Palladium-substituted bacteriochlorophyll derivatives and...

C - Chemistry – Metallurgy – 07 – F

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C07F 15/00 (2006.01) A61K 31/40 (2006.01) A61K 31/555 (2006.01) A61K 41/00 (2006.01) A61P 31/00 (2006.01) A61P 33/00 (2006.01) C07D 487/22 (2006.01) C07D 491/22 (2006.01) C12P 17/18 (2006.01)

Patent

CA 2353554

Palladium-substituted Bacteriochlorophyll derivatives of formula (See formula I) wherein A represents OH, OR1, -O-(CH2)n-Y, -S-(CH2)n-Y, -NH-(CH2)n-Y, -O-(CH2)2-OH, or -N-(CH2-CH=CH2)2; wherein R1 represents Na+, K+, (Ca2+)0,5, (Mg2+)0,5, Li+, NH4, +NH3-C(CH2OH)3, +NH3-CH2-(CHOH)4-CH2OH, +NH2(CH3)-CH2- (CHOH)4-CH2OH or +N(C n'H2n'+1)4; R2 represents H, OH or COOR4 when the compound is of formula I, wherein R4 is C1-C12 alkyl or C3-C12 cycloalkyl, or R2 represents H or C1-C12 alkyl when the compound is of formula I'; R3 represents H, OH or C1-C12 alkyl or alkoxy when the compound is of formula I, or R3 represents H or C1-C12 alkyl when the compound is of formula I'; n is 1, 2, 3, 4, 5 or 6, Y is - NR'1R'2 or -+NR'1R'2R'3, X- wherein R'1, R'2 and R'3 independently from each other represent -CH3 or -C2H5; X is F, Cl, Br or I, n' is 1, 2, 3 or 4 and their oxidized forms, are useful in the field of photodynamic therapy (PDT).

L'invention concerne des dérivés bactériochlorophylle à substitution palladium, correspondant à la formule (I) dans laquelle A représente OH, OR¿1?,O-(CH¿2?)¿n?-Y,S-(CH¿2?)¿n?-Y,NH-(CH¿2?)¿n?-Y,O-(CH¿2?)¿2?-NH¿2?,O-(CH¿2?)¿2?-OH,NH-(CH¿2?)¿n?- ?+¿N o, X?-¿,NH-(CH¿2?)¿2?-NH=BOC ouN-(CH¿2?-CH=CH¿2?)¿2?, où R¿1? représente Na?+¿, K?+¿, (Ca?2+¿)¿0,5,? (Mg?2+¿)¿0,5?, Li?+¿, NH¿4??+¿, ?+¿NH¿3?-C(CH¿2?OH)¿3?, ?+¿NH¿3?-CH¿2?-(CHOH)¿4?-CH¿2?OH, ?+¿NH¿2?(CH¿3?)-CH¿2?-(CHOH)¿4?-CH¿2?OH or ?+¿N(C¿n'?H¿2n'+1?)¿4?, R¿2? représente H, OH or COOR¿4?, où R¿4? représente alkyle C¿1?-C¿12? ou cycloalkyle C¿3?-C¿12?, R¿3? représente H, OH ou alkyle ou alcoxy C¿1?-C¿12?; n vaut 1, 2, 3, 4, 5 ou 6, Y représenteNR'¿1?R'¿2? ou?+¿NR'¿1?R'¿2?R'¿3?, X?-¿ où R'¿1?, R'¿2? et R'¿3? représentent chacun indépendammentCH¿3? ouC¿2?H¿5?; X représente F, Cl, Br ou l, n' vaut 1, 2, 3 ou 4. L'invention concerne également des formes oxydées de ces dérivés. Ces dérivés et leurs formes oxydées sont utiles dans le domaine de la thérapie photodynamique (TPD).

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