IP Library Granted Patent US 10,813,900
Granted Patent B2
US 10,813,900 · App. 16/544,128 · Granted Oct 27, 2020

Baclofen formulations and methods for making same

Inventors: Michael C. Schmitz (Prior Lake, MN); Corinne Dominguez (Tolochenaz, CH); Thomas E. Keene (Golden Valley, MN); Deanna S. Lane (Golden Valley, MN); Lanchi T. Le (Lake Elmo, MN); Jianwei Li (Woodbury, MN); Ngoc T. Lu (Maple Grove, MN); Carmen E. Snaza (Maplewood, MN)
Assignee: SAOL INTERNATIONAL LIMITED
A61K31/197A61K9/0085A61K9/08A61P21/02A61P25/00A61K9/0019
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Quick Facts
Patent No.
US 10,813,900
App. No.
16/544,128
Granted
Oct 27, 2020
Kind
B2
Abstract

Methods for preparing sterilized baclofen solutions include adjusting the pH to below a desired pH, and steam sterilizing the solution with adjusted pH, which results in the solution having the desired pH. Such solutions may also have low concentrations of 4-CPP. Injectable baclofen solutions having greater than 2 mg/mL baclofen include between 5 mM and 25 mM of a phosphate or sulfate species. The solution has an ionic strength equivalent of about 1.5 M NaCl. The present application also provides baclofen formulations for use in treating spasticity, brain injury, cerebral palsy, spinal cord injury, cervical injury, multiple sclerosis, thoracic injury, or withdrawal symptoms.

Claims (25)

1. A method of treating spasticity, brain injury, cerebral palsy, spinal cord injury, cervical injury, multiple sclerosis, or thoracic injury in a patient suffering therefrom, the method comprising administering, to the patient suffering therefrom, an injectable baclofen solution comprising:

baclofen in a concentration greater than 2 mg/mL, and

sulfate and/or phosphate in a concentration of between 10 mM and 25 mM;

wherein the solution has an ionic strength equivalent of between 1.4 M NaCl and 1.6 M NaCl, the solution comprising less than 1.3% of 4-(4-chlorophenyl)-2-pyrrolidone (4-CPP) after at least 30 days of storage at room temperature.

2. The method according to claim 1 , wherein the solution has a pH of from 5.0 to 7.0.

3. The method of claim 1 , wherein the solution is sterilized and comprises 0.2% to 1.1% of 4-(4-chlorophenyl)-2-pyrrolidinone (4-CPP) after at least 30 days of storage at room temperature.

4. The method of claim 3 , wherein the solution is sterilized and comprises 0.2% to 1.1% of 4-(4-chlorophenyl)-2-pyrrolidinone (4-CPP) after at least 6 months of storage at room temperature.

5. The method of claim 4 , wherein the solution comprises 0.2% to 0.4% of 4-(4-chlorophenyl)-2-pyrrolidinone (4-CPP) after at least 6 months of storage at room temperature.

6. The method of claim 1 , wherein the baclofen concentration is from 2.1 mg/mL to 7 mg/mL.

7. The method according to claim 6 , further comprising diluting the baclofen solution before administration.

8. The method of claim 1 , wherein the solution consists essentially of the baclofen, the sulfate and/or phosphate, sodium ion, and water.

9. The method of claim 1 , the solution further comprising NaCl, wherein the NaCl is present in an amount to provide the solution with an ionic strength equivalent to 1.5 M NaCl.

10. The method of claim 9 , wherein the solution consists essentially of the baclofen, the sulfate and/or phosphate, sodium ion, chloride ion, and water.

11. The method of claim 1 , wherein the sulfate is derived from Na 2 SO 4 .

12. The method of claim 1 , wherein the phosphate is derived from NaH 2 PO 4 .

13. The method of claim 1 , wherein the solution has a pH of 6.0.

14. The method of claim 1 , wherein the solution comprises 0.2% to 0.4% of 4-(4-chlorophenyl)-2-pyrrolidinone (4-CPP) after at least 30 days of storage at room temperature.

