IP Library Granted Patent US 10,052,386
Granted Patent B2
US 10,052,386 · App. 14/125,547 · Granted Aug 21, 2018

Progesterone formulations

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Quick Facts
Patent No.
US 10,052,386
App. No.
14/125,547
Granted
Aug 21, 2018
Kind
B2
Abstract

Various pharmaceutical formulations are disclosed herein. For example, a pharmaceutical formulation is disclosed comprising ultra-micronized progesterone.

Claims (51)

1. A pharmaceutical composition comprising:

progesterone;

a medium chain oil; and a non-ionic surfactant;

wherein the progesterone is present from about 20 to about 50 weight percent of the composition.

2. The pharmaceutical composition of claim 1 , wherein the progesterone is ultra-micronized and has an X50 less than or equal to 15 microns.

3. The pharmaceutical composition of claim 2 , wherein the ultra-micronized progesterone has an X90 of less than about 25 microns.

4. The pharmaceutical composition of claim 1 , wherein a portion of the progesterone is solubilized and a portion of the progesterone is suspended.

5. The pharmaceutical composition of claim 1 , wherein the non-ionic surfactant is selected from the group consisting of lauroyl macrogol-32 glycerides EP, lauroyl polyoxyl-32 glycerides, and caprylocaproyl macrogol-8 glycerides EP.

6. The pharmaceutical composition of claim 1 , wherein the composition is provided in a gelatin capsule.

7. The pharmaceutical composition of claim 1 , wherein the composition provides increased bioavailability compared to a micronized progesterone suspended in peanut oil.

8. The pharmaceutical composition of claim 1 , wherein progesterone is the sole active ingredient.

9. The pharmaceutical composition of claim 1 , wherein the medium chain oil comprises at least one C 6 -C 14 fatty acid mono-, di-, or tri-ester of glycerol or mono- or di-ester of a glycol.

10. The pharmaceutical composition of claim 9 , wherein the at least one C 6 -C 14 fatty acid mono-, di-, or tri-ester of glycerol is a C 8 fatty acid mono-, di-, or tri-ester of glycerol.

11. The pharmaceutical composition of claim 10 , further comprising a second C 6 -C 14 fatty acid mono-, di-, or tri-ester of glycerol.

12. The pharmaceutical composition of claim 11 , wherein the second C 6 -C 14 fatty acid mono-, di-, or tri-ester of glycerol is a C 10 fatty acid mono-, di-, or tri-ester of glycerol.

13. The pharmaceutical composition of claim 12 , wherein the medium chain oil is MIGLYOL 812.

14. A pharmaceutical composition comprising:

75 mg of progesterone;

a medium chain oil; and

a non-ionic surfactant;

wherein the progesterone is present at from about 20 to about 50 weight percent of the composition.

15. The pharmaceutical composition of claim 14 , wherein the progesterone is ultra-micronized and has an X50 less than or equal to 15 microns.

16. The pharmaceutical composition of claim 15 , wherein the ultra-micronized progesterone has an X90 of less than about 25 microns.

17. The pharmaceutical composition of claim 14 , wherein a portion of the progesterone is solubilized and a portion of the progesterone is suspended.

18. The pharmaceutical composition of claim 14 , wherein the non-ionic surfactant is selected from the group consisting of lauroyl macrogol-32 glycerides EP, lauroyl polyoxyl-32 glycerides, and caprylocaproyl macrogol-8 glycerides EP.

19. The pharmaceutical composition of claim 14 , wherein the composition is provided in a gelatin capsule.

20. The pharmaceutical composition of claim 14 , wherein the composition provides increased bioavailability compared to a micronized progesterone suspended in peanut oil.

21. The pharmaceutical composition of claim 14 , wherein progesterone is the sole active ingredient.

22. The pharmaceutical composition of claim 14 , wherein the medium chain oil comprises at least one C 6 -C 14 fatty acid mono-, di-, or tri-ester of glycerol or mono- or di-ester of a glycol.

23. The pharmaceutical composition of claim 22 , wherein the at least one C 6 -C 14 fatty acid mono-, di-, or tri-ester of glycerol is a C 8 fatty acid mono-, di-, or tri-ester of glycerol.

24. The pharmaceutical composition of claim 23 , further comprising a second C 6 -C 14 fatty acid mono-, di-, or tri-ester of glycerol.

25. The pharmaceutical composition of claim 24 , wherein the second C 6 -C 14 fatty acid mono-, di-, or tri-ester of glycerol is a C 10 fatty acid mono-, di-, or tri-ester of glycerol.

26. The pharmaceutical composition of claim 25 , wherein the medium chain oil is MIGLYOL 812.

27. A pharmaceutical composition comprising:

150 mg progesterone;

a medium chain oil; and

a non-ionic surfactant;

wherein the progesterone is present at from about 20 to about 50 weight percent of the composition.

