Method for obtaining novel derivatives of naphtalene for the in vivo diagnosis of Alzheimer's disease

摘要

This invention relates to a chemistry branch, particularly to the field of compounds' organic synthesis that belongs to the aromatic bicyclic or naphthalene category, used in the detection of amyloid sheets. These new naphthalene derivatives have a general formula: Where R represents mutually independent groups.
In I: R 1 : -alkylenyl-C(O)NH-alkylenyl-R 3 , -alkylenyl-C(O)O-R 4 ; R 3 : -COOH, -OH, - SH, -NH 2 , -alkyl-NH, -alkyl-N-dithiocarbamate alkaline earth metal salts. R 4 : succinimidyl group. R 2 : -H, -alkyl. The term "alkyl" is characterized by a linear or branched aliphatic chain, hydrogen and saturated carbon atoms, comprising a methyl, ethyl, n -propyl, iso -propyl, n -butyl or iso -butyl groups. The term "alkylenyl" refers to a divalent analog of a linear or branched alkyl group, preferably ethylenyl (CH 2 CH 2 ) or butylenyl (CH 2 CH 2 CH 2 CH 2 ) radicals.
In II: R 1 : -alkyl, and R 2 is -alkylenyl- O -arylsulfonate, -alkylenyl-halide, -CH(O), alkylenyl-NH 2 , -alkylenyl-NH-alkyl, -alkylenyl-alkyl- N -dithiocarbamate salts such as cesium, potassium or sodium. The term "alkyl" is characterized by a linear or branched aliphatic chain, hydrogen and saturated carbon atoms, preferably methyl, ethyl, n -propyl, iso -propyl, n -butyl or iso -butyl. The term "alkylenyl" refers to a divalent analog of a linear or branched alkyl group, preferably propylenyl (-CH 2 CH 2 CH 2 ) radical. The term halide refers to fluorine, bromine or iodine.
or,
In II: R 1 : -alkylenyl-halide, -alkylenyl- O -arylsulfonate and R 2 : -halide, -alkylenyl- O- arylsulfonate, -alkylenyl- O -alkylsulfonate, -alkylenyl-halide, -CH(O), -HC=C(CN) 2 , - HC=CHNO 2 , -alkylenyl-NH 2 , -alkylenyl-NH-alkyl, -alkylenyl-alkyl- N -dithiocarbamate salts such as cesium, potassium or sodium. The term "alkylenyl" refers to a divalent analog of a linear or branched alkyl group, preferably propylenyl (-CH 2 CH 2 CH 2 ) radical. The term halide refers to fluorine, bromine or iodine. These compounds are neutral, lipophilic and have low molecular weight and therefore they cross the blood brain barrier and attach to the amyloid sheets. The present invention provides procedures for obtaining naphthalene derivatives with good yields, which can be practical, economical and adapted to a larger-scale manufacturing. We are unaware whether the compounds presented in this invention have been previously reported.