IP Library Granted Patent US 11,033,626
Granted Patent B2
US 11,033,626 · App. 16/578,148 · Granted Jun 15, 2021

Progesterone formulations having a desirable pk profile

Inventors: Janice Cacace (St. Petersburg, FL); Peter H. R. Persicaner (Boca Raton, FL); Thorsteinn Thorsteinsson (West Palm Beach, FL); Frederick Sancilio (Palm Beach Gardens, FL); Julia Amadio (Boca Raton, FL); Brian Bernick (Boca Raton, FL); Neda Irani (Palm Beach Gardens, FL)
Assignee: TherapeuticsMD, Inc.
A61K47/14A61K9/4825A61K9/4858A61K31/57
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Quick Facts
Patent No.
US 11,033,626
App. No.
16/578,148
Granted
Jun 15, 2021
Kind
B2
Abstract

This disclosure provides progesterone formulations, methods of using these formulations, and their related pharmacokinetic parameters. In particular embodiments, the formulations disclosed herein allow for a reduction in the amount of progesterone administered to a patient in need thereof, while still providing the benefits of a larger dosage amount.

Claims (35)

1. A pharmaceutical composition for orally administering progesterone to a subject in need thereof, the composition comprising:

progesterone;

a solubilizing agent; and

lauroyl polyoxyl-32 glycerides;

wherein the solubilizing agent comprises predominantly caprylic fatty acid (C8) and capric fatty acid (C10) tri-esters of glycerol; and

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 solubilizing agent further comprises a C 6 -C 12 fatty acid mono-ester of glycerol.

3. The pharmaceutical composition of claim 2 , wherein the solubilizing agent further comprises a C 6 -C 12 fatty acid di-ester of glycerol.

4. The pharmaceutical composition of claim 1 , wherein the amount of progesterone is from 25 mg to 200 mg.

5. The pharmaceutical composition of claim 1 , wherein the amount of progesterone is 75 mg or 150 mg.

6. The pharmaceutical composition of claim 1 , wherein the progesterone includes solubilized progesterone and suspended progesterone.

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

8. The pharmaceutical composition of claim 1 , wherein the composition has a total mass of less than 500 mg.

9. The pharmaceutical composition of claim 1 , wherein the amount of progesterone comprises about 33% by weight of the composition; the solubilizing agent comprises about 65% by weight of the composition, the non-ionic surfactant comprises about 1.7% by weight of the composition.

10. The pharmaceutical composition of claim 1 , wherein the amount of progesterone comprises about 33.33% by weight of the composition; the solubilizing agent comprises about 64.93% by weight of the composition, the non-ionic surfactant comprises about 1.67% by weight of the composition.

11. The pharmaceutical composition of claim 9 , further comprising an antioxidant.

12. The pharmaceutical composition of claim 11 , wherein the antioxidant is butylated hydroxyl toluene.

13. The pharmaceutical composition of claim 12 , wherein the amount of progesterone is 200 mg.

14. The pharmaceutical composition of claim 12 , wherein the amount of progesterone is 150 mg.

15. The pharmaceutical composition of claim 12 , wherein the progesterone is ultra-micronized and has an X50 of less than or equal to 15 microns.

16. The pharmaceutical composition of claim 1 , wherein the progesterone is ultra-micronized and has an X90 of less than or equal to 25 microns.

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

18. A pharmaceutical composition for orally administering progesterone to a subject in need thereof, the composition comprising:

progesterone;

a solubilizing agent; and

lauroyl polyoxyl-32 glycerides;

wherein the solubilizing agent comprises predominantly caprylic fatty acid (C8) and capric fatty acid (C10) tri-esters of glycerol; and

wherein the progesterone is present from about 20 to about 50 weight percent of the composition and wherein less than 6 percent of the progesterone is soluble in the solubilizing agent.

19. The pharmaceutical composition of claim 18 , wherein more than 5 percent of the progesterone is soluble in the solubilizing agent.

20. A method of treating a progesterone-deficient state in a subject in need thereof, the method comprising administering to a subject in need thereof an effective amount of the pharmaceutical composition of claim 1 .

21. The method of claim 20 , wherein the progesterone-deficient state is endometrial hyperplasia, secondary amenorrhea, preterm birth, shortened cervix, or another disease states or condition treated with supplemental progesterone.

22. The method of claim 21 , wherein the progesterone-deficient state is secondary amenorrhea.

23. A method of treating a progesterone-deficient state in a subject in need thereof, the method comprising administering to a subject in need thereof an effective amount of the pharmaceutical composition of claim 18 .

24. The method of claim 23 , wherein the progesterone-deficient state is endometrial hyperplasia, secondary amenorrhea, preterm birth, shortened cervix, or another disease states or condition treated with supplemental progesterone.

25. The method of claim 24 , wherein the progesterone-deficient state is secondary amenorrhea.

Assignments (6)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 19, 2021
From: CACACE, JANICE; PERSICANER, PETER; THORSTEINSSON, THORSTEINN; SANCILLIO, FREDERICK; AMADIO, JULIA; BERNICK, BRIAN
To: THERAPEUTICSMD, INC.
Reel/Frame 055339/0426 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 19, 2021
From: IRANI, NEDA
To: THERAPEUTICSMD, INC.
Reel/Frame 055339/0554 →
SECURITY INTEREST Recorded Jan 27, 2021
From: THERAPEUTICSMD, INC.
To: SIXTH STREET SPECIALTY LENDING, INC. (F/K/A TPG SPECIALTY LENDING, INC.)
Reel/Frame 055049/0651 →
CHANGE OF ADDRESS Recorded Nov 5, 2019
From: THERAPEUTICSMD, INC.
To: THERAPEUTICSMD, INC.
Reel/Frame 050928/0987 →
Continuity (11)
Continuation 15454898 · Mar 9, 2017
Continuation 14671655 · Mar 27, 2015
Continuation In Part 14125547
Continuation 13843362 · Mar 15, 2013
Continuation PCTUS2013023309 · Jan 25, 2013
Continuation 13684002 · Nov 21, 2012
Continuation In Part 13843428 · Mar 15, 2013
Provisional Application 61972068 · Mar 28, 2014
Provisional Application 61662265 · Jun 20, 2012
Provisional Application 61661302 · Jun 18, 2012
Related Publication 20200268888A1 · Aug 27, 2020