ARYL OR HETEROARYL AMIDES OF TETRAHYDRONAPHTHALENE, CHROMAN, THIOCHROMAN AND 1,2,3,4- TETRAHYDROQUINOLINE CARBOXYLIC ACIDS, HAVING AN ELECTRON WITHDRAWING SUBSTITUENT IN THE AROMATIC OR HETEROAROMATIC MOIETY, HAVING RETINOID-LIKE BIOLOGICAL ACTIVITY

摘要

Compounds of the formula wherein X is S, O, NR' where R' is H or alkyl of 1 to 6 carbons, or X is [C(R1)2]n where n is an integer between 0 and 2; R1 is independently H or alkyl of 1 to 6 carbons; R2 is hydrogen, or lower alkyl of 1 to 6 carbons; R3 is hydrogen, lower alkyl of 1 to 6 carbons or F; m is an integer having the value of 0-2; o is an integer having the value of 0-4; p is an integer having the value of 0-2; r is an integer having the value 0-2 with המדפיס הממשלתי מכשיר שרת, יומן הפטנטים, עמ' the proviso that when X is O the sum p and r is at least 1; Y is a phenyl or naphthyl group, or heteroaryl selected from a gorup consisting of pyridyl, thienyl, furyl, pyridazinyl, pyrimidinyl, pyrazinyl, thiazolyl, oxazolyl, imidazolyl and pyrazolyl, said phenyl, naphthyl and heteroaryl groups being optionally substituted with one or two R2 groups; W is a substituent selected from the group consisting of F, Br, Cl, I, C1-6 alkyl, fluoro substituted C1-6 alkyl, NO2, N3, OH, OCH2CH3, OC1-10 alkyl, tetrazol, CN, SO2C1-6-alkyl, SOC1-6-fluoro substituted alkyl, CO-C1-6 alkyl, SO2C1-6 alkyl, COOR8, phenyl, phenyl itself substituted with a W group other than with phenyl or substituted phenyl; L is -(C=Z)-NH- or -NH-(C=Z)- Z is O or S; A is (CH2)q where q is 0-5, lower 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 2 or 2 triple bonds, and B is COOH or a pharmaceutically acceptable salt thereof, COOR8, CONR9R10, -CH2OH, CH2R11, CH2OCOR11, CHO, CH(OR12)2, CHOR13O, -COR7, CR7(OR12)2, CR7OR13O, where R7 is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons, R8 is an alkyl group of 1 to 10 carbons 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 lower 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 lower alkylphenyl, R11 is lower alkyl, phenyl or lower alkylphenyl, R12 is lower alkyl, and R13 is divalent alkyl radical of 2-5 carbons. _______________