Acyclic nucleoside analogs and oligonucleotide sequences...

Details Acyclic nucleoside analogs and oligonucleotide sequences... Acyclic nucleoside analogs and oligonucleotide sequences...

C - Chemistry, Metallurgy

12

N

C12N 15/11 (2006.01) A61K 31/70 (2006.01) A61K 48/00 (2006.01) C07D 473/18 (2006.01) C07D 473/34 (2006.01) C07F 9/6561 (2006.01) C07H 21/00 (2006.01)

Patent

CA 2159631

Compounds of formula (I) wherein R1 is hydrogen, or a blocking group that is compatible with oligonucleotide synthesis; R2 is hydrogen or methyl; R3 is hydrogen or -P(R4)OR5; R4 is chlorine, 4-nitroimidazole, imidazole, tetrazole, triazole or di(lower- alkyl)amino-; R5 is methyl, 2-cyanoethyl or 2,2,2-trichloroethyl; n is from 0 to 2; X is oxygen, sulfur, or -NR6-; R6 is hydrogen or lower alkyl; Q is chosen from the group consisting of (a) and (b); R7 is lower-alkyl; and R8 is hydrogen, benzoyl, anisoyl, or lower-alkyl carbonyl and its pharmaceutically acceptable addition salts are nucleotide analogs. Modified oligonucleotides containing the nucleoside analogs of formula (I) are stable to nuclease degradation and are useful in inhibiting gene expression, in sequencing, and in mutagenesis.

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