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Nucleoside compounds and uses thereof

  • US 6,815,542 B2
  • Filed: 12/13/2002
  • Issued: 11/09/2004
  • Est. Priority Date: 06/16/2000
  • Status: Expired due to Term
First Claim
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1. A nucleoside analog of Formula 1, in which the sugar is either in the L- or D-configuration:

  • embedded imagewherein Z is O, CH2, or S;

    R is independently H, hydroxyl, protected hydroxyl or halogen;

    R1, R2, R3, R4, R5, are independently selected from H, halogen, CN, CH2OH, lower alkyl, vinyl, and acetylene radical;

    with the proviso that when R2 is hydroxyl, then, R that is attached to the same carbon as that of R2 is not halogen;

    when R3 is hydroxyl, then, R that is attached to the same carbon as that of R3 is not halogen;

    R6 is O-monoboranophosphate radical, O-diboranophosphate radical, O-triboranophosphate radical, O-monoboranophosphate derivative radical, O-diboranophosphate derivative radical, or O-triboranophosphate derivative radical;

    R7 is selected from H, alkyl, CH3COO—

    , CH3COO-phenyl-CH2

    O—

    CO—

    , phenyl, —

    (CH2)n-COOH, coumarinic acid, salicylic acid, dithiosuccinoyl derivative radical, reductase mediated cleavable group, phosphonoformic acid radical, and phosphoramidate group radical;

    R8 is selected from H, H*HCl, H*HBr, lower alkyl, phenyl, CH3COO—

    , CH3COO—

    Phenyl-CH2

    O—

    CO—

    , carbamate, and phenyl; and

    wherein the nucleoside analog optionally forms a pharmacologically acceptable salt with an acid or a base.

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