IP Library Granted Patent US 9,931,334
Granted Patent B2
US 9,931,334 · App. 15/584,324 · Granted Apr 3, 2018

Solid forms of N[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide

Inventors: Patricia Hurter (Harvard, MA); William Rowe (Medford, MA); Christopher R. Young (Waltham, MA); Adriana Costache (Cambridge, MA); Patrick R. Connelly (Harvard, MA); Mariusz Krawiec (Marlborough, MA); Yuchuan Gong (Waukegan, IL); Yushi Feng (Zionsville, IN); Martin Trudeau (Shannon, CA)
Assignee: Vertex Pharmaceuticals Incorporated
A61K31/47A61K2300/00
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Quick Facts
Patent No.
US 9,931,334
App. No.
15/584,324
Granted
Apr 3, 2018
Kind
B2
Abstract

The present invention relates to solid state forms of N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide (Compound 1), pharmaceutical compositions thereof and methods therewith.

Claims (17)

1. A method for treating cystic fibrosis in a mammal comprising administering a solid pharmaceutical composition comprising amorphous N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide and less than about 30% crystalline N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide in combination with an additional therapeutic agent.

2. The method of claim 1 , wherein the additional agent is selected from a mucolytic agent, a bronchodilator, an antibiotic, an anti-infective, an anti-inflammatory, a cystic fibrosis transmembrane conductance regulator (CFTR) modulator, and a nutritional agent.

3. The method of claim 1 , wherein the composition further comprises a pharmaceutically acceptable excipient.

4. The method of claim 1 , wherein the composition is in the form of a solid dispersion.

5. The method of claim 1 , wherein the composition comprises less than about 5%, based on the composition, of crystalline N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide.

6. The method of claim 1 , wherein the composition further comprises a polymer.

7. A method for treating cystic fibrosis in a mammal comprising administering 100% amorphous N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide, as determined by Cu K alpha radiation (2θ) X-ray powder diffraction, in combination with an additional therapeutic agent.

8. The method of claim 7 , wherein the additional therapeutic agent is selected from a mucolytic agent, a bronchodilator, an antibiotic, an anti-infective, an anti-inflammatory, a cystic fibrosis transmembrane conductance regulator (CFTR) modulator, and a nutritional agent.

9. A solid pharmaceutical composition comprising amorphous N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide and less than about 30% crystalline N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide, wherein said composition comprises an additional therapeutic agent.

10. The solid pharmaceutical composition of claim 9 , wherein the additional agent is selected from a mucolytic agent, a bronchodilator, an antibiotic, an anti-infective, an anti-inflammatory, a cystic fibrosis transmembrane conductance regulator (CFTR) modulator, and a nutritional agent.

11. The solid pharmaceutical composition of claim 9 , further comprising a pharmaceutically acceptable excipient.

12. A method for treating cystic fibrosis in a mammal comprising administering to said mammal an effective amount of the solid pharmaceutical composition according to claim 9 .

13. The solid pharmaceutical composition of claim 9 , wherein the composition is in the form of a solid dispersion.

14. The solid pharmaceutical composition of claim 9 , wherein the composition comprises less than about 5%, based on the composition, of crystalline N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide.

15. The solid pharmaceutical composition of claim 9 , wherein the composition further comprises a polymer.

16. A solid pharmaceutical composition comprising 100% amorphous N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide as determined by Cu K alpha radiation (2θ) X-ray powder diffraction, wherein said composition comprises an additional therapeutic agent.

17. The solid pharmaceutical composition of claim 16 , wherein the additional therapeutic agent is selected from a mucolytic agent, a bronchodilator, an antibiotic, an anti-infective, an anti-inflammatory, a cystic fibrosis transmembrane conductance regulator (CFTR) modulator, and a nutritional agent.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 28, 2017
From: HURTER, PATRICIA; ROWE, WILLIAM; YOUNG, CHRISTOPHER R.; COSTACHE, ADRIANA; CONNELLY, PATRICK R.; KRAWIEC, MARIUSZ; GONG, YUCHUAN; FENG, YUSHI; TRUDEAU, MARTIN
To: VERTEX PHARMACEUTICAL INCORPORATED
Reel/Frame 042845/0556 →
ASSIGNEE CHANGE OF ADDRESS Recorded Jun 28, 2017
From: VERTEX PHARMACEUTICALS INCORPORATED
To: VERTEX PHARMACEUTICALS INCORPORATED
Reel/Frame 043026/0864 →
Continuity (7)
Continuation 14852892 · Sep 14, 2015
Continuation 14272692 · May 8, 2014
Continuation 13785692 · Mar 5, 2013
Continuation 13358778 · Jan 26, 2012
Continuation 11647505 · Dec 28, 2006
Provisional Application 60754381 · Dec 28, 2005
Related Publication 20170231970A1 · Aug 17, 2017