Synthetic analogs of ecteinascidin-743

C - Chemistry – Metallurgy – 07 – D

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C07D 491/22 (2006.01) A61K 31/4995 (2006.01) A61P 35/00 (2006.01) C07D 491/18 (2006.01)

Patent

CA 2345297

The present invention is directed to the synthesis and characterization of compounds having formula (I), wherein R1, R2, R3, R4, R5, R6, R7, R8 and R9 are each independently selected from the group consisting of H, OH, OR', SH, SR', SOR', SO2R', NO2, NH2, NHR', N(R')2, NHC(O)R', CN, halogen, =O, C(=O)R', CO2H, CO2R', C1-C12alkyl, C2-C12 alkenyl, C2-C12alkynyl, substituted or unsubstituted aryl, substituted or unsub-stituted aralkyl, and substituted or unsubsti-tuted heteroaromatic; wherein each of the R' groups is independently selected from the group consisting of H, OH, NH2, NO2, SH, CN, halogen, =O, C(=O)H, C(=O)CH3, CO2H, CO2CH3, C1-C12alkyl, C2-C12alkenyl, C2-C12alkynyl, aryl, aralkyl, and heteroaromatic; wherein each dotted circle represents one, two or three optional double bonds; wherein R7 and R8 may be joined into a carboxyclic or heterocyclic ring system; and wherein X1 and X2 are each independently defined as above for R1-R8, and each further includes specific preferred groups as defined herein.

La présente invention a trait à la synthèse et à la caractérisation de composés représentés par la formule (I), dans laquelle R1, R2, R3, R4, R5, R6, R7, R8 et R9 sont sélectionnés chacun indépendamment dans le groupe constitué par H, OH, OR', SH, SR', SOR', SO2R', NO2, NH2, NHR', N(R')2, NHC(O)R', CN, halogène, =O, C(=O)H, C(=O)R', CO2H, CO2R', alkyle en C1-C12, alcényle en C2-C12, alcynyle en C2-C12, aryle substitué ou non substitué, aralkyle substitué ou non substitué, et hétéroaromatique substitué ou non substitué; chaque groupe R' est sélectionné indépendamment dans le groupe constitué par H, OH, NH2, NO2, SH, CN, halogène, =O, C(=O)H, C(=O)CH3, CO2H, CO2CH3, alkyle en C1-C12, alcényle en C2-C12, alcynyle en C2-C12, aryle, aralkyle, et hétéroaromatique; chaque cercle pointillé représente une, deux ou trois liaisons doubles facultatives; R7 et R8 peuvent être réunis en un système cyclique carbocyclique ou hétérocyclique; et X1 and X2 sont définis chacun indépendamment plus haut comme R1-R8, et comportent chacun des groupes préférés spécifiques définis précédemment.

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