×

Monocyclic L-nucleosides, analogs and uses thereof

  • US 6,573,248 B2
  • Filed: 12/31/2001
  • Issued: 06/03/2003
  • Est. Priority Date: 10/16/1996
  • Status: Expired due to Term
First Claim
Patent Images

1. A compound having a structure according to Formula I, in which the sugar is in an L-configuration:

  • embedded imagewherein;

    A is N;

    B, C, E, F are independently selected from the group consisting of CH, N, S, O, NR1′

    , CCONH2, and C—

    R2;

    R1′

    is H, lower alkyl, lower alkylamino, COCH3, lower alkyl alkenyl, lower alkyl vinyl or lower alkyl aryl;

    R2′

    is H, OH, a halogen, CN, N3, NH2, C(═

    O)NH2, C(═

    S)NH2, C(═

    NH)NH2HCl, C(═

    NOH)NH2, C(═

    NH)OMe, lower alkyl, lower alkylamino, lower alkyl alkenyl, lower alkyl vinyl, or lower alkyl aryl;

    D is absent;

    X is O, S, or CH2;

    R1 and R4 are independently selected from the group consisting of H, CN, N3, CH2OH, lower alkyl, and lower alkylamino;

    R2, R3, R5, R6, R7 and R8 are independently selected from the group consisting of H, OH, CN, N3, a halogen, CH2OH, NH2, OCH3, NHCH3, ONHCH3, SCH3, SPh, alkenyl, lower alkyl, and lower alkyl amino; and

    with the proviso that at least one of the variables R1, R2, R3, R4, R5, R6, R7 and R8 must be hydrogen;

    such that when R2=R3

    H, and X is oxygen, then R7, and R8 are independently CN, N3, a halogen, CH2OH, NH2, OCH3, NHCH3, ONHCH3, SCH3, SPh, alkenyl, lower alkyl, or lower alkyl amino when R1 or R4 is CN, N3, CH2OH, lower alkyl, or lower alkylamino, or R5 is OH, CN, N3, halogen, CH2OH, NH2, OCH3, NHCH3, ONHCH3, SCH3, SPh, alkenyl, lower alkyl, or a lower alkyl amino, then R7=R8=H and R2=R3=OH;

    when R2 or R3 are OH, CN, N3, halogen, CH2OH, NH2, OCH3, NHCH3, ONHCH3, SCH3, SPh, alkenyl, lower alkyl, or lower alkyl amino, then R7 and R8 are H or OH;

    when R7 or R8 are OH, CN, N3, halogen, CH2OH, NH2, OCH3, NHCH3, ONHCH3, SCH3, SPh, alkenyl, lower alkyl, or lower alkyl amino, then R2 and R3 are H or OH; and

    when R7 and R8 are hydroxyl, then R2 and R3 are not OH.

View all claims
  • 3 Assignments
Timeline View
Assignment View
    ×
    ×