Patent ID: 6174912
Filing Date: 2001-01-16
Classification: C07D

Abstract:
A compound of Formulae (I) or (II): ##STR15##isomers thereof, stereoisomeric forms thereof, or mixtures of stereoisomeric forms thereof, and pharmaceutically acceptable salt forms thereof, wherein: G is O or S;R.sup.1 is selected from H, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.1 -C.sub.6 haloalkyl C.sub.3 -C.sub.6 cycloalkyl, C.sub.4 -C.sub.8 cycloalkylalkyl, C1-C6 alkoxy, aryl, heteroaryl or heterocyclyl;R.sup.2 is C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.10 alkenyl, C.sub.3 -C.sub.10 alkynyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.4 -C.sub.12 cycloalkylalkyl, where each group can be optionally substituted with 1 to 3 substituents independently selected at each occurrence from C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.10 alkenyl, C.sub.3 -C.sub.10 alkynyl, C.sub.3 -C.sub.6 cycloalkyl, aryl, heteroaryl, heterocyclyl, halogen, cyano, NR.sup.6 R.sup.7, OR.sup.7, thiol, S(O).sub.n R.sup.9, COR.sup.7, CO.sub.2 R.sup.7, OC(O)R.sup.9, NR.sup.8 COR.sup.7, NR.sup.8 CONR.sup.6 R.sup.7, NR.sup.8 CO.sub.2 R.sup.9, CONR.sup.6 R.sup.7 ;orS(O).sub.n R.sup.9, COR.sup.7, CO.sub.2 R.sup.7, CONR.sup.6 R.sup.7 ;orC.sub.1 -C.sub.4 haloalkyloraryl or aryl(C.sub.1 -C.sub.4 alkyl), heteroaryl or heteroaryl(C.sub.1 -C.sub.4 alkyl), heterocyclyl, or heterocyclyl(C.sub.1 -C.sub.4 alkyl), wherein C.sub.1 -C.sub.4 alkyl in aryl(C.sub.1 -C.sub.4 alkyl), heteroaryl(C.sub.1 -C.sub.4 alkyl) or heterocyclyl(C.sub.1 -C.sub.4 alkyl) is optionally substituted with substituents selected from C.sub.1 -C.sub.8 alkyl, COR.sup.7, CO.sub.2 R.sup.7, S(O).sub.n R.sup.9, cyano and aryl;n is independently at each occurrence 0, 1, or 2;R.sup.3 is H, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.2 -C.sub.10 alkoxyalkyl, C.sub.1 -C.sub.6 hydroxyalkyl, cyano, OR.sup.6, thiol, S(O).sub.n R.sup.9, NR.sup.6 R.sup.7, aryl, or heteroaryl;R.sup.4 is phenyl optionally substituted with 1 to 4 R.sup.5 groups;R.sup.5 is independently at each occurrence selected from C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.4 -C.sub.12 cycloalkylalkyl, where C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.4 -C.sub.12 cycloalkylalkyl are optionally substituted with 1-3 substituents independently selected at each occurrence from C.sub.1 -C.sub.4 alkyl, nitro, halogen, cyano, NR.sup.6 R.sup.7, NR.sup.8 COR.sup.7, NR.sup.8 CO.sub.2 R.sup.9, COR.sup.7, OR.sup.7, CONR.sup.6 R.sup.7, NR.sup.8 CONR.sup.6 R.sup.7, CO.sub.2 R.sup.7, thiol, or S(O).sub.n R.sup.9 ;ornitro, halogen, cyano, C.sub.1 -C.sub.4 haloalkyl, NR.sup.6 R.sup.7, NR.sup.8 COR.sup.7, NR.sup.8 CO.sub.2 R.sup.9, COR.sup.7, OR.sup.7, CONR.sup.6 R.sup.7, NR.sup.8 CONR.sup.6 R.sup.7, CO.sub.2 R.sup.7, thiol, or S(O).sub.n R.sup.9 ;R.sup.6 and R.sup.7 are independently at each occurrence selected from:(1) H;(2) C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.10 alkenyl, C.sub.3 -C.sub.10 alkynyl, C.sub.2 -C.sub.8 alkoxyalkyl, C.sub.3 -C.sub.6 cycloalkyl, or C.sub.4 -C.sub.12 cycloalkylalkyl, each optionally substituted with 1-6 substituents independently selected at each occurrence from C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, halogen, C.sub.1 -C.sub.4 haloalkyl, cyano, nitro, OR.sup.12, thiol, S(O).sub.n R.sup.9, COR.sup.12, CO.sub.2 R.sup.12, NR.sup.8 COR.sup.12, NR.sup.8 CONR.sup.11 R.sup.12, NR.sup.8 CO.sub.2 R.sup.9, NR.sup.11 R.sup.12, and CONR.sup.11 R.sup.12 ;(3) aryl, aryl(C.sub.1 -C.sub.4 alkyl), heteroaryl or heteroaryl(C.sub.1 -C.sub.4 alkyl), heterocyclyl, or heterocyclyl(C.sub.1 -C.sub.4 alkyl;R.sup.8 is independently at each occurrence selected from H, C.sub.1 -C.sub.4 alkyl, C3-C8 alkenyl, C.sub.3 -C.sub.6 cycloalkyl, or C.sub.4 -C.sub.7 cycloalkylalkyl;orphenyl or phenyl(C.sub.1 -C.sub.4 alkyl), each optionally substituted with 1-3 substitutents selected from C1-C4 alkyl, halogen, C1-C4, C1-C4 alkoxy, OH;R.sup.9 is independently at each occurrence selected from H, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.4 -C.sub.7 cycloalkylalkyl;orphenyl or phenyl(C.sub.1 -C.sub.4 alkyl), each optionally substituted with 1-3 substitutents selected from C1-C4 alkyl, halogen, C1-C4 haloalkyl, C1-C4 alkoxy, OH;R.sup.10 is H, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.8 alkoxyalkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.4 -C.sub.12 cycloalkylalkyl, aryl, aryl(C.sub.1 -C.sub.4 alkyl), heteroaryl, heteroaryl(C.sub.1 -C.sub.4 alkyl), heterocyclyl, heterocyclyl(C.sub.1 -C.sub.4 alkyl);R.sup.11 and R.sup.12 are independently at each occurrence selected from H, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.4 -C.sub.7 cycloalkylalkyl, or C.sub.1 -C.sub.4 haloalkyl;orphenyl or phenyl(C.sub.1 -C.sub.4 alkyl), each optionally substituted with 1-3 substitutents selected from C1-C4 alkyl, halogen, C1-C4 haloalkyl, C1-C4 alkoxy, OH;aryl is phenyl or naphthyl, each optionally substituted with 1 to 5 substituents independently selected at each occurrence from R.sup.13 ;heteroaryl is pyridyl, pyrimidinyl, triazinyl, furanyl, quinolinyl, isoquinolinyl, thienyl, imidazolyl, thiazolyl, indolyl, pyrrolyl, oxazolyl, benzofuranyl, benzothienyl, benzothiazolyl, isoxazolyl, pyrazolyl, triazolyl, tetrazolyl, 2,3-dihydrobenzofuranyl, 2,3-dihydrobenzothienyl, or indazolyl, each optionally substituted with 1 to 4 substituents independently selected from at each occurrence R.sup.13 ;heterocyclyl is saturated or partially saturated heteroaryl, optionally substituted with 1 to 3 substituents independently selected at each occurrence from R.sup.13 ;R.sup.13 is independently at each occurrence selected from C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.4 -C.sub.12 cycloalkylalkyl, where C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.4 -C.sub.12 cycloalkylalkyl are optionally substituted with 1-3 substituents independently selected at each occurrence from C.sub.1 -C.sub.4 alkyl, nitro, halogen, cyano, NR.sup.8 R.sup.9, NR.sup.8 COR.sup.9, NR.sup.8 CO.sub.2 R.sup.9, COR.sup.9, OR.sup.9, CONR.sup.8 R.sup.9, NR.sup.8 CONR.sup.8 R.sup.9, CO.sub.2 R.sup.9, thiol, or S(O).sub.n R.sup.9ornitro, halogen, cyano, C.sub.1 -C.sub.4 haloalkyl, NR.sup.8 R.sup.9, NR.sup.8 COR.sup.9, NR.sup.8 CO.sub.2 R.sup.9, COR.sup.9, OR.sup.9, CONR.sup.8 R.sup.9, NR.sup.8 CONR.sup.8 R.sup.9, CO.sub.2 R.sup.9, thiol, or S(O).sub.n R.sup.9 ; with the proviso that in formula (I) where R.sup.3 is methyl, R.sup.2 is not methyl.