IP Library Granted Patent US 8,445,474
Granted Patent B2
US 8,445,474 · App. 13/204,351 · Granted May 21, 2013

Compositions of R(+) and S(−) pramipexole and methods of using the same

Inventors: Michael E. Bozik (Pittsburgh, PA); Thomas Petzinger, Jr. (Pittsburgh, PA); Valentin Gribkoff (Wallingford, CT)
Assignee: Knopp Neurosciences, Inc.
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Quick Facts
Patent No.
US 8,445,474
App. No.
13/204,351
Granted
May 21, 2013
Kind
B2
Abstract

Compositions of predetermined amounts of R(+) pramipexole and S(−) pramipexole and methods of using the same, including for the treatment and prevention of Parkinson's disease, are provided.

Claims (57)

1. A method of treating and delaying the progression of Parkinson's disease or the symptoms thereof comprising administering to a subject in need thereof 100 milligrams to about 3,000 milligrams of R(+) pramipexole in combination with about 0.125 mg to about 1.5 milligrams of S(−) pramipexole, wherein said Parkinson's disease or the symptoms thereof is treated and the progression is delayed.

2. The method of claim 1 , wherein said R(+) pramipexole is from about 300 milligrams to about 1,500 milligrams.

3. The method of claim 1 , wherein said R(+) pramipexole is from about 500 milligrams to about 1,000 milligrams.

4. The method of claim 1 , wherein said R(+) pramipexole and said S(−) pramipexole are administered from one to five times a day.

5. The method of claim 1 , wherein said R(+) pramipexole and said S(−) pramipexole are administered at a frequency selected from once a day, two times a day and three times a day.

6. The method of claim 1 , wherein said R(+) pramipexole and said S(−) pramipexole are administered in a single pharmaceutical composition.

7. The method of claim 6 , wherein said pharmaceutical composition has a chiral purity for the R(+) enantiomer of pramipexole of 99% or greater.

8. The method of claim 1 , wherein said S(−) pramipexole is selected from 0.125 milligrams, 0.25 milligrams, 0.5 milligrams, 1.0 milligrams and 1.5 milligrams.

9. The method of claim 1 , wherein said R(+) pramipexole and said S(−) pramipexole are administered in separate pharmaceutical compositions.

10. The method of claim 1 , wherein said R(+) pramipexole is administered in a unit dose.

11. The method of claim 1 , wherein said S(−) pramipexole is administered in a unit dose.

12. The method of claim 1 , wherein said subject is a human.

13. The method of claim 1 , wherein said R(+) pramipexole is a pharmaceutically acceptable salt thereof.

14. The method of claim 13 , wherein said pharmaceutically acceptable salt is dihydrochloride.

15. The method of claim 1 , wherein said S(−) pramipexole is a pharmaceutically acceptable salt thereof.

16. The method of claim 15 , wherein said pharmaceutically acceptable salt is dihydrochloride.

17. The method of claim 6 or 9 , wherein each of said pharmaceutical compositions is independently selected from a tablet, a capsule and a liquid.

18. The method of claim 6 or 9 , wherein each of said pharmaceutical compositions is independently suitable for administration selected from enteral administration and parenteral administration.

19. The method of claim 6 or 9 , wherein each of said pharmaceutical compositions is independently suitable for administration selected from intravascular administration, subcutaneous administration, intramuscular administration, intraperitoneal administration, transdermal administration, buccal administration, ocular administration, vaginal administration, rectal administration, inhaled administration, sublingual administration, topical administration and oral administration.

20. A method of treating Parkinson's disease or the symptoms thereof comprising administering to a subject in need thereof 100 milligrams to about 3,000 milligrams of R(+) pramipexole in combination with about 0.125 mg to about 1.5 milligrams of S(−) pramipexole, wherein said Parkinson's disease or the symptoms thereof is treated.

21. The method of claim 20 , wherein said R(+) pramipexole is from about 300 milligrams to about 1,500 milligrams.

22. The method of claim 20 , wherein said R(+) pramipexole is from about 500 milligrams to about 1,000 milligrams.

23. The method of claim 20 , wherein said R(+) pramipexole and said S(−) pramipexole are administered from one to five times a day.

24. The method of claim 20 , wherein said R(+) pramipexole and said S(−) pramipexole are administered at a frequency selected from once a day, two times a day and three times a day.

25. The method of claim 20 , wherein said R(+) pramipexole and said S(−) pramipexole are administered in a single pharmaceutical composition.

26. The method of claim 25 , wherein said pharmaceutical composition has a chiral purity for the R(+) enantiomer of pramipexole of 99% or greater.

27. The method of claim 20 , wherein said S(−) pramipexole is selected from 0.125 milligrams, 0.25 milligrams, 0.5 milligrams, 1.0 milligrams and 1.5 milligrams.

28. The method of claim 20 , wherein said R(+) pramipexole and said S(−) pramipexole are administered in separate pharmaceutical compositions.

29. The method of claim 20 , wherein said R(+) pramipexole is administered in a unit dose.

30. The method of claim 20 , wherein said S(−) pramipexole is administered in a unit dose.

31. The method of claim 20 , wherein said subject is a human.

32. The method of claim 20 , wherein said R(+) pramipexole is a pharmaceutically acceptable salt thereof.

33. The method of claim 32 , wherein said pharmaceutically acceptable salt is dihydrochloride.

34. The method of claim 20 , wherein said S(−) pramipexole is a pharmaceutically acceptable salt thereof.

35. The method of claim 34 , wherein said pharmaceutically acceptable salt is dihydrochloride.

36. The method of claim 25 or 28 , wherein each of said pharmaceutical compositions is independently selected from a tablet, a capsule and a liquid.

