IP Library Granted Patent US 8,642,548
Granted Patent B2
US 8,642,548 · App. 13/389,410 · Granted Feb 4, 2014

Val (8) GLP-1 composition and method for treating functional dyspepsia and/or irritable bowel syndrome

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Quick Facts
Patent No.
US 8,642,548
App. No.
13/389,410
Granted
Feb 4, 2014
Kind
B2
Abstract

A method of treating functional dyspepsia and/or irritable bowel syndrome in mammals in need of treatment is disclosed herein. The method comprises administering to the mammal a formulation by inhalation, wherein the formulation avoids first pass metabolism of the active ingredient. The method comprises administering a formulation by pulmonary inhalation comprising a diketopiperazine and a glucagon-like peptide (GLP-1), analog, ROSE-010.

Claims (20)

1. A dry powder pharmaceutical composition comprising Val (8) glucagon-like peptide-1 (GLP-1) and a diketopiperazine or a pharmaceutically acceptable salt, solvate or prodrug thereof.

2. The composition of claim 1 , wherein said diketopiperazine is a diketopiperazine having the formula 2,5-diketo-3,6-di(4-X-aminobutyl)piperazine, wherein X is selected from the group consisting of succinyl, glutaryl, maleyl, fumaryl, malonyl, oxalyl and citraconyl.

3. The composition of claim 1 , wherein said diketopiperazine comprises a diketopiperazine salt.

4. The composition of claim 2 , wherein said diketopiperazine is 2,5-diketo-3,6-di(4-fumaryl-aminobutyl)piperazine.

5. The composition of claim 1 , wherein said Val (8) GLP-1 is an amidated Val (8) GLP-1.

6. A process for forming a dry powder of claim 1 comprising:

removing a solvent from a co-solution of a Val (8) GLP-1 and a particle-forming diketopiperazine, diketopiperazine particles, or a combination thereof.

7. The process of claim 6 , wherein the solvent is removed from said co-solution by lyophilization, filtration, or spray drying.

8. The process of claim 7 , wherein said particles comprising said Val (8) GLP-1 and said diketopiperazine are formed by removing said solvent by spray drying.

9. The process of claim 7 , wherein said particles comprising said Val (8) GLP-1 and said diketopiperazine are formed prior to removing said solvent.

10. The process of claim 6 , wherein said Val (8) GLP-1 is provided in the form of a solution comprising a Val (8) GLP-1 concentration of about 0.001 mg/ml -50 mg/ml.

11. The process of claim 10 , wherein said Val (8) GLP-1 is provided in the form of a solution comprising a Val (8) GLP-1 concentration of about 0.1 mg/ml -10 mg/ml.

12. The process of claim 10 , wherein said Val (8) GLP-1 is provided in the form of a solution comprising a Val (8) GLP-1 concentration of about 0.25 mg/ml.

13. The process of claim 6 , wherein said diketopiperazine is provided in the form of a suspension of diketopiperazine particles.

14. The process of claim 13 , further comprising adding an agent to said suspension, wherein the agent is selected from the group consisting of salts, surfactants, ions, osmolytes, chaotropes and lyotropes, acids, bases, and organic solvents.

15. The process of claim 14 wherein said agent promotes association between said Val (8) GLP-1 and said diketopiperazine particles.

16. The process of claim 15 , wherein said agent is sodium chloride.

17. A method of administering an effective amount of a Val(8) GLP-1 to a subject in need thereof comprising administering a dry powder of claim 1 by pulmonary delivery.

18. The method of claim 17 , wherein said pulmonary delivery is obtained using a dry powder inhalation system.

19. The method of claim 17 , wherein the dry powder inhalation system comprises a cartridge.

Assignments (7)
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 →
RELEASE OF SECURITY INTEREST Recorded Nov 10, 2016
From: AVENTISUB LLC
To: MANNKIND CORPORATION
Reel/Frame 040588/0008 →
PATENT SECURITY AGREEMENT Recorded Sep 26, 2014
From: MANNKIND CORPORATION
To: AVENTISUB LLC
Reel/Frame 033831/0110 →
SECURITY AGREEMENT Recorded Jul 3, 2013
From: MANNKIND CORPORATION
To: DEERFIELD PRIVATE DESIGN FUND II, L.P.; DEERFIELD PRIVATE DESIGN INTERNATIONAL II, L.P.; HORIZON SANTE FLML SARL
Reel/Frame 030740/0123 →