Patent number: 5318984
Abstract: Disclosed are compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 are selected independently from H, C.sub.1 -C.sub.8 unbranched alkyl, C.sub.3 -C.sub.8 branched alkyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.4 -C.sub.10 cycloalkylalkyl, C.sub.7 -C.sub.14 araalkyl, 2-, 3- or 4-pyridinyl, 2-thienyl, 2-furanyl, phenyl optionally substituted with 1 to 3 groups selected from F, Cl, Br, OH, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.8 branched alkyl, CH.sub.3 S(O).sub.r, NO.sub.2, CF.sub.3, or NR.sup.7 R.sup.8 ; or ##STR2## where L is O, O(CH.sub.2).sub.m+1 O, or (CH.sub.2).sub.m where m is 0-4; R.sup.3 is H, C.sub.1 -C.sub.6 alkyl, allyl, benzyl, or phenyl optionally substituted with F, Cl, CH.sub.3, CH.sub.3 O, or CF.sub.3 ;R.sup.4 is straight chain C.sub.1 -C.sub.8 alkyl optionally substituted with F; C.sub.3 -C.sub.8 branched alkyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.4 -C.sub.10 cycloalkylalkyl, C.sub.7 -C.sub.
Type:
Grant
Filed:
September 3, 1992
Date of Patent:
June 7, 1994
Assignee:
The Du Pont Merck Pharmaceutical Company
Inventors:
Jeffrey T. Billheimer, Peter J. Gillies, C. Anne Higley, Thomas P. Maduskuie, Jr., Ruth R. Wexler
Patent number: 5179117
Abstract: The compounds of the described invention are potent ACAT inhibitors and are useful in pharmaceutical compositions for the treatment of atherosclerosis and have the formulas: ##STR1## when Q is a double bond wherein: R.sup.1 and R.sup.2 are each H, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.10 cycloalkyl, C.sub.4 -C.sub.10 -C.sub.10 cyloalkylalkyl, C.sub.7 -C.sub.14 aralkyl, 2-,3- or 4-pyridinyl, 2-thienyl, 2-furanyl, phenyl optionally substituted by F, Cl, Br, OH, CN, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.8 alkyl, CH.sub.3 S(O).sub.r, NO.sub.2, CF.sub.3 NR.sup.7 R.sup.8 or NR.sup.7 C(O)R.sup.8 ;R.sup.3 is N.C.sub.1 -C.sub.6 alkyl, allyl or benzyl or phenyl both optionally substituted F, Cl, CH.sub.3, CH.sub.3), or CF.sub.3 ; C.sub.1 -C.sub.4 carboalkyl;R.sup.4 is H, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.4 -C.sub.10 cycloalkylalkyl, C.sub.1 -C.sub.3 perfluoroalkyl or, benzyl or phenyl both optionally substituted by C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.4 -alkoxy, F, Br, Cl, NH.sub.
Type:
Grant
Filed:
December 20, 1991
Date of Patent:
January 12, 1993
Assignee:
Du Pont Merck Pharmaceutical Company
Inventor:
Thomas P. Maduskuie, Jr.
Patent number: 5166214
Abstract: This invention relates to imidazoles as inhibitors of acyl-CoA: cholesterol acyltransferase (ACAT), processes for their preparation, and their use as antihypercholesterolemic agents or antiatherosclerotic.The compounds for use in the described method are compounds of Formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are selected independently from H, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.8 branched alkyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.4 -C.sub.10 cycloalkylalkyl, C.sub.7 -C.sub.14 araalkyl, phenyl optionally substituted with 1 to 3 groups selected from F, Cl, Br, OH, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.8 branched alkyl, CH.sub.3 S(O).sub.r, NO.sub.2, CF.sub.3, or NR.sup.7 R.sup.8 ; R.sup.3 is H, C.sub.1 -C.sub.6 alkyl, allyl, benzyl, or phenyl optionally substituted with F, Cl, CH.sub.3, CH.sub.3 O, or CF.sub.3 ; R.sup.4 is straight chain C.sub.1 -C.sub.8 alkyl optionally substituted with F; C.sub.3 -C.sub.8 branched alkyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.4 -C.sub.
Type:
Grant
Filed:
June 4, 1990
Date of Patent:
November 24, 1992
Assignee:
Du Pont Merck Pharmaceutical Company
Inventors:
Jeffrey T. Billheimer, Peter J. Gillies, C. Anne Higley, Thomas P. Maduskuie, Jr., Ruth R. Wexler