IP Library Granted Patent US 9,283,219
Granted Patent B2
US 9,283,219 · App. 14/478,975 · Granted Mar 15, 2016

Sublingual films

Inventors: Nathan John Bryson (Toronto, CA); Anthony John Giovinazzo (Caledon, CA); Scott David Barnhart (York, PA); Michael Clinton Koons (York, PA)
Assignee: Cynapsus Therapeutics, Inc.
A61K31/473A61F13/00063A61K9/006A61K9/7007A61K31/381A61K31/4045A61K31/428A61K31/4415A61K31/48A61K31/485A61K31/4985A61K31/506A61K45/06A61K47/02A61K47/14A61K47/38A61K9/209
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Quick Facts
Patent No.
US 9,283,219
App. No.
14/478,975
Granted
Mar 15, 2016
Kind
B2
Abstract

The invention features sublingual film formulations of dopamine agonists and methods of treating Parkinson's disease, tremors, restless leg syndrome, sexual dysfunction, and depressive disorders therewith.

Claims (29)

1. A pharmaceutical composition in unit dosage form formulated for sublingual administration, wherein said unit dosage form is a film comprising a first portion comprising apomorphine hydrochloride and a second portion comprising from 10±2 to 50±5% (w/w) of a pH neutralizing agent that is an organic base having a pKa of 5±2, wherein said unit dosage form comprises from 2 to 60 mg of apomorphine hydrochloride.

2. The pharmaceutical composition of claim 1 , wherein said unit dosage form further comprises a high molecular weight polymer having a weight average molecular weight of greater than 60 KDa selected from hydroxypropyl cellulose, hydroxypropyl methyl cellulose, hydroxyethyl cellulose, carboxymethyl cellulose, and methyl cellulose.

3. The pharmaceutical composition of claim 1 , wherein said unit dosage form further comprises a low molecular weight polymer having a weight average molecular weight of from 5 KDa to 50 KDa selected from hydroxypropyl cellulose, hydroxypropyl methyl cellulose, hydroxyethyl cellulose, carboxymethyl cellulose, and methyl cellulose.

4. The pharmaceutical composition of claim 1 , wherein said pH neutralizing agent is pyridoxine.

5. The pharmaceutical composition of claim 1 , further comprising 1±0.5% (w/w) permeation enhancer.

6. The pharmaceutical composition of claim 5 , wherein said permeation enhancer is glycerol monosterate.

7. The pharmaceutical composition of claim 1 , wherein said pharmaceutical composition comprises from 3 to 15% (w/w) plasticizing agent.

8. The pharmaceutical composition of claim 1 , wherein said plasticizing agent is a polyol, oleic acid, or triacetin.

9. The pharmaceutical composition of claim 8 , wherein said plasticizing agent is a polyol selected from sorbitol, mannitol, maltitol, xylitol, glycerol, propylene glycol, and polyethylene glycol.

10. The pharmaceutical composition of any claim 1 , wherein said pharmaceutical composition further comprises from 1 to 50% (w/w) hydrolyzed starch.

11. The pharmaceutical composition of claim 10 , wherein said hydrolyzed starch is a dextrin.

12. The pharmaceutical composition of claim 11 , wherein said hydrolyzed starch is a maltodextrin.

13. The pharmaceutical composition of claim 1 , wherein said pharmaceutical composition further comprises an antioxidant.

14. The pharmaceutical composition of claim 13 , wherein said pharmaceutical composition further comprises from 0.05 to 2.5% (w/w) metabisulfite.

15. The pharmaceutical composition of claim 1 , wherein said pharmaceutical composition has a sublingual bioavailability of greater than 40%.

16. The pharmaceutical composition of claim 1 , wherein said pharmaceutical composition has a T max of from 10 to 25 minutes.

17. The pharmaceutical composition of claim 1 , wherein following sublingual administration to a subject said unit dosage form produces an average circulating apomorphine concentration of at least 3 ng/mL within a period of from 5 to 15 minutes.

18. The pharmaceutical composition of claim 1 , wherein said unit dosage form when administered sublingually to a subject is non-irritating.

19. The pharmaceutical composition of claim 1 , wherein said unit dosage form is an individual film packaged in a sealed plastic-lined aluminum foil, wherein said unit dosage form is stable for a period of at least 2 months at 40° C.

20. The pharmaceutical composition of claim 1 , wherein said film comprises a solid solution of apomorphine hydrochloride.

21. The pharmaceutical composition of claim 1 , wherein said film comprises particles of apomorphine hydrochloride.

22. The pharmaceutical composition of claim 21 , wherein said particles have an effective particle size of from 20 nm to 10 μm.

23. The pharmaceutical composition of claim 1 , wherein said unit dosage form when placed in 1 mL of unbuffered water at pH 7 results in a solution having a pH of between 2.5 and 8.0.

24. A method of treating Parkinson's disease in a subject, said method comprising sublingual administration of a pharmaceutical composition of claim 1 in an amount effective to treat said subject.

25. The pharmaceutical composition of claim 1 , wherein said unit dosage form comprises 12±3 mg of apomorphine hydrochloride.

26. The pharmaceutical composition of claim 1 , wherein said unit dosage form comprises 22±4 mg of apomorphine hydrochloride.

27. The pharmaceutical composition of claim 1 , wherein said unit dosage form comprises 30±5 mg of apomorphine hydrochloride.

28. The pharmaceutical composition of claim 1 , wherein each said portion is a layer.

29. A method of treating restless leg syndrome in a subject, said method comprising sublingual administration of a pharmaceutical composition of claim 1 in an amount effective to treat said subject.

Assignments (7)
CORRECTIVE ASSIGNMENT TO CORRECT THE EFFECTIVE DATE OF ASSIGNMENT PREVIOUSLY RECORDED AT REEL: 040277 FRAME: 0773. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Dec 15, 2016
From: SUNOVION CNS DEVELOPMENT CANADA ULC
To: SUNOVION PHARMACEUTICALS INC.
Reel/Frame 040940/0603 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 10, 2016
From: CYNAPSUS THERAPEUTICS INC.
To: PROJECT PEGASUS SUB ACQUISITION ULC
Reel/Frame 040587/0262 →
MERGER Recorded Nov 10, 2016
From: PROJECT PEGASUS SUB ACQUISITION ULC
To: SUNOVION CNS DEVELOPMENT CANADA ULC
Reel/Frame 040588/0155 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 10, 2016
From: SUNOVION CNS DEVELOPMENT CANADA ULC
To: SUNOVION PHARMACEUTICALS INC.
Reel/Frame 040277/0773 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 23, 2015
From: ARX, LLC
To: CYNAPSUS THERAPEUTICS, INC.
Reel/Frame 035230/0355 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 11, 2015
From: BRYSON, NATHAN JOHN; GIOVINAZZO, ANTHONY JOHN
To: CYNAPSUS THERAPEUTICS, INC.
Reel/Frame 035140/0472 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 6, 2015
From: BARNHART, SCOTT DAVID; KOONS, MICHAEL CLINTON
To: ARX, LLC
Reel/Frame 035104/0646 →
Continuity (6)
Continuation 13858638 · Apr 8, 2013
Continuation 13445656 · Apr 12, 2012
Continuation PCTUS2011065665 · Dec 16, 2011
Provisional Application 61483864 · May 9, 2011
Provisional Application 61423858 · Dec 16, 2010
Related Publication 20140377329A1 · Dec 25, 2014