Patent ID: 6388076
Filing Date: 2002-05-14
Classification: C07D

Abstract:
A compound with the structure depicted in Formula (A9): wherein at least one of R1 and R2 substituents has the structure depicted in Formula (B) wherein(i) Râ€² and Râ€³ are independently selected from the group consisting of hydrogen, halo, cyano, nitro, trihalomethyl, C1-11alkyl, substituted or unsubstituted arylC1-11alkyl wherein the aryl substituents are independently selected from the group consisting of hydrogen, halo, nitro, cyano, trihalomethyl, hydroxypyronyl, C1-11alkyl, arylC1-11alkyl, C0-11alkyloxyC0-11alkyl, arylC0-11alkyloxyC0-11alkyl, C0-11alkylthioC0-11alkyl, arylC0-11alkylthioC0-11alkyl, C0-11alkylamioC0-11alkyl, arylC0-11alkylaminoC0-11alkyl, di(arylC1-11alkyl)aminoC0-11alkyl, C1-11alkylcarbonylC0-11alkyl, aryC1-11alkylcarbonylC0-11alkyl, C0-11alkylcarboxyC0-11alkyl, arylC1-11alkylcarboxyC0-11alkyl, C1-11alkylcarbonylaminoC0-11alkyl, arylC1-11alkylcarbonylaminoC0-11alkyl, â€”C0-11alkylCOOR4, â€”C0-11alkylCONR5R6 wherein R4, R5 and R6 are independently selected from hydrogen, C1-C11alkyl, arylC0-C11alkyl, or R5 and R6 are taken together with the nitrogen to which they are attached forming a ring system containing 3 to 8 carbon atoms with at least one C1-C11alkyl, arylC0-C11alkyl substituent. (ii) Râ€²â€³ is selected from the group consisting of (a) hydrogen, (b) C1-11alkyl, substituted C1-11alkyl wherein the substituents are independently selected from halo, cyano, nitro, trihalomethyl, carbamoyl, tetrahydrofuryl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, hydroxypyronyl, C0-11alkyloxy, arylC0-11alkyloxy, C0-11alkylthio, arylC0-11alkylthio, C0-11alkylamino, arylC0-11alkylamino, di(arylC0-11alkyl)amino, C1-11alkylcarbonyl, arylC1-11alkylcarbonyl, C1-11alkylcarboxy, arylC1-11alkylcarboxy, C1-11alkylcarbonylamino, arylC1-11alkylcarbonylamino, â€”C0-11alkylCOOR7,â€”C0-11alkyCONR8R9 wherein R7, R8 and R9 are independently selected from hydrogen, C1-C11alkyl, arylC0-11alkyl, or R8 and R9 are taken together with the nitrogen to which they are attached forming a ring system containing 3 to 8 carbon atoms with at least one C1-C11alkyl, arylC0-C11 alkyl substituent, (c) mono-, di- and tri-substituted arylC0-C11 alkyl wherein the aryl substituents are defined as above for Râ€² and Râ€³, (iii) X is a mono-, di- or trisubstituted aryl wherein the aryl substituents are defined as above for Râ€² and Râ€³, and aryl is selected from phenyl, biphenyl, naphthyl, dihydronaphthyl, tetrahydronaphthyl, indenyl, indanyl, azulenyl, anthryl, phenanthryl, fluorenyl, pyrenyl, thienyl, benzothienyl, isobenzothienyl, 2,3-dihydrobenzothienyl, furyl, pyranyl, benzofuranyl, isobenzofuiranyl, 2,3-dihydrobenzofrranyl, pyrrolyl, indolyl, isoindolyl, indolizinyl, indazolyl, imidazolyl, benzimidazolyl, pyridyl, pyrazinyl, pyradazinyl, pyrimidinyl, triazinyl, quinolyl, isoquinolyl, 4H-quinolizinyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, 1,8-naphthyridinyl, pteridinyl, carbazolyl, acridinyl, phenazinyl, phenothiazinyl, phenoxazinyl, chromanyl, benzodioxolyl, piperonyl, purinyl, hydroxypronyl, pyrazolyl, triazolyl, tetrazolyl, thiazolyl, isothiazolyl, benzthiazolyl, oxazolyl, isoxazolyl, benzoxazolyl, oxadiazolyl, or thiadiazolyl, and wherein the remaining of R1 and R2 is independently selected from the group consisting of:(i) hydrogen; (ii) C1-11alkyl, substituted C1-11alkyl wherein the alkyl substituents are defined as above, (iii) arylC0-11alkyl, (iv) mono-, di- and tri-substituted arylC0-C11alkyl wherein the aryl substituents are defined as above, and wherein m is an integer between 0 and 3 and each R3 is independently selected from the group consisting of hydrogen, halo, nitro, cyano, trihalomethyl, hydroxypyronyl, C1-11alkyl, C0-11alkyloxyC0-11alkyl, arylC0-11alkyloxyC0-11alkyl, C0-11alkylthioC0-11alkyl, arylC0-11alkylthioC0-11alkyl, C0-11alkylaminoC0-11alkyl, arylC0-11alkylaminoC0-11alkyl, di(arylC1-11alkyl)aminoC0-11alkyl, C0-11alkylcarbonylC0-11alkyl, C1-11alkylcarboxyC0-11alkyl, C1-11alkylcarbonylaminoC0-11alkyl, arylC1-11alkylcarbonylC0-11alkyl, arylC1-11alkylcarboxyC0-11alkyl, arylC0-11alkylcarbonylaminoC0-11alyl, â€”CH&boxH;CHCOOR10, â€”CH&boxH;CHCONR11R12, â€”C0-11alkylCOOR13, â€”C0-11alkylCONR14R15 wherein R10 thru R15 are independently selected from hydrogen, C1-C11 alkyl, arylC0-C11alkyl, or R11 and R12 are taken together with the nitrogen to which they are attached forming a ring system containing 3 to 8 carbon atoms with at least one C1-C11alkyl arylC0-C11alkyl substituent, or R14 and R15 are taken together with the nitrogen to which they are attached forming a ring system containing 3 to 8 carbon atoms with at least one C1-C11alkyl, arylC0-C11alkyl substituent, or its pharmaceutically acceptable salts, or solvates thereof.