IP Library › Granted Patent US 10,370,350
Granted Patent B2
US 10,370,350 · App. 14/916,271 · Granted Aug 6, 2019

Alpha-TEA salt forms: compositions and uses for treating disease

Inventors: Michael O'Neill (Concord, OH); Barbara Kidon; Thomas Adkins (Concord, OH); Hongqiao Wu (Concord, OH); Emmanuel T. Akporiaye (Portland, OR)
Assignee: Research Development Foundation
C07D311/72A61K31/355A61K35/17A61K39/39558A61K45/06C07C215/08C07C215/10C07C229/26C07C279/14C07K16/32C07K2317/24
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Quick Facts
Patent No.
US 10,370,350
App. No.
14/916,271
Granted
Aug 6, 2019
Kind
B2
Abstract

The present disclosure relates to salts of the compound (I), polymorphic forms thereof, methods for preparation and use thereof, and pharmaceutical compositions thereof.

Claims (30)

1. A compound of the formula:

wherein X 1 + is:

or a hydrate thereof.

2. The compound of either claim 1 , wherein the X 1 + is:

or a hydrate, thereof.

3. The compound of claim 1 , wherein the X 1 + is

or a hydrate, thereof.

4. The compound of claim 1 , wherein the formula is further defined as:

or a hydrate, thereof.

5. The compound of claim 4 , wherein the compound is present as a polymorphic form having an X-ray powder diffraction pattern CuKα comprising two peaks at about 11.84° 2θ and 19.74° 2θ or a hydrate, thereof.

6. The compound of claim 5 , wherein the polymorphic form has an X-ray powder diffraction pattern CuKα further comprising 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, or all of the peaks at about 6.24, 9.35, 14.92, 15.51, 17.03, 18.49, 20.73, 21.70, 22.81, 23.51, 24.85, 27.69, 28.31, 30.93, 32.30, 33.21, 35.02, and 39.30° 2θ.

7. The compound of claim 1 , wherein the formula is further defined as:

or a hydrate, thereof.

8. The compound of claim 7 , wherein the compound is present as a polymorphic form having an X-ray powder diffraction pattern CuKα comprising a peak at about 9.69° 2θ or a hydrate, thereof.

9. The compound of claim 8 , wherein the X-ray powder diffraction pattern CuKα further comprises 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, or all of the peaks at about 5.90, 7.77, 14.08, 17.58, 17.91, 18.31, 19.78, 20.10, 21.26, 22.17, 23.16, 24.77, 28.57, 29.71, 31.10, 31.69, 34.45, 34.99, and 36.24° 2θ.

10. The compound of claim 1 , wherein the formula is further defined as:

or a hydrate, thereof.

11. The compound of claim 10 , wherein the compound is present as a polymorphic form having an X-ray powder diffraction pattern CuKα comprising a peak at about 20.14° 2θ or a hydrate, thereof.

12. The compound of claim 11 , wherein the X-ray powder diffraction pattern CuKα further comprises 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, or all of peaks at about 9.67, 15.60, 21.47, 23.57, 27.07, 28.39, 30.49, 32.21, 33.30, 34.29, 34.96, 35.89, and 36.39° 2θ.

13. The compound of claim 1 , wherein the formula is further defined as:

or a hydrate, thereof.

14. The compound of claim 13 , wherein the compound is present as a polymorphic form having an X-ray powder diffraction pattern CuKα comprising a peak at about 19.4, 18.40 and 19.77, or 21.73° 2θ or a hydrate, thereof.

15. A pharmaceutical composition comprising a compound, a salt, or a polymorphic form of claim 1 and an excipient.

16. The pharmaceutical composition of claim 15 , wherein the pharmaceutical composition is formulated for oral, intraarterial, intravenous, intraperitoneal, topical, or inhalational administration.

17. A method of treating a breast cancer, comprising administering to the patient a therapeutically effective amount of the compound, salt, polymorphic form, or pharmaceutical composition of claim 1 .

18. The method of claim 17 , further comprising administering to the patient a second therapy.

19. The method of claim 18 , wherein the second therapy is an immunotherapy, radiotherapy, chemotherapeutic agent, or surgery.

20. The method of claim 19 , wherein the immunotherapy comprises administering a pharmaceutically effective amount of adoptively transferred T lymphocytes, an immune modulating antibody, or a therapeutic antibody.

21. The method of claim 19 , wherein the chemotherapeutic agent is an anthracycline, taxane, methotrexate, mitoxantrone, estramustine, doxorubicin, etoposide, vinblastine, carboplatin, vinorelbine, 5-fluorouracil, cisplatin, topotecan, ifosfamide, cyclophosphamide, epirubicin, gemcitabine, vinorelbine, irinotecan, etoposide, vinblastine, pemetrexed, melphalan, capecitabine, oxaliplatin, BRAF inhibitors, or TGF-beta inhibitor.

22. The method of claim 20 , wherein the immunotherapy comprises administering a pharmaceutically effective amount of trastuzumab.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2016
From: AKPORIAYE, EMMANUEL T.
To: RESEARCH DEVELOPMENT FOUNDATION
Reel/Frame 039285/0374 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2016
From: O'NEILL, MICHAEL; KIDON, BARBARA; ADKINS, THOMAS; WU, HONGQIAO
To: RICERCA BIOSCIENCES, LLC
Reel/Frame 039285/0498 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2016
From: RICERCA BIOSCIENCES, LLC
To: RESEARCH DEVELOPMENT FOUNDATION
Reel/Frame 039285/0585 →
Continuity (2)
Provisional Application 61874823 · Sep 6, 2013
Related Publication 20160214954A1 · Jul 28, 2016
Cited By (1)
US 12,234,237