IP Library Granted Patent US 12,065,410
Granted Patent B2
US 12,065,410 · App. 18/212,337 · Granted Aug 20, 2024

Crystal forms of 2-[4-[(2,3,4-trimethoxyphenyl)methyl]piperazin-1-yl]ethyl pyridine-3-carboxylate

Inventors: Neil Buckley (Boston, MA); Dan Belmont (Boston, MA); Sarah Bethune (Boston, MA); Krista Diaz (Boston, MA)
Assignee: IMBRIA PHARMACEUTICALS, INC.
C07D213/80C07B2200/13
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Quick Facts
Patent No.
US 12,065,410
App. No.
18/212,337
Granted
Aug 20, 2024
Kind
B2
Abstract

The invention provides polymorphs of a compound of Formula (X): The invention also provided pharmaceutical compositions containing polymorphs of the compound and methods treating conditions in a subject by providing polymorphs of the compound.

Claims (29)

1. A pharmaceutical composition comprising a Form A polymorph of a compound of Formula (X):

wherein the Form A polymorph has an endothermic peak at about 85.3° C. (+5° C.) and at about 214.6° C. (±5° C.) in a differential scanning calorimetry (DSC) thermogram.

2. The pharmaceutical composition of claim 1 , wherein the pharmaceutical composition comprises a hydrochloride salt of the compound.

3. The pharmaceutical composition of claim 2 , wherein the pharmaceutical composition comprises a hydrated form of the compound.

4. The pharmaceutical composition of claim 3 , wherein the hydrated form of the compound is a monohydrate.

5. The pharmaceutical composition of claim 2 , wherein the pharmaceutical composition comprises a tri-hydrochloride salt of the compound.

6. The pharmaceutical composition of claim 1 , wherein the pharmaceutical composition is substantially free of polymorphs of Form B, Form C, Form D, and Form E.

7. The pharmaceutical composition of claim 1 , wherein the compound has a DSC thermogram substantially in accordance with FIG. 5 .

8. A pharmaceutical composition comprising a Form A polymorph of a compound of Formula (X):

wherein the Form A polymorph exhibits a dehydration at about 25.9° C. to about 150.0° C. with a weight loss of about 3.46% in a thermogravimetric analysis (TGA).

9. The pharmaceutical composition of claim 8 , wherein the pharmaceutical composition comprises a hydrochloride salt of the compound.

10. The pharmaceutical composition of claim 9 , wherein the pharmaceutical composition comprises a hydrated form of the compound.

11. The pharmaceutical composition of claim 10 , wherein the hydrated form of the compound is a monohydrate.

12. The pharmaceutical composition of claim 9 , wherein the pharmaceutical composition comprises a tri-hydrochloride salt of the compound.

13. The pharmaceutical composition of claim 8 , wherein the pharmaceutical composition is substantially free of polymorphs of Form B, Form C, Form D, and Form E.

14. A pharmaceutical composition comprising a Form A polymorph of a compound of Formula (X):

wherein the Form A polymorph has a TGA thermogram substantially in accordance with FIG. 5 .

15. The pharmaceutical composition of claim 14 , wherein the pharmaceutical composition comprises a hydrochloride salt of the compound.

16. The pharmaceutical composition of claim 15 , wherein the pharmaceutical composition comprises a hydrated form of the compound.

17. The pharmaceutical composition of claim 16 , wherein the hydrated form of the compound is a monohydrate.

18. The pharmaceutical composition of claim 15 , wherein the pharmaceutical composition comprises a tri-hydrochloride salt of the compound.

19. The pharmaceutical composition of claim 14 , wherein the pharmaceutical composition comprises the composition is substantially free of polymorphs of Form B, Form C, Form D, and Form E.

20. A pharmaceutical composition comprising a Form A polymorph of a compound of Formula (X):

wherein the Form A polymorph has a DSC thermogram substantially in accordance with FIG. 5 .

21. The pharmaceutical composition of claim 20 , wherein the pharmaceutical composition comprises a hydrochloride salt of the compound.

22. The pharmaceutical composition of claim 21 , wherein the pharmaceutical composition comprises a hydrated form of the compound.

23. The pharmaceutical composition of claim 22 , wherein the hydrated form of the compound is a monohydrate.

24. The pharmaceutical composition of claim 21 , wherein the pharmaceutical composition comprises a tri-hydrochloride salt of the compound.

25. The pharmaceutical composition of claim 21 , wherein the pharmaceutical composition is substantially free of polymorphs of Form B, Form C, Form D, and Form E.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 21, 2023
From: BUCKLEY, NEIL; BELMONT, DAN; BETHUNE, SARAH; DIAZ, KRISTA
To: IMBRIA PHARMACEUTICALS, INC.
Reel/Frame 064981/0563 →
Continuity (4)
Continuation 17986419 · Nov 14, 2022
Continuation 17359736 · Jun 28, 2021
Provisional Application 63046120 · Jun 30, 2020
Related Publication 20230331677A1 · Oct 19, 2023