Chromans and thiochromans with phenylethynyl substituents at the 7-position having retinold-like biological activity
AssigneeAllergan, Inc.
InventorRoshantha A. S. Chandraratna
Life of this patent
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AssigneeAllergan, Inc.
InventorRoshantha A. S. Chandraratna
Estimating the term…
Novel compounds of the formula ##STR1## where X is S, O; R.sub.1 -R.sub.5 are hydrogen or lower alkyl; R.sub.6 is lower alkyl, lower alkenyl, lower cycloalkyl having 1 to 6 carbons, or halogen; A is lower branched chain alkyl having 2 to 6 carbons, cycloalkyl having 3 to 6 carbons, alkenyl having 2 to 6 carbons and 1 or 2 double bonds, alkynyl having 2 to 6 carbons and 1 or 2 triple bonds, (CH.sub.2).sub.n where n is 0-5; and B is hydrogen, COOH or a pharmaceutically acceptable salt thereof, COOR.sub.8, COONR.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", CR"(OR.sub.12).sub.2, or CR"OR.sub.13 O, where R" 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 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 to 10 carbons, or phenyl or lower alkylphenyl, R.sub.11 is lower alkyl, phenyl or lower alkylphenyl, R.sub.12 is lower alkyl, R.sub.13 is divalent alkyl radical of 2-5 carbons, have retinoic acid like activity.
A compound of the formula ##STR14## where X is S or O;
A compound of the formula ##STR15## where R.sub.1, R.sub.2, R.sub.4 and R.sub.5 independently are hydrogen or lower alkyl of 1 to 3 carbons and R.sub.3 is hydrogen or lower alkyl;
A compound of the formula ##STR16## where R.sub.1, R.sub.2, R.sub.4 and R.sub.5 independently are hydrogen or lower alkyl of 1 to 3 carbons and R.sub.3 is hydrogen or lower alkyl;
Dependencies are inferred from the claim text.