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Last Updated: April 19, 2024

Claims for Patent: 9,000,041


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Summary for Patent: 9,000,041
Title:Hydroxyl compounds and compositions for cholesterol management and related uses
Abstract: The present invention relates to novel hydroxyl compounds, compositions comprising hydroxyl compounds, and methods useful for treating and preventing a variety of diseases and conditions such as, but not limited to aging, Alzheimer's Disease, cancer, cardiovascular disease, diabetic nephropathy, diabetic retinopathy, a disorder of glucose metabolism, dyslipidemia, dyslipoproteinemia, hypertension, impotence, inflammation, insulin resistance, lipid elimination in bile, obesity, oxysterol elimination in bile, pancreatitis, pancreatitius, Parkinson's disease, a peroxisome proliferator activated receptor-associated disorder, phospholipid elimination in bile, renal disease, septicemia, metabolic syndrome disorders (e.g., Syndrome X), thrombotic disorder. Compounds and methods of the invention can also be used to modulate C reactive protein or enhance bile production in a patient. In certain embodiments, the compounds, compositions, and methods of the invention are useful in combination therapy with other therapeutics, such as hypocholesterolemic and hypoglycemic agents.
Inventor(s): Dasseux; Jean-Louis Henri (Toulouse, FR), Oniciu; Carmen Daniela (Toulouse, FR)
Assignee: Esperion Therapeutics, Inc. (Ann Arbor, MI)
Application Number:13/925,818
Patent Claims: 1. A method for treating dyslipidemia, comprising administering to a patient in need of such treatment a therapeutically effective amount of a compound of formula I to treat the dyslipidemia: ##STR00109## or a pharmaceutically acceptable salt thereof, wherein: (a) each occurrence of m is independently an integer ranging from 0 to 5; (b) each occurrence of n is independently an integer ranging from 3 to 7; (c) X is (CH.sub.2).sub.z, wherein z is an integer from 0 to 4; (d) each occurrence of R.sup.1, R.sup.2, R.sup.11, and R.sup.12 is independently H, (C.sub.1-C.sub.6)alkyl, or phenyl, wherein R.sup.1, R.sup.2, R.sup.11, and R.sup.12 are not each simultaneously H; and (e) each occurrence of Y.sup.1 and Y.sup.2 is independently OH, COOH, COOR.sup.3, ##STR00110## wherein: R.sup.3 is (C.sub.1-C.sub.6)alkyl, phenyl, or benzyl and is unsubstituted or substituted with one or more halo, OH, or (C.sub.1-C.sub.6)alkoxy.

2. The method of claim 1, wherein each occurrence of Y.sup.1 and Y.sup.2 is independently OH, COOR.sup.3, or COOH.

3. The method of claim 1, wherein m is 0.

4. The method of claim 1, wherein m is 1.

5. The method of claim 1, wherein n is 4.

6. The method of claim 1, wherein n is 5.

7. The method of claim 1, wherein z is 0.

8. The method of claim 1, wherein the compound is selected from the group consisting of ##STR00111## ##STR00112## ##STR00113## ##STR00114## ##STR00115## ##STR00116## ##STR00117## or a pharmaceutically acceptable salt thereof.

9. A method for treating dyslipidemia, comprising administering to a patient in need of such treatment a therapeutically effective amount of a compound of the formula ##STR00118## or a pharmaceutically acceptable salt thereof, to treat the dyslipidemia.

10. The method of claim 9, wherein the compound is ##STR00119##

11. The method of claim 1, wherein R.sup.1, R.sup.2, R.sup.11, and R.sup.12 are (C.sub.1-C.sub.6)alkyl.

12. The method of claim 11, wherein Y.sup.1 and Y.sup.2 are COOH.

13. The method of claim 12, wherein X is (CH.sub.2).sub.z, and z is 0.

14. The method of claim 13, wherein m is 0.

15. The method of claim 1, wherein the dyslipidemia is hypercholesterolemia.

16. The method of claim 8, wherein the dyslipidemia is hypercholesterolemia.

17. The method of claim 9, wherein the dyslipidemia is hypercholesterolemia.

18. The method of claim 10, wherein the dyslipidemia is hypercholesterolemia.

19. The method of claim 12, wherein the dyslipidemia is hypercholesterolemia.

20. The method of claim 14, wherein the dyslipidemia is hypercholesterolemia.

21. A method for treating a cardiovascular disease selected from the group consisting of atherosclerosis, stroke, ischemia, peripheral vascular disease, coronary heart disease, myocardial infarction, cerebral infarction, and restenosis, comprising administering to a patient in need of such treatment a therapeutically effective amount of a compound of formula I to treat the cardiovascular disease: ##STR00120## or a pharmaceutically acceptable salt thereof, wherein: each occurrence of m is independently an integer ranging from 0 to 5; each occurrence of n is independently an integer ranging from 3 to 7; X is (CH.sub.2).sub.z, wherein z is an integer from 0 to 4; each occurrence of R.sup.1, R.sup.2, R.sup.11, and R.sup.12 is independently H or (C.sub.1-C.sub.6)alkyl, wherein R.sup.1, R.sup.2, R.sup.11, and R.sup.12 are not each simultaneously H; each occurrence of Y.sup.1 and Y.sup.2 is independently OH, COON, or COOR.sup.3; and R.sup.3 is (C.sub.1-C.sub.6)alkyl.

22. The method of claim 21, wherein R.sup.1, R.sup.2, R.sup.11, and R.sup.12 are (C.sub.1-C.sub.6)alkyl.

23. The method of claim 22, wherein Y.sup.1 and Y.sup.2 are COOH.

24. The method of claim 23, wherein z is 0.

25. The method of claim 24, wherein m is 0.

26. The method of claim 21, wherein the compound is ##STR00121## or a pharmaceutically acceptable salt thereof.

27. The method of claim 21, wherein the compound is ##STR00122##

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