US 7,550,485 B2
Substituted N-heterocycle derivatives and methods of their use
Paige Erin Mahaney, Pottstown, Pa. (US); Lori Krim Gavrin, Philadelphia, Pa. (US); and Douglas John Jenkins, Collegeville, Pa. (US)
Assigned to Wyeth, Madison, N.J. (US)
Filed on Oct. 12, 2004, as Appl. No. 10/962,971.
Claims priority of provisional application 60/511042, filed on Oct. 14, 2003.
Claims priority of provisional application 60/561448, filed on Apr. 12, 2004.
Claims priority of provisional application 60/570026, filed on May 11, 2004.
Prior Publication US 2005/0187251 A1, Aug. 25, 2005
Int. Cl. A61K 31/4468 (2006.01)
U.S. Cl. 514—329  [514/316; 514/319; 514/331; 546/223] 10 Claims
 
1. A compound of formula I:

OG Complex Work Unit Drawing
or a pharmaceutically acceptable salt thereof;
wherein:

OG Complex Work Unit Drawing
is phenyl or naphthyl
U is N or O;
R1 and R2 are, independently, H, OH, alkyl, alkoxy, halo, trifluoromethyl, alkanoyloxy, benzyloxy, phenyloxy, naphthyloxy, phenylethoxy, phenoxyethoxy, naphthylmethoxy, phenylcarbonylamino, phenylaminocarbonyl, nitro, trifluoromethoxy, nitrile, alkenyl, alkynyl, sulfoxide, sulfonyl, sulfonamido or phenyl;
wherein each of the aryl groups appearing in said R1 is optionally substituted with one or more substituents selected from OH, alkyl, alkoxy, halo, trifluoromethyl, alkanoyloxy, methylenedioxy, benzyloxy, phenyloxy, naphthyloxy, phenylethoxy, phenoxyethoxy, naphthylmethoxy, phenylcarbonylamino, phenylaminocarbonyl, nitro, trifluoromethoxy, nitrile, alkenyl, alkynyl, sulfoxide, sulfonyl, sulfonamido, and phenyl; or
R1 and R2 together form methylenedioxy;
R3 and R4 are, independently, H, (C1-C6)alkyl, benzyl (optionally substituted with one or more R1), naphthylmethyl (optionally substituted with one or more R1), phenyl(C2-C6)alkyl, heteroarylmethyl, cycloalkyl, cycloalkenyl, or cycloalkylmethyl, provided that, when U is O, one of R3 and R4 is absent;
or when U is N, R3 and R4, together with U, form a ring with 3 to 4 ring carbon atoms, or form a ring with 5 to 7 ring carbon atoms wherein 1 ring carbon atom can be optionally replaced with N, S, or O;
R5 is H, (C1-C6)alkyl, halo, or trifluoromethyl;
R6 and R7 together form cyclohexyl;
where R6 and R7 may be optionally substituted with R5 or OH;
or where R6 and R7 can form cyclohexyl fused onto a cyclohexane;
and z is 0, 1, or 2.