IP Library Granted Patent US 10,772,883
Granted Patent B2
US 10,772,883 · App. 15/462,559 · Granted Sep 15, 2020

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 10,772,883
App. No.
15/462,559
Granted
Sep 15, 2020
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 (15)

1. A dry powder pharmaceutical composition comprising inhalable 3,6-di(N-fumaryl-4-aminobutyl)-2,5-diketopiperazine microparticles; wherein each of the microparticles has a specific surface area of 35 m 2 /g to about 67 m 2 /g and comprises an active agent.

2. The dry powder of claim 1 , wherein the active agent is vasoactive agent, a neuroactive agent, an immunomodulating agent, a cytotoxic agent, an antibiotic, an antiviral agent, an antigen, and infectious agent, an inflammatory mediator, a hormone, or a cell surface antigen.

3. The dry powder of claim 1 , wherein the active agent is a prostaglandin.

4. The dry powder of claim 3 , wherein the prostaglandin is PG I 2 .

5. The dry powder of claim 1 , wherein the active agent is about 0.01% to about 20% of the weight of the microparticles.

6. A dry powder for inhalation comprising microparticles of a diketopiperazine of the formula:

and a prostaglandin; wherein the microparticles have a specific surface area of 35 m 2 /g to about 67 m 2 /g.

7. The dry powder of claim 6 , wherein the prostaglandin is PG I 2 or an analog thereof.

8. A dry powder for inhalation comprising microparticles of a diketopiperazine of the formula:

and granulocyte macrophage colony stimulating factor; wherein the microparticles have a specific surface area of 35 m 2 /g to about 67 m 2 /g.

9. A dry powder inhaler comprising a dry powder formulation comprising microparticles of a fumaryl diketopiperazine (FDKP) having the formula:

wherein the FDKP microparticles have a specific surface area of 35 m 2 /g to about 67 m 2 /g and one or more than one active agents.

10. The dry powder inhaler of claim 9 , wherein the one or more active agents is a prostaglandin.

11. The dry powder inhaler of claim 10 , wherein the one or more active agent prostaglandin PG 12 or an analog thereof.

12. The dry powder inhaler of claim 9 wherein the one or more active agent is granulocyte macrophage colony stimulating factor.

Assignments (6)
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 Mar 31, 2017
From: GRANT, MARSHALL L.; STOWELL, GRAYSON W.; MENKIN, PAUL
To: MANNKIND CORPORATION
Reel/Frame 041816/0961 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 31, 2017
From: FREEMAN, JOHN J., JR.
To: MANNKIND CORPORATION
Reel/Frame 041817/0088 →
Continuity (4)
Continuation 14251513 · Apr 11, 2014
Division 13377682
Provisional Application 61186773 · Jun 12, 2009
Related Publication 20170189395A1 · Jul 6, 2017
Cited By (2)
US 12,383,552 US 12,390,475