1,5-anhydrohexitol nucleoside analogues and pharmaceutical...

C - Chemistry – Metallurgy – 07 – H

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C07H 19/16 (2006.01) A61K 31/70 (2006.01) C07D 405/04 (2006.01) C07D 473/00 (2006.01) C07H 19/04 (2006.01) C07H 19/06 (2006.01)

Patent

CA 2138415

It has been found that 1,5-anhydrohexitol nucleoside analogues, wherein a 4-substituted-2,3,4-trideoxy-1,5-anhydrohexitol is coupled via its 2-position to the heterocyclic ring of a pyrimidine or purine base, exhibit remarkable anti-viral properties against herpes viruses, pox viruses and related viruses. The new nucleoside analogues are represented by general formula (I) wherein B is a heterocyclic ring derived from a pyrimidine or purine base, X represents H, N3, F, Cl, Br, I, amino, -NHR2, -N(R2)2, -OR2, -SR2 or CN, R1 and R2 are the same or different and hydrogen, alkyl, acyl or phosphate groups are repre- sented, or wherein X is hydrogen and a double bond is situated between the 3- and 4- position of the 1,5-anhydrohexitol ring. Pharmaceutically acceptable salts and esters thereof are included.

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