You're using a free limited version of DrugPatentWatch: Upgrade for Complete Access

Last Updated: April 5, 2025

Claims for Patent: 4,444,784

✉ Email this page to a colleague

« Back to Dashboard

Summary for Patent: 4,444,784

Title:	Antihypercholesterolemic compounds
Abstract:	6(R)-[2-(8'-acyloxy-2'-methyl-6'-methyl (or hydrogen)-polyhydronaphthyl-1')-ethyl]-4 (R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-ones are prepared by acylation of the corresponding 8'-hydroxy compounds. The products are strong inhibitors of the biosynthesis of cholesterol.
Inventor(s):	Hoffman; William F. (Lansdale, PA), Smith; Robert L. (Lansdale, PA), Willard; Alvin K. (DE)
Assignee:	Merck & Co., Inc. (Rahway, NJ)
Application Number:	06/217,640
Patent Claims:	1. A compound of the formula: ##STR68## wherein R' is H or CH.sub.3 ; R is (1) 1,1-dimethylpropyl, (2) C.sub.3-10 cycloalkyl, (3) C.sub.2-10 alkenyl, (4) C.sub.1-10 CF.sub.3 -substituted alkyl, (5) phenyl, (6) halophenyl, (7) phenyl-C.sub.1-3 alkyl, (8) substituted phenyl-C.sub.1-3 alkyl in which the substituent is halo, C.sub.1-3 alkyl or C.sub.1-3 alkoxy; the dotted lines at X, Y and Z represent possible double bonds, said double bonds, when any are present, being either X and Z in combination or X, Y or Z alone; or the corresponding dihydroxy acid of the formula: ##STR69## or a pharmaceutically acceptable salt of said acid, a C.sub.1-4 alkyl ester of said acid or a phenyl-, dimethylamino-, or acetylamino-substituted-C.sub.1-4 alkyl ester of said acid. 2. The compound of claim 1 wherein R' is CH.sub.3. 3. The compound of claim 1 wherein R is 1,1-dimethylpropyl. 4. The compound of claim 2 wherein R is 1,1-dimethylpropyl. 5. The compound of claim 1 wherein none of X, Y or Z is a double bond. 6. A pharmaceutical antihypercholesterolemic composition comprising a pharmaceutical carrier and an antihypercholesterolemic effective amount of a compound of structural formula: ##STR70## in which R' is H or CH.sub.3 ; R is (1) 1,1-dimethylpropyl, (2) C.sub.3-10 cycloalkyl, (3) C.sub.2-10 alkenyl, (4) C.sub.1-10 CF.sub.3 -substituted alkyl, (5) phenyl, (6) halophenyl, (7) phenyl-C.sub.1-3 alkyl, (8) substituted phenyl-C.sub.1-3 alkyl in which the substituent is halo, C.sub.1-3 alkyl or C.sub.1-3 alkoxy; the dotted lines at X, Y and Z represent possible double bonds, said double bonds, when any are present, being either X and Z in combination or X, Y or Z alone; or the corresponding dihydroxy acid of the formula: ##STR71## or a pharmaceutically acceptable salt of said acid, a C.sub.1-4 alkyl ester of said acid or a phenyl-, dimethylamino-, or acetylamino-substituted-C.sub.1-4 alkyl ester of said acid. 7. The composition of claim 6 wherein R' is CH.sub.3. 8. The composition of claim 6 wherein R is 1,1-dimethylpropyl. 9. The composition of claim 7 wherein R is 1,1-dimethylpropyl. 10. The composition of claim 6 wherein none of X, Y or Z is a double bond. 11. A method of treating hypercholesterolemia in a patient in need of such treatment which comprises administration of an antihypercholesterolemic effective amount of a compound of structural formula: ##STR72## in which R' is H or CH.sub.3 ; R is (1) 1,1-dimethylpropyl, (2) C.sub.3-10 cycloalkyl, (3) C.sub.2-10 alkenyl, (4) C.sub.1-10 CF.sub.3 -substituted alkyl, (5) phenyl, (6) halophenyl, (7) phenyl-C.sub.1-3 alkyl, (8) substituted phenyl-C.sub.1-3 alkyl in which the substituent is halo, C.sub.1-3 alkyl or C.sub.1-3 alkoxy; the dotted lines at X, Y and Z represent possible double bonds, said double bonds, when any are present, being either X and Z in combination or X, Y or Z alone; or the corresponding dihydroxy acid of the formula: ##STR73## or a pharmaceutically acceptable salt of said acid, a C.sub.1-4 alkyl ester of said acid or a phenyl-, dimethylamino-, or acetylamino-substituted-C.sub.1-4 alkyl ester of said acid. 12. The method of claim 11 wherein R' is CH.sub.3. 