Patent ID: 6683092
Filing Date: 2004-01-27
Classification: C07D

Abstract:
A compound of the formula where X is O or S;m is an integer having the values of 0 to 2; n is an integer having the values of 0 to 3; R1 is independently H, or alkyl of 1 to 6 carbons; R2 is independently H, alkyl of 1 to 6 carbons, F, Cl, Br or I; R3 is alkyl of 5 to 11 carbons, alkenyl of 5 to 11 carbons and having one or two double bonds, alkynyl of 5 to 11 carbons and having one to two triple bonds, alkenyl-alkynyl having 5 to 11 carbons and one double and one triple bond, or R3 is (CH2)r-phenyl-(CH2)sâ€”(CH3)t where r is an integer having the values of 0 to 7, s is an integer having the values of 0 to 6, and t is an integer having the values of 0 to 1, with the provisos that the sum of r, s and t is in the range of 1 to 7, the phenyl group is 1,3 (meta) or 1,4 (para) substituted with the (CH2)r and (CH2)sâ€”(CH3)t groups, the phenyl group optionally being further substituted with one or two R4 groups R4 is independently H, alkyl of 1 to 6 carbons, F, Cl, Br or I, alkoxy of 1 to 3 carbons, thioalkoxy of 1 to 3 carbons; NO2, amino, alkylamino or dialkylamino where the alkyl group has 1 to 3 carbons; Y is a phenyl or naphthyl group, or heteroaryl selected from a group consisting of pyridyl, thienyl, furyl, pyridazinyl, pyrimidinyl, pyrazinyl, thiazolyl, oxazolyl, imidazolyl and pyrrazolyl, said phenyl and heteroaryl groups being optionally substituted with one or two R4 groups; A is (CH2)q where q is 0-5, branched chain alkyl having 3-6 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-6 carbons and 1 or 2 double bonds, alkynyl having 2-6 carbons and 1 or 2 triple bonds, and B is COOH, COOR8, CONR9R10, â€”CH2OH, CH2OR11, CH2OCOR11, CHO, CH(OR12)2, CHOR13O, â€”COR7, CR7(OR12)2, CR7OR13O, or tri-C1-6 alkylsilyl, where R7 is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons, R8 is an alkyl group of 1 to 10 carbons, OCH2OC-1-3 alkyl or OCH2OCOC-1-3 alkyl, or trimethylsilylalkyl where the alkyl group has 1 to 10 carbons, or a cycloalkyl group of 5 to 10 carbons, or R8 is phenyl or C1-6 alkylphenyl, R9 and R10 independently are hydrogen, an alkyl group of 1 to 10 carbons, or a cycloalkyl group of 5-10 carbons, or phenyl or C1-6 alkylphenyl, R11 is C1-6 alkyl, phenyl or C1-6 alkylphenyl, R12 is C1-6 alkyl, and R13 is divalent alkyl radical of 2-5 carbons, or a pharmaceutically acceptable salt of said compound.