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US 5,324,840 AGranted
Method of treatment with compounds having retinoid-like activity and reduced skin toxicity and lacking teratogenic effects
AssigneeAllergan, Inc.
InventorRoshantha A. S. Chandraratna
Life of this patent
Estimating the term…
Abstract
Compounds that provide non-teratogenic effects and lack irritation to the skin are shown in the formula below where the partially drawn ring signifies an aromatic ring which may be carbocyclic or heteroaromatic, 6-membered or 5-membered, and may be condensed with another ring. R.sub.1 is lower alkyl, Cl, Br, or I, R.sub.2 is H, lower alkyl, Cl, Br, or I, and R.sub.3 is lower alkyl, Cl, Br, I, or is an ether, thioether, ester, thioester, amine or substituted amine group. ##STR1##
Claims9
A compound of the formula ##STR18## where R.sub.1 is lower alkyl, Cl, Br, or I;
- R.sub.2 is H, lower alkyl, Cl, Br, or I;
- R.sub.3 is lower alkyl, Cl, Br, I, OR11, SR.sub.11, OCOR.sub.11, SCOR11, NH.sub.2, NHR.sub.11, N(R.sub.11).sub.2, NHCOR.sub.11, or NR.sub.11 --COR.sub.11 ;
- R.sub.5 and R.sub.6 independently are H, lower alkyl, Cl, Br, I, lower alkoxy or lower thioalkoxy of 1 to 6 carbons;
- A is (CH.sub.2).sub.n where n is 0-5, lower branched chain alkyl having 3 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;
- B is COOH or a pharmaceutically acceptable salt thereof, COOR.sub.8, CONR9R.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, or CR.sub.7 OR.sub.13 O, 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 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 alkyl of 1 to 10 carbons, phenyl or lower alkylphenyl, R.sub.12 is lower alkyl, and R.sub.13 is divalent alkyl radical of 2-5 carbons;
- R.sub.20 is independently H or lower alkyl, and
- Y.sub.1 is thienyl, furyl or pyridyl.
4 more elements
Dependencies are inferred from the claim text.