IP Library Granted Patent US 8,507,534
Granted Patent B2
US 8,507,534 · App. 12/327,902 · Granted Aug 13, 2013

Solid forms of 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl)benzoic acid

Inventors: Ali Keshavarz-Shokri (San Diego, CA); Beili Zhang (San Diego, CA); Mariusz Krawiec (Marlborough, MA)
Assignee: Vertex Pharmaceuticals Incorporated
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Quick Facts
Patent No.
US 8,507,534
App. No.
12/327,902
Granted
Aug 13, 2013
Kind
B2
Abstract

The present invention relates to a substantially crystalline and free solid state form of 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamido)-3-methylpyridin-2-yl)benzoic acid (Form I), pharmaceutical compositions thereof, and methods of treatment therewith.

Claims (23)

1. 3-(6-(1-(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamido)-3-methylpyridin-2-yl)benzoic acid characterized as Form I.

2. Form I of claim 1 , wherein the Form I is characterized by one or more peaks at 15.2 to 15.6 degrees, 16.1 to 16.5 degrees, and 14.3 to 14.7 degrees in an X-ray powder diffraction obtained using Cu K alpha radiation.

3. Form I of claim 2 , wherein the Form I is characterized by one or more peaks at 15.4, 16.3, and 14.5 degrees.

4. Form I of claim 2 , wherein the Form I is further characterized by a peak at 14.6 to 15.0 degrees.

5. Form I of claim 4 , wherein the Form I is further characterized by a peak at 14.8 degrees.

6. Form I of claim 4 , wherein the Form I is further characterized by a peak at 17.6 to 18.0 degrees.

7. Form I of claim 6 , wherein the Form I is further characterized by a peak at 17.8 degrees.

8. Form I of claim 6 , wherein the Form I is further characterized by a peak at 16.4 to 16.8 degrees.

9. Form I of claim 8 , wherein the Form I is further characterized by a peak at 16.4 to 16.8 degrees.

10. Form I of claim 9 , wherein the Form I is further characterized by a peak at 16.6 degrees.

11. Form I of claim 9 , wherein the Form I is further characterized by a peak at 7.6 to 8.0 degrees.

12. Form I of claim 11 , wherein the Form I is further characterized by a peak at 7.8 degrees.

13. Form I of claim 11 , wherein the Form I is further characterized by a peak at 25.8 to 26.2 degrees.

14. Form I of claim 13 , wherein the Form I is further characterized by a peak at 26.0 degrees.

15. Form I of claim 13 , wherein the Form I is further characterized by a peak at 21.4 to 21.8 degrees.

16. Form I of claim 15 , wherein the Form I is further characterized by a peak at 21.6 degrees.

17. Form I of claim 15 , wherein the Form I is further characterized by a peak at 23.1 to 23.5 degrees.

18. Form I of claim 17 , wherein the Form I is further characterized by a peak at 23.3 degrees.

19. Form I of claim 1 , wherein the Form I is characterized by a diffraction pattern substantially similar to that of FIG. 1 .

20. Form I of claim 1 , wherein the Form I is characterized by a diffraction pattern substantially similar to that of FIG. 2 .

21. Form I of claim 1 , wherein the particle size distribution of D90 is about 82 μm or less.

22. Form I of claim 1 , wherein the particle size distribution of D50 is about 30 μm or less.

23. A pharmaceutical composition comprising Form I of claim 1 , and a pharmaceutically acceptable carrier.

Assignments (5)
RELEASE OF SECURITY INTEREST Recorded Oct 14, 2016
From: MACQUARIE US TRADING LLC
To: VERTEX PHARMACEUTICALS INCORPORATED; VERTEX PHARMACEUTICALS (SAN DIEGO) LLC
Reel/Frame 040357/0001 →
ASSIGNEE CHANGE OF ADDRESS Recorded Feb 4, 2016
From: VERTEX PHARMACEUTICALS INCORPORATED
To: VERTEX PHARMACEUTICALS INCORPORATED
Reel/Frame 037697/0001 →
ASSIGNEE CHANGE OF ADDRESS Recorded Feb 2, 2016
From: VERTEX PHARMACEUTICALS INCORPORATED
To: VERTEX PHARMACEUTICALS INCORPORATED
Reel/Frame 037681/0375 →
SECURITY INTEREST Recorded Jul 10, 2014
From: VERTEX PHARMACEUTICALS INCORPORATED; VERTEX PHARMACEUTICALS (SAN DIEGO) LLC
To: MACQUARIE US TRADING LLC
Reel/Frame 033292/0311 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 7, 2009
From: SHOKRI, ALI KESHAVARZ; ZHANG, BEILI; KRAWIEC, MARIUSZ
To: VERTEX PHARMACEUTICALS INCORPORATED
Reel/Frame 022513/0843 →
Continuity (2)
Provisional Application 61012162 · Dec 7, 2007
Related Publication 20090170905A1 · Jul 2, 2009