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Pyrrolotriazinone compounds and their use to treat diseases

  • US 7,030,118 B2
  • Filed: 05/20/2003
  • Issued: 04/18/2006
  • Est. Priority Date: 05/21/2002
  • Status: Active Grant
First Claim
Patent Images

1. A compound having formula I embedded imageor its enantiomer, diastereomer, or pharmaceutically acceptable salt thereof, wherein:

  • Y1, Y2, and Y3 are independently H, halogen, —

    CN, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, —

    OR6, —

    NR7R8, —

    C(═

    O)R9, —

    C(═

    O)OR10, —

    C(═

    O)NR11R12, —

    OC(═

    O)OR10, —

    OC(═

    O)NR11, R12, —

    NR13C(═

    O)OR10, —

    NR13C(═

    O)NR11R12, —

    SO2R9, —

    SO2NR11R12, —

    NR13SO2NR11R12;

    Z is O or S;

    R1 is H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, aralkyl, substituted aralkyl, heteroarylalkyl, or substituted heteroarylalkyl;

    R2 and R3 are independently H, halogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, or taken together to form a carbocyclic or heterocyclic ring of 3 to 8 atoms;

    n=1 to 4;

    A is O, S or N with the proviso that when A is O or S, R5 is nonexistent;

    R4 and R5 are independently H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, aralkyl, C(═

    O)R9, C(═

    O)OR10, C(═

    O)NR11R12, SO2R9, SO2NR11R12, or in the case of A being N, taken together to form a carbocyclic or heterocyclic ring of 3 to 8 atoms;

    R6, R7, and R8 are independently H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, —

    C(═

    O)H, —

    C(═

    O)alkyl, —

    C(═

    O)substituted alkyl, —

    C(═

    O)alkenyl, —

    C(═

    O)substituted alkenyl, —

    C(═

    O)alkynyl, —

    C(═

    O)substituted alkynyl, —

    C(═

    O)aryl, —

    C(═

    O)substituted aryl, —

    C(═

    O)heteroaryl, —

    C(═

    O)substituted heteroaryl, or R7 and R8 may be taken together to form a carbocyclic or heterocyclic ring of 3 to 8 atoms;

    R9, R10, R11, R12, R13 are independently H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, or R11 and R12 may be taken together to form a carbocyclic or heterocyclic ring of 3 to 8 atoms.

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