IP Library Granted Patent US 11,679,111
Granted Patent B2
US 11,679,111 · App. 17/221,649 · Granted Jun 20, 2023

Fatty acid synthase inhibitors

Inventors: Jesse Kwiek (Worthington, OH); Timothy Haystead (Chapel Hill, NC); Philip Hughes (Chapel Hill, NC); Yazan Alwarawrah (Durham, NC)
Assignees: Duke University; Ohio State Innovation Foundation
A61K31/519A61K31/555A61K33/243A61P31/18
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Quick Facts
Patent No.
US 11,679,111
App. No.
17/221,649
Granted
Jun 20, 2023
Kind
B2
Abstract

The present disclosure relates to a method for inhibiting Fatty Acid Synthase (FASN) with a FASN inhibitor, methods for treating cancer and viral infections with a FASN inhibitor, and compounds and compositions inhibiting FASN.

Claims (20)

1. A method of promoting apoptosis in a cancer cell dependent on FASN activity, the method comprising contacting the cell with an inhibitor that binds to the FASN purine-binding cofactor domain.

2. The method of claim 1 , wherein the inhibitor does not bind to the substrate domain.

3. The method of claim 1 , wherein the inhibitor possesses a thiophenopyrimidine scaffold.

4. The method of claim 1 , wherein the inhibitor possesses a thieno[2,3-d]pyrimidine scaffold.

5. The method of claim 1 , wherein the inhibitor is N-(1-benzylpyrrolidin-3-yl)-5,6-dimethylthieno[2,3-d]pyrimidin-4-amine, or a pharmaceutically acceptable salt thereof.

6. A method of treating cancer in a subject in need thereof, the method comprising administering to the subject, a therapeutically effective amount of a FASN inhibitor that binds to the FASN purine-binding cofactor domain.

7. The method of claim 6 , wherein the inhibitor does not bind to the substrate domain.

8. The method of claim 6 , wherein the cancer is selected from the group consisting of HER2-positive breast cancer, triple negative breast cancer, melanoma, hepatocellular carcinoma, and leukemia.

9. The method of claim 6 , wherein the inhibitor possesses a thiophenopyrimidine scaffold.

10. The method of claim 6 , wherein the inhibitor possesses a thieno[2,3-d]pyrimidine scaffold.

11. The method of claim 6 , wherein the inhibitor is N-(1-benzylpyrrolidin-3-yl)-5,6-dimethylthieno[2,3-d]pyrimidin-4-amine, or a pharmaceutically acceptable salt thereof.

12. The method of claim 6 , wherein the inhibitor is co-administered with a platinum-based antineoplastic compound.

13. The method of claim 12 , wherein the inhibitor is co-administered with carboplatin or cisplatin.

14. The method of claim 12 , wherein the inhibitor is co-administered with carboplatin.

15. The method of claim 12 , wherein the platinum-based antineoplastic compound is administered at a dosage less than that required when administered in the absence of a FASN inhibitor.

16. A pharmaceutical composition comprising N-(1-benzylpyrrolidin-3-yl)-5,6-dimethylthieno[2,3-d]pyrimidin-4-amine, or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

17. The method of claim 1 , wherein the inhibitor is (R)—N-(1-benzylpyrrolidin-3-yl)-5,6-dimethylthieno[2,3-d]pyrimidin-4-amine or a pharmaceutically acceptable salt thereof.

18. The method of claim 1 , wherein the inhibitor is (S)—N-(1-benzylpyrrolidin-3-yl)-5,6-dimethylthieno[2,3-d]pyrimidin-4-amine or a pharmaceutically acceptable salt thereof.

19. The method of claim 6 , wherein the inhibitor is (R)—N-(1-benzylpyrrolidin-3-yl)-5,6-dimethylthieno[2,3-d]pyrimidin-4-amine or a pharmaceutically acceptable salt thereof.

20. The method of claim 6 , wherein the inhibitor is (S)—N-(1-benzylpyrrolidin-3-yl)-5,6-dimethylthieno[2,3-d]pyrimidin-4-amine or a pharmaceutically acceptable salt thereof.

Assignments (3)
CONFIRMATORY LICENSE Recorded Nov 10, 2023
From: OHIO STATE UNIVERSITY
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 065547/0923 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 8, 2021
From: HAYSTEAD, TIMOTHY; HUGHES, PHILIP; ALWARAWRAH, YAZAN
To: DUKE UNIVERSITY
Reel/Frame 055861/0689 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 8, 2021
From: KWIEK, JESSE
To: OHIO STATE INNOVATION FOUNDATION
Reel/Frame 055861/0702 →
Continuity (3)
Division 16094872
Provisional Application 62325887 · Apr 21, 2016
Related Publication 20210338676A1 · Nov 4, 2021