IP Library Granted Patent US 9,474,732
Granted Patent B2
US 9,474,732 · App. 14/574,733 · Granted Oct 25, 2016

Intrathecal baclofen pharmaceutical dosage forms with fewer degradation products

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Quick Facts
Patent No.
US 9,474,732
App. No.
14/574,733
Granted
Oct 25, 2016
Kind
B2
Abstract

The present invention relates generally to a sterile, particulate-free, stable intrathecal baclofen solution with less than 0.5% of 4-(4-chlorophenyl)-2-pyrrolidone, a degradation product. These solutions are stable under a variety of storage conditions and for extended periods of time. Also disclosed are methods for preparing such compositions.

Claims (14)

1. A sterile aqueous solution of baclofen sterilized by steam heating and containing 0.5% or less (by weight of baclofen) of 4-(4-chlorophenyl)-2-pyrrolidone, wherein baclofen in the solution is at a concentration from about 0.5 mg/mL to about 4.0 mg/mL.

2. The solution of claim 1 , further comprising sodium chloride.

3. The solution of claim 1 , wherein the solution contains 0.5% or less (by weight of baclofen) of 4-(4-chlorophenyl)-2-pyrrolidone after storage at 25° C. and 60% relative humidity for at least one year.

4. The solution of claim 1 , wherein the solution contains 0.5% or less (by weight of baclofen) of 4-(4-chlorophenyl)-2-pyrrolidone after storage at 40° C. and 75% relative humidity for at least two months.

5. The solution of claim 1 , wherein the baclofen concentration is from about 0.5 mg/mL to about 1.0 mg/mL.

6. The solution of claim 1 , wherein the baclofen concentration is from about 1.0 mg/mL to about 2.0 mg/mL.

7. The solution of claim 1 , wherein the baclofen concentration is from about 2.0 mg/mL to about 3.0 mg/mL.

8. The solution of claim 1 , wherein the baclofen concentration is from about 3.0 mg/mL to about 4.0 mg/mL.

9. The solution of claim 1 , wherein the solution is suitable for intrathecal delivery.

10. The solution of claim 1 , wherein the solution is free of particulates.

11. The solution of claim 1 , wherein the steam heating comprises heating the solution to 121.1° C. for a F 0 value of 7 minutes.

12. A vial containing the solution of claim 1 .

13. The vial of claim 12 , wherein the solution contains 0.5% or less (by weight of baclofen) of 4-(4-chlorophenyl)-2-pyrrolidone after storage at 25° C. and 60% relative humidity for at least one year.

14. The vial of claim 12 , wherein the solution contains 0.5% or less (by weight of baclofen) of 4-(4-chlorophenyl)-2-pyrrolidone after storage at 40° C. and 75% relative humidity for at least two months.

