IP Library Granted Patent US 10,471,069
Granted Patent B2
US 10,471,069 · App. 16/374,081 · Granted Nov 12, 2019

Pharmaceutical compositions comprising meloxicam

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Quick Facts
Patent No.
US 10,471,069
App. No.
16/374,081
Granted
Nov 12, 2019
Kind
B2
Abstract

Disclosed herein are compositions comprising a drug such as a triptan (e.g. rizatriptan) and/or an NSAID (e.g. meloxicam) in combination with a cyclodextrin and/or a carbonate or a bicarbonate. These compositions may be orally administered, for example, to improve the bioavailability or pharmacokinetics of the drug for the treatment of conditions such as pain.

Claims (24)

1. A method of treating migraine comprising: orally administering a dosage form to a human being suffering from migraine, wherein the dosage form comprises a combination of: 1) a complex of meloxicam with a sulfobutyl ether β-cyclodextrin (SBEβCD), 2) a bicarbonate, and 3) a rizatriptan; wherein the dosage form contains 400 mg to 600 mg of the bicarbonate, about 5 mg to about 50 mg of meloxicam, and about 50 mg to about 200 mg of the SBEβCD; wherein the dosage form is a solid oral dosage form having a shorter T max of meloxicam in the human being than a reference dosage form that: 1) contains the same amount of meloxicam, 2) does not contain an SBEβCD, and 3) does not contain a bicarbonate; and wherein the human being experiences more pain relief at two hours after the dosage form is administered as compared to: a) the pain relief that the human being would have experienced two hours after receiving a first reference dosage form containing the same amount of meloxicam without the rizatriptan, and b) the pain relief that the human being would have experienced two hours after receiving a second reference dosage form containing the same amount of the rizatriptan without meloxicam.

2. The method of claim 1 , wherein about 1 mg to about 50 mg of the rizatriptan is present in the oral dosage form based upon the weight of the rizatriptan in the free base form.

3. The method of claim 1 , wherein the rizatriptan is present in a salt form in an amount that is a molar equivalent of about 10 mg of the rizatriptan in the free base form.

4. The method of claim 3 , wherein the rizatriptan is present as rizatriptan benzoate.

5. The method of claim 1 , wherein the oral dosage form contains about 10 mg to about 30 mg of meloxicam.

6. The method of claim 1 , wherein the oral dosage form contains about 20 mg of meloxicam.

7. The method of claim 1 , wherein the oral dosage form contains about 15 mg of meloxicam.

8. The method of claim 1 , wherein the SBEβCD has about 6 to about 7 sulfobutyl ether groups for each molecule of β-cyclodextrin.

9. The method of claim 1 , wherein the SBEβCD has about 6 sulfobutyl ether groups for each molecule of β-cyclodextrin.

10. The method of claim 1 , wherein the SBEβCD has about 7 sulfobutyl ether groups for each molecule of β-cyclodextrin.

11. The method of claim 1 , wherein the oral dosage form contains about 50 mg to about 150 mg of the SBEβCD.

12. The method of claim 1 , wherein the oral dosage form contains about 100 mg of the SBEβCD.

13. The method of claim 1 , wherein the molar ratio of the SBEβCD to meloxicam is about 0.5 to about 2.

14. The method of claim 1 , wherein the molar ratio of the SBEβCD to meloxicam is about 0.8 to about 1.2.

15. The method of claim 1 , wherein the molar ratio of the SBEβCD to meloxicam is about 1.

16. The method of claim 1 , wherein the oral dosage form contains about 10 mg to about 40 mg of meloxicam, and about 5 mg to about 50 mg of rizatriptan.

17. The method of claim 1 , wherein the oral dosage form contains SBEβCD that is in a weight ratio to rizatriptan that is within a range of about 1 to about 100.

18. The method of claim 17 , wherein the oral dosage form contains SBEβCD that is in a weight ratio to rizatriptan that is about 10.

19. The method of claim 17 , wherein the oral dosage form contains about 20 mg of meloxicam.

20. The method of claim 1 , wherein the bicarbonate comprises sodium bicarbonate.

21. The method of claim 20 , wherein the oral dosage form contains 500 mg of sodium bicarbonate.

22. The method of claim 1 , wherein the oral dosage form has been shown to have a median T max of meloxicam that is less than about 90 minutes in fasted human subjects.

23. The method of claim 1 , wherein the oral dosage form has been shown to have a median T max of meloxicam that is less than about 2 hours in fasted human subjects.

24. The method of claim 1 , wherein the oral dosage form has been shown to have faster time to therapeutic plasma concentration in the human being as compared to the reference dosage form.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded May 22, 2025
From: HERCULES CAPITAL, INC.
To: AXSOME THERAPEUTICS, INC.
Reel/Frame 071337/0004 →
SECURITY INTEREST Recorded May 9, 2025
From: AXSOME THERAPEUTICS, INC.; AXSOME MALTA LTD.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 071247/0836 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Sep 25, 2020
From: AXSOME THERAPEUTICS, INC.
To: HERCULES CAPITAL, INC., AS AGENT
Reel/Frame 053941/0491 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 27, 2019
From: TABUTEAU, HERRIOT
To: AXSOME THERAPEUTICS, INC.
Reel/Frame 049611/0035 →
Cited By (2)
US 12,685,736 US 12,691,123