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Substituted heterocyclic compounds for treating multidrug resistance

  • US 20040132722A1
  • Filed: 12/19/2003
  • Published: 07/08/2004
  • Est. Priority Date: 10/17/2000
  • Status: Active Grant
First Claim
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1. A composition comprising:

  • (A) a therapeutic agent; and

    , (B) a compound selected from the group consisting of a structure;



    or an optical isomer, diastereomer, enantiomer, or pharmaceutically-acceptable salt thereof, wherein;

    (i) s is an integer from about 1 to about 3;

    (ii) A is selected from the group consisting of A1 and A3 (iii) A1 is a group of the formula;

    wherein, (a) each R1 is independently selected from the group consisting of a hydrogen atom, a hydroxyl group, a hydrocarbon group, a substituted hydrocarbon group, a heterogeneous group, a substituted heterogeneous group, a carbocyclic group, a substituted carbocyclic group, a heterocyclic group, a substituted heterocyclic group, an aromatic group, a substituted aromatic group, a heteroaromatic group, and a substituted heteroaromatic group;

    (b) x is 0 to about 10;

    (c) R2 is selected from the group consisting of a hydrocarbon group, a substituted hydrocarbon group, a heterogeneous group, a substituted heterogeneous group, a carbocyclic group, a substituted carbocyclic group, a heterocyclic group, a substituted heterocyclic group, an aromatic group, a substituted aromatic group, a heteroaromatic group, and a substituted heteroaromatic group;

    (d) D1 and D2 are each independently selected from the group consisting of —

    C(O)— and



    NR3

    ;

    (e) R3 is selected from the group consisting of a hydrogen atom and R2, and with the proviso that optionally, R2 and R3 may be bonded together thereby forming a ring selected from the group consisting of heterocyclic groups and substituted heterocyclic groups;

    (f) y is 0 or 1 and z is 0 or 1, with the provisos that when y is 0, z is 1 and when y is 1, z is 0, when y is 0 and D1 is —

    NR3

    , then D is —

    C(O)—

    , when y is 0 and D is —

    NR3

    , then D1 is —

    C(O)—

    , and when x is 0, D1 is —

    C(O)—

    , y is 0, D2 is —

    NR3

    , and D3 is —

    C(O)—

    or —

    S(O)2

    , then R2 is selected from the group consisting of a hydrocarbon group and a substituted hydrocarbon group, wherein the substituted hydrocarbon group is substituted with an aromatic group; and

    (iv) A2 is a group of the formula;



    wherein, (a) u is 0 to about 10;

    (b) p is 0 to about 10;

    (c) v is 0 or 1;

    (d) D3 is selected from the group consisting of —

    S(O)2

    , —

    C(O)—

    , and —

    CR1(OH)—

    , with the provisos that when D3 is —

    S(O)2

    , then D1 is —

    C(O)—

    , D2 is —

    NR3

    , and R2 and R3 are bonded together to form the ring structure, and when D3 is —

    C(O)—

    , v is 0, and R5 contains a —

    C(O)—

    group, then p is not 0;

    (e) R5 is selected from the group consisting of a substituted hydrocarbon group of at least 2 carbon atoms and substituted heterogeneous groups of at least 2 member atoms, wherein R5 is substituted with at least one group selected from the group consisting of aromatic groups, heteroaromatic groups, substituted aromatic groups, and substituted heteroaromatic groups;

    (v) A3 has the formula

    wherein, (a) t is about 1 to about 6;

    (b) D4 is selected from the group consisting of —

    C(O)— and



    CHR1

    ;

    (c) D5 is selected from the group consisting of —

    NR6(R7), —

    OrR6, and —

    C(O)R6, wherein r is 0 or 1;

    (d) R6 is selected from the group consisting of a hydrocarbon group, a substituted hydrocarbon group, a heterogeneous group, a substituted heterogeneous group, a carbocyclic group, a substituted carbocyclic group, a heterocyclic group, a substituted heterocyclic group, an aromatic group, a substituted aromatic group, a heteroaromatic group, and a substituted heteroaromatic group; and

    , (e) R7 is selected from the group consisting of a hydrogen atom and R6, with the proviso that when u is 0, D3 and D4 are not both —

    C(O)—

    .

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