13. The method of claim 11 wherein R is 1,1-dimethylpropyl. 14. The method of claim 12 wherein R is 1,1-dimethylpropyl. 15. The method of claim 11 wherein none of X, Y or Z is a double bond. 16. A compound of the formula: ##STR74## wherein R' is H or CH.sub.3 ; R is (1) C.sub.3-10 cycloalkyl, (2) C.sub.2-10 alkenyl, (3) C.sub.1-10 CF.sub.3 -substituted alkyl, (4) phenyl, (5) halophenyl, (6) phenyl-C.sub.1-3 alkyl (7) substituted phenyl-C.sub.1-3 alkyl in which the substituent is halo, C.sub.1-3 alkyl or C.sub.1-3 alkoxy; the dotted lines at X, Y and Z represent possible double bonds, said double bonds, when any are present, being either X and Z in combination or X, Y or Z alone or the corresponding dihydroxy acid of the formula: ##STR75## or a pharmaceutically acceptable salt of said acid, a C.sub.1-4 alkyl ester of said acid or a phenyl-, dimethylamino-, or acetylamino-substituted-C.sub.1-4 alkyl ester of said acid. 17. A pharmaceutical antihypercholesterolemic composition comprising a pharmaceutical carrier and an antihypercholesterolemic effective amount of a compound of structural formula: ##STR76## in which R' is H or CH.sub.3 ; R is (1) C.sub.3-10 cycloalkyl, (2) C.sub.2-10 alkenyl, (3) C.sub.1-10 CF.sub.3 -substituted alkyl, (4) phenyl, (5) halophenyl, (6) phenyl-C.sub.1-3 alkyl, (7) substituted phenyl-C.sub.1-3 alkyl in which the substituent is halo, C.sub.1-3 alkyl or C.sub.1-3 alkoxy; the dotted lines at X, Y and Z represent possible double bonds, said double bonds, when any are present, being either X and Z in combination or X, Y or Z alone; or the corresponding dihydroxy acid of the formula: ##STR77## or a pharmaceutically acceptable salt of said acid, a C.sub.1-4 alkyl ester of said acid or a phenyl-, dimethylamino-, or acetylamino-substituted-C.sub.1-4 alkyl ester of said acid. 18. A method of treating hypercholesterolemia in a patient in need of such treatment which comprises administration of an antihypercholesterolemic effective amount of a compound of structural formula: ##STR78## in which R' is H or CH.sub.3 ; R is (1) C.sub.3-10 cycloalkyl, (2) C.sub.2-10 alkenyl, (3) C.sub.1-10 CF.sub.3 -substituted alkyl, (4) phenyl, (5) halophenyl, (6) phenyl-C.sub.1-3 alkyl, (7) substituted phenyl-C.sub.1-3 alkyl in which the substituent is halo, C.sub.1-3 alkyl or C.sub.1-3 alkoxy; the dotted lines at X, Y and Z represent possible double bonds, said double bonds, when any are present, being either X and Z in combination or X, Y or Z alone; or the corresponding dihydroxy acid of the formula: ##STR79## or a pharmaceutically acceptable salt of said acid, a C.sub.1-4 alkyl ester of said acid or a phenyl-, dimethylamino-, or acetylamino-substituted C.sub.1-4 alkyl ester of said acid.

Make Better Decisions: Try a trial or see plans & pricing

Drugs may be covered by multiple patents or regulatory protections. All trademarks and applicant names are the property of their respective owners or licensors. Although great care is taken in the proper and correct provision of this service, thinkBiotech LLC does not accept any responsibility for possible consequences of errors or omissions in the provided data. The data presented herein is for information purposes only. There is no warranty that the data contained herein is error free. thinkBiotech performs no independent verification of facts as provided by public sources nor are attempts made to provide legal or investing advice. Any reliance on data provided herein is done solely at the discretion of the user. Users of this service are advised to seek professional advice and independent confirmation before considering acting on any of the provided information. thinkBiotech LLC reserves the right to amend, extend or withdraw any part or all of the offered service without notice.