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Controlled release of biologically active compounds

  • US 8,552,139 B2
  • Filed: 05/31/2012
  • Issued: 10/08/2013
  • Est. Priority Date: 08/30/2007
  • Status: Active Grant
First Claim
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1. A composition comprising at least two different polymers, wherein each polymer is independently selected from:

  • a biodegradable polyester of formula III, VI, or XI, or a pharmaceutically acceptable salt thereof;

    (A)


    [(X)a

    O—

    R1

    O—

    (Y)b

    (Y1)c

    R2

    (X1)d]m





    IIIwherein the polyester of formula III is formed by condensation polymerization of monomers of formula I and II;


    H—

    (X)a

    O—

    R1

    O—

    (Y)b

    H 



    I
    R3

    (Y1)c

    R2

    (X1)d

    R4



    IIB


    [(Y2)a

    R5

    (X2)b

    (X1)c

    O(O═

    )C—

    R8

    C(═

    O)O—

    (Y1)d]n





    VIwherein the polyester of formula IV is formed by condensation polymerization of monomers of formula IV and V;


    R6

    (Y2)a

    R5

    (X2)b

    R7



    IV
    H—

    (X1)c

    O(O═

    )C—

    R8

    C(═

    O)O—

    (Y1)d

    H 



    V(E)


    [(Y)e

    R13

    C(═

    O)O—

    (Y)f]g





    XIwherein the polyester of formula XI is formed by self condensation polymerization of a monomer of formula X;


    R14

    (Y)e

    R13

    C(═

    O)O—

    (Y)f

    H 



    Xwherein;

    m, n, and q are each independently an integer from about 5 to about 1000;

    R1, R5, and R13 are each independently the remaining portion of a biologically active compound;

    R2 and R8 are each independently the remaining portion of a biologically active compound or non-biologically active compound;

    R3, R4, R6, R7, and R14 are each independently selected from Cl, F, Br, and I;

    X, X1, and X2 are independently at each occurrence —

    OC(═

    O)CH2

    (inverse glycolic acid moiety), —

    OC(═

    O)CH(CH3)—

    (inverse lactic acid moiety), —

    OC(═

    O)CH2OCH2CH2

    (inverse dioxanone acid moiety), —

    OC(═

    O)CH2CH2CH2CH2CH2

    (inverse caprolactone acid moiety), —

    OC(═

    O)(CH2 )y

    , or —

    OC(═

    O)(OCH2CH2)z

    ;

    Y, Y1, and Y2 are independently at each occurrence —

    CH2C(═

    O)O—

    (glycolic acid moiety), —

    CH(CH3)C(═

    O)O—

    (lactic acid moiety), —

    CH2CH2OCH2C(═

    O)O—

    (dioxanone moiety), —

    CH2CH2CH2CH2CH2C(═

    O)O—

    (caprolactone moiety), —

    (CH2 )yC(═

    O)O—

    , or —

    (CH2CH2O)zCH2C(═

    O)O—

    ;

    each y and z is independently an integer from about 2 to about 24;

    each a, b, c, and d is independently an integer from about 1 to about 6;

    each e is independently an integer from about 1 to about 6; and

    each f is independently an integer from about 0 to about 6.

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