Assignments (13)
RELEASE OF SECURITY INTEREST Recorded Mar 16, 2026
From: HSBC BANK USA, NATIONAL ASSOCIATION
To: PIRAMAL CRITICAL CARE, INC.
Reel/Frame 074083/0930 →
RELEASE OF PATENT SECURITY INTERESTS RECORDED AT REEL 039237, FRAME 0147 Recorded Nov 16, 2023
From: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
To: MALLINCKRODT INTERNATIONAL FINANCE S.A.; MALLINCKRODT CB LLC; MALLINCKRODT FINANCE GMBH; MALLINCKRODT US HOLDINGS LLC (F/K/A MALLINCKRODT US HOLDINGS INC.); MALLINCKRODT CARRIBEAN, INC.; MALLINCKRODT US POOL LLC; MNK 2011 LLC (F/K/A MALLINCKRODT INC.); LUDLOW LLC (F/K/A LUDLOW CORPORATION); CNS THERAPEUTICS, INC.; MALLINCKRODT ENTERPRISES HOLDINGS LLC (F/K/A MALLINCKRODT ENTERPRISES HOLDINGS, INC.); MALLINCKRODT ENTERPRISES LLC; MALLINCKRODT LLC; LAFAYETTE PHARMACEUTICALS LLC; LIEBEL-FLARSHEIM COMPANY LLC; MALLINCKRODT BRAND PHARMACEUTICALS LLC (F/K/A MALLINCKRODT BRAND PHARMACEUTICALS, INC.); MALLINCKRODT VETERINARY, INC.; MALLINCKRODT US HOLDINGS LLC; IMC EXPLORATION COMPANY; MEH, INC.; MALLINCKRODT HOSPITAL PRODUCTS IP UNLIMITED COMPANY (F/K/A MALLINCKRODT HOSPITAL PRODUCTS IP LIMITED); MALLINCKRODT ARD IP UNLIMITED COMPANY (F/K/A MALLINCKRODT ARD IP LIMITED); OCERA THERAPEUTICS LLC (F/K/A OCERA THERAPEUTICS, INC.); SPECGX LLC; STRATATECH CORPORATION; SUCAMPO PHARMA AMERICAS LLC; VTESSE LLC (F/K/A VTESSE INC.); MALLINCKRODT PHARMACEUTICALS IRELAND LIMITED; MALLINCKRODT PHARMA IP TRADING UNLIMITED COMPANY (F/K/A MALLINCKRODT PHARMA IP TRADING D.A.C.); INFACARE PHARMACEUTICAL CORPORATION; ST SHARED SERVICES LLC; THERAKOS, INC.; IKARIA THERAPEUTICS LLC; INO THERAPEUTICS LLC
Reel/Frame 065610/0902 →
SECURITY INTEREST Recorded Dec 23, 2022
From: PIRAMAL CRITICAL CARE, INC.
To: HSBC BANK USA, NATIONAL ASSOCIATION, AS SECURITY AGENT
Reel/Frame 062195/0373 →
RELEASE OF SECURITY INTEREST RECORDED AT REEL/FRAME 050225/0138 Recorded Sep 29, 2022
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: PIRAMAL CRITICAL CARE, INC.
Reel/Frame 061569/0097 →
RELEASE OF SECURITY INTEREST IN PATENT COLLATERAL RECORDED AT REEL 032480, FRAME 0001 AND REEL 039237, FRAME 0147 Recorded Oct 2, 2019
From: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
To: MALLINCKRODT LLC
Reel/Frame 050610/0463 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 4, 2019
From: PIRAMAL CRITICAL CARE LIMITED
To: PIRAMAL CRITICAL CARE, INC.
Reel/Frame 050256/0158 →
SECURITY INTEREST Recorded Aug 30, 2019
From: PIRAMAL CRITICAL CARE, INC.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 050225/0138 →
RELEASE OF SECURITY INTEREST Recorded Aug 28, 2019
From: STANDARD CHARTERED BANK
To: PIRAMAL CRITICAL CARE LIMITED
Reel/Frame 050201/0397 →
CORRECTIVE ASSIGNMENT TO CORRECT THE NAME OF THE ASSIGNOR, SHOULD BE PIRAMAL CRITICAL CARE LIMITED PREVIOUSLY RECORDED ON REEL 046181 FRAME 0425. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY AGREEMENT. Recorded Dec 18, 2018
From: PIRAMAL CRITICAL CARE LIMITED
To: STANDARD CHARTERED BANK
Reel/Frame 047949/0237 →
SECURITY AGREEMENT Recorded Jun 1, 2018
From: PIRAMEL CRITICAL CARE LIMITED
To: STANDARD CHARTERED BANK
Reel/Frame 046181/0425 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 6, 2017
From: MALLINCKRODT LLC
To: PIRAMAL CRITICAL CARE LIMITED
Reel/Frame 042612/0980 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 27, 2016
From: PRENTICE, THOMAS R.; STRANTZ, ANGELA A.
To: MALLINCKRODT LLC
Reel/Frame 039867/0409 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Jul 1, 2016
From: MALLINCKRODT LLC
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 039237/0147 →