Tetrahydronaphthalene derivatives substituted in the 8 position with alkyhidene groups having retinoid and/or retinoid antagonist-like biological activity

A compound of the formula ##STR29## wherein X.sub.1 is (C(R.sub.1).sub.2).sub.n where R.sub.1 is independently H or alkyl of 1 to 6 carbons, and n is an integer between 0 and 2;

• Z is
• --N.dbd.N--,
• --N(O).dbd.N--,
• --N.dbd.N(O)--,
• --N.dbd.CR.sub.1 --,
• --CR.sub.1 .dbd.N,
• --(CR.sub.1 .dbd.CR.sub.1).sub.n',
• where n' is an integer having the value 0-2,
• --CO--NR.sub.1 --,
• --CS--NR.sub.1 --,
• --NR.sub.1 --CO,
• --NR.sub.1 --CS,
• --COO--,
• --OCO--;
• --CSO--;
• --OCS--;
• --CO--CR.sub.1 .dbd.CRC.sub.1 --;
• R.sub.2 is hydrogen, lower alkyl of 1 to 6 carbons, F, Cl, Br, I, CF.sub.3, fluoro substituted alkyl of 1 to 6 carbons, OH, SH, alkoxy of 1 to 6 carbons, or alkylthio of 1 to 6 carbons;
• R.sub.3 is hydrogen, lower alkyl of 1 to 6 carbons or F;
• m is an integer having the value of 0-3;
• o is an integer having the value of 0-4;
• Y is a phenyl or naphthyl group, optionally substituted with one or two R.sub.2 groups
• A is (CH.sub.2).sub.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 1 or 2 triple bonds;
• B is hydrogen, COOH or a pharmaceutically acceptable salt thereof, COOR.sub.8, CONR.sub.9 R.sub.10, --CH.sub.2 OH, CH.sub.2 OR.sub.11, CH.sub.2 OCOR.sub.11, CHO, CH(OR.sub.12).sub.2, CHOR.sub.13 O, --COR.sub.7, CR.sub.7 (OR.sub.12).sub.2, CR.sub.7 OR.sub.13 O or Si(C.sub.1-6 alkyl).sub.3, where R.sub.7 is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons, R.sub.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.sub.8 is phenyl or lower alkylphenyl, R.sub.9 and R.sub.10 independently are hydrogen, an alkyl group of 1 to 10 carbons, or a cycloalkyl group of 5-10 carbons, or phenyl or lower alkylphenyl, R.sub.11 is lower alkyl, phenyl or lower alkylphenyl, R.sub.12 is lower alkyl, and R.sub.13 is divalent alkyl radical of 2-5 carbons, and
• R.sub.19 is independently hydrogen, 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, alkynyl having 2 to 10 carbons and 1 to 3 triple bonds, carbocyclic aryl selected from the group consisting of phenyl, C.sub.1 - C.sub.10 -alkylphenyl, naphthyl, C.sub.1 -C.sub.10 -alkylnaphthyl, phenyl-C.sub.1 -C.sub.10 alkyl, naphthyl-C.sub.1 -C.sub.1 -alkyl;
• heteroaryl selected from the 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 R.sub.2 groups, further R.sub.19 is independently CN, CHO, CH(OR.sub.12).sub.2, CHOR.sub.13 O,(CH.sub.2).sub.p CO.sub.2 H (CH.sub.2).sub.p CO.sub.2 R.sub.8, (CH.sub.2).sub.p CH.sub.2 OH, (CH.sub.2).sub.p CH.sub.2 OR.sub.11, (CH.sub.2).sub.p CH.sub.2 OCOR.sub.11, where p is an integer between 0 to 10, or the two R.sub.19 groups jointly represent 3 to 8 methylene groups which together with the alkylidene carbon complete a ring, the ring optionally containing 1 to 2 double bonds and the ring being optionally substituted with 1 or 2 R.sub.2 groups with the proviso that at least one of the R.sub.19 groups is not hydrogen.