Patent ID: 6326368
Filing Date: 2001-12-04
Classification: A61P,C07D

Abstract:
A compound of formula (I): ##STR13##or a pharmaceutically acceptable salt thereof, wherein:Q=O, S(O)n;R.sup.1 is C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkenyl, C.sub.1 -C.sub.4 -alkynyl, C.sub.1 -C.sub.2 haloalkyl, halogen, NR.sup.6 R.sup.7, SR.sup.8, CN;R.sup.3 is C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.2 haloalkyl, halogen, NR.sup.6 R.sup.7, OR.sup.8, SR.sup.8,(CH.sub.2).sub.k NR.sup.6 R.sup.7, (CH.sub.2).sub.k OR.sup.8, CH(CHR.sup.16 CHR.sup.16 OR.sup.8).sub.2, CH(CN)aryl, CH(CN).sub.2, CHR.sup.16 (CHR.sup.16).sub.p OR.sup.8, (CHR.sup.16).sub.p aryl wherein the aryl group is substituted with 1-3 R.sup.18, (CHR.sup.16).sub.p heteroaryl wherein the heteroaryl group is substituted with 1-3 R.sup.18, or R.sup.3 is 1-tetrahydroquinolinyl, 2-tetrahydroisoquinolinyl, phenyl or heteroaryl substituted with 1-3 S(O)z--(C.sub.1 -C.sub.6)alkyl;X and X' are independently selected at each occurrence from the group consisting of alkyl, halogen, S(O).sub.n R.sup.8, OR.sup.8, halomethyl, NR.sup.14 R.sup.15, CN;R.sup.5 is H, halo, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.6 alkoxy, (CHR.sup.16).sub.p OR.sup.8, (CHR.sup.16).sub.p S(O).sub.n R.sup.8, (CHR.sup.16).sub.p NR.sup.14 R.sup.15, C.sub.3 -C.sub.6 cycloalkyl, C.sub.4 -C.sub.6 cycloalkenyl, CN;R.sup.6 and R.sup.7 are independently selected at each occurrence from the group consisting of: hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.10 cycloalkyl, C.sub.3 -C.sub.10 cycloalkylalkyl, CH(R.sup.16) (CHR.sup.16).sub.p OR.sup.8, (CHR.sup.16).sub.p OR.sup.8, --(C.sub.1 -C.sub.6 alkyl)-aryl, heteroaryl, --(C.sub.1 -C.sub.6 alkyl)-heteroaryl or aryl optionally substituted with 1-3 groups selected from the following: hydrogen, halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, amino, NHC(.dbd.O)(C.sub.1 -C.sub.6 alkyl), NH(C.sub.1 -C.sub.6 alkyl), N(C.sub.1 -C.sub.6 alkyl).sub.2, nitro, CO.sub.2 (C.sub.1 -C.sub.6 alkyl), cyano, S(O).sub.z --(C.sub.1 -C.sub.6 -alkyl), orR.sup.6 and R.sup.7 can be taken together to form --(CH.sub.2).sub.q A(CH.sub.2).sub.r --, optionally substituted with 0-3 R.sup.17, or when considered with the commonly attached nitrogen, R.sup.6 and R.sup.7 can be taken together to form a heterocycle, said heterocycle being substituted on carbon with 1-3 groups consisting of: hydrogen, C.sub.1 -C.sub.6 alkyl, (C.sub.1 -C.sub.6)alkyl(C.sub.1 -C.sub.4)alkoxy, hydroxy, or C.sub.1 -C.sub.6 alkoxy;A is CH.sub.2, O, S(O).sub.n, N(C(.dbd.O)R.sup.24), N(R.sup.19), C(H)(NR.sup.14 R.sup.15), C(H)(OR.sup.20), C(H)(C(.dbd.O)R.sup.21), N(S(O).sub.n R.sup.21);R.sup.8 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, (CH.sub.2).sub.t R.sup.22, C.sub.3 -C.sub.10 cycloalkyl, cycloalkylalkyl, --(C.sub.1 -C.sub.6 alkyl)-aryl, heteroaryl, --(C.sub.1 -C.sub.6 alkyl)-heteroaryl or aryl optionally substituted with 1-3 groups selected from the following: hydrogen, halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, amino, NHC(.dbd.O)(C.sub.1 -C.sub.6 alkyl), NH(C.sub.1 -C.sub.6 alkyl), N(C.sub.1 -C.sub.6 alkyl).sub.2, nitro, CO.sub.2 (C.sub.1 -C.sub.6 alkyl), cyano; S(O).sub.z (C.sub.1 -C.sub.6 -alkyl);R.sup.14 and R.sup.15 