Acetylenes disubstituted with a phenyl group and a heterobicyclic group having retinoid-like activity
AssigneeAllergan, Inc.
InventorRoshantha A. S. Chandraratna
Life of this patent
Estimating the term…
Abstract
Retinoid-like activity is exhibited by compounds of the formula ##STR1## where X is S, O or NR.sub.1 where R.sub.1 is hydrogen or lower alkyl; n is 0-5; R is H or lower alkyl and A is H, --COOH or a pharmaceutically acceptable salt, ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative thereof, or --CHO or an acetal derivative thereof, or --COR.sub.2 or a ketal derivative thereof where R.sub.2 is --(CH.sub.2).sub.m CH.sub.3 where m is 0-4; or a pharmaceutically acceptable salt.
Claims20
A compound of the formula ##STR8## where X is S, O or NR.sub.1 where R.sub.1 is hydrogen or lower alkyl;
- n is 0-5;
- R is H or lower alkyl and A is H, --COOH or a pharmaceutically acceptable salt, ester of saturated aliphatic alcohols of ten or fewer carbon atoms, or the cyclic or saturated aliphatic cyclic alcohols of 5 to 10 carbon atoms, phenol, or amide or mono- or di-substituted amide of saturated aliphatic alcohols of ten or fewer carbon atoms, or the cyclic or saturated aliphatic cyclic radicals of 5 to 10 carbon atoms thereof, --CH.sub.2 OH or a lower alkyl ether or ester of saturated aliphatic acids of ten or fewer carbon atoms or the cyclic or saturated aliphatic cyclic acids of 5 to 10 carbon atoms, and benzoic acid derivative thereof, or --CHO or a lower alkyl acetal derivative thereof, or --COR.sub.2 or a lower alkyl ketal derivative thereof where R.sub.2 is --(CH.sub.2).sub.m CH.sub.3 where m is 0-4;
- or a pharmaceutically acceptable salt.
A pharmaceutical composition comprising a thrapeutically effective amount of a compound of formula I and pharmaceutically acceptable excipient wherein formula I is ##STR9## where X is S, O or NR.sub.1 where R.sub.1 is hydrogen or lower alkyl;
- n is 0-5;
- R is H or lower alkyl and A is H, --COOH or a pharmaceutically acceptable salt, ester of saturated aliphatic alcohols of ten or fewer carbon atoms, or the cyclic or saturated aliphatic cyclic alcohols of 5 to 10 carbon atoms, phenol, or amide or mono- or di-substituted amide of saturated aliphatic alcohols of ten or fewer carbon atoms, or the cylic or saturated aliphatic cyclic radicals of 5 to 10 carbon atoms thereof, --CH.sub.2 OH or a lower alkyl ether or esther of saturated aliphatic acids of ten or fewer carbon atons or the cyclic or saturated aliphatic cyclic acids of 5 to 10 carbon atoms, and benzoic acid derivative thereof, or --CHO or a lower alkyl acetal derivative thereof, or --COR.sub.2 or a lower akyl ketal derivative thereof where R.sub.2 is --(CH.sub.2).sub.m CH.sub.3 where m is 0-4;
- or a pharmaceutically acceptable salt.
A method for treating psoriasis in a mammal which method comprises administering alone or in conjunction with a pharmaceutically acceptable excipient, a therapeutically effective amount of a compound of the formula ##STR10## or lower where X is S, O or NR.sub.1 where R.sub.1 is hydrogen alkyl;
- n is 0-5;
- R is H or lower alkyl and A is H, --COOH or a pharmaceutically acceptable salt, ester of saturated aliphatic alcohhols of ten or fewer carbon atoms, or the cyclic or saturated aliphatic cyclic alcohols of 5 to 10 carbon atoms, phenol, or amide or mono- or di-substituted amide of saturated aliphatic alcohols of ten or fewer carbon atoms, or the cyclic or saturated aliphatic cylic radicals of 5 to 10 carbon atoms thereof, --CH.sub.2 OH or a lower alkyl ether or ester of saturated aliphatic acids of ten or fewer carbon atons or the cyclic or saturated aliphatic cyclic acids of 5 to 10 carbon atoms, and benzoic acid derivative thereof, or --CHO or a lower alkyl acetal derivative thereof, or --COR.sub.2 or a lower alkyl ketal derivative thereof where R.sub.2 is --(CH.sub.2).sub.m CH.sub.3 where m is 0-4;
- or a pharmaceutically acceptable salt.
Dependencies are inferred from the claim text.