Carbocyclic analogs of certain nucleosides

C - Chemistry – Metallurgy – 07 – F

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C07F 9/6561 (2006.01) A61K 31/675 (2006.01) C07F 9/6512 (2006.01)

Patent

CA 2047390

ABSTRACT This invention relates to novel carbocyclic analogs of certain nucleosides, to the process for their preparation and to their use as anti-viral agents. These carbocyclic analogs have the formula: Image the tautomers, optical and geometric isomers and mixtures thereof, and the pharmaceutically acceptable salts there- of, wherein B is a purine or a pyrimidine moiety of the sub- formulae: Image Image the depicted wavy line illustrating the point of attach- ment of the B moiety to the remaining portion of Formula I, and the dotted line represents a facultative double bond, X is -OR2, -N(R2)(R2), C1, -SH or -SCH3, with R2 being H, C1-6 alkyl, or C3-6 cycloalkyl, Y is H or NH2, W is NH2, OH or -OC1-3 alkyl, V is H, C1-3 alkyl, halogeno, -N(R2)(R2), -SH, -SCH3, -C?CH, -CH=CH2, or CH=CHBr, Z is H, F or N3, with the proviso that when the dotted line represents a double bond then Z is H, and each of Z1, Z2 and Z3 is H, F, or OH, with the proviso that when one of Z1 or Z2 is OH the other is H, and with the further proviso that when the dotted line is a double bond, Z1 is H or F and Z2 is deleted, R1-Q is -CH2OCH2P(O)(OR)2, -CH2C(A)(A)P(O)(OR)2, or -CH=C(A)P(O)(OR)2, and A is H, F or Cl, and R is H or C1-6 alkyl.

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