IP Library Granted Patent US 8,580,304
Granted Patent B2
US 8,580,304 · App. 13/330,949 · Granted Nov 12, 2013

Pharmaceutical composition

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Quick Facts
Patent No.
US 8,580,304
App. No.
13/330,949
Filed
Dec 20, 2011
Granted
Nov 12, 2013
Kind
B2
Art Unit
1619
USPC
424/474
Abstract

Disclosed are novel pharmaceutical compositions containing N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, methods of using the compositions in therapy and processes for preparing the same.

Claims (85)

1. A pharmaceutical tablet comprising:

a) an amount of a drug, which is N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, selected from: about 0.5635 mg, about 1.127 mg, and about 2.254 mg; wherein,

b) the tablet contains from about 25% to about 89% by weight of one or more excipients, where the excipients are substantially free of water;

and c) the amount of unsolvated drug does not exceed about 20%.

2. The pharmaceutical tablet, according to claim 1 , comprising:

a) an amount of a drug, which is N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, selected from: about 0.5635 mg; about 1.127 mg, and about 2.254 mg; wherein,

b) the drug particles are micronized;

c) the tablet contains from about 25% to about 89% by weight of one or more excipients, where the excipients are substantially free of water; and

d) the amount of unsolvated drug does not exceed about 20%.

3. The pharmaceutical tablet, according to claim 1 , comprising:

a) an amount of a drug, which is N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, selected from: about 0.5635 mg, about 1.127 mg, and about 2.254 mg; wherein,

b) the drug particles are micronized;

c) the tablet contains from about 25% to about 89% by weight of one or more excipients selected from: microcrystalline cellulose, powdered cellulose, pregelatinized starch, starch, lactose, Di-calcium phosphate, lactitol, mannitol, sorbitol and maltodextrin, where the excipients are substantially free of water; and

d) the amount of unsolvated drug does not exceed about 20%.

4. The pharmaceutical tablet, according to claim 1 , comprising:

a) an amount of a drug, which is N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, selected from: about 0.5635 mg, about 1.127 mg, and about 2.254 mg; wherein,

b) the drug particles are micronized;

c) the tablet contains from about 25% to about 89% by weight of one or more excipients selected from: microcrystalline cellulose, powdered cellulose, pregelatinized starch, starch, lactose, Di-calcium phosphate, lactitol, mannitol, sorbitol and maltodextrin, where the excipients are substantially free of water; and

d) the amount of unsolvated drug does not exceed about 20%;

e) the tablet is film coated.

5. The pharmaceutical tablet, according to claim 1 , comprising:

a) an amount of a drug, which is N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, selected from: about 0.5635 mg, about 1.127 mg, and about 2.254 mg; wherein,

b) the drug particles are micronized;

c) the tablet is produced on a scale suitable to prepare at least about 50,000 tablets;

d) the tablet contains from about 25% to about 89% by weight of one or more excipients selected from: microcrystalline cellulose, powdered cellulose, pregelatinized starch, starch, lactose, Di-calcium phosphate, lactitol, mannitol, sorbitol and maltodextrin, where the excipients are substantially free of water;

e) the amount of unsolvated drug does not exceed about 20%; and

f) the tablet is film coated.

6. The pharmaceutical tablet, according to claim 1 , comprising:

a) an amount of a drug, which is N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, selected from: about 0.5635 mg, about 1.127 mg, and about 2.254 mg; wherein,

b) the drug particles are micronized;

c) the tablet is produced on a scale suitable to prepare at least about 50,000 tablets;

d) the tablet contains from about 25% to about 89% by weight of one or more excipients selected from: microcrystalline cellulose, powdered cellulose, pregelatinized starch, starch, lactose, Di-calcium phosphate, lactitol, mannitol, sorbitol and maltodextrin, where the excipients are substantially free of water;

e) the amount of unsolvated drug does not exceed about 20%; and

f) the tablet is film coated and wherein the film coating contains a colorant.

7. The pharmaceutical tablet, according to claim 1 , comprising:

a) an amount of a drug, which is N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, selected from: about 0.5635 mg, about 1.127 mg, and about 2.254 mg; wherein,

b) the drug particles are micronized;

c) the tablet is produced on a scale suitable to prepare at least about 50,000 tablets;

d) the tablet contains from about 25% to about 89% by weight of one or more excipients selected from: microcrystalline cellulose, powdered cellulose, pregelatinized starch, starch, lactose, Di-calcium phosphate, lactitol, mannitol, sorbitol and maltodextrin, where the excipients are substantially free of water;

e) the amount of unsolvated drug does not exceed about 20%; and

f) the tablet is film coated and wherein the film coating contains a colorant that contains iron oxide.

8. The pharmaceutical tablet comprising:

a) an amount of a drug, which is N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, selected from: about 0.5635 mg, about 1.127 mg, and about 2.254 mg; wherein,

b) at least 50% of the drug particles have a particle size of 30 micron or less;

c) the tablet contains from about 25% to about 89% by weight of one or more excipients, where the excipients are substantially free of water; and

d) the amount of unsolvated drug does not exceed about 20%.

