IP Library Granted Patent US 9,669,096
Granted Patent B2
US 9,669,096 · App. 14/039,866 · Granted Jun 6, 2017

Stable pharmaceutical formulations of methylnaltrexone

Inventors: Suketu P. Sanghvi (Kendall Park, NJ); Thomas A. Boyd (Grandview, NY)
Assignee: Progenics Pharmaceuticals, Inc.
A61K47/02A61K9/0019A61K9/19A61K31/047A61K31/195A61K31/485A61K45/06A61K47/12A61K47/18A61K47/183
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Quick Facts
Patent No.
US 9,669,096
App. No.
14/039,866
Granted
Jun 6, 2017
Kind
B2
Abstract

Stable pharmaceutical compositions useful for administering methylnaltrexone are described, as are methods for making the same. Kits, including these pharmaceutical compositions, also are provided.

Claims (39)

1. A stable pharmaceutical preparation comprising a solution of methylnaltrexone or salt thereof and a chelating agent consisting of EDTA, or a derivative thereof, wherein the solution has a pH ranging from about 3.0 to 4.0.

2. The pharmaceutical preparation of claim 1 , wherein less than 1% methylnaltrexone degradation products form following 12 months stored at about room temperature, relative to the total methylnaltrexone present in the solution.

3. The pharmaceutical preparation of claim 1 , wherein less than 1% methylnaltrexone degradation products form following 24 months stored at about room temperature, relative to the total methylnaltrexone present in the solution.

4. The pharmaceutical preparation of claim 3 , wherein the concentration of methylnaltrexone or salt thereof ranges from 0.01 to 100 mg/ml.

5. The pharmaceutical preparation of claim 4 , wherein the concentration of methylnaltrexone or salt thereof ranges from 1.0 to 50.0 mg/ml.

6. The pharmaceutical preparation of claim 5 , wherein the concentration of methylnaltrexone or salt thereof is about 20 mg/ml.

7. The pharmaceutical preparation of claim 5 , wherein the chelating agent consists of dipotassium edetate, disodium edetate, edetate calcium disodium, sodium edetate, trisodium edetate, potassium edetate, or a combination thereof.

8. The pharmaceutical preparation of claim 7 , wherein the chelating agent consists of edetate calcium disodium.

9. The pharmaceutical preparation of claim 8 , wherein the chelating agent concentration ranges from about 0.001 to about 100 mg/ml.

10. The pharmaceutical preparation of claim 9 , wherein the chelating agent concentration ranges from about 0.1 to about 25.0 mg/ml.

11. The pharmaceutical preparation of claim 10 , wherein the chelating agent concentration is about 0.1 to about 2.5 mg/ml.

12. The pharmaceutical preparation of claim 5 , further comprising an isotonicity agent.

13. The pharmaceutical preparation of claim 7 , further comprising an isotonicity agent.

14. The pharmaceutical preparation of claim 8 , further comprising an isotonicity agent.

15. The pharmaceutical preparation of claim 5 , wherein the preparation comprises a buffering agent.

16. The pharmaceutical preparation of claim 7 , wherein the preparation comprises a buffering agent.

17. The pharmaceutical preparation of claim 8 , wherein the preparation comprises a buffering agent.

18. The pharmaceutical preparation of claim 7 , further comprising a preservative and an isotonicity agent.

19. The pharmaceutical preparation of claim 18 , wherein the preparation comprises a buffering agent.

20. The pharmaceutical preparation of claim 1 , wherein the preparation comprises a solution of methylnaltrexone bromide.

21. The pharmaceutical preparation of claim 1 , wherein less than 2% methylnaltrexone degradation products form following 12 months stored at about room temperature, relative to the total methylnaltrexone present in the solution.

22. The pharmaceutical preparation of claim 1 , wherein the preparation is processed under at least one sterilization technique.

23. The pharmaceutical preparation of claim 1 , wherein the solution has a pH from about 3.0 to about 3.5.

24. The pharmaceutical preparation of claim 1 , wherein the solution has a pH of about 3.5.

25. A stable pharmaceutical preparation comprising a solution of methylnaltrexone or salt thereof, EDTA or a derivative thereof, wherein the solution has a pH from about 3.0 to 4.0, and wherein the methylnaltrexone or salt thereof is the sole pharmaceutical active agent.

26. The stable pharmaceutical preparation of claim 25 , wherein the solution has a pH ranging from about 3 to about 3.5.

27. The stable pharmaceutical preparation of claim 26 , wherein the solution has a pH of about 3.5.

28. The pharmaceutical preparation of claim 25 , wherein the pharmaceutical preparation is stable to storage for 3 months at about room temperature.

29. The pharmaceutical preparation of claim 26 , wherein the pharmaceutical preparation is stable to storage for 6 months at about room temperature.

30. The pharmaceutical preparation of claim 26 , wherein the pharmaceutical preparation is stable to storage for 12 months at about room temperature.

31. The pharmaceutical preparation of claim 26 , wherein the pharmaceutical preparation is stable to storage for 24 months at about room temperature.

32. The pharmaceutical preparation of claim 26 , wherein the concentration of methylnaltrexone or salt thereof is about 20 mg/ml.

33. The pharmaceutical preparation of claim 32 , wherein the concentration of EDTA or derivative thereof ranges from about 0.3 to about 0.5 mg/ml.

34. The pharmaceutical preparation of claim 25 , wherein about 1% or less methylnaltrexone degradation products form following 3 months stored at about room temperature, relative to the total methylnaltrexone present in the solution.

35. The pharmaceutical preparation of claim 27 , wherein about 1% or less methylnaltrexone degradation products form following 6 months stored at about room temperature, relative to the total methylnaltrexone present in the solution.

36. The pharmaceutical preparation of claim 27 , wherein about 1% or less methylnaltrexone degradation products form following 12 months stored at about room temperature, relative to the total methylnaltrexone present in the solution.

37. The pharmaceutical preparation of claim 27 , wherein about 1% or less methylnaltrexone degradation products form following 24 months stored at about room temperature, relative to the total methylnaltrexone present in the solution.

38. The stable pharmaceutical preparation of claim 25 , wherein the methylnaltrexone or salt thereof is methylnaltrexone bromide and is at a concentration of about 20 mg/mL, wherein the EDTA or a derivative thereof is at a concentration of about 0.3 to about 0.5 mg/ml, wherein the solution has a pH of about 3.5.

39. The stable pharmaceutical preparation of claim 38 , wherein about 1% or less methylnaltrexone degradation products form following 3 months stored at about room temperature, relative to the total methylnaltrexone present in the solution.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 21, 2015
From: SANGHVI, SUKETU P.; BOYD, THOMAS A.
To: PROGENICS PHARMACEUTICALS, INC.
Reel/Frame 036392/0441 →
Continuity (4)
Continuation 12639892 · Dec 16, 2009
Continuation 10821811 · Apr 8, 2004
Provisional Application 60461611 · Apr 8, 2003
Related Publication 20140235664A1 · Aug 21, 2014