IP Library Granted Patent US 10,117,936
Granted Patent B2
US 10,117,936 · App. 14/776,624 · Granted Nov 6, 2018

Eutectic formulations of cyclobenzaprine hydrochloride and amitriptyline hydrochloride

Inventors: Marino Nebuloni (Rho, IT); Patrizia Colombo (Trezzano sul Naviglio, IT)
Assignee: TONIX PHARMA HOLDINGS LIMITED
A61K47/26A61K9/145A61K9/1623A61K9/1688A61K9/1694A61K31/047A61K31/135A61K31/137A61K47/02A61K47/10A61K47/12A61K31/55
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Quick Facts
Patent No.
US 10,117,936
App. No.
14/776,624
Granted
Nov 6, 2018
Kind
B2
Abstract

The present invention relates to pharmaceutical compositions and methods of manufacturing the same, comprising a eutectic of Cyclobenzaprine HCl and mannitol or Amitriptyline HCl and mannitol.

Claims (34)

1. A pharmaceutical composition comprising a eutectic of 25%±2% mannitol and 75%±2% Cyclobenzaprine HCl by weight, wherein the mannitol is β-mannitol or δ-mannitol.

2. The pharmaceutical composition of claim 1 , wherein the Cyclobenzaprine HCl is micronized Cyclobenzaprine HCl.

3. The pharmaceutical composition of claim 1 , further comprising a basifying agent.

4. The pharmaceutical composition of claim 3 , wherein the basifying agent is K 2 HPO 4 .

5. The pharmaceutical composition of claim 3 , wherein the basifying agent is Na 2 HPO 4 .

6. The pharmaceutical composition of claim 3 , wherein the basifying agent is anhydrous trisodium citrate.

7. A method of manufacturing a pharmaceutical composition of claim 1 , comprising mixing the Cyclobenzaprine HCl and the mannitol or milling the Cyclobenzaprine HCl and the mannitol.

8. The method of claim 7 , comprising milling the Cyclobenzaprine HCl and the mannitol.

9. The method of claim 8 , wherein, the Cyclobenzaprine HCl and the mannitol are milled in a high shear granulator.

10. The method of claim 7 , comprising mixing the Cyclobenzaprine HCl and the mannitol.

11. The method of claim 10 , wherein the Cyclobenzaprine HCl and the mannitol are mixed via compression.

12. The method of claim 11 , wherein the Cyclobenzaprine HCl and the mannitol are compressed via roller compaction.

13. A method of manufacturing a pharmaceutical composition of claim 1 , comprising spray drying a mixture of the Cyclobenzaprine HCl and the mannitol.

14. The method of claim 7 , wherein the Cyclobenzaprine HCl is micronized Cyclobenzaprine HCl.

15. The method of claim 7 , wherein the pharmaceutical composition further comprises a basifying agent.

16. The method of claim 15 , wherein the basifying agent is K 2 HPO 4 .

17. The method of claim 15 , wherein the basifying agent is Na 2 HPO 4 .

18. The method of claim 15 , wherein the basifying agent is anhydrous trisodium citrate.

19. The pharmaceutical composition of claim 1 , wherein the mannitol in the eutectic is β mannitol.

20. The pharmaceutical composition of claim 19 , wherein the eutectic melts at 143.6±3° C.

21. The pharmaceutical composition of claim 1 , wherein the mannitol in the eutectic is δ mannitol.

22. The pharmaceutical composition of claim 21 , wherein the eutectic melts at 134° C±3° C.

23. The method of claim 7 , wherein the mannitol in the eutectic is β mannitol.

24. The method of claim 23 , wherein the eutectic melts at 143.6±3° C.

25. The method of claim 7 , wherein the mannitol in the eutectic is δ mannitol.

26. The method of claim 25 , wherein the eutectic melts at 134° C±3° C.

27. The method of claim 13 , wherein the pharmaceutical composition further comprises a basifying agent.

28. The method of claim 27 , wherein the basifying agent is K 2 HPO 4 .

29. The method of claim 27 , wherein the basifying agent is Na 2 HPO 4 .

30. The method of claim 27 , wherein the basifying agent is anhydrous trisodium citrate.

31. The method of claim 13 , wherein the mannitol in the eutectic is δ mannitol.

32. The method of claim 31 , wherein the eutectic melts at 134° C±3° C.

33. The method of claim 13 , wherein the mannitol is β-mannitol.

34. The method of claim 13 , wherein the spray drying converts the β-mannitol into δ-mannitol.

Assignments (4)
NOVATION AGREEMENT Recorded Jul 8, 2024
From: TONIX PHARMA HOLDINGS LIMITED
To: TONIX PHARMA LIMITED
Reel/Frame 068217/0592 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 31, 2016
From: NEBULONI, MARINO; COLOMBO, PATRIZIA
To: REDOX SRL
Reel/Frame 038747/0302 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 31, 2016
From: REDOX SRL
To: TONIX PHARMACEUTICALS, INC.
Reel/Frame 038747/0320 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 31, 2016
From: TONIX PHARMACEUTICALS, INC.
To: TONIX PHARMA HOLDINGS LIMITED
Reel/Frame 038747/0334 →
Continuity (2)
Provisional Application 61792757 · Mar 15, 2013
Related Publication 20160030576A1 · Feb 4, 2016
Cited By (11)
US 12,194,030 US 12,220,408 US 12,310,953 US 12,329,750 US 12,350,259 US 12,383,545 US 12,458,632 US 12,458,633 US 12,465,598 US 12,622,897 US 12,661,341