are independently hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, (CH.sub.2).sub.t R.sup.22, aryl substituted with 0-3 R.sup.18 ;R.sup.16 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.17 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halo, OR.sup.23, SR.sup.23, NR.sup.23 R.sup.24, (C.sub.1 -C.sub.6) alkyl, (C.sub.1 -C.sub.4) alkoxy;R.sup.18 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.2 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C(.dbd.O)R.sup.24, NO.sub.2, halogen or cyano;R.sup.19 is C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, (CH.sub.2).sub.w R.sup.22, aryl substituted with 0-3 R.sup.18 ;R.sup.20 is hydrogen, C(.dbd.O)R.sup.22, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl;R.sup.21 is hydrogen, C.sub.1 -C.sub.4 alkoxy, NR.sup.23 R.sup.24, hydroxyl or C.sub.1 -C.sub.4 alkyl;R.sup.22 is cyano, OR.sup.24, SR.sup.24, NR.sup.23 R.sup.24, C.sub.3 -C.sub.6 cycloalkyl;R.sup.23 and R.sup.24 are independently selected at each occurrence from hydrogen or C.sub.1 -C.sub.4 alkyl;k is 1-4;n is independently selected at each occurrence from 0-2;p is 0-3;q is 0-3;r is 1-4;t is independently selected at each occurrence from 1-6;z=0-3; andw=1-6,wherein aryl is selected from the group consisting of phenyl, biphenyl and napthyl,wherein heteroaryl is selected from the group consisting of 2-, or 3-, or 4-pyridyl, 2- or 3-furyl, 2- or 3-benzofuranyl, 2-, or 3-thiophenyl, 2- or 3-benzo[b]thiophenyl, 2-, or 3-, or 4-quinolinyl, 1-, or 3-, or 4-isoquinolinyl, 2- or 3-pyrrolyl, 1- or 2- or 3-indolyl, 2-, or 4-, or 5-oxazolyl, 2-benzoxazolyl, 2- or 4- or 5-imidazolyl, 1- or 2-benzimidazolyl, 2- or 4- or 5-thiazolyl, 2-benzothiazolyl, 3- or 4- or 5-isoxazolyl, 3- or 4- or 5-pyrazolyl, 3- or 4- or 5-isothiazolyl, 3- or 4-pyridazinyl, 2- or 4- or 5-pyrimidinyl, 2-pyrazinyl, 2-triazinyl, 3- or 4-cinnolinyl, 1-phthalazinyl, 2- or 4-quinazolinyl, or 2-quinoxalinyl ring, andwherein heterocyclic is selected from the group consisting of pyridyl, pyrimidinyl, furanyl, thienyl, pyrrolyl, pyrazolyl, imidazolyl, tetrazolyl, benzofuranyl, benzothiophenyl, indolyl, indolenyl, quinolinyl, isoquinolinyl or benzimidazolyl, piperidinyl, 4-piperidonyl, pyrrolidinyl, 2-pyrrolidonyl, pyrrolinyl, tetrahydrofuranyl, tetrahydroquinolinyl, tetrahydroisoquinolinyl, decahydroquinolinyl or octahydroisoquinolinyl, azocinyl, triazinyl, 6H-1,2,5-thiadiazinyl, 2H,6H-1,5,2-dithiazinyl, thiophenyl, thianthrenyl, furanyl, pyranyl, isobenzofuranyl, chromenyl, xanthenyl, phenoxathiinyl, 2H-pyrrolyl, pyrrole, imidazolyl, pyrazolyl, isothiazolyl, isoxazole, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolizinyl, isoindole, 3H-indolyl, indolyl, 1H-indazolyl, purinyl, 4H-quinolizinyl, isoquinolinyl, quinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, pteridinyl, 4a,H-carbazole, carbazole, .beta.-carbolinyl, phenanthridinyl, acridinyl, perimidinyl, phenanthrolinyl, phenazinyl, phenarsazinyl, phenothiazinyl, furazanyl, phenoxazinyl, isochromanyl, chromanyl, pyrrolidinyl, pyrrolinyl, imidazolidinyl, imidazolinyl, pyrazolidinyl, pyrazolinyl, piperidinyl, piperazinyl, indolinyl, isoindolinyl, quinuclideinyl, morpholinyl or oxazolidinyl;with the proviso that R.sup.1 and R.sup.3 are not the same.