IP Library Granted Patent US 8,759,500
Granted Patent B2
US 8,759,500 · App. 13/900,147 · Granted Jun 24, 2014

Crystalline forms of a macrolide, and uses therefor

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Quick Facts
Patent No.
US 8,759,500
App. No.
13/900,147
Granted
Jun 24, 2014
Kind
B2
Abstract

New crystalline forms of macrolide compounds, and pharmaceutical compositions thereof, are described herein. In addition, processes for preparing the crystalline forms are described herein.

Claims (23)

1. The compound CEM-101 in crystalline form, where the form is Form I having an X-ray powder diffraction pattern including a peak at about °2θ=6.2, 8.5, or 8.8 or a combination thereof, or Form II having an X-ray powder diffraction pattern including a peak at about °2θ=5.6 or 7.9 or a combination thereof.

2. The form of claim 1 which is Form I of CEM-101 having an X-ray powder diffraction pattern including at least three peaks at approximate positions selected from the group consisting of about °2θ=6.2, 8.5, 8.8, 10.5, 13.2, and 18.6.

3. The form of claim 1 which is Form I of CEM-101 having an X-ray powder diffraction pattern including at least three peaks at approximate positions selected from the group consisting of about °2θ=8.8, 10.5, 13.2, and 18.6.

4. The form of claim 1 which is Form I of CEM-101 having an X-ray powder diffraction pattern including peaks at approximate positions of about °2θ=6.2 and 8.8.

5. The form of claim 1 which is Form I of CEM-101 having an X-ray powder diffraction pattern including peaks at approximate positions of about °2θ=8.5 and 8.8.

6. The form of claim 1 which is Form I of CEM-101 having an X-ray powder diffraction pattern including peaks at approximate positions of about °2θ=6.2, 8.5, and 8.8.

7. CEM-101, comprising Form I of CEM-101 according to claim 2 having an X-ray powder diffraction pattern including at least three peaks at approximate positions selected from the group consisting of about °2θ=8.5, 8.8, 10.5, 13.2, and 18.6.

8. CEM-101 according to claim 7 that is substantially free of Form II.

9. CEM-101 according to claim 7 as determined by the X-ray powder diffraction pattern, wherein one or more peaks at °2θ=5.6, 7.9, 9.8, or 11.7 are absent or nearly absent.

10. CEM-101 according to claim 7 as determined by the X-ray powder diffraction pattern, wherein one or more peaks at °2θ=5.6 or 7.9 are absent or nearly absent.

11. The form of claim 1 which is Form II of CEM-101 having an X-ray powder diffraction pattern with at least three peaks at approximate positions selected from the group consisting of about °2θ=5.6, 7.9, 9.3, 9.8, 11.7, 12.9, and 16.7.

12. The form of claim 1 which is Form II of CEM-101 having an X-ray powder diffraction pattern with at least three peaks at approximate positions selected from the group consisting of about °2θ=5.6, 7.9, 9.8, 11.7, 12.9, and 16.7.

13. The form of claim 1 which is Form II of CEM-101 having an X-ray powder diffraction pattern including peaks at approximate positions of about °2θ=5.6 and 7.9.

14. The form of claim 1 which is Form II of CEM-101 having an X-ray powder diffraction pattern including peaks at approximate positions of about °2θ=5.6, 7.9, and 9.8.

15. CEM-101, comprising Form 11 of CEM-101 according to claim 11 having an X-ray powder diffraction pattern with at least three peaks at approximate positions selected from the group consisting of about °2θ=5.6, 7.9, 9.8, 11.7, 12.9 and 16.7.

16. CEM-101 according to claim 15 that is substantially free of Form I.

17. CEM-101 according to claim 15 as determined by the X-ray powder diffraction pattern, wherein one or more peaks at about °2θ=8.5 or 8.8 are absent or nearly absent.

18. The form of claim 1 having an X-ray powder diffraction pattern substantially the same as that of FIG. 1 .

19. The form of claim 1 having an X-ray powder diffraction pattern substantially the same as that of FIG. 2 .

20. A pharmaceutical composition comprising CEM-101 in crystalline form according to claim 1 and further comprising at least one pharmaceutically acceptable carrier, diluent, or excipient, or a combination thereof.

21. A method of treatment of a bacterial infection, a protozoal infection, or a disorder caused at least in party by a bacterial infection or protozoal infection in a host animal, the method comprising the step of administering to the host animal a therapeutically effective amount of CEM-101 in crystalline form according to claim 1 , or a pharmaceutical composition thereof further comprising at least one pharmaceutically acceptable carrier, diluent, or excipient, or a combination thereof.

22. The method of claim 21 wherein the host animal is a mammal, a fish, a bird or a reptile.

23. The method of claim 21 wherein the host animal is a human.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 14, 2019
From: CEMPRA PHARMACEUTICALS, INC.
To: TETARD, INC.
Reel/Frame 050056/0731 →
RELEASE OF SECURITY INTEREST Recorded Jun 4, 2019
From: CORTLAND CAPITAL MARKET SERVICES LLC
To: CEMPRA PHARMACEUTICALS, INC.
Reel/Frame 049363/0706 →
SECURITY INTEREST Recorded Jan 8, 2018
From: MELINTA THERAPEUTICS, INC.; REMPEX PHARMACEUTICALS, INC.; CEMPRA PHARMACEUTICALS, INC.; CEM-102 PHARMACEUTICALS, INC.
To: CORTLAND CAPITAL MARKET SERVICES LLC, AS AGENT
Reel/Frame 045019/0552 →