US 7,514,438 B2
Melanin concentrating hormone receptor antagonist
Christopher Hulme, Indianapolis, Ind. (US); Paul A. Tempest, Somerville, Mass. (US); Vu Van Ma, Simi Valley, Calif. (US); Thomas Nixey, Newbury Park, Calif. (US); and Guity Balow, FallBrook, Calif. (US)
Assigned to Amgen, Inc., Thousand Oaks, Calif. (US)
Filed on Aug. 11, 2004, as Appl. No. 10/916,011.
Claims priority of provisional application 60/494735, filed on Aug. 13, 2003.
Prior Publication US 2005/0215526 A1, Sep. 29, 2005
Int. Cl. A61K 31/496 (2006.01); C07D 257/04 (2006.01); C07D 403/06 (2006.01)
U.S. Cl. 514—253.09  [514/254.07; 514/381; 544/364; 544/366; 544/367; 544/369; 544/371; 544/372; 544/373; 544/377; 544/379; 544/386; 544/389; 548/254] 9 Claims
 
1. A compound, pharmaceutically-acceptable salt or tautomer of a compound of Formula IV

OG Complex Work Unit Drawing
wherein Z is selected from the group consisting of a bond, methyl, ethyl, propyl, t-butyl, phenyl, tetrahydronaphthyl, biphenyl, naphthyl, phenylpropyl, indolylethyl, and piperidyl;
R1 is selected from the group consisting of methoxycarbonyl, ethoxycarbonyl, t-butoxycarbonyl, isopropyl, n-butyl, t-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, benzyl, phenyl, tetrahydronaphthyl, indolyl, tetrahydrofuryl, pyrrolidinyl, and morpholinyl, wherein R1 is optionally substituted by one or more substituents selected from the group consisting of methyl, ethyl, propyl, bromo, fluoro, chloro, and keto;
R2 is selected from the group consisting of methyl, phenyl, biphenyl, naphthyl, tetrahydrofuryl, pyrrolidinyl, morpholinyl, piperidyl, thienyl, pyrrolyl, and pyridyl, or R2 and R8 together with the atom to which they are both attached form a piperidyl or cyclohexyl group, wherein R2 or the piperidyl or cycohexyl group formed with R8 is optionally substituted by one or more substituents selected from the group consisting of methoxy, ethoxy, methyl, ethyl, isopropyl, isobutyl, methylphenoxy, methylthio, phenylethenyl, benzyloxy, phenylethoxy, benzyl, phenoxy, cyano, fluoro, chloro, bromo, trifluoromethyl, trifluoromethylphenyl, dichlorophenoxy, imidazole, benzodioxole, hydroxy, hydroxyethoxy, N-(methylcarbonyl)amino, and nitro;
R4, R5, R6, and R7 are independently selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, isopropyl, fluoro, chloro, and bromo;
R8 is hydrogen or alkyl; and
R10a, R10b, R10c, R10d, and R10e are independently selected from the group consisting of hydrogen, methyl, hydroxy, and methoxy.