IP Library Granted Patent US 7,825,106
Granted Patent B2
US 7,825,106 · App. 11/371,958 · Granted Nov 2, 2010

Modified release formulations and methods of treating inflammatory bowel disease

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Quick Facts
Patent No.
US 7,825,106
App. No.
11/371,958
Granted
Nov 2, 2010
Kind
B2
Abstract

Methods and formulations for treating inflammatory bowel disease are disclosed. The methods and formulations include, but are not limited to, methods and formulations for delivering effective concentrations of 4-aminosalicylic acid and/or 5-aminosalicylic acid, and pharmaceutically acceptable salts and pro-drugs thereof, to affected areas of the intestine, i.e., distal gut. The methods and formulations comprise modified-release elements, providing for drug delivery to the affected or desired area. Diseases and conditions treatable with the present invention include Crohn's disease and ulcerative colitis.

Claims (54)

1. A pharmaceutical composition for administration to a subject in need thereof comprising a dose of an aminosalicylate active agent chosen from 4-amino salicylic acid, 5-amino salicylic acid, and pharmaceutically acceptable salts, esters and pro-drugs thereof; at least one polymer chosen from water-soluble cellulosic polymers, polyvinyl alcohol, polyvinylpyrrolidone, polyethylene glycol, water-insoluble acrylate polymers, water-insoluble cellulosic polymers, and mixtures thereof; and at least one pharmaceutically acceptable excipient chosen from carriers, fillers, extenders, binders, absorbents, lubricants, and stabilizers; wherein the composition exhibits:

(a) a drug-release profile that is independent of surrounding pH; and

(b) a dissolution profile, when tested in a U.S.P. Type II apparatus (paddles) at 37° C and 50 rpm, in pH 6.8 buffer for the test:

1 hour: less than or equal to about 20% drug released;

2 hours: less than or equal to about 35% drug released;

3 hours: less than or equal to about 50% drug released;

4 hours: less than or equal to about 60% drug released;

6 hours: less than or equal to about 75% drug released; and

12 hours: from about 25% to about 100% drug released; and wherein upon administration, the composition exhibits:

(c) at least one ratio chosen from a total urine recovery or total plasma (AUC) ratio of metabolite of the active agent to the active agent greater than or equal to 10:1, and a Cmax ratio of metabolite of the active agent to the active agent greater than or equal to 5:1; and

(d) from greater than 30% to about 100% of the dose of the active agent excreted in the urine as metabolite of the active agent and the active agent,

wherein the composition comprises a modified-release matrix core.

2. The composition according to claim 1 , wherein the dissolution profile, when tested in a U.S.P. Type II apparatus (paddles) at 37° C. and 50 rpm, in pH 6.8 buffer for the test:

1 hour: less than or equal to about 10% drug released;

2 hours: less than or equal to about 20% drug released;

3 hours: less than or equal to about 30% drug released;

4 hours: less than or equal to about 40% drug released;

6 hours: less than or equal to about 50% drug released; and

12 hours: from about 25% to about 100% drug released.

3. The composition according to claim 1 , wherein the dissolution profile, when tested in a U.S.P. Type II apparatus (paddles) at 37° C. and 50 rpm, in pH 6.8 buffer for the test:

1 hour: less than or equal to about 5% drug released;

2 hours: less than or equal to about 10% drug released;

3 hours: from about 5% to about 30% drug released;

4 hours: from about 10% to about 40% drug released;

6 hours: from about 20% to about 50% drug released; and

12 hours: from about 40% to about 100% drug released.

4. The composition according to claim 1 , wherein the composition comprises a semi-permeable membrane.

5. The composition according to claim 1 , wherein the aminosalicylate and/or salicylic acid is 4-aminosalicylic acid or pharmaceutical salt thereof.

6. The composition according to claim 5 , wherein 4-aminosalicylic acid is sodium 4-aminosalicylate.

7. The composition according to claim 1 , wherein the aminosalicylate active agent is chosen from olsalazine (5,5′-azo-bis salicylic acid), balsalazide, 4,5′-azo-bis salicylic acid, 4,4′-azo-bis salicylic acid, and pharmaceutically acceptable salts thereof.

