IP Library Granted Patent US 10,537,581
Granted Patent B2
US 10,537,581 · App. 14/521,230 · Granted Jan 21, 2020

Vaginal inserted estradiol pharmaceutical compositions and methods

Inventors: Brian A. Bernick (Boca Raton, FL); Thorsteinn Thorsteinsson (Boynton Beach, FL); Peter H. R. Persicaner (Boca Raton, FL); Janice Louise Cacace (St Petersburg, FL); Frederick D. Sancilio (Stuart, FL); Neda Irani (Palm Beach Gardens, FL); Julia Amadio (Boca Raton, FL)
Assignee: TherapeuticsMD, Inc.
A61K31/565A61K9/0036A61K31/57A61K47/14
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Quick Facts
Patent No.
US 10,537,581
App. No.
14/521,230
Granted
Jan 21, 2020
Kind
B2
Abstract

According to various embodiments of this disclosure, pharmaceutical compositions comprising solubilized estradiol are provided. In various embodiments, such compositions are encapsulated in soft capsules which may be vaginally inserted for the treatment of vulvovaginal atrophy.

Claims (35)

1. A pessary consisting of:

a) a liquid pharmaceutical composition comprising:

about 1 μg to about 25 μg of estradiol; and

a solubilizing agent comprising a medium chain oil;

wherein the viscosity of the liquid pharmaceutical composition ranges from about 50 cP to about 1000 cP at 25 ° C., and

wherein the liquid pharmaceutical composition does not include a hydrophilic gel-forming bioadhesive agent; and

b) a soft gelatin capsule encapsulating the liquid pharmaceutical composition;

wherein estradiol is the only active hormone in the pessary; and

wherein the pessary is for intravaginal administration.

2. The pessary of claim 1 , wherein the liquid pharmaceutical composition comprises about 1 μg to about 10 μg of estradiol.

3. The pessary of claim 1 , wherein the liquid pharmaceutical composition comprises about 10 μg to about 25 μg of estradiol.

4. The pessary of claim 1 , wherein the estradiol is solubilized.

5. The pessary of claim 1 , wherein the medium chain oil comprises at least one C6-C12 fatty acid or a glycol, monoglyceride, diglyceride, or triglyceride ester thereof.

6. The pessary of claim 5 , wherein each glycol, monoglyceride, diglyceride, or triglyceride ester of the C6-C12 fatty acid is independently an ester of caproic acid, an ester of caprylic acid, or an ester of capric acid.

7. The pessary of claim 6 , wherein the triglyceride ester of the C6-C12 fatty acid is a caprylic/capric triglyceride.

8. A pessary consisting of:

a) a liquid pharmaceutical composition comprising:

about 1 μg to about 25 μg of estradiol;

a caprylic/capric triglyceride; and

a non-ionic surfactant comprising PEG-6 stearate and ethylene glycol palmitostearate;

wherein the viscosity of the liquid pharmaceutical composition ranges from about 50 cP to about 1000 cP at 25° C., and

wherein the liquid pharmaceutical composition does not include a hydrophilic gel-forming bioadhesive agent; and

b) a soft gelatin capsule encapsulating the liquid pharmaceutical composition, wherein estradiol is the only active hormone in the pessary; and wherein the pessary is for intravaginal administration.

9. A pessary consisting of:

(a) a liquid pharmaceutical composition comprising:

about 1 μg to about 25 μg of estradiol and

a solubilizing agent comprising a medium chain oil,

wherein the viscosity of the liquid pharmaceutical composition ranges from about 50 cP to about 1000 cP at 25 ° C., and

wherein the liquid pharmaceutical composition does not include a hydrophilic gel-forming bioadhesive agent;

and

(b) a soft gelatin capsule encapsulating the liquid pharmaceutical composition;

wherein estradiol is the only active hormone in the pessary; and

wherein administration of the pessary to the proximal region of the vagina of a patient provides a therapeutically effective concentration of estradiol over 24 hours in the proximal region of the vagina.

10. A method of treating an estrogen-deficient state, the method comprising administering to a patient in need thereof a pessary according to claim 1 .

11. A method of treating an estrogen-deficient state, the method comprising administering to a patient in need thereof, a pessary according to claim 8 .

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 Jan 27, 2021
From: THERAPEUTICSMD, INC.
To: SIXTH STREET SPECIALTY LENDING, INC. (F/K/A TPG SPECIALTY LENDING, INC.)
Reel/Frame 055049/0651 →
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 2, 2019
From: IRANI, NEDA; AMADIO, JULIA
To: THERAPEUTICSMD, INC.
Reel/Frame 051154/0614 →
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 →
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 Apr 20, 2015
From: BERNICK, BRIAN A.; PERSICANER, PETER H.R.; THORSTEINSSON, THORSTEINN; CACACE, JANICE LOUISE; SANCILIO, FREDERICK D.
To: THERAPEUTICSMD, INC.
Reel/Frame 035448/0272 →