IP Library Granted Patent US 8,748,573
Granted Patent B2
US 8,748,573 · App. 12/851,330 · Granted Jun 10, 2014

Formulations comprising linaclotide

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Quick Facts
Patent No.
US 8,748,573
App. No.
12/851,330
Granted
Jun 10, 2014
Kind
B2
Abstract

The present invention relates to stable compositions comprising linaclotide, as well as to various methods and processes for the preparation and use of the compositions.

Claims (13)

1. A method of treating chronic constipation or constipation-predominant irritable bowel syndrome in a patient in need thereof, comprising administering to the patient an oral, solid pharmaceutical dosage form comprising:

between 100 μg and 300 μg of a peptide consisting of the amino acid sequence Cys 1 Cys 2 Glu 3 Tyr 4 Cys 5 Cys 6 Asn 7 Pro 8 Ala 9 Cys 10 Thr 11 Gly 12 Cys 13 Tyr 14 (SEQ ID NO:1) or a pharmaceutically acceptable salt thereof, wherein the peptide includes disulfide bonds between Cys 1 and Cys 6 , Cys 2 and Cys 10 , and Cys 5 and Cys 13 ;

leucine in a molar ratio of leucine to the peptide between 40:1 and 20:1; and

Ca 2+ or a salt thereof in a molar ratio of Ca 2+ the peptide between 70:1 and 50:1.

2. The method of claim 1 , wherein the oral, solid pharmaceutical dosage form further comprises a polymer selected from polyvinyl pyrrolidone, polyvinyl alcohol, hydroxylpropyl methyl cellulose and mixtures thereof in an amount between 0.01 wt. % and 2 wt. % relative to the total weight of the oral dosage form.

3. A method of treating chronic constipation or constipation-predominant irritable bowel syndrome in a patient in need thereof, comprising administering to the patient an oral, solid pharmaceutical dosage form comprising a peptide consisting of the amino acid sequence Cys 1 Cys 2 Glu 3 Tyr 4 Cys 5 Cys 6 Asn 7 Pro 8 Ala 9 Cys 10 Thr 11 Gly 12 Cys 13 Tyr 14 (SEQ ID NO:1) or a pharmaceutically acceptable salt thereof, wherein the peptide includes disulfide bonds between Cys 1 and Cys 6 , Cys 2 and Cys 10 , and Cys 5 and Cys 13 in an amount between 0.2% by weight and 0.4% by weight, leucine in an amount between 0.5% by weight and 0.8% by weight, and a Ca 2+ salt in an amount between 1.4% by weight and 1.65% by weight relative to the total weight of the oral dosage form.

4. The method of claim 3 , wherein the leucine is present in the oral pharmaceutical dosage form in an amount between 0.6% by weight and 0.75% by weight, and the Ca 2+ salt is present in the oral pharmaceutical dosage form in an amount between in an amount between 1.45% by weight and 1.65% by weight relative to the total weight of the oral dosage form.

5. The method of claim 3 , wherein the amino acid is leucine and wherein the Ca 2+ salt is in the form of calcium chloride.

6. The method of claim 1 , wherein the amino acid is leucine and wherein Ca 2+ is in the form of calcium chloride.

7. The method of claim 3 , wherein the oral, solid pharmaceutical dosage form further comprises a polymer selected from polyvinyl pyrrolidone, polyvinyl alcohol, hydroxylpropyl methyl cellulose and mixtures thereof in an amount between 0.01 and 2 wt. % relative to the total weight of the oral dosage form.

8. The method of claim 1 , wherein the Ca 2+ or salt thereof and leucine are present in a molar ratio of at least 1.5:1.

9. The method of claim 1 , wherein the dosage form further comprises a hydrolysis product of linaclotide at a concentration between 0.1 and 4 wt. %.

10. The method of claim 3 , wherein the dosage form further comprises a hydrolysis product of linaclotide at a concentration between 0.1 and 4 wt. %.

Assignments (6)
MERGER Recorded Oct 31, 2023
From: FOREST LABORATORIES HOLDINGS UNLIMITED COMPANY
To: ALLERGAN PHARMACEUTICALS INTERNATIONAL LIMITED
Reel/Frame 065401/0868 →
CHANGE OF NAME Recorded Oct 26, 2023
From: FOREST LABORATORIES HOLDINGS LIMITED
To: FOREST LABORATORIES HOLDINGS UNLIMITED COMPANY
Reel/Frame 065365/0238 →
SECURITY INTEREST Recorded May 22, 2023
From: IRONWOOD PHARMACEUTICALS, INC.
To: WELLS FARGO BANK, NATIONAL ASSOCIATION
Reel/Frame 063711/0589 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 16, 2010
From: DEDHIYA, MAHENDRA; MO, YUN
To: FOREST LABORATORIES HOLDINGS LIMITED
Reel/Frame 025379/0101 →
CORRECTIVE ASSIGNMENT TO CORRECT THE LAST NAME OF THE FOURTH ASSIGNOR, PREVIOUSLY RECORDED ON REEL 025194 FRAME 0386. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Oct 29, 2010
From: FRETZEN, ANGELIKA; WITOWSKI, STEVEN; GROSSI, ALFREDO; ZHAO, HONG
To: IRONWOOD PHARMACEUTICALS, INC.
Reel/Frame 025224/0352 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 26, 2010
From: FRETZEN, ANGELIKA; WITOWSKI, STEVEN; GROSSI, ALFREDO; ZHOU, HONG
To: IRONWOOD PHARMACEUTICALS, INC.
Reel/Frame 025194/0386 →