37. The method of claim 25 or 28 , wherein each of said pharmaceutical compositions is independently suitable for administration selected from enteral administration and parenteral administration.

38. The method of claim 25 or 28 , wherein each of said pharmaceutical compositions is independently suitable for administration selected from intravascular administration, subcutaneous administration, intramuscular administration, intraperitoneal administration, transdermal administration, buccal administration, ocular administration, vaginal administration, rectal administration, inhaled administration, sublingual administration, topical administration and oral administration.

39. A method of delaying the progression of Parkinson's disease or the symptoms thereof comprising administering to a subject in need thereof 100 milligrams to about 3,000 milligrams of R(+) pramipexole in combination with about 0.125 mg to about 1.5 milligrams of S(−) pramipexole, wherein the progression of Parkinson's disease or symptoms thereof is delayed.

40. The method of claim 39 , wherein said R(+) pramipexole is from about 300 milligrams to about 1,500 milligrams.

41. The method of claim 39 , wherein said R(+) pramipexole is from about 500 milligrams to about 1,000 milligrams.

42. The method of claim 39 , wherein said R(+) pramipexole and said S(−) pramipexole are administered from one to five times a day.

43. The method of claim 39 , wherein said R(+) pramipexole and said S(−) pramipexole are administered at a frequency selected from once a day, two times a day and three times a day.

44. The method of claim 39 , wherein said R(+) pramipexole and said S(−) pramipexole are administered in a single pharmaceutical composition.

45. The method of claim 44 , wherein said pharmaceutical composition has a chiral purity for the R(+) enantiomer of pramipexole of 99% or greater.

46. The method of claim 39 , wherein said S(−) pramipexole is selected from 0.125 milligrams, 0.25 milligrams, 0.5 milligrams, 1.0 milligrams and 1.5 milligrams.

47. The method of claim 39 , wherein said R(+) pramipexole and said S(−) pramipexole are administered in separate pharmaceutical compositions.

48. The method of claim 39 , wherein said R(+) pramipexole is administered in a unit dose.

49. The method of claim 39 , wherein said S(−) pramipexole is administered in a unit dose.

50. The method of claim 39 , wherein said subject is a human.

51. The method of claim 39 , wherein said R(+) pramipexole is a pharmaceutically acceptable salt thereof.

52. The method of claim 51 , wherein said pharmaceutically acceptable salt is dihydrochloride.

53. The method of claim 39 , wherein said S(−) pramipexole is a pharmaceutically acceptable salt thereof.

54. The method of claim 53 , wherein said pharmaceutically acceptable salt is dihydrochloride.

55. The method of claim 44 or 47 , wherein each of said pharmaceutical compositions is independently selected from a tablet, a capsule and a liquid.

56. The method of claim 44 or 47 , wherein each of said pharmaceutical compositions is independently suitable for administration selected from enteral administration and parenteral administration.

57. The method of claim 44 or 47 , wherein each of said pharmaceutical compositions is independently suitable for administration selected from intravascular administration, subcutaneous administration, intramuscular administration, intraperitoneal administration, transdermal administration, buccal administration, ocular administration, vaginal administration, rectal administration, inhaled administration, sublingual administration, topical administration and oral administration.

Assignments (9)
RELEASE OF SECURITY INTEREST Recorded Nov 21, 2025
From: HERCULES CAPITAL, INC., AS AGENT
To: ARETEIA THERAPEUTICS, INC.
Reel/Frame 072993/0621 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 10, 2025
From: KNOPP BIOSCIENCES LLC
To: ARETEIA THERAPEUTICS, INC.
Reel/Frame 073077/0717 →
SECURITY INTEREST Recorded Oct 10, 2025
From: ARETEIA THERAPEUTICS, INC.
To: HERCULES CAPITAL, INC., AS AGENT
Reel/Frame 072540/0980 →
RELEASE OF SECURITY INTEREST Recorded Apr 12, 2022
From: AMERICAN MONEY MANAGEMENT CORPORATION
To: KNOPP BIOSCIENCES LLC
Reel/Frame 059572/0530 →
SECURITY INTEREST Recorded Apr 12, 2021
From: KNOPP BIOSCIENCES LLC
To: AMERICAN MONEY MANAGEMENT CORPORATION
Reel/Frame 055889/0064 →
RELEASE OF SECURITY INTEREST Recorded Feb 27, 2019
From: KOPPER, RACHEL
To: KNOPP BIOSCIENCES LLC
Reel/Frame 048455/0727 →
SECURITY INTEREST Recorded May 22, 2014
From: KNOPP BIOSCIENCES LLC
To: KOPPER, RACHEL
Reel/Frame 032992/0899 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2014
From: KNOPP NEUROSCIENCES INC.
To: KNOPP BIOSCIENCES LLC
Reel/Frame 032551/0311 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 5, 2011
From: BOZIK, MICHAEL E.; PETZINGER, THOMAS, JR.; GRIBKOFF, VALENTIN
To: KNOPP NEUROSCIENCES, INC.
Reel/Frame 026710/0390 →
Continuity (8)
Continuation 11749497 · May 16, 2007
Continuation In Part 11733642 · Apr 10, 2007
Provisional Application 60747320 · May 16, 2006
Provisional Application 60870009 · Dec 14, 2006
Provisional Application 60894799 · Mar 14, 2007
Provisional Application 60894829 · Mar 14, 2007
Provisional Application 60894835 · Mar 14, 2007
Related Publication 20110293718A1 · Dec 1, 2011