IP Library Granted Patent US 11,896,668
Granted Patent B2
US 11,896,668 · App. 17/730,398 · Granted Feb 13, 2024

Lyophilized preparation of cytotoxic dipeptides

Inventors: Jack Spira (Tyreso, SE); Fredrik Lehmann (Knivsta, SE)
Assignee: Oncopeptides AB
A61K47/10A61K9/19A61K31/195A61K31/222A61K38/00A61K38/05A61K38/105A61K47/02A61K47/12A61K47/26A61K47/40F26B5/06
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,896,668
App. No.
17/730,398
Granted
Feb 13, 2024
Kind
B2
Abstract

The present invention is directed to novel lyophilized pharmaceutical preparations comprising a cytotoxic dipeptides such as melphalan flufenamide and one or more excipient(s) selected from the group comprising a polysorbate; a polyethylene glycol; β-cyclodextrin; ocyclodextrin; hydroxypropyl-β-cyclodextrin; sulfobutylether-β-cyclodextrin; lactose; benzyl alcohol; disodium succinate; propylene glycol; Cremophor EL; Dimethyl sulfoxide; D-mannitol; Trehalose; Sucrose and an amino acid. This preparation may be further formulated and is useful in cancer therapy.

Claims (21)

1. A lyophilized pharmaceutical preparation which is directly soluble in a physiologically acceptable aqueous solution, comprising (i) melphalan flufenamide or a pharmaceutically acceptable salt thereof and (ii) hydroxypropyl-β-cyclodextrin and/or sulfobutylether-β-cyclodextrin.

2. The lyophilized pharmaceutical preparation according to claim 1 , wherein said melphalan flufenamide is melphalan flufenamide hydrochloride (J1).

3. The lyophilized pharmaceutical preparation according to claim 1 , wherein the amount of hydroxypropyl-8-cyclodextrin and/or sulfobutylether-β-cyclodextrin is 10-100% by weight of said melphalan flufenamide.

4. The lyophilized pharmaceutical preparation according to claim 1 , which contains less than 0.5% by weight organic solvents.

5. The lyophilized pharmaceutical preparation according to claim 2 , which contains less than 0.5% by weight organic solvents.

6. The lyophilized pharmaceutical preparation according to claim 3 , which contains less than 0.5% by weight organic solvents.

7. The lyophilized pharmaceutical preparation according to claim 1 , which comprises hydroxypropyl-β-cyclodextrine or sulfobutylether-β-cyclodextrin as the sole excipient.

8. The lyophilized pharmaceutical preparation according to claim 7 , which contains trace amounts of an organic solvent.

9. The lyophilized pharmaceutical preparation according to claim 1 , which consists essentially of (i) melphalan flufenamide or a pharmaceutically acceptable salt thereof and (ii) hydroxypropylβ-cyclodextrin or sulfobutylether-β-cyclodextrin.

10. The lyophilized pharmaceutical preparation according to claim 9 , which contains trace amounts of an organic solvent.

11. The lyophilized pharmaceutical preparation according to claim 7 , which consists essentially of (i) melphalan flufenamide or a pharmaceutically acceptable salt thereof and (ii) hydroxypropylβ-cyclodextrin sulfobutylether-β-cyclodextrin.

12. The lyophilized pharmaceutical preparation according to claim 11 , which contains trace amounts of an organic solvent.

13. The lyophilized pharmaceutical preparation according to claim 11 , wherein said melphalan flufenamide is melphalan flufenamide hydrochloride (J1).

14. A pharmaceutical composition consisting of the lyophilized pharmaceutical preparation of claim 1 and a physiologically acceptable solution, wherein said physiologically acceptable solution is a glucose solution.

15. A pharmaceutical composition consisting of the lyophilized pharmaceutical preparation of claim 2 and a physiologically acceptable solution, wherein said physiologically acceptable solution is a glucose solution.

16. A pharmaceutical composition consisting of the lyophilized pharmaceutical preparation of claim 3 and a physiologically acceptable solution, wherein said physiologically acceptable solution is a glucose solution.

17. A pharmaceutical composition consisting of the lyophilized pharmaceutical preparation of claim 4 and a physiologically acceptable solution, wherein said physiologically acceptable solution is a glucose solution.

18. The lyophilized pharmaceutical preparation according to claim 1 , which comprises hydroxypropyl-β-cyclodextrin.

19. The lyophilized pharmaceutical preparation according to claim 1 , which comprises sulfobutylether-β-cyclodextrin.

20. The lyophilized pharmaceutical preparation according to claim 1 , in which hydroxypropyl-β-cyclodextrin is the sole excipient.

21. The lyophilized pharmaceutical preparation according to claim 1 , in which sulfobutylether-β-cyclodextrin is the sole excipient.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 3, 2024
From: ONCOPEPTIDES AB
To: ONCOPEPTIDES INNOVATION AB
Reel/Frame 067599/0384 →
Priority Claims (1)
SE 1150371-1 · Apr 28, 2011 · national
Continuity (6)
Division 16935372 · Jul 22, 2020
Division 16721639 · Dec 19, 2019
Division 16457102 · Jun 28, 2019
Division 14113768
Provisional Application 61535126 · Sep 15, 2011
Related Publication 20220323585A1 · Oct 13, 2022
Cited By (1)
US 12,558,337