IP Library › Granted Patent US 10,266,543
Granted Patent B2
US 10,266,543 · App. 14/781,291 · Granted Apr 23, 2019

Macrocyclic deaza-purinones for the treatment of viral infections

Inventors: Jean-François Bonfanti (Andé, FR); Jérôme Michel Claude Fortin (Igoville, FR); Philippe Muller (Andé, FR); Frédéric Marc Maurice Doublet (Isneauville, FR); Pierre Jean-Marie Bernard Raboisson (Wavre, IE); Eric Pierre Alexandre Arnoult (Le Vaudreuil, FR)
Assignee: Janssen Sciences Ireland UC
C07D491/18C07D471/18C07D491/22C07D498/18C07D498/22
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Quick Facts
Patent No.
US 10,266,543
App. No.
14/781,291
Granted
Apr 23, 2019
Kind
B2
Abstract

This invention relates to macrocyclic deaza-purinones derivatives, processes for their preparation, pharmaceutical compositions, and their use in treating viral infections.

Claims (48)

1. A compound having formula (I)

and pharmaceutically accepted salts thereof, wherein

n is 1 or 2;

X is O or NH;

Y is an aromatic ring optionally substituted with one or more substituents each independently selected from the group consisting of C 1-4 alkoxy and halogen; and

Z is selected from the group consisting of C 1-10 alkyl, C 1-6 alkyl-NH—C(O)—C 1-6 alkyl, C 1-6 alkyl-NH—, C 1-6 alkyl-NH—C(O)—C 1-6 alkyl-O—, C 1-10 alkyl-O—, C 1-6 alkyl-O—C 1-6 alkyl-, and C 1-6 alkyl-O—C 1-6 alkyl-O—, wherein said alkyl is saturated or unsaturated, and wherein said alkyl is optionally substituted with an alkyl or alkylhydroxyl.

2. The compound of claim 1 , wherein X is O.

3. The compound of claim 1 , wherein X is NH.

4. The compound of claim 1 , wherein Y is phenyl optionally substituted with methoxy or fluorine.

5. The compound of claim 1 , wherein Y is pyridinyl.

6. The compound of claim 1 , wherein Z is C 1-10 alkyl, and wherein said alkyl is saturated or unsaturated.

7. The compound of claim 1 , wherein Z is C 1-6 alkyl-NH—, and wherein said alkyl is saturated or unsaturated.

8. The compound of claim 1 , wherein Z is C 1-10 alkyl-O—, and wherein said alkyl is saturated or unsaturated.

9. The compound of claim 1 wherein;

n is 1 or 2;

X is O or NH; and

Y is an aromatic ring optionally substituted with one or more substituents each independently selected from the group consisting of C 1-4 alkoxy and halogen.

10. The compound of claim 1 , wherein

n is 1 or 2;

X is O or NH;

Y is an aromatic ring optionally substituted with one or more substituents each independently selected from the group consisting of C 1-4 alkoxy and halogen; and

Z is selected from the group consisting of C 1-10 alkyl, C 1-6 alkyl-NH—, and C 1-10 alkyl-O—, and wherein said alkyl is saturated or unsaturated.

11. The compound of claim 1 , wherein

n is 1 or 2;

X is O or NH;

Y is an aromatic ring optionally substituted with one or more substituents each independently selected from the group consisting of C 1-4 alkoxy and halogen; and

Z is C 1-10 alkyl, wherein said alkyl is saturated or unsaturated.

12. The compound of claim 1 , wherein

n is 1 or 2;

X is O or NH;

Y is an aromatic ring optionally substituted with one or more substituents each independently selected from the group consisting of C 1-4 alkoxy and halogen; and

Z is C 1-10 alkyl-O—, wherein said alkyl is saturated or unsaturated.

13. The compound of claim 1 , wherein

n is 1;

X is O;

Y is an aromatic ring optionally substituted with one or more substituents each independently selected from the group consisting of C 1-4 alkoxy and halogen; and

Z is C 1-6 alkyl-NH—, wherein said alkyl is saturated or unsaturated.

14. The compound of claim 1 , wherein

n is 1 or 2;

X is O or NH;

Y is an aromatic ring optionally substituted with methoxy or fluorine; and

Z is C 1-10 alkyl-O—, wherein said alkyl is saturated or unsaturated.

15. A compound selected from the group consisting of:

16. A compound according to claim 1 selected from the group consisting of:

17. A pharmaceutical composition comprising a compound of claim 1 or a pharmaceutically acceptable salt or solvate thereof, and one or more pharmaceutically acceptable carriers.

18. A pharmaceutical composition comprising a compound of claim 15 or a pharmaceutically acceptable salt or solvate thereof, and one or more pharmaceutically acceptable carriers.

19. A method of treating a viral infection comprising administering a therapeutically effective amount of at least one compound of claim 1 .

20. A method of treating a viral infection comprising administering the pharmaceutical composition of claim 17 .

Assignments (8)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 30, 2020
From: JANSSEN SCIENCES IRELAND UC
To: JANSSEN SCIENCES IRELAND UNLIMITED COMPANY
Reel/Frame 053947/0229 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2017
From: JANSSEN R&D IRELAND
To: JANSSEN SCIENCES IRELAND UC
Reel/Frame 042940/0216 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2017
From: JANSSEN INFECTIOUS DISEASES BVBA
To: JANSSEN R&D IRELAND
Reel/Frame 042940/0201 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2017
From: JANSSEN-CILAG FRANCE
To: JANSSEN R&D IRELAND
Reel/Frame 042940/0203 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2017
From: RABOISSON, PIERRE JEAN-MARIE BERNARD
To: JANSSEN INFECTIOUS DISEASES BVBA
Reel/Frame 042936/0286 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2017
From: BONFANTI, JEAN-FRANCOIS; FORTIN, JEROME MICHEL CLAUDE; MULLER, PHILIPPE; DOUBLET, FREDERIC MARC MAURICE; ARNOULT, ERIC PIERRