IP Library Granted Patent US 11,607,410
Granted Patent B2
US 11,607,410 · App. 16/994,425 · Granted Mar 21, 2023

Diketopiperazine microparticles with defined specific surface areas

Inventors: Marshall L. Grant (Newtown, CT); Grayson W. Stowell (Cary, NC); Paul Menkin (Branford, CT); John J. Freeman, Jr. (New Fairfield, CT)
Assignee: MannKind Corporation
A61K31/495A61K9/0075A61K9/145A61K9/1617A61K9/1694A61K9/19A61K31/5575A61K38/193A61K38/28A61K45/06A61M15/0028A61M15/0091C07D241/08A61K38/00Y10T428/2982
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Quick Facts
Patent No.
US 11,607,410
App. No.
16/994,425
Granted
Mar 21, 2023
Kind
B2
Abstract

Disclosed herein are diketopiperazine microparticles having a specific surface area of less than about 67 m 2 /g. The diketopiperazine microparticle can be fumaryl diketopiperazine and can comprise a drug such as insulin.

Claims (10)

1. A method of treating diabetes in a patient in need thereof comprising administering by inhalation a dry powder comprising precipitated crystalline microparticles of a diketopiperazine and insulin or an analog or active fragment thereof, the microparticles having a specific surface area of about 40 m 2 /g to 67 m 2 /g.

2. The method of claim 1 , wherein the diketopiperazine is of the formula 3,6-bis(N—X-4-aminobutyl)-2,5-diketopiperazine, wherein X is selected from the group consisting of fumaryl, succinyl, maleyl, and glutaryl.

3. The method of claim 2 , wherein X is fumaryl.

4. The method of claim 1 , wherein said diabetes comprises diabetes type 1.

5. The method of claim 1 , wherein said diabetes comprises diabetes type 2.

6. The method of claim 4 , wherein said type 1 diabetes comprises honeymoon phase or post-honeymoon phase.

7. The method of claim 6 , wherein said type 1 diabetes comprises honeymoon phase.

8. The method of claim 6 , wherein said type 1 diabetes comprises post-honeymoon phase.

9. The method of claim 1 , wherein said precipitated crystalline microparticles are precipitated with an acetic acid feed solution.

10. The method of claim 9 , wherein said acetic acid feed solution further comprises polysorbate 80.

Assignments (3)
PATENT SECURITY AGREEMENT Recorded Aug 12, 2025
From: MANNKIND CORPORATION
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 072444/0525 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 25, 2021
From: GRANT, MARSHALL L.; STOWELL, GRAYSON W.; MENKIN, PAUL
To: MANNKIND CORPORATION
Reel/Frame 056343/0464 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 25, 2021
From: FREEMAN, JOHN J., JR.
To: MANNKIND CORPORATION
Reel/Frame 056343/0572 →