Granted Patent B2

US 12,331,048 · App. 18/190,920 · Granted Jun 17, 2025

Inventors: Stéphane Dorich (Pointe-Claire, CA); Stéphane Ciblat (Montreal, CA)

Assignee: Ventus Therapeutics U.S., Inc.

C07D471/04

Abstract

Claims (32)

1. A compound of Formula (VI-b1):

or a pharmaceutically acceptable salt or isotopically labeled compound thereof, wherein:

R 3 is C 1 -C 6 alkyl or C 1 -C 6 alkoxy;

X is H, halogen, or C 1-6 alkyl; and

R 4 is H;

wherein each instance of alkyl or alk—is independently substituted with 0, 1, 2, or 3 halogen atoms.

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

or a pharmaceutically acceptable salt or isotopically labeled compound thereof.

3. The compound of claim 1 , wherein the compound is:

or a pharmaceutically acceptable salt or isotopically labeled compound thereof.

4. The compound of claim 1 , or a pharmaceutically acceptable salt or isotopically labeled compound thereof, wherein R 3 is —CHF 2 , —CF 3 , —CH 3 , or —OCHF 2 .

5. The compound of claim 1 , or a pharmaceutically acceptable salt or isotopically labeled compound thereof, wherein X is H or F.

6. The compound of claim 5 , or a pharmaceutically acceptable salt or isotopically labeled compound thereof, wherein X is H.

7. The compound of claim 5 , or a pharmaceutically acceptable salt or isotopically labeled compound thereof, wherein X is F.

8. The compound of claim 4 , or a pharmaceutically acceptable salt or isotopically labeled compound thereof, wherein X is H or F.

9. The compound of claim 8 , or a pharmaceutically acceptable salt or isotopically labeled compound thereof, wherein X is H.

10. The compound of claim 8 , or a pharmaceutically acceptable salt or isotopically labeled compound thereof, wherein X is F.

11. The compound of claim 1 , wherein the compound is:

or a pharmaceutically acceptable salt or isotopically labeled compound thereof.

12. The compound of claim 11 , wherein the compound is:

or a pharmaceutically acceptable salt thereof.

13. The compound of claim 11 , wherein the compound is:

or a pharmaceutically acceptable salt thereof.

14. The compound of claim 11 , wherein the compound is:

or a pharmaceutically acceptable salt thereof.

15. The compound of claim 11 , wherein the compound is:

or a pharmaceutically acceptable salt thereof.

16. The compound of claim 11 , wherein the compound is:

or a pharmaceutically acceptable salt thereof.

17. The compound of claim 11 , wherein the compound is:

or a pharmaceutically acceptable salt thereof.

18. A pharmaceutical composition comprising the compound of claim 1 , or a pharmaceutically acceptable salt or isotopically labeled compound thereof, and one or more pharmaceutically acceptable carriers or excipients.

Assignments (2)

Continuity (4)

References Cited (400)