28. The pharmaceutical composition of claim 27 , wherein the progesterone is ultra-micronized and has an X50 less than or equal to 15 microns.

29. The pharmaceutical composition of claim 28 , wherein the ultra-micronized progesterone has an X90 of less than about 25 microns.

30. The pharmaceutical composition of claim 27 , wherein a portion of the progesterone is solubilized and a portion of the progesterone is suspended.

31. The pharmaceutical composition of claim 27 , wherein the non-ionic surfactant is selected from the group consisting of lauroyl macrogol-32 glycerides EP, lauroyl polyoxyl-32 glycerides, and caprylocaproyl macrogol-8 glycerides EP.

32. The pharmaceutical composition of claim 27 , wherein the composition is provided in a gelatin capsule.

33. The pharmaceutical composition of claim 27 , wherein the composition provides increased bioavailability compared to a micronized progesterone suspended in peanut oil.

34. The pharmaceutical composition of claim 27 , wherein progesterone is the sole active ingredient.

35. The pharmaceutical composition of claim 27 , wherein the medium chain oil comprises at least one C 6 -C 14 fatty acid mono-, di-, or tri-ester of glycerol or mono- or di-ester of a glycol.

36. The pharmaceutical composition of claim 35 , wherein the at least one C 6 -C 14 fatty acid mono-, di-, or tri-ester of glycerol is a C 8 fatty acid mono-, di-, or tri-ester of glycerol.

37. The pharmaceutical composition of claim 36 , further comprising a second C 6 -C 14 fatty acid mono-, di-, or tri-ester of glycerol.

38. The pharmaceutical composition of claim 37 , wherein the second C 6 -C 14 fatty acid mono-, di-, or tri-ester of glycerol is a C 10 fatty acid mono-, di-, or tri-ester of glycerol.

39. The pharmaceutical composition of claim 38 , wherein the medium chain oil is MIGLYOL 812.

40. The pharmaceutical composition of claim 27 , wherein the medium chain oil is MIGLYOL 812, the non-ionic surfactant is lauroyl polyoxyl-32-glycerides, and wherein the pharmaceutical formulation provides increased progesterone bioavailability compared to a formulation comprising an equivalent amount of micronized progesterone suspended in peanut oil.

Assignments (10)
TERMINATION AND RELEASE OF GRANT OF A SECURITY INTEREST - PATENTS Recorded Dec 30, 2022
From: SIXTH STREET SPECIALTY LENDING, INC. (F/K/A TPG SPECIALTY LENDING, INC.)
To: THERAPEUTICSMD, INC.
Reel/Frame 062254/0813 →
CORRECTIVE ASSIGNMENT TO CORRECT THE APPLICATION NO. 16/401,844 PREVIOUSLY RECORDED AT REEL: 050928 FRAME: 0987. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF ADDRESS. Recorded Sep 24, 2021
From: THERAPEUTICSMC, INC.
To: THERAPEUTICSMD, INC.
Reel/Frame 057698/0571 →
SECURITY INTEREST Recorded Sep 18, 2020
From: THERAPEUTICSMD, INC.
To: SIXTH STREET SPECIALTY LENDING, INC. (F/K/A TPG SPECIALTY LENDING, INC.)
Reel/Frame 053820/0001 →
CHANGE OF ADDRESS Recorded Nov 5, 2019
From: THERAPEUTICSMD, INC.
To: THERAPEUTICSMD, INC.
Reel/Frame 050928/0987 →
RELEASE OF SECURITY INTEREST Recorded Apr 26, 2019
From: MIDCAP FINANCIAL TRUST, AS AGENT
To: THERAPEUTICSMD, INC.; VITAMEDMD, LLC; BOCAGREENMD, INC.; VITACARE PRESCRIPTION SERVICES, INC.
Reel/Frame 049012/0215 →
PATENT SECURITY AGREEMENT Recorded Apr 24, 2019
From: THERAPEUTICSMD, INC.
To: TPG SPECIALTY LENDING, INC.
Reel/Frame 048990/0820 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 29, 2018
From: AMADIO, JULIA M.; BERNICK, BRIAN A.
To: THERAPEUTICSMD, INC.
Reel/Frame 045923/0821 →
SECURITY INTEREST Recorded May 2, 2018
From: THERAPEUTICSMD, INC.; VITAMEDMD, LLC; BOCAGREENMD, INC.; VITACARE PRESCRIPTION SERVICES, INC.
To: MIDCAP FINANCIAL TRUST, AS AGENT
Reel/Frame 046053/0723 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 7, 2016
From: SANCILIO, FREDERICK D.
To: THERAPEUTICSMD, INC.
Reel/Frame 038827/0579 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 7, 2016
From: THORSTEINSSON, THORSTEINN
To: THERAPEUTICSMD, INC.
Reel/Frame 038827/0576 →
Cited By (2)
US 12,208,103 US 12,527,805