IP Library › Granted Patent US 12,053,444
Granted Patent B2
US 12,053,444 · App. 18/059,270 · Granted Aug 6, 2024

Therapeutic compounds, formulations, and uses thereof

Inventors: Imran Alibhai (Sugar Land, TX); Sofia de Achaval (Missouri City, TX); Beverly C. Langevin (Stewartsville, NJ); Tian Zhou (Philadelphia, PA)
Assignee: Tvardi Therapeutics, Inc.
A61K31/18A61K9/0053A61K9/4825A61K9/4858A61K9/4866A61K9/4875
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Quick Facts
Patent No.
US 12,053,444
App. No.
18/059,270
Granted
Aug 6, 2024
Kind
B2
Abstract

Provided herein are compositions, formulations, and (e.g., oral) dosage forms comprising a compound of Formula (I). In specific instances, such compositions comprise an emulsifier, a solubilizer, a polyethylene glycol, a surfactant, and an antioxidant. In some instances, such compositions are useful for the treatment of fibrosis, cancer, and/or chronic inflammation.

Claims (27)

1. An improved method of administering a compound of Formula (I):

or a pharmaceutically acceptable salt thereof, in a subject in need thereof, wherein the improvement comprises administering to the subject a pharmaceutical composition comprising:

i) the compound of Formula (I), or a pharmaceutically acceptable salt thereof;

ii) a glyceride emulsifier, wherein the weight ratio of the compound of Formula (I) to the glyceride emulsifier is about 1:1 to about 1:2;

iii) a solubilizer, wherein the weight ratio of the compound of Formula (I) to the solubilizer is about 1:2 to about 1:4;

iv) a polyethylene glycol (PEG), wherein the weight ratio of the compound of Formula (I) to the PEG is about 1:3 to about 1:5;

v) a surfactant, wherein the weight ratio of the compound of Formula (I) to the surfactant is about 1:1 to about 1:2; and

vi) an antioxidant, wherein the weight ratio of the compound of Formula (I) to the antioxidant is about 15:1 to about 25:1.

2. The method of claim 1 , wherein the improvement reduces pill burden for the compound of Formula (I) by at least 2-fold than when a pharmaceutical composition consisting essentially of the compound of Formula (I), a glyceride emulsifier, and PEG, wherein the glyceride emulsifier and the PEG in the composition consisting essentially of the compound of Formula (I), glyceride emulsifier, and PEG are in a weight ratio of about 60:40, is administered to the subject.

3. The method of claim 1 , wherein the improvement provides a greater C max of the compound of formula (I) than when a pharmaceutical composition consisting essentially of the compound of Formula (I), a glyceride emulsifier, and PEG, wherein the glyceride emulsifier and the PEG in the composition consisting essentially of the compound of Formula (I), glyceride emulsifier, and PEG are in a weight ratio of about 60:40, is administered to the subject.

4. The method of claim 3 , wherein the improvement provides a C max that is at least 1.3 times greater than when a pharmaceutical composition consisting essentially of the compound of Formula (I), a glyceride emulsifier, and PEG, wherein the glyceride emulsifier and the PEG in the composition consisting essentially of the compound of Formula (I), glyceride emulsifier, and PEG are in a weight ratio of about 60:40, is administered to the subject.

5. The method of claim 1 , wherein the improvement provides a greater area under the curve from time 0 extrapolated to infinite time (AUC 0→∞ ) of the compound of formula (I) than when a pharmaceutical composition consisting essentially of the compound of Formula (I), a glyceride emulsifier, and PEG, wherein the glyceride emulsifier and the PEG in the composition consisting essentially of the compound of Formula (I), glyceride emulsifier, and PEG are in a weight ratio of about 60:40, is administered to the subject.

6. The method of claim 5 , wherein the improvement provides an AUC 0→∞ that is at least 1.3 times greater than when a pharmaceutical composition consisting essentially of the compound of Formula (I), a glyceride emulsifier, and PEG, wherein the glyceride emulsifier and the PEG in the composition consisting essentially of the compound of Formula (I), glyceride emulsifier, and PEG are in a weight ratio of about 60:40, is administered to the subject.

7. The method of claim 1 , wherein the weight ratio of the compound of Formula (I) to the glyceride emulsifier is about 1:1.

8. The method of claim 1 , wherein the weight ratio of the compound of Formula (I) to the solubilizer is about 1:3.

9. The method of claim 1 , wherein the weight ratio of the compound of Formula (I) to the PEG is about 1:4.

10. The method of claim 1 , wherein the weight ratio of the compound of Formula (I) to the surfactant is about 1:1.

11. The method of claim 1 , wherein the weight ratio of the compound of Formula (I) to the antioxidant is about 20:1.

12. The method of claim 7 , wherein the pharmaceutical composition comprises at least 50 mg of the compound of formula (I).

13. The method of claim 1 , wherein the solubilizer is polyoxyl castor oil.

14. The method of claim 1 , wherein the PEG has an average molecular weight of about 200 to about 1000 Da.

15. The method of claim 1 , wherein the surfactant is polysorbate.

16. The method of claim 1 , wherein at least 50 mg of the glyceride emulsifier, at least 100 mg of the solubilizer, at least 150 mg PEG, at least 50 mg of surfactant, and at least 2 mg of the antioxidant are present in the pharmaceutical composition.

17. The method of claim 1 , wherein the subject has cancer, fibrosis, or chronic inflammation.

18. The method of claim 17 , wherein the subject has cancer and the cancer is head and neck cancer, lung cancer, liver cancer, breast cancer, ovarian cancer, colon cancer, multiple myeloma, prostate cancer, cervical cancer, brain cancer, pancreatic cancer, myelodysplastic syndrome, leukemia, lymphoma, neuroblastoma, kidney cancer, or metastatic melanoma.

19. The method of claim 17 , wherein the subject has fibrosis and the fibrosis is associated with pulmonary fibrosis, intestine fibrosis, pancreatic fibrosis, joint fibrosis, liver fibrosis, retroperitoneal fibrosis, myelofibrosis, dermal fibrosis, non-alcoholic fatty liver disease, steatohepatitis, or systemic sclerosis.

20. The method of claim 17 , wherein the subject has chronic inflammation.

Assignments (4)
MERGER AND CHANGE OF NAME Recorded Oct 7, 2025
From: TVARDI THERAPEUTICS, INC.; CT CONVERGENCE MERGER SUB, INC.
To: TVARDI OPERATING COMPANY, INC.
Reel/Frame 072492/0226 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 30, 2022
From: ALIBHAI, IMRAN; DE ACHAVAL, SOFIA
To: TVARDI THERAPEUTICS, INC.
Reel/Frame 062246/0312 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 30, 2022
From: LANGEVIN, BEVERLY C.; ZHOU, TIAN
To: ASCENDIA PHARMACEUTICALS LLC
Reel/Frame 062246/0365 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 30, 2022
From: ASCENDIA PHARMACEUTICALS LLC
To: TVARDI THERAPEUTICS, INC.
Reel/Frame 062246/0398 →
Continuity (5)
Continuation 17305009 · Jun 29, 2021
Continuation 17203639 · Mar 16, 2021
Continuation PCTUS2021014642 · Jan 22, 2021
Provisional Application 62965738 · Jan 24, 2020
Related Publication 20230285334A1 · Sep 14, 2023
Cited By (1)
US 12,617,810