.alpha.-aryl or heteroaryl-substituted amide ester ACAT inhibitors
AssigneeWarner-Lambert Company
InventorsJoseph A. Picard, Drago R. Sliskovic
Life of this patent
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Abstract
Pharmaceutically useful compounds having acyl-coenzyme A: cholesterol acyltransferase inhibitory activity having the general formula ##STR1## wherein Ar is di- or trisubstituted aryl or heteroaryl; R.sub.14 and R.sub.15 are each independently aryl, heteroaryl, hydrogen, fluorine, or alkyl, with the proviso that R.sub.14 and R.sub.15 are not both hydrogen, fluorine, or a straight or branched chain alkyl or a combination thereof; and R.sub.16 is a straight or branched hydrocarbon chain having 1 to 20 carbon atoms and is saturated or unsaturated and has 1 to 3 double bonds, the double bonds being adjacent or nonadjacent.
Claims11
A compound having the formula
- wherein Ar is
- (a) phenyl substituted with from 2 to 3 substituents selected from phenyl,
- alkyl having from 1 to 6 carbon atoms and which is straight or branched,
- alkoxy having from 1 to 6 carbon atoms and which is straight or branched,
- phenoxy,
- hydroxy,
- fluorine,
- chlorine,
- bromine,
- nitro,
- trifluoromethyl,
- --COOH,
- --COOalkyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is straight or branched, or
- --(CH.sub.2).sub.y NR.sub.17 R.sub.18 wherein y is 0 or 1 and each of R.sub.17 and R.sub.18 is independently selected from hydrogen or an alkyl group having from 1 to 4 carbon atoms;
- (b) 1- or 2-naphthyl which is substituted with from 2 to 3 substituents selected from
- phenyl,
- alkyl having from 1 to 6 carbon atoms and which is straight or branched,
- alkoxy having from 1 to 6 carbon atoms and which is straight or branched,
- hydroxy,
- fluorine,
- chlorine,
- bromine,
- nitro,
- trifluoromethyl,
- --COOH,
- --COOalkyl wherein alkyl has from 1 to 4 carbon atoms and which is straight or branched,
- --(CH.sub.2 ).sub.y NR.sub.17 R.sub.18 wherein y, R.sub.17, and R.sub.18 have the meanings defined above;
- or;
- (c) ##STR24## wherein R.sub.11, R.sub.12, and R.sub.13 are each independently (a) hydrogen,
- (b) alkyl of from 1 to 4 carbon atoms and which is straight or branched;
- (c) alkoxy of from 1 to 3 carbon atoms and which is straight or branched;
- (d) alkylthio of from 1 to 3 carbon atoms and which is straight or branched;
- (e) fluorine;
- (f) chlorine;
- (g) bromine;
- wherein R.sub.15 is a 5- or 6-membered monocyclic or fused bicyclic heterocycle containing at least 1 to 4 nitrogen, oxygen, or sulfur atoms in at least 1 ring member;
- wherein R.sub.16 is
- (a) a straight or branched hydrocarbon chain having from 10 to 20 carbon atoms and which is saturated or contains from 1 to 3 double bonds;
- N-oxides thereof, or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.