9. The pharmaceutical tablet, according to claim 8 , comprising:

a) an amount of a drug, which is N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, selected from: about 0.5635 mg, about 1.127 mg, and about 2.254 mg; wherein,

b) at least 50% of the drug particles have a particle size of 30 micron or less;

c) the tablet contains from about 25% to about 89% by weight of one or more excipients selected from: microcrystalline cellulose, powdered cellulose, pregelatinized starch, starch, lactose, Di-calcium phosphate, lactitol, mannitol, sorbitol and maltodextrin, where the excipients are substantially free of water; and

d) the amount of unsolvated drug does not exceed about 20%.

10. The pharmaceutical tablet, according to claim 8 , comprising:

a) an amount of a drug, which is N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, selected from: about 0.5635 mg, about 1.127 mg, and about 2.254 mg; wherein,

b) at least 50% of the drug particles have a particle size of 30 micron or less;

c) the tablet contains from about 25% to about 89% by weight of one or more excipients selected from: microcrystalline cellulose, powdered cellulose, pregelatinized starch, starch, lactose, Di-calcium phosphate, lactitol, mannitol, sorbitol and maltodextrin, where the excipients are substantially free of water; and

d) the amount of unsolvated drug does not exceed about 20%; and

e) the tablet is film coated.

11. The pharmaceutical tablet, according to claim 8 , comprising:

a) an amount of a drug, which is N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, selected from: about 0.5635 mg, about 1.127 mg, and about 2.254 mg; wherein,

b) at least 50% of the drug particles have a particle size of 30 micron or less;

c) the tablet is produced on a scale suitable to prepare at least about 50,000 tablets;

d) the tablet contains from about 25% to about 89% by weight of one or more excipients selected from: microcrystalline cellulose, powdered cellulose, pregelatinized starch, starch, lactose, Di-calcium phosphate, lactitol, mannitol, sorbitol and maltodextrin, where the excipients are substantially free of water; and

d) the amount of unsolvated drug does not exceed about 20%; and

e) the tablet is film coated.

12. The pharmaceutical tablet, according to claim 8 , comprising:

a) an amount of a drug, which is N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, selected from: about 0.5635 mg, about 1.127 mg, and about 2.254 mg; wherein,

b) at least 50% of the drug particles have a particle size of 30 micron or less;

c) the tablet is produced on a scale suitable to prepare at least about 50,000 tablets;

d) the tablet contains from about 25% to about 89% by weight of one or more excipients selected from: microcrystalline cellulose, powdered cellulose, pregelatinized starch, starch, lactose, Di-calcium phosphate, lactitol, mannitol, sorbitol and maltodextrin, where the excipients are substantially free of water;

e) the amount of unsolvated drug does not exceed about 20%; and

f) the tablet is film coated and wherein the film coating contains a colorant.

13. The pharmaceutical tablet, according to claim 8 , comprising:

a) an amount of a drug, which is N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, selected from: about 0.5635 mg, about 1.127 mg, and about 2.254 mg; wherein,

b) at least 50% of the drug particles have a particle size of 30 micron or less;

c) the tablet contains from about 25% to about 89% by weight of one or more excipients, where the excipients are substantially free of water; and

d) the amount of unsolvated drug does not exceed about 20%; and

e) the tablet is film coated and wherein the film coating contains a colorant that contains iron oxide.

14. The pharmaceutical tablet according to claim 6 wherein:

the tablet contains from about 25% to about 89% by weight of one or more excipients selected from: microcrystalline cellulose and mannitol.

15. The pharmaceutical tablet according to claim 9 wherein:

the tablet contains from about 25% to about 89% by weight of one or more excipients selected from: microcrystalline cellulose and mannitol.

16. A process for preparing pharmaceutical tablets containing an amount of a drug, which is N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, selected from: about 0.5635 mg, about 1.127 mg, and about 2.254 mg, which process comprises the steps of;

admixing: N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate, one or more excipients, where the excipients are substantially free of water, and further excipients, to form a mixture; and compressing the mixture into tablets; provided: each tablet contains N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodo-phenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide dimethyl sulfoxide solvate in an amount selected from: about 0.5635 mg, about 1.127 mg, and about 2.254 mg;

each tablet contains from about 25% to about 89% by weight of one or more excipients, where the excipients are substantially free of water; and

the amount of unsolvated drug does not exceed about 20%.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 5, 2023
From: NOVARTIS AG
To: NOVARTIS PHARMACEUTICALS CORPORATION
Reel/Frame 065762/0911 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 3, 2015
From: NOVARTIS PHARMA AG
To: NOVARTIS AG
Reel/Frame 035812/0424 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 1, 2015
From: GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO. 2) LIMITED
To: NOVARTIS PHARMA AG
Reel/Frame 035800/0121 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 14, 2013
From: DEMARINI, DOUGLAS J; LE, NGOCDIEP T; HENRIQUEZ, FRANCISCO; WANG, LIHONG
To: GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED
Reel/Frame 031399/0408 →