Tetrahdroquinolin-2-one 6 or 7-yl, tetrahdroquinilin-2-thione 6 or 7-yl pentadienoic acid and related derivatives having retinoid-like biological activity

Claim 1

A compound of Formula 1 ##STR11## where Y is a bivalent radical having Formula 3 ##STR12## the two X 1 groups jointly represent an oxo (═O) or thione (═S) function, or X 1 is independently selected from H or alkyl of 1 to 6 carbons; the two X 2 groups jointly represent an oxo (═O) or a thione (═S) function, or X 2 is independently selected from H or alkyl of 1 to 6 carbons, with the proviso that one of the joint X 1 grouping or of the joint X 2 grouping represents an oxo (═O) or a thione (═S) function; W is O, C(R 1 ) 2 , or W does not exist; R 1 is independently H, lower alkyl of 1 to 6 carbons, or lower fluoroalkyl of 1 to 6 carbons; R 2 is independently H, lower alkyl of 1 to 6 carbons, or lower fluoroalkyl of 1 to 6 carbons; R 3 is hydrogen, lower alkyl of I to 6 carbons, OR 1 , fluoro substituted lower alkyl of 1 to 6 carbons or halogen, NO 2 , NH 2 , NHCO(C 1 -C 6 alkyl, or NHCO(C 1 -C 6 )alkenyl; A is hydrogen, COOH or a pharmaceutically acceptable salt thereof, COOR 8 , CONR 9 R 10 , --CH 2 OH, CH 2 OR 11 , CH 2 OCOR 11 , CHO, CH(OR 12 ) 2 , CH(OR 13 O), --COR 7 , CR 7 (OR 12 ) 2 , CR 7 (OR 13 O), or Si(C 1-6 alkyl) 3 , where R 7 is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons, R 8 is an alkyl group of 1 to 10 carbons or (trimethylsilyl)alkyl where the alkyl group has 1 to 10 carbons, or a cycloalkyl group of 5 to 10 carbons, or R 8 is phenyl or lower alkylphenyl, R 9 and R 10 independently are hydrogen, an alkyl group of 1 to 10 carbons, or a cycloalkyl group of 5-10 carbons, or phenyl, hydroxyphenyl or lower alkylphenyl, R 11 is lower alkyl, phenyl or lower alkylphenyl, R 12 is lower alkyl, and R 13 is divalent alkyl radical of 2-5 carbons, and R 14 is H, alkyl of 1 to 10 carbons, fluoro-substituted alkyl of 1 to 10 carbons, alkenyl of 2 to 10 carbons and having 1 to 3 double bonds.