IP Library Granted Patent US 11,998,539
Granted Patent B2
US 11,998,539 · App. 18/072,490 · Granted Jun 4, 2024

Substituted aminoquinolones as DGKalpha inhibitors for immune activation

Inventors: Norbert Schmees (Berlin, DE); Lars Wortmann (Biberbach an der Riß, DE); Dennis Kirchhoff (Berlin, DE); Thi Thanh Uyen Nguyen (Berlin, DE); Nicolas Werbeck (Freiburg, DE); Ulf Bömer (Glienicke, DE); Kirstin Petersen (Berlin, DE); Christina Kober (Lollar, DE); Christian Lechner (Berlin, DE); Dirk Kosemund (Berlin, DE); Rienk Offringa (Heidelberg, DE); Mareike Grees (Berlin, DE); Benjamin Bader (Berlin, DE)
Assignees: BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM
A61K31/4545A61K31/4709A61K31/4725A61K31/496A61K31/498A61K31/55A61K45/06A61P35/00A61P37/04C07D401/04C07D401/14C07D405/14C07D413/14C07D417/14
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Quick Facts
Patent No.
US 11,998,539
App. No.
18/072,490
Granted
Jun 4, 2024
Kind
B2
Abstract

The present invention covers aminoquinolone compounds of general formula (I), in which R1, R2, R3, R4, R5, R6, R7, R8 and n are as defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds and the use of said compounds for manufacturing pharmaceutical compositions for the treatment and/or prophylaxis of diseases, in particular of diacylglycerol kinase alpha regulated disorders, as a sole agent or in combination with other active ingredients.

Claims (25)

1. A compound having the structure:

or a hydrate or solvate thereof, or a pharmaceutically acceptable salt of any of the foregoing.

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

3. A pharmaceutical composition comprising a compound of claim 1 , or a hydrate or solvate thereof, or a pharmaceutically acceptable salt of any of the foregoing, and at least one pharmaceutically acceptable excipient.

4. A pharmaceutical composition comprising a compound of claim 2 and at least one pharmaceutically acceptable excipient.

5. A method of treating or preventing a disease or condition associated with dysregulated immune responses or aberrant DGKα signaling in a mammal, comprising administering an effective amount of a compound of claim 1 , or a hydrate or solvate thereof, or a pharmaceutically acceptable salt of any of the foregoing, to the mammal.

6. The method of claim 5 , wherein the mammal is a human.

7. The method of claim 5 , wherein the disease is cancer.

8. The method of claim 5 , wherein the compound or pharmaceutically acceptable salt thereof exercises its effect through T-cell activation.

9. The method of claim 5 , wherein the disease is non-small cell lung cancer (NSCLC), gastric cancer, gastric adenocarcinoma, esophageal adenocarcinoma, melanoma, or colorectal cancer.

10. The method of claim 5 , wherein the disease is non-small cell lung cancer.

11. The method of claim 5 , wherein the disease is gastric cancer.

12. The method of claim 5 , wherein the disease is gastric adenocarcinoma or esophageal adenocarcinoma.

13. The method of claim 5 , wherein the disease is melanoma.

14. The method of claim 5 , wherein the disease is colorectal cancer.

15. A method of treating or preventing a disease or condition associated with dysregulated immune responses or aberrant DGKα signaling in a mammal, comprising administering an effective amount of 6-fluoro-1-methyl-4-[4-(5-methyl-1,3-benzoxazol-2-yl)piperidin-1-yl]-2-oxo-1,2-dihydroquinoline-3-carboxamide, to the mammal.

16. The method of claim 15 , wherein the mammal is a human.

17. The method of claim 15 , wherein the disease is cancer.

18. The method of claim 15 , wherein 6-fluoro-1-methyl-4-[4- (5-methyl-1,3-benzoxazol-2-yl)piperidin-1-yl]-2-oxo-1,2-dihydroquinoline-3-carboxamide exercises its effect through T-cell activation.

19. The method of claim 15 , wherein the disease is non-small cell lung cancer (NSCLC), gastric cancer, gastric adenocarcinoma, esophageal adenocarcinoma, melanoma, or colorectal cancer.

20. The method of claim 15 , wherein the disease is non-small cell lung cancer.

21. The method of claim 15 , wherein the disease is gastric cancer.

22. The method of claim 15 , wherein the disease is gastric adenocarcinoma or esophageal adenocarcinoma.

23. The method of claim 15 , wherein the disease is melanoma.

24. The method of claim 15 , wherein the disease is colorectal cancer.

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 20, 2023
From: SCHMEES, NORBERT; KIRCHHOFF, DENNIS; GREES, MAREIKE; BADER, BENJAMIN
To: BAYER AKTIENGESELLSCHAFT
Reel/Frame 065618/0400 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 20, 2023
From: SCHMEES, NORBERT; KIRCHHOFF, DENNIS; BADER, BENJAMIN
To: BAYER PHARMA AKTIENGESELLSCHAFT
Reel/Frame 065618/0469 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 20, 2023
From: NGUYEN, THI THANH UYEN
To: BAYER PHARMA AKTIENGESELLSCHAFT
Reel/Frame 065618/0569 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 20, 2023
From: GREES, MAREIKE
To: DEUTSCHES KREBSFORSCHUNGSZENTRUM
Reel/Frame 065618/0591 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 20, 2023
From: OFFRINGA, RIENK
To: DEUTSCHES KREBSFORSCHUNGSZENTRUM
Reel/Frame 065618/0606 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 20, 2023
From: WORTMANN, LARS; WERBECK, NICOLAS; BÖMER, ULF; PETERSEN, KIRSTIN; KOBER, CHRISTINA; LECHNER, CHRISTIAN; KOSEMUND, DIRK
To: BAYER AKTIENGESELLSCHAFT
Reel/Frame 065629/0064 →
Priority Claims (2)
EP 19212252 · Nov 28, 2019 · regional
EP 20181065 · Jun 19, 2020 · regional
Continuity (2)
Continuation 17780890
Related Publication 20230201186A1 · Jun 29, 2023
Cited By (1)
US 12,478,621