Pyrrole substituted 2-indolinone protein kinase inhibitors

CAFC
  • US 6,573,293 B2
  • Filed: 02/15/2001
  • Issued: 06/03/2003
  • Est. Priority Date: 02/15/2000
  • Status: Expired due to Term
First Claim
Patent Images

1. A compound of Formula (I):

  • embedded imagewherein;

    R1 is selected from the group consisting of hydrogen, halo, alkyl, cyclkoalkyl, aryl, heteroaryl, heteroalicyclic, hydroxy, alkoxy, —

    (CO)R15, —

    NR13R14, —

    (CH2)rR16 and —

    C(O)NR8R9;

    R2 is selected from the group consisting of hydrogen, halo, alkyl, trihalomethyl, hydroxy, alkoxy, cyano, —

    NR13R14, —

    NR13C(O)R14, —

    C(O)R15, aryl, heteroaryl, and —

    S(O)2NR13R14;

    R3 is selected from the group consisting of hydrogen, halogen, alkyl, trihalomethyl, hydroxy, alkoxy, —

    (CO)R15, —

    NR13R14, aryl, heteroaryl, —

    NR13S(O)2R14, —

    S(O)2NR13R14, —

    NR13C(O)R14, —

    NR13C(O)OR14 and —

    SO2R20(wherein R20 is alkyl, aryl, aralkyl, heteroaryl and heteroaralkyl);

    R4 is selected from the group consisting of hydrogen, halogen, alkyl, hydroxy, alkoxy and —

    NR13R14 R5 is selected from the group consisting of hydrogen and alkyl;

    R6 is —

    C(O)R10 wherein R10 is —

    NR11(CH2)nR12 wherein;

    R11 is hydrogen or lower unsubstituted alkyl;

    n is 2 or 3; and

    R12 is —

    NR13R14 or —

    N+(O)R13R14;

    R7 is selected from the group consisting of hydrogen, alkyl, aryl and heteroaryl;

    R8 and R9 are independently selected from the group consisting of hydrogen, alkyl and aryl;

    R13 and R14 are independently selected from the group consisting of hydrogen, alkyl, lower alkyl substituted with hydroxy, alkylamino, cyanoalkyl, cycloalkyl, aryl and heteroaryl;

    or R13 and R14 may combine to form a heterocyclo group;

    R15 is selected from the group consisting of hydrogen, hydroxy, alkoxy and aryloxy;

    R16 is selected from the group consisting of hydroxy, —

    C(O)R15, —

    NR13R14 and —

    C(O)NR13R14; and

    r is 1, 2, 3, or 4;

    or a pharmaceutically acceptable salt thereof.

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