(R?16¿)¿2?OR?13¿, -CH=CHR?13¿, ou (CH¿2?)R?14¿; R?8¿ est -R?13¿, -OR?13¿, -C(R?16¿)(O), -C(R?16¿)¿2?OR?13¿, -CH=CHR?13¿, ou (CH¿2?)R?14¿ ou, pris avec R?10¿, est =O; R?9¿ est -R?13¿, -OR?13¿, -C(R?16¿)(O), -C(R?16¿)¿2?OR?13¿, -CH=CHR?13¿, ou (CH¿2?)R?14¿ ou, pris avec R?10¿, est une liaison chimique; R?10¿ est -R?13¿, -OR?13¿, -C(R?16¿)(O), -C(R?16¿)¿2?OR?13¿, -CH=CHR?13¿, ou (CH¿2?)R?14¿ ou, pris ensemble avec R?9¿, est une liaison chimique ou, pris avec R?8¿, est =O, R?11¿ est R?13¿, ou -OR?13¿; R?12¿ est C(R?13¿)¿2?C(Y)-, -C(O)O(O)C-, -C(NR?13¿)O(O)C-, or C(O)N(R?15¿)-C(O)-; R?13¿ est, indépendamment et dans chaque cas, hydrogène ou alkyle inférieur de 1 à environ 10 atomes de carbone; R?14¿ est un résidu d'acide aminé, R?15¿ est R?13¿, -R?14¿, ou C(O)NHR?13¿; R?16¿ est, indépendamment et dans chaque cas, hydrogène ou alkyle inférieur de 1 à environ 4 atomes de carbone et Y est =O, =S, ou 2H-.

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