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Heterocyclic amides and sulfonamides

  • US 20060199821A1
  • Filed: 08/03/2005
  • Published: 09/07/2006
  • Est. Priority Date: 09/30/2003
  • Status: Abandoned Application
First Claim
Patent Images

1. A compound of Formula I embedded image or a pharmaceutically acceptable salt or prodrug thereof, wherein R1 is C1-10 alkyl, or a C3-12 cyclic hydrocarbyl and which may contain 0, 1, 2, or 3 heteroatoms and which may be optionally substituted by 1-4 groups selected from halo, R3, C1-6 optionally substituted alkenyl, amidine, guanidine, R3CO, COOR3, CONR32, OR3, NR3R3, SR3, SO2R3NHCOR3, CN, and NHCONR32, wherein R3 is H, C1-6 alkyl or aryl each of which is optionally substituted with R, OR halo, NR2, SR, SO2R, CN, COOR, CONR2 or CF3, where each R is independently H or C1-C6 alkyl;

  • L is CO or SO2;

    each X is independently O, CO, CR2, or NR, where R is lower alkyl and two R groups can be joined to form a 5-7 membered ring, provided that where X is NR or O it is not directly linked to another N or O, and that not more than two X groups are CO;

    n=0, 1, 2, or 3;

    R2 is H, C1-C6 alkyl, C1-C6 alkenyl, C1-C6 heteroalkyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, or heteroarylalkyl, each of which is optionally substituted with up to four groups selected from R, halo, CN, OR, ═

    O, C(NR)NR2, NR2, COR, COOR, CONR2, SR, SOR, SO2R, SO2NR2, NRCOOR, and COCOOR, wherein each R is independently H, alkyl, heteroalkyl, arylalkyl, or diarylalkyl, each of which may be substituted with hydroxy, amino, C1-C6 alkoxy, C1-C6-alkyl-COOR, C1-C6-alkyl-CONR2 or halo, and wherein two R groups can cyclize to form a 3 to 8 membered ring, optionally including up to two heteroatoms selected from N, O and S;

    Y is NR4R5 or OR5, wherein R4 is H or C1-6 alkyl which is optionally substituted with R, OR, NR2, SR, SO2R, halo, COOR, ═

    O, NRCOOR, COR, NRCOR, aryl, arylalkyl, arylalkoxy, or CONR2, wherein each R is independently H or C1-C6 alkyl;

    each R5 is independently H, a C1-10 alkyl optionally substituted with a hydrocarbyl or heterocyclic ring or ring system which may contain 0, 1, 2, or 3 heteroatoms selected from O, N and S, and which is optionally substituted with R, OR, NR2, SR, SO2R, halo, COOR, ═

    O, NRCOOR, COR, NRCOR, aryl, arylalkyl, arylalkoxy, or CONR2, wherein each R is independently H or C1-C6 alkyl;

    or a C3-7 cycloalkyl, aryl, arylalkyl, heteroaryl, or a fused or unfused carbocyclic or heterocyclic ring, each of which is optionally substituted with up to four groups selected from R, OR, NR2, SR, SO2R, halo, COOR, ═

    O, and CONR2, wherein each R is independently H or C1-C6 alkyl; and

    one of Z1 and Z2 is CH, and the other is either CH or N.

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