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Quinazolinone Compounds and Methods of Use Thereof

  • US 20090130097A1
  • Filed: 06/19/2008
  • Published: 05/21/2009
  • Est. Priority Date: 06/22/2007
  • Status: Active Grant
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First Claim
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1. A compound of formula I, or pharmaceutically acceptable salts thereof:

  • Wherein m, n and A are independently selected from the group consisting of 0, 1, 2, 3, and 4. R1 is selected from the group consisting of H, alkyl, aryl, substituted aryl, haloaryl, fluoroaryl, bi aryl, or bis aryl, alkenyl, alkynyl, heteroaryl, cycloalkyl, heterocyclyl, haloalkyl and perfluoroalkyl;

    Y is selected from the group consisting of a bond, —

    C═

    O, —

    S═

    O, and —

    S(O)2;

    X is selected from the group consisting of NR2, O, S and CHR2;

    R1 and R2, taken together, may form a ring;

    when X is CHR2, R4 is alkynyl, or alkenyl;

    R2 is selected from the group consisting of hydrogen, alkyl including lower alkyl, aryl, alkenyl, alkynyl, heteroaryl, alkylheteroaryl, cycloalkyl, heterocyclyl, and perfluoroalkyl;

    R3 is selected from H, alkyl, aryl, substituted aryl, alkylaryl, heteroaryl, perfluoroalkyl, alkenyl, and alkynyl;

    R4 is selected from H, alkyl, aryl, substituted aryl, heteroaryl, alkenyl, alkynyl, and S-alkyl;

    Each R5 and each R6 are independently selected from the group consisting of H, halogen, hydroxyl, nitrogen, amino, cyano, alkoxy, alkylthio, methylenedioxy, or haloalkyloxy;

    or alkyl, alkenyl, alkynyl, aryl, heteroaryl, alkylamino, dialkylamino, alkylsulfonyl, arylsulfonyl, alkylcarboxy, carboxyamino, carboxyamido, aminocarbonyl, and alkylsulfonamido;

    Q is either absent or selected from the group consisting of —

    CO, —

    COO, —

    CONR11, —

    C(═

    S), —

    CH2, —

    SO, and —

    SO2;

    R7 is selected from the group consisting of hydrogen, alkyl, aryl, alkylaryl, heteroaryl, aryls substituted with heterocycles;

    W is selected from H or NR8R9;

    where R8 and R9 are independently selected from the group consisting of hydrogen, alkyl, aryl, heteroaryl, alkenyl, alkynyl, COR13, —

    CO2R13, —

    CONR14R14, —

    SOR13, —

    SO2R13, —

    C(═

    S)R14, —

    C(═

    NH)R14, and —

    C(═

    S)NR14R15;

    or R8 and R9 together with the N they are bonded to optionally form a heterocycle or substituted heterocycle;

    Each Z is independently selected from the group consisting of N, and C;

    m is 0 when all Zs are N. Each R10 is independently selected from the group consisting of hydrogen, halogen, hydroxyl, nitro, amino, cyano, alkoxy, alkylthio, methylenedioxy, or haloalkyloxy;

    alkyl, alkenyl, alkynyl, aryl, substituted aryl, heteroaryl, alkylamino, dialkylamino, alkylsulfonyl, arylsulfonyl, alkylcarboxy, carboxyamino, carboxyamido, aminocarbonyl, and alkylsulfonamido;

    R11, R12, R13, R14, and R15 are independently selected from the group consisting of hydrogen, alkyl, aryl, alkylaryl, heteroaryl, oxaalkyl, oxaalkylaryl, and substituted oxaalkylaryl.

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