Patent ID: 6207664
Filing Date: 2001-03-27
Classification: C07D

Abstract:
A compound of Formula I ##STR10##or a pharmaceutically acceptable salt of said compoundwherein A is phenyl or naphthyl, said phenyl or naphthyl optionally mono-, di- or tri-substituted independently with R.sup.3, R.sup.9 and R.sup.10 ;X is oxy or thio;Y is oxy, thio or methylene;R.sup.1 and R.sup.2 are each independently hydrogen, halo, hydroxyl, trifluoromethyl, (C.sub.1 -C.sub.4)alkyl, fluorinated (C.sub.1 -C.sub.4)alkyl having from 1 to 9 fluorines, (C.sub.1 -C.sub.4)alkoxy, fluorinated (C.sub.1 -C.sub.4)alkoxy having from 1 to 9 fluorines, (C.sub.1 -C.sub.4)alkylthio, (C.sub.1 -C.sub.4)alkylsulfinyl, (C.sub.1 -C.sub.4)alkylsulfonyl, phenyl, amino, mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkylamino, carboxyl, (C.sub.1 -C.sub.4)alkoxycarbonyl, carbamoyl, mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkylcarbamoyl, (C.sub.1 -C.sub.4)alkanoylamino, fluorinated (C.sub.1 -C.sub.4)alkanoylamino having from 1 to 9 fluorines, (C.sub.1 -C.sub.4)alkylsulfonylamino or fluorinated (C.sub.1 -C.sub.4)alkylsulfonylamino having from fluorines, (C.sub.1 -C.sub.6)alkanoyl, (C.sub.1 -C.sub.6)alkanoyl(C.sub.1 -C.sub.6)alkyl, oxazolyl, thiazolyl, isoxazolyl, pyrazolyl or isothiazolyl wherein said preceding heterocycles are carbon linked or wherein R.sup.1 and R.sup.2 can be taken together to form a five, six or seven membered carbocyclic ring or can be taken together to form methylenedioxyl, ethylenedioxyl or propylenedioxyl and such rings formed by taking R.sup.1 and R.sup.2 together are fused at the e and f positions;R.sup.3, R.sup.9 and R.sup.10 are each independently hydrogen, halo, hydroxyl, trifluoromethyl, (C.sub.1 -C.sub.4)alkyl, fluorinated (C.sub.1 -C.sub.4)alkyl having from 1 to 9 fluorines, (C.sub.1 -C.sub.4)alkoxy, fluorinated (C.sub.1 -C.sub.4)alkoxy having from 1 to 9 fluorines, (C.sub.1 -C.sub.4)alkylthio, (C.sub.1 -C.sub.4)alkylsulfinyl, (C.sub.1 -C.sub.4)alkylsulfonyl, phenyl, amino, mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkylamino, carboxyl, (C.sub.1 -C.sub.4)alkoxycarbonyl, carbamoyl, mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkylcarbamoyl, (C.sub.1 -C.sub.4)alkanoylamino, fluorinated (C.sub.1 -C.sub.4)alkanoylamino having from 1 to 9 fluorines, (C.sub.1 -C.sub.4)alkylsulfonylamino or fluorinated (C.sub.1 -C.sub.4)alkylsulfonylamino having from 1 to 9 fluorines, (C.sub.1 -C.sub.6)alkanoyl, (C.sub.1 -C.sub.6)alkanoyl(C.sub.1 -C.sub.6)alkyl, oxazolyl, thiazolyl, isoxazolyl, pyrazolyl or isothiazolyl wherein said preceding heterocycles are carbon linked or wherein R.sup.3 and R.sup.9 can be taken together to form a five, six or seven membered carbocyclic ring or can be taken together to form methylenedioxyl, ethylenedioxyl or propylenedioxyl ring;R.sup.4 is phenyl, (C.sub.1 -C.sub.7)alkyl, (C.sub.1 -C.sub.7)alkenyl or (C.sub.3 -C.sub.4)cycloalkylmethyl wherein said phenyl, (C.sub.1 -C.sub.7)alkyl, (C.sub.1 -C.sub.7)alkenyl or (C.sub.3 -C.sub.4)cycloalkylmethyl are optionally mono-, di-, or tri-substituted independently with hydroxyl, oxo, (C.sub.1 -C.sub.4)alkyl, amino, carboxy, thiol, (C.sub.1 -C.sub.4)alkoxy, fluorinated (C.sub.1 -C.sub.4)alkoxy having from 1 to 9 fluorines, (C.sub.1 -C.sub.4)alkylthio, (C.sub.1 -C.sub.4)alkylsulfinyl, (C.sub.1 -C.sub.4)alkylsulfonyl, mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkylamino, mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkylaminocarbonyl, or mono-N-or di-N,N(C.sub.1 -C.sub.4)alkylaminosulfonyl; orR.sup.4 is (C.sub.1 -C.sub.7)alkyl substituted with 1 to 15 fluorines or (C.sub.3 -C.sub.4)cycloalkylmethyl substituted with 1 to 9 fluorines; orR.sup.4 is het(C.sub.1 -C.sub.6)alkyl wherein het is a 4-7 member saturated, partially unsaturated or fully unsaturated heterocycle containing independently one to three O, N or S atoms and said het is optionally mono-substituted with (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxy, hydroxyl, halo, amino or mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkylamino;Z is carboxyl, (C.sub.1 -C.sub.4)alkoxycarbonyl, aminocarbonyl, cyano, hydroxyaminocarbonyl, --C(O)N(H)SO.sub.2 R.sup.5, tetrazol-5-yl, 4,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl, tetrazol-5-yl-aminocarbonyl, 3-oxoisoxazolidin-4-yl-aminocarbonyl, N(R.sup.12)CONR.sup.13 R.sup.14, N(R.sup.12)CO.sub.2 (C.sub.1 -C.sub.4)alkyl, N(R.sup.12)COR.sup.15, ##STR11##mono-N-or di-N,N-(C.sub.1 -C.sub.6)alkylaminocarbonyl wherein each of said (C.sub.1 -C.sub.6)alkyl is optionally mono- or di-substituted independently with V or V.sup.1 , or --C(O)N(H)--(C.sub.0 -C.sub.4)alkyl-R.sup.20wherein said (C.sub.0 -C.sub.4)alkyl may optionally be mono-substituted with carboxyl andwherein R.sup.20 is a partially saturated, fully saturated or fully unsaturated three to eight membered ring optionally having one to four heteroatoms selected independently from oxygen, sulfur and nitrogen, or a bicyclic ring consisting of two fused partially saturated, fully saturated or fully unsaturated three to six membered rings, taken independently, optionally having one to four heteroatoms selected independently from nitrogen, sulfur and oxygen;wherein said R.sup.20 substituent is optionally mono-, di- or tri-substituted independently with halo, (C.sub.2 -C.sub.6)alkenyl, (C.sub.1 -C.sub.6)alkyl, hydroxy, (C.sub.1 -C.sub.6)alkoxy, (C.sub.1 -C.sub.4)alkylthio, amino, nitro, cyano, oxo, carboxy, (C.sub.1 -C.sub.6)alkyloxycarbonyl, mono-N- or di-N,N-(C.sub.1 -C.sub.6)alkylamino wherein said (C.sub.1 -C.sub.6)alkyl substituent is optionally mono-, di- or tri-substituted independently with halo, hydroxy, (C.sub.1 -C.sub.6)alkoxy, (C.sub.1 -C.sub.4)alkylthio, amino, nitro, cyano, oxo, carboxy, (C.sub.1 -C.sub.6)alkyloxycarbonyl, mono-N- or di-N,N-(C.sub.1 -C.sub.6)alkylamino, wherein said (C.sub.1 -C.sub.6)alkyl substituent is also optionally substituted with from one to nine flourines;R.sup.12, R.sup.13 and R.sup.14 are each independently H or (C.sub.1 -C.sub.4)alkyl;R.sup.15 is H or (C.sub.1 -C.sub.4)alkyl;R.sup.5 is H, amino or mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkylamino; or R.sup.5 is (C.sub.1 -C.sub.4)alkyl optionally substituted with 1 to 9 fluorines, amino, mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkylamino, carboxyl, (C.sub.1 -C.sub.4)alkoxycarbonyl, carbamoyl or mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkylcarbamoyl; phenyl optionally mono- or di-substituted independently with methyl, methoxyl, fluoro, trifluoromethoxyl, carboxyl, (C.sub.1 -C.sub.4)alkoxycarbonyl, methylthio, methylsulfinyl, methylsulfonyl, (C.sub.1 -C.sub.4)alkylsulfonylamino or mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkylaminosulfonyl; or R.sup.5 is thiazolyl, isothiazolyl, thienyl, furyl, pyridinyl or any of said heterocycles optionally mono-substituted with carboxyl or mono- or di-substituted with methyl;T forms a four to seven membered mono- or di-aza, saturated ring, said ring optionally containing thio and said ring optionally mono-substituted on carbon with hydroxyl; andV and V.sup.1 are each independently hydrogen, hydroxyl, amino, mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkylamino, carbamoyl, mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkylcarbamoyl, carboxyl, (C.sub.1 -C.sub.4)alkoxy, fluorinated (C.sub.1 -C.sub.4)alkoxy having from 1 to 9 fluorines, (C.sub.1 -C.sub.4)alkoxycarbonyl, aminocarbonyl, cyano, thiol, sulfamoyl, (C.sub.1 -C.sub.4)alkylthio, (C.sub.1 -C.sub.4)alkylsulfonyl, (C.sub.1 -C.sub.4)alkylsulfinyl, (C.sub.1 -C.sub.4)alkylsulfonylamino, fluorinated (C.sub.1 -C.sub.4)alkylsulfonylamino having from 1 to 9 fluorines, mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkylaminosulfonyl, (C.sub.1 -C.sub.4)alkanoylamino, fluorinated (C.sub.1 -C.sub.4)alkanoylamino having from 1 to 9 fluorines, ureido, mono-N- or di-N,N-(C.sub.1 -C.sub.4)alkyl ureido, imidazolyl, pyridyl, tetrazol-5-yl, 4,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl, tetrazol-5-yl-aminocarbonyl, 3-oxoisoxazolidin-4-yl-aminocarbonyl or (C.sub.0 -C.sub.6)alkyl said (C.sub.0 -C.sub.6) alkyl optionally mono- or di-substituted independently with carboxyl or (C.sub.1 -C.sub.4)alkoxycarbonyl.