IP Library Granted Patent US 11,013,691
Granted Patent B2
US 11,013,691 · App. 16/529,040 · Granted May 25, 2021

Heat-stable dry powder pharmaceutical compositions and methods

Inventors: Karine Fabio (Woodbury, CT); Joseph J. Guarneri (Stamford, CT); Kieran Curley (Cos Cob, CT); Marshall L. Grant (Newtown, CT); Andrea Leone-Bay (Ridgefield, CT)
Assignee: MannKind Corporation
A61K9/1623A61K9/0073A61K9/1611A61K9/1617A61K31/198A61K31/4172A61K38/095A61K38/12A61K38/23A61K38/26A61K38/28A61K38/29A61K45/06
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Quick Facts
Patent No.
US 11,013,691
App. No.
16/529,040
Granted
May 25, 2021
Kind
B2
Abstract

Disclosed herein are heat-stable dry powders which include peptides or protein such as oxytocin for use as a pharmaceutical composition. The composition is highly stable at increased temperatures and relatively high humid environments, and are intended for storage at room temperature with an improved shelf-life. In particular, the dry powders are intended for inhalation, however, other routes of administration can be used when reconstituted in solution.

Claims (11)

1. A dry powder pharmaceutical formulation comprising inhalable microparticles of a diketopiperazine comprising oxytocin, an oxytocin derivative or an oxytocin analog, and zinc citrate or zinc chloride, and/or a pharmaceutically acceptable carrier or excipient, wherein the pharmaceutical formulation is stable for at least 40 weeks at 40° C. and 75% relative humidity.

2. The dry powder pharmaceutical formulation of claim 1 , comprising zinc citrate.

3. The dry powder pharmaceutical formulation of claim 1 , wherein the pharmaceutically acceptable carrier or excipient is a sugar selected from mannose, mannitol, trehalose, or sorbitol.

4. The dry powder pharmaceutical formulation of claim 1 , wherein the pharmaceutically acceptable carrier or excipient is polyvinylpyrrolidone or polyethylene glycol.

5. The dry powder pharmaceutical formulation of claim 1 , wherein the diketopiperazine is fumaryl diketopiperazine or succinyl diketopiperazine.

6. The dry powder pharmaceutical formulation of claim 1 , wherein the zinc citrate is in an amount ranging from 100 to 20 equivalents per mole of the oxytocin, the oxytocin analog or derivative thereof.

7. A pharmaceutical dry powder formulation for inhalation comprising inhalable microparticles of a diketopiperazine comprising oxytocin, an analog of oxytocin or a derivative of oxytocin; zinc chloride in an amount ranging from about 1% to about 7% (w/w) of the formulation, and a pharmaceutically acceptable excipient, wherein the pharmaceutical formulation is stable for at least 40 weeks at 40° C. and 75% relative humidity.

8. The dry powder pharmaceutical formulation of claim 5 , wherein the diketopiperazine is fumaryl diketopiperazine.

9. The dry powder formulation of claim 1 , wherein said microparticles of a diketopiperazine comprise microparticles having a diameter of between about 0.5 to about 10 microns.

10. The dry powder pharmaceutical formulation of claim 7 , wherein the diketopiperazine is fumaryl diketopiperazine.

11. The dry powder formulation of claim 7 , wherein said microparticles of a diketopiperazine comprise microparticles having a diameter of between about 0.5 to about 10 microns.

Assignments (5)
PATENT SECURITY AGREEMENT Recorded Aug 12, 2025
From: MANNKIND CORPORATION
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 072444/0525 →
RELEASE OF SECURITY INTEREST Recorded Apr 5, 2024
From: MIDCAP FINANCIAL TRUST, AS AGENT
To: MANNKIND CORPORATION; MANNKIND LLC
Reel/Frame 067024/0082 →
RELEASE OF SECURITY INTEREST Recorded Aug 13, 2019
From: DEERFIELD PRIVATE DESIGN FUND II, L.P.; DEERFIELD PRIVATE DESIGN INTERNATIONAL II, L.P.; HORIZON SANTE FLML SARL
To: MANNKIND CORPORATION
Reel/Frame 050044/0138 →
SECURITY INTEREST Recorded Aug 13, 2019
From: MANNKIND CORPORATION; MANNKIND LLC
To: MIDCAP FINANCIAL TRUST, AS AGENT
Reel/Frame 050044/0181 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 8, 2019
From: FABIO, KARINE; GUARNERI, JOSEPH J.; CURLEY, KIERAN; GRANT, MARSHALL L.; LEONE-BAY, ANDREA
To: MANNKIND CORPORATION
Reel/Frame 050006/0106 →