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Use of vitamin D glycosides, vitamin D orthoester glycosides, vitamin D analog glycosides and vitamin D analog orthoester glycosides for the treatment of osteoporosis

  • US 5,508,392 A
  • Filed: 04/20/1994
  • Issued: 04/16/1996
  • Est. Priority Date: 12/29/1992
  • Status: Expired due to Fees
First Claim
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1. A method for treating or preventing osteoporosis in an individual having osteoporosis or susceptible to osteoporosis without causing the side effects associated with the administration of 1,25-dihydroxyvitamin D3, comprising administering to said individual an effective amount of a compound having the formula:

  • ##STR8## wherein the bond between C-22 and C-23 is a single bond or a double bond;

    Y2 is hydrogen, fluorine, methyl, ethyl or OR1 ;

    Z2 is F, H or X2 ;

    U is hydrogen, --OH or --O--(C2 -C4 alkyl)--OH;

    Qa is CF3 or CH2 X2 ;

    Qb is CF3 or CH3 ;

    R is a double bond or an epoxy group;

    X1 and X2 are selected from the group consisting of hydrogen and OR1 ;

    R1 is hydrogen or a straight or branched chain glycosidic residue containing 1-20 glycosidic units per residue, or R1 is an orthoester glycoside moiety of the formula;

    ##STR9## wherein A represents a glycothranosyl or glycopyranosyl ring;

    R2 is hydrogen, alkyl (C1 -C4), aralkyl (C7 -C10), or aryl, with the proviso that aryl is phenyl or phenyl substituted by chloro, fluoro, bromo, iodo, C1 -C4 alkyl, C1 -C4 alkoxy;

    or naphthyl;

    R3 is hydrogen or a straight or branched chain glycosidic residue containing 1-20 glycosidic units per residue;

    W is CH--CH3 or O; and

    V is CH2 or O;

    with the proviso that both W and V are not both O; and

    "═





    " is either a single bond between Qa and Qb or a hydrogen atom on Qa and Qb,with the proviso that wherein "═





    " is a single bond, then X2 is H; and

    with the further proviso that at least one of the R1 groups is either a β

    -glycosidic residue or an orthoester β

    -glycoside moiety.

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