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Polynucleotide phosphorodithioate compounds

  • US 5,602,244 A
  • Filed: 05/08/1995
  • Issued: 02/11/1997
  • Est. Priority Date: 05/26/1988
  • Status: Expired due to Fees
First Claim
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1. A compound according to the general formula:

  • ##STR41## wherein A which may be the same or different is --OH, --H, --halogen, --SH, --NH2, azide, --OR4, --SR4 or --NR4 wherein R4 is a heteroatom substituted or unsubstituted blocking group;

    wherein B which may be the same or different is a nucleoside or deoxynucleoside base;

    wherein R1 and R3 which may be the same or different are --H or a blocking group; and

    wherein R2 is selected from the group consisting of(1) S-R5 where R5 is a heteroatom substituted or unsubstituted alkyl, aryl, aralkyl, cycloalkyl, cycloalkylalkyl, alkenyl, cycloalkenyl, aralkenyl, alkynyl, aralkynyl or cycloalkynyl;

    (2) NHR6 and NR6 R7(a) wherein R6 and R7 taken together with the nitrogen atom to which they are attached is a heterocyclic containing up to 5 carbon atoms in the cyclic structure which structure may contain up to an additional 5 carbon atoms pendant thereon,(b) wherein R6 and R7 each taken separately is a heteroatom substituted or unsubstituted alkyl, aryl, aralkyl, cycloalkyl, cycloalkylalkyl, alkenyl, cycloalkenyl, aralkenyl, alkynyl, aralkynyl, or cycloalkynyl group,(c) wherein R6 and R7 when taken together with the nitrogen atom to which they are attached is a saturated or unsaturated nitrogen heterocycle including at least one additional heteroatom from the group consisting of nitrogen, oxygen and sulfur;

    (3) sulfur double-bonded to the phosphorous atom; and

    (4) oxygen double-bonded to the phosphorous atom.

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