15. The method of claim 7 , wherein the diluting is performed with a diluting solution comprising sulfate and/or phosphate in a total concentration of between 10 mM and 25 mM, wherein the solution has an ionic strength equivalent of between 1.4 M NaCl and 1.6 M NaCl, wherein the diluting solution has a pH between 5.5 and 6.5.

16. The method according to claim 15 , wherein the diluting reduces the concentration of 4-(4-chlorophenyl)-2-pyrrolidone (4-CPP) to less than 1.3%.

17. The method according to claim 7 , wherein the baclofen concentration after diluting is from 0.05 mg/mL to 4.0 mg/mL.

18. The method according to claim 17 , wherein the baclofen concentration after diluting is 0.05 mg/mL, 0.25 mg/mL, 0.5 mg/mL, 1.25 mg/mL, or 2.0 mg/mL.

19. A method for treating spasticity, brain injury, cerebral palsy, spinal cord injury, cervical injury, multiple sclerosis, or thoracic injury in a patient suffering therefrom, the method comprising administering, to the patient suffering therefrom, an injectable baclofen solution comprising:

substantially pure L-baclofen in a concentration greater than 2 mg/mL, and

sulfate and/or phosphate in a concentration of between 10 mM and 25 mM;

wherein the solution has an ionic strength equivalent of between 1.4 M NaCl and 1.6 M NaCl, the solution comprising less than 1.3% of 4-(4-chlorophenyl)-2-pyrrolidone (4-CPP) after at least 30 days of storage at room temperature.

Assignments (8)
PATENT SECURITY AGREEMENT Recorded Aug 1, 2025
From: AMNEAL PHARMACEUTICALS LLC; IMPAX LABORATORIES, LLC; GEMINI LABORATORIES, LLC
To: WILMINGTON SAVINGS FUND SOCIETY, FSB, AS COLLATERAL AGENT
Reel/Frame 072312/0127 →
SECURITY INTEREST Recorded Nov 17, 2023
From: AMNEAL PHARMACEUTICALS LLC
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 065602/0692 →
PATENT SECURITY AGREEMENT Recorded Jun 10, 2022
From: AMNEAL PHARMACEUTICALS LLC; IMPAX LABORATORIES, LLC; GEMINI LABORATORIES LLC
To: TRUIST BANK. AS ADMINISTRATIVE AGENT
Reel/Frame 060329/0568 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 10, 2022
From: SAOL INTERNATIONAL LIMITED; SAOL INTERNATIONAL DEVELOPMENT LIMITED; SAOL INTERNATIONAL RESEARCH LIMITED; SAOL THERAPEUTICS RESEARCH LIMITED
To: AMNEAL PHARMACEUTICALS LLC
Reel/Frame 058975/0086 →
RELEASE OF SECURITY INTEREST Recorded Nov 22, 2021
From: CAPITAL ONE, NATIONAL ASSOCIATION, AS AGENT
To: SAOL INTERNATIONAL LIMITED
Reel/Frame 058182/0228 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNOR'S DATA PREVIOUSLY RECORDED ON REEL 054925 FRAME 0375. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY INTEREST. Recorded Feb 17, 2021
From: SAOL INTERNATIONAL LIMITED; SAOL INTERNATIONAL DEVELOPMENT LTD.; SAOL INTERNATIONAL RESEARCH LTD.
To: CAPITAL ONE, NATIONAL ASSOCIATION, AS AGENT
Reel/Frame 055329/0160 →
SECURITY INTEREST Recorded Jan 14, 2021
From: SAOL INTERNATIONAL LIMITED
To: CAPITAL ONE, NATIONAL ASSOCIATION, AS AGENT
Reel/Frame 054925/0375 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 14, 2021
From: SAOL INTERNATIONAL LIMITED
To: SAOL INTERNATIONAL DEVELOPMENT LTD.
Reel/Frame 054920/0851 →