Patent ID: 7034133
Filing Date: 2006-04-25
Classification: C07H

Abstract:
1. A nucleoside analogue (hereinafter termed “LNA”) of the general formula I wherein X is selected from —O—; B is selected from hydrogen, hydroxy, optionally substituted C 1-4 alkoxy, optionally substituted C 1-4 -alkyl, optionally substituted C 1-4 -acyloxy, nucleobases, DNA intercalators, photochemically active groups, thermochemically active groups, chelating groups, reporter groups, and ligands; P designates a 5′-terminal group optionally including the substituent R 5 ; one of the substituents R 2 , R 2* , R 3 , and R 3* is a group P* which designates an internucleoside linkage or a 3′-terminal group; one pair of non-geminal substituents R 4* , and R 2* , designating a biradical selected from the following group: (a) —(CR*R*) and further wherein each R* is independently selected from hydrogen, halogen, hydroxy, mercapto, amino, optionally substituted C 1-6 -alkoxy, optionally substituted C 1-6 -alkyl, DNA intercalators, photochemically active groups, thermochemically active groups, chelating groups, reporter groups, and ligands; and each of the substituents R 1* , R 2 , R 3 , R 5 , and R 5* , which are present and not involved in P, P* is independently selected from hydrogen, optionally substituted C 1-12 -alkyl, optionally substituted C 2-12 -alkenyl, optionally substituted C 2-12 -alkynyl, hydroxy, C 1-12 -alkoxy, C 2-12 -alkenyloxy, carboxy, C 1-12 -alkoxycarbonyl, C 1-12 -alkylcarbonyl, formyl, aryl, aryloxy-carbonyl, aryloxy, arylcarbonyl, heteroaryl, heteroaryloxy-carbonyl, heteroaryloxy, heteroarylcarbonyl, amino, mono- and di(C 1-6 -alkyl amino, carbamoyl, mono- and di(C 1-6 -alkyl)-amino-carbonyl, amino-C 1-6 -alkyl-aminocarbonyl, mono- and di(C 1-6 -alkyl)amino-C 1-6 -alkyl-aminocarbonyl, C 1-6 -alkyl-carbonylamino, carbamido, C 1-6 -alkanoyloxy, sulphono, C 1-6 -alkylsulphonyloxy, nitro, azido, sulphanyl, C 1-6 -alkylthio, halogen, DNA intercalators, photochemically active groups, thermochemically active groups, chelating groups, reporter groups, and ligands, where aryl and heteroaryl may be optionally substituted; and basic salts and acid addition salts thereof.