8. The composition according to claim 1 , wherein the at least one pharmaceutically acceptable excipient is chosen from carriers, fillers, extenders, binders, humectants, disintegrating agents, solution-retarding agents, absorption accelerators, wetting agents, absorbents, lubricants, stabilizers, coloring agents, buffering agents, dispersing agents, preservatives, organic acids, and organic bases.

9. The composition according to claim 1 , wherein the total urine recovery ratio of the metabolite of the active agent to the active agent is greater than 20:1.

10. The composition according to claim 9 , wherein the total urine recovery ratio of the metabolite of the active agent to the active agent is greater than 100:1.

11. The composition according to claim 1 , wherein the Cmax ratio of the metabolite of the active agent to the active agent is greater than or equal to 10:1.

12. The composition according to claim 1 , wherein the dose of the aminosalicylate active agent ranges from 100 mg to 8000 mg.

13. The composition according to claim 1 , wherein the dose is chosen from single and divided dosages.

14. A method of treating inflammatory bowel disease comprising administering to a subject in need thereof an effective amount of a pharmaceutical composition comprising a dose of an aminosalicylate active agent chosen from 4-amino salicylic acid, 5-amino salicylic acid, and pharmaceutically acceptable salts, esters and prodrugs thereof; at least one polymer chosen from water-soluble cellulosic polymers, polyvinyl alcohol, polyvinylpyrrolidone, polyethylene glycol, water-insoluble acrylate polymers, water-insoluble cellulosic polymers, and mixtures thereof; and at least one pharmaceutically acceptable excipient chosen from carriers, fillers, extenders, absorbents, lubricants, and stabilizers; wherein the composition exhibits:

(a) a drug-release profile that is independent of surrounding pH; and

(b) a dissolution profile, when tested in a U.S.P. Type II apparatus (paddles) at 37° G and 50 rpm, in pH 6.8 buffer for the test:

1 hour: less than or equal to about 20% drug released;

2 hours: less than or equal to about 35% drug released;

3 hours: less than or equal to about 50% drug released;

4 hours: less than or equal to about 60% drug released;

6 hours: less than or equal to about 75% drug released; and

12 hours: from about 25% to about 100% drug released; and wherein upon administration, the composition exhibits:

(c) at least one ratio chosen from a total urine recovery or total plasma (AUG) ratio of metabolite of the active agent to the active agent greater than or equal to 10:1, and a Gmax ratio of metabolite of the active agent to the active agent greater than or equal to 5:1; and

(d) from greater than 30% to about 100% of the dose of the active agent excreted in the urine as metabolite of the active agent and the active agent,

wherein the composition comprises a modified-release matrix core.

15. The method according to claim 14 , wherein the pharmaceutical composition is administered in a modified-release formulation.

16. The method according to claim 15 , wherein the modified-release formulation exhibits a release profile with properties chosen from delayed-release and extended-release.

17. The method according to claim 14 , wherein the dose of the aminosalicylate active agent ranges from 100 mg to 8000 mg.

18. The method according to claim 14 , wherein the dose is chosen from single and divided dosages.

19. The composition according to claim 1 , wherein the water-soluble cellulosic polymer is hydroxypropyl methylcellulose.

20. The composition according to claim 1 , wherein the water-insoluble cellulosic polymer is ethylcellulose.

Assignments (4)
CORRECTIVE ASSIGNMENT TO CORRECT THE US PATENT NO. 8,050,873 PREVIOUSLY RECORDED ON REEL 040183 FRAME 0129. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Feb 22, 2018
From: WARNER CHILCOTT COMPANY, LLC
To: ALLERGAN PHARMACEUTICALS INTERNATIONAL LIMITED
Reel/Frame 045417/0593 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 29, 2016
From: WARNER CHILCOTT COMPANY, LLC
To: ALLERGAN PHARMACEUTICALS INTERNATIONAL LIMITED
Reel/Frame 040183/0129 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 15, 2011
From: AGI THERAPEUTICS LTD.
To: WARNER CHILCOTT COMPANY, LLC
Reel/Frame 026909/0548 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 12, 2006
From: DEVANE, JOHN; BUTLER, JACKIE
To: AGI THERAPEUTICS LTD.
Reel/Frame 017777/0580 →