Patent ID: 6242453
Filing Date: 2001-06-05
Classification: A61K,A61P,C07D

Abstract:
A compound of the formula ##STR16##wherein:Ar is phenyl, naphthyl, quinoline, isoquinoline, tetrahydronaphthyl, tetrahydroquinoline, tetrahydroisoquinoline, benzimidazole, benzofuran, indanyl, indenyl, benzyl, benzo[1,3]dioxol-5-yl and indole each being optionally substituted with one to three R.sub.2 or R.sub.3 groups;L is a chemical bond or a linking group wherein said linking group is a C.sub.1-10 saturated or unsaturated branched or unbranched carbon chain; wherein one or more methylene groups are optionally independently replaced by O, N or S; and wherein said linking group is optionally independently substituted with 0-oxo groups or one or more C.sub.1-4 branched or unbranched alkyl further optionally substituted by one or more halogen atoms;Q is selected from the group consisting of:a) phenyl, naphthyl, pyridine, pyrimidine, pyridazine, imidazole, benzimidazole, furan, thiophene, pyran, naphthyridine, oxazo[4,5-b]pyridine and imidazo[4,5-b]pyridine, which are optionally substituted with one to three groups consisting of halogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxy, mono- or di-(C.sub.1-3 alkyl)amino, C.sub.1-6 alkyl-S(O).sub.m and phenylamino wherein the phenyl ring is optionally substituted with one to two groups selected from the group consisting of halogen, C.sub.1-6 alkyl and C.sub.1-6 alkoxy;b) tetrahydropyran, tetrahydrofuran, 1,3-dioxolanone, 1,3-dioxanone, 1,4-dioxane, morpholine, thiomorpholine, thiomorpholine sulfoxide, piperidine, piperidinone, tetrahydropyrimidone, cyclohexanone, cyclohexanol, pentamethylene sulfide, pentamethylene sulfoxide, pentamethylene sulfone, tetramethylene sulfide, tetramethylene sulfoxide and tetramethylene sulfone which are optionally substituted with one to three groups selected from the group consisting of consisting of C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxy, mono- or di-(C.sub.1-3 alkyl)amino-C.sub.1-3 alkyl, phenylamino-C.sub.1-3 alkyl and C.sub.1-3 alkoxy-C.sub.1-3 alkyl;c) C.sub.1-6 alkoxy, secondary or tertiary amine wherein the amino nitrogen is covalently bonded to groups selected from the group consisting of C.sub.1-3 alkyl and C.sub.1-5 alkoxyalkyl, phenylamino, wherein the phenyl ring is optionally substituted with one to two groups selected from the group consisting of halogen, C.sub.1-6 alkoxy, hydroxy or mono- or di-(C.sub.1-3 alkyl)amino, C.sub.1-6 alkyl-S(O).sub.m, phenyl-S(O).sub.m, wherein the phenyl ring is optionally substituted with one to two groups selected from the group consisting of halogen, C.sub.1-6 alkoxy, hydroxy or mono- or di-(C.sub.1-3 alkyl)amino; ord) hydrogen;R.sub.1 is selected from the group consisting of:a) C.sub.3-10 branched or unbranched alkyl, which may optionally be partially or fully halogenated, and optionally substituted with one to three phenyl, naphthyl or heterocyclic groups selected from the group consisting of pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, pyrrolyl, imidazolyl, pyrazolyl, thienyl, furyl, isoxazolyl and isothiazolyl; each such phenyl, naphthyl or heterocycle, selected from the group hereinabove described, being substituted with 0 to 5 groups selected from the group consisting of halogen, C.sub.1-6 branched or unbranched alkyl which is optionally partially or fully halogenated, C.sub.3-8 cycloalkyl, C.sub.5-8 cycloalkenyl, hydroxy, cyano, C.sub.1-3 alkyloxy which is optionally partially or fully halogenated, --C(O)NH.sub.2 and di(C.sub.1-3)alkylaminocarbonyl;b) C.sub.3-7 cycloalkyl selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentanyl, cyclohexanyl, cycloheptanyl, bicyclopentanyl, bicyclohexanyl and bicycloheptanyl, which may optionally be partially or fully halogenated and which may optionally be substituted with one to three C.sub.1-3 alkyl groups, or an analog of such cycloalkyl group wherein one to three ring methylene groups are replaced by groups independently selected from O, S, CHOH, >C.dbd.O, >C.dbd.S and NH;c) C.sub.3-10 branched alkenyl which may optionally be partially or fully halogenated, and which may optionally be substituted with one to three C.sub.1-5 branched or unbranched alkyl, phenyl, naphthyl or heterocyclic groups, with each such heterocyclic group being independently selected from the group consisting of pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, pyrrolyl, imidazolyl, pyrazolyl, thienyl, furyl, isoxazolyl and isothiazolyl, and each such phenyl, naphthyl or heterocyclic group being substituted with 0 to 5 groups selected from halogen, C.sub.1-6 branched or unbranched alkyl which is optionally partially or fully halogenated, cyclopropyl, cyclobutyl, cyclopentanyl, cyclohexanyl, cycloheptanyl, bicyclopentanyl, bicyclohexanyl and bicycloheptanyl, hydroxy, cyano, C.sub.1-3 alkyloxy which is optionally partially or fully halogenated, C(O)NH.sub.2, mono- or di(C.sub.1-3)alkylaminocarbonyl;d) C.sub.5-7 cycloalkenyl selected from the group consisting of cyclopentenyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, cycloheptadienyl, bicyclohexenyl and bicycloheptenyl, wherein such cycloalkenyl group may optionally be substituted with one to three C.sub.1-3 alkyl groups;e) cyano; and,f) methoxycarbonyl, ethoxycarbonyl and propoxycarbonyl;R.sub.2 and R.sub.3 are each independently a C.sub.1-6 branched or unbranched alkyl which may optionally be partially or fully halogenated;m is 0, 1, 2 or 3;X is O or S; andpharmaceutically acceptable salts or tautomers thereof.