IP Library Granted Patent US 11,020,374
Granted Patent B2
US 11,020,374 · App. 17/079,347 · Granted Jun 1, 2021

Sulcardine salts

Inventors: Suzanne J. Romano (Carlsbad, CA); Hayley Ann Reece (Dalkeith, GB); Joseph Edward Gordon Benson (Edinburgh, GB); Sarah Collins (Edinburgh, GB); Gary T. Elliott (San Diego, CA); Mireille Gillings (San Diego, CA); Robert Goodenow (San Diego, CA); Curtis Tyree (San Diego, CA)
Assignee: HUYA Bioscience International, LLC
A61K31/4025
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Quick Facts
Patent No.
US 11,020,374
App. No.
17/079,347
Granted
Jun 1, 2021
Kind
B2
Abstract

Sulcardine salts other than sulfuric acid salts of sulcardine, including crystalline sulcardine salts, are provided herein. Pharmaceutical compositions comprising such salts and methods of treating arrhythmias comprising administering effective amounts of such salts are also provided.

Claims (19)

1. A hydrate of an ethane-1,2-disulfonic acid salt of sulcardine.

2. The hydrate of claim 1 , wherein the hydrated ethane-1,2-disulfonic acid salt of sulcardine is crystalline.

3. The hydrate of claim 2 , wherein the hydrated ethane-1,2-disulfonic acid salt of sulcardine is a dihydrate.

4. The hydrate of claim 2 , wherein the crystalline salt is a monoedisylate salt of sulcardine.

5. The crystalline monoedisylate salt of claim 4 , wherein the salt is a dihydrate.

6. The crystalline monoedisylate salt of claim 4 , having an x-ray powder diffraction pattern comprising a peak at about 5.2° 2θ.

7. The crystalline monoedisylate salt of claim 6 , having an x-ray powder diffraction pattern further comprising one or more peaks at about 9.1° 2θ, about 10.2° 2θ, about 10.8° 2θ, about 11.3° 2θ, about 13.6° 2θ, and about 15.7° 2θ.

8. The crystalline monoedisylate salt of claim 6 , having an x-ray powder diffraction pattern further comprising peaks at about 15.7° 2θ, about 16.9° 2θ,and about 23.6° 2θ.

9. The crystalline monoedisylate salt of claim 6 , having an x-ray powder diffraction pattern further comprising peaks at about 9.1° 2θ and about 11.3° 2θ.

10. The crystalline monoedisylate salt of sulcardine of claim 4 , characterized by x-ray powder diffraction pattern presented in FIG. 28 .

11. The crystalline monoedisylate salt of claim 5 , wherein the salt provides an in vivo plasma profile comprising a median Cmax of higher than about 4,500 ng/mL with a Tmax of within about 0.5 hours post administration when orally administered to a subject.

12. The crystalline monoedisylate salt of claim 4 , wherein the salt is a monohydrate.

13. The crystalline monoedisylate salt of claim 4 , having an x-ray powder diffraction pattern comprising a peak at about 14.2° 2θ.

14. The crystalline monoedisylate salt of claim 13 , having an x-ray powder diffraction pattern further comprising two peaks between about 9.0° 2θ and about 9.8° 2θ.

15. The crystalline monoedisylate salt of claim 13 , having an x-ray powder diffraction pattern further comprising one or more peaks at about 9.2° 2θ, about 9.6° 2θ, about 10.4° 2θ, about 13.8° 2θ, and about 14.9° 2θ.

16. The crystalline monoedisylate salt of claim 13 , having an x-ray powder diffraction pattern further comprising peaks at about 18.8° 2θ, about 20.2° 2θ, and about 21.2° 2θ.

17. The crystalline monoedisylate salt of sulcardine of claim 4 , characterized by an x-ray powder diffraction pattern presented in FIG. 26 .

18. A solid salt of ethane-1,2-disulfonic acid and sulcardine.

19. A crystalline salt of ethane-1,2-disulfonic acid and sulcardine.

Assignments (9)
SECURITY INTEREST Recorded Feb 21, 2024
From: HUYABIO INTERNATIONAL, LLC
To: R-BRIDGE INVESTMENT SIX PTE. LTD.
Reel/Frame 066515/0036 →
CHANGE OF NAME Recorded Nov 8, 2021
From: HUYA BIOSCIENCE INTERNATIONAL, LLC
To: HUYABIO INTERNATIONAL, LLC
Reel/Frame 058054/0991 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 5, 2021
From: ELLIOTT, GARY T.
To: HUYA BIOSCIENCE INTERNATIONAL, LLC
Reel/Frame 054819/0254 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 5, 2021
From: GILLINGS, MIREILLE
To: HUYA BIOSCIENCE INTERNATIONAL, LLC
Reel/Frame 054819/0266 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 5, 2021
From: GOODENOW, ROBERT
To: HUYA BIOSCIENCE INTERNATIONAL, LLC
Reel/Frame 054819/0286 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 5, 2021
From: ROMANO, SUZANNE J.
To: HUYA BIOSCIENCE INTERNATIONAL, LLC
Reel/Frame 054819/0294 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 5, 2021
From: REECE, HAYLEY ANN; BENSON, JOSEPH EDWARD GORDON; COLLINS, SARAH
To: SOLID FORM SOLUTIONS, LTD.
Reel/Frame 054903/0107 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 5, 2021
From: SOLID FORM SOLUTIONS, LTD.
To: HUYA BIOSCIENCE INTERNATIONAL, LLC
Reel/Frame 055542/0316 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 5, 2021
From: TYREE, CURTIS
To: HUYA BIOSCIENCE INTERNATIONAL, LLC
Reel/Frame 054818/0884 →
Continuity (4)
Continuation 16775142 · Jan 28, 2020
Provisional Application 62959687 · Jan 10, 2020
Provisional Application 62798467 · Jan 29, 2019
Related Publication 20210038568A1 · Feb 11, 2021
Cited By (1)
US 12,465,587