IP Library Granted Patent US 9,718,810
Granted Patent B2
US 9,718,810 · App. 15/137,922 · Granted Aug 1, 2017

Solid state forms of a quinazoline derivative and its use as a BRAF inhibitor

Inventors: Stephen J. Bierlmaier (Thorndale, PA); Ralph C. Haltiwanger (West Chester, PA); Martin J. Jacobs (Versailles, KY)
Assignee: IGNYTA, INC.
C07D413/12A61K9/20A61K9/48A61K31/517C07C55/08C07D239/88C07B2200/13
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Quick Facts
Patent No.
US 9,718,810
App. No.
15/137,922
Granted
Aug 1, 2017
Kind
B2
Abstract

This application relates to various salts and solid state forms of Compound (I). This application also relates to pharmaceutical compositions and therapeutic uses of these materials and compositions.

Claims (15)

1. A crystalline form of N-[3-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl]-N′-[5-(2,2,2-trifluoro-1,1-dimethylethyl)-3-isoxazolyl]-urea, wherein said crystalline form is characterized by an x-ray powder diffraction pattern comprising a peak at a 2-theta value of about 4.8±0.2 degrees.

2. The crystalline form according to claim 1 , wherein said x-ray powder diffraction pattern further comprises a peak at a 2-theta value of about 14.4±0.2 degrees.

3. The crystalline form according to claim 2 , wherein said x-ray powder diffraction pattern further comprises a peak at a 2-theta value of about 14.3±0.2 degrees.

4. The crystalline form according to claim 3 , wherein said x-ray powder diffraction pattern further comprises a peak at a 2-theta value of about 14.7±0.2 degrees.

5. The crystalline form according to claim 1 , wherein said x-ray powder diffraction pattern further comprises a peak at a 2-theta value of about 14.4±0.2 degrees, about 14.3±0.2 degrees, and about 14.7±0.2 degrees.

6. The crystalline form according to claim 1 , wherein said crystalline form is further characterized by exhibiting a peak in a differential scanning calorimetry scan of about 214° C.

7. The crystalline form according to claim 5 , wherein said crystalline form is further characterized by exhibiting a peak in a differential scanning calorimetry scan of about 214° C.

8. The crystalline form according to claim 1 , wherein said crystalline form is further characterized by exhibiting a moisture uptake of less than about 1.3% by weight in conditions of relative humidity from about 40% to about 90%.

9. The crystalline form according to claim 1 , wherein said crystalline form is further characterized by exhibiting Fourier transform infrared spectrum bands at frequencies of about 3359.1 cm −1 , about 1733.3 cm −1 , about 1607.3 cm −1 , and about 1414.8 cm −1 .

10. The crystalline form according to claim 1 , wherein said crystalline form is further characterized by exhibiting a peak in a differential scanning calorimetry scan of about 214° C., and by exhibiting Fourier transform infrared spectrum bands at frequencies of about 3359.1 cm −1 , about 1733.3 cm −1 , about 1607.3 cm −1 , and about 1414.8 cm −1 .

11. A pharmaceutical composition comprising a crystalline form of N-[3-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl]-N′-[5-(2,2,2-trifluoro-1,1-dimethylethyl)-3-isoxazolyl]-urea and a pharmaceutically acceptable excipient, wherein said crystalline form is characterized by an x-ray powder diffraction pattern comprising a peak at a 2-theta value of about 4.8±0.2 degrees.

12. The pharmaceutical composition according to claim 11 , wherein said composition is in a form suitable for oral administration to a subject.

13. The pharmaceutical composition according to claim 12 , wherein said composition is in the form of a tablet, pill, powder, capsule or troche.

14. The pharmaceutical composition according to claim 13 , wherein said composition is in the form of a tablet, pill, or capsule.

15. The pharmaceutical composition according to claim 11 , wherein said composition comprises between about 1 mg to about 500 mg of N-[3-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl]-N′-[5-(2,2,2-trifluoro-1,1-dimethylethyl)-3-isoxazolyl]-urea.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 13, 2017
From: CEPHALON, INC.
To: IGNYTA, INC.
Reel/Frame 041243/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 13, 2017
From: BIERLMAIER, STEPHEN J.; JACOBS, MARTIN J.; HALTIWANGER, RALPH C.
To: CEPHALON, INC.
Reel/Frame 041243/0034 →
Continuity (4)
Continuation 14746666 · Jun 22, 2015
Continuation PCTUS2014023110 · Mar 11, 2014
Provisional Application 61776081 · Mar 11, 2013
Related Publication 20160280698A1 · Sep 29, 2016