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Orally Bioavailable Caffeic Acid Related Anticancer Drugs

  • US 20070232668A1
  • Filed: 04/02/2007
  • Published: 10/04/2007
  • Est. Priority Date: 03/31/2006
  • Status: Active Grant
First Claim
Patent Images

1. A compound selected from the group consisting of:

  • embedded image wherein R1 is —

    H or cyano and R2 is heteroatom-substituted or heteroatom-unsubstituted C3-C7-cycloalkyl;

    embedded image wherein X1 is halo and R3 is heteroatom-substituted or heteroatom-unsubstituted C1-C7-cycloalkyl, C6-C10-aryl, or C7-C10-aralkyl;

    embedded image wherein X2 is halo and R4 is hydroxy or heteroatom-substituted or heteroatom-unsubstituted C1-C10-acyloxy;

    embedded image wherein;

    X3 is halo or heteroatom-substituted or heteroatom-unsubstituted C1-C10-alkyl or C1-C10-alkoxy, R5 is —

    H or cyano, and R6 is heteroatom-substituted or heteroatom-unsubstituted C1-C10-alkyl, C1-C7-cycloalkyl, C1-C10-acyloxy, C6-C10-aryl, or C7-C10-aralkyl;

    embedded image wherein;

    X4 is halo or heteroatom-substituted or heteroatom-unsubstituted C1-C10-alkyl or C1-C10-alkoxy, R7 is —

    H or cyano, and R8 is heteroatom-substituted or heteroatom-unsubstituted C1-C10-alkyl, C1-C7-cycloalkyl, C1-C10-acyloxy, C6-C10-aryl, or C7-C10-aralkyl;

    embedded image wherein;

    X5 is heteroatom-substituted or heteroatom-unsubstituted C1-C10-alkyl or C1-C10-alkoxy, R9 is —

    H or cyano, and R10 is heteroatom-substituted or heteroatom-unsubstituted C1-C10-alkyl, C1-C7-cycloalkyl, C1-C10-acyloxy, C6-C10-aryl, or C7-C10-aralkyl;

    embedded image wherein;

    A is —

    C(O)—

    or —

    S(O2)—

    , and X6 is halo or heteroatom-substituted or heteroatom-unsubstituted C1-C10-alkyl or C1-C10-alkoxy, R11 is heteroatom-substituted or heteroatom-unsubstituted C1-C10-alkyl, C1-C7-cycloalkyl, C1-C10-acyloxy, C6-C10-aryl, or C7-C10-aralkyl;

    embedded image wherein;

    R12 is cyclododecyl, imidazoyl, or cyclohexenyl, R13 is —

    H or heteroatom-substituted or heteroatom-unsubstituted C1-C10-alkyl, C1-C7-cycloalkyl, C1-C10-acyloxy, C6-C10-aryl, or C7-C10-aralkyl; and

    embedded image wherein;

    X7 is halo or heteroatom-substituted or heteroatom-unsubstituted C1-C10-alkyl or C1-C10-alkoxy, R14 is embedded image and pharmaceutically acceptable salts, hydrates, amine-N-oxides, imine-N-oxides, tautomers, and optical isomers thereof.

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