IP Library Granted Patent US 12,454,525
Granted Patent B2
US 12,454,525 · App. 17/920,850 · Granted Oct 28, 2025

IL4I1 inhibitors and methods of use

Inventors: Brandon D. Cash (Natick, MA); Wenlang Fu (Madison, NJ); George Madalin Giambasu (Natick, MA); Andrew M. Haidle (Somerville, MA); Brett A. Hopkins (Brownsburg, IN); Matthew A. Larsen (Templeton, CA); Charles A. Lesburg (Waban, MA); Ping Liu (Westfield, NJ); Meredeth A. Mcgowan (Boston, MA); Qinglin Pu (Needham, MA); Sulagna Sanyal (Belmont, MA); Phieng Siliphaivanh (Newton, MA); Catherine M. White (Canton, MA); Xin Yan (Newton, MA)
Assignee: Merck Sharp & Dohme LLC
C07D403/10C07D235/26C07D401/06C07D401/08C07D401/12C07D401/14C07D403/06C07D405/06C07D409/06C07D409/14C07D413/10C07D417/10C07D419/10C07D495/04
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Quick Facts
Patent No.
US 12,454,525
App. No.
17/920,850
Granted
Oct 28, 2025
Kind
B2
Abstract

Described herein are compounds of Formula I or a pharmaceutically acceptable salt thereof. The compounds of Formula I act as IL4I1 inhibitors and can be useful in preventing, treating or acting as a remedial agent for IL4I1-related diseases.

Claims (36)

1. A compound, or a pharmaceutically acceptable salt thereof, having the Formula Ia

wherein,

A is aryl;

L is a straight or branched (C 1 -C 5 ) alkylenyl, wherein one or more —CH 2 — groups in L are optionally and independently replaced with a moiety selected from the group consisting of O, and NH;

each occurrence of R 1 is independently halogen, C 1 -C 6 alkyl, or cycloheteroalkyl;

each occurrence of R 2 is independently

R 3 is hydrogen, C 1 -C 6 alkyl or haloC 1 -C 6 alkyl;

m is 0, 1 or 2; and

n is 1, 2 or 3.

2. The compound of claim 1 , or pharmaceutically acceptable salt thereof, wherein L is —CH 2 —, —CH 2 CH 2 —, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 O—, or —CHCH 3 —.

3. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein A is phenyl.

4. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein m is 0.

5. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein m is 1 or 2 and R 1 is fluorine, chlorine, pyrrolidine, methyl or ethyl.

6. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein R 3 is hydrogen, methyl or difluoromethyl.

7. A method of treating cancer comprising administering to a patient in need thereof a compound of claim 1 or a pharmaceutically acceptable salt thereof.

8. A pharmaceutical composition comprising a compound of claim 1 , or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier.

9. A pharmaceutical composition comprising a compound of claim 1 and a pharmaceutically acceptable carrier.

10. A compound having the following structure

11. A compound having the following structure

or a pharmaceutically acceptable salt thereof.

12. A method of treating cancer comprising administering to a patient in need thereof a compound of claim 11 , or pharmaceutically acceptable salt thereof.

13. A pharmaceutical composition comprising a compound of claim 11 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

14. A pharmaceutical composition comprising a compound of claim 10 and a pharmaceutically acceptable carrier.

15. A compound having the following structure

16. A compound having the following structure

or a pharmaceutically acceptable salt thereof.

17. A method of treating cancer comprising administering to a patient in need thereof a compound of claim 16 , or pharmaceutically acceptable salt thereof.

18. A pharmaceutical composition comprising a compound of claim 16 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

19. A pharmaceutical composition comprising a compound of claim 15 and a pharmaceutically acceptable carrier.

20. A compound having the following structure

21. A compound having the following structure

or a pharmaceutically acceptable salt thereof.

22. A method of treating cancer comprising administering to a patient in need thereof a compound of claim 21 , or pharmaceutically acceptable salt thereof.

23. A pharmaceutical composition comprising a compound of claim 21 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

24. A pharmaceutical composition comprising a compound of claim 20 and a pharmaceutically acceptable carrier.

25. A compound selected from:

Assignments (2)
MERGER Recorded Oct 26, 2022
From: MERCK SHARP & DOHME CORP.
To: MERCK SHARP & DOHME LLC
Reel/Frame 061549/0776 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 26, 2022
From: CASH, BRANDON D.; FU, WENLANG; GIAMBASU, GEORGE MADALIN; HAIDLE, ANDREW M.; HOPKINS, BRETT A.; LARSEN, MATTHEW A.; LESBURG, CHARLES A.; LIU, PING; MCGOWAN, MEREDETH A.; PU, QINGLIN; SANVAL, SUIAGNA; SILIPHAIVANH, PHIENG; WHITE, CATHERINE M.; YAN, XIN
To: MERCK SHARP & DOHME CORP.
Reel/Frame 061784/0231 →
Continuity (2)
Provisional Application 63020614 · May 6, 2020
Related Publication 20230183214A1 · Jun 15, 2023
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