IP Library Granted Patent US 9,339,545
Granted Patent B2
US 9,339,545 · App. 14/192,697 · Granted May 17, 2016

Stable formulations for parenteral injection of peptide drugs

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Quick Facts
Patent No.
US 9,339,545
App. No.
14/192,697
Granted
May 17, 2016
Kind
B2
Abstract

Stable formulations for parenteral injection of peptide drugs and methods of using such stable formulations are provided. In particular, the present invention provides stable formulations for parenteral injection of glucagon and methods of using such glucagon formulations to treat hypoglycemia, especially severe hypoglycemia in emergency situations.

Claims (31)

1. A method of treating hypoglycemia comprising administering a stable solution to a hypoglycemic subject in need thereof, the stable solution comprising:

(a) a glucagon peptide or a salt thereof that has been dried from a non-volatile buffer; and

(b) an aprotic polar solvent;

wherein the glucagon peptide or salt thereof is reconstituted and solubilized in the aprotic polar solvent in an amount from about 0.1 mg/mL up to the solubility limit of the glucagon peptide or salt thereof, and

wherein the glucagon peptide or salt thereof has a pH memory in the aprotic polar solvent.

2. The method of claim 1 , wherein the stable solution is administered with a syringe.

3. The method of claim 1 , wherein the stable solution is administered with a pen injection device.

4. The method of claim 1 , wherein the stable solution is administered with an auto-injector device.

5. The method of claim 1 , wherein the stable solution is administered with a pump device.

6. The method of claim 1 , wherein the non-volatile buffer is selected from a glycine buffer, a citrate buffer, a phosphate buffer, or mixtures thereof.

7. The method of claim 6 , wherein the non-volatile buffer is a glycine buffer.

8. The method of claim 1 , wherein the pH memory is about equal to the pH of the glucagon or salt thereof in the non-volatile buffer.

9. The method of claim 1 , wherein the pH memory of the glucagon or salt thereof is from about 2 to 3.

10. The method of claim 1 , wherein the pH memory of the glucagon or salt thereof is from 1 to 4.

11. The method of claim 1 , wherein the aprotic polar solvent is selected from dimethylsulfoxide (DMSO), n-methyl pyrrolidone (NMP), ethyl acetate, and mixtures thereof.

12. The method of claim 11 , wherein the aprotic polar solvent is n-methyl pyrrolidone (NMP).

13. The method of claim 12 , wherein the aprotic polar solvent is dimethylsulfoxide (DMSO).

14. The method of claim 1 , wherein the stable solution further comprises a co-solvent that depresses the freezing point of the formulation, wherein the co-solvent is selected from ethanol, propylene glycol, glycerol, and mixtures thereof.

15. The method of claim 1 , wherein the stable solution further comprises a stabilizing excipient selected from a sugar, a starch, and mixtures thereof.

16. The method of claim 1 , wherein the stable solution comprises from about 0.1 mg/mL to about 30 mg/mL of the glucagon or salt thereof.

17. The method of claim 1 , wherein the buffer is a glycine buffer and the aprotic solvent is dimethylsulfoxide (DMSO).

18. The method of claim 17 , wherein the stable solution further comprises a stabilizing excipient selected from sugars, starches, and mixtures thereof.

19. The method of claim 18 , wherein the stabilizing excipient is trehalose.

20. The method of claim 1 , wherein the water content of the stable solution is less than 5%.

21. The method of claim 1 , wherein the stable solution further comprises a second peptide or salt thereof.

22. The method of claim 21 , wherein the second peptide is a glucagon-like peptide-1 (GLP-1).

23. The method of claim 1 , wherein the stable solution is administered parenterally.

24. The method of claim 1 , wherein the stable solution is administered into an intradermal region of the subject.

25. The method of claim 1 , wherein the stable solution is administered into a subcutaneous region of the subject.

26. The method of claim 1 , wherein the stable solution is administered into an intramuscular region of the subject.

27. The method of claim 1 , wherein the subject is a human.

Assignments (4)
REASSIGNMENT AND RELEASE OF SECURITY INTEREST Recorded Mar 10, 2022
From: OXFORD FINANCE LLC
To: XERIS PHARMACEUTICALS, INC.
Reel/Frame 059358/0700 →
SECURITY INTEREST Recorded Mar 9, 2022
From: XERIS PHARMACEUTICALS, INC.; STRONGBRIDGE DUBLIN LIMITED
To: HAYFIN SERVICES LLP
Reel/Frame 059552/0066 →
SECURITY INTEREST Recorded Sep 12, 2019
From: XERIS PHARMACEUTICALS, INC.
To: OXFORD FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 050362/0445 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 19, 2014
From: PRESTRELSKI, STEVEN; KINZELL, JOHN
To: XERIS PHARMACEUTICALS, INC.
Reel/Frame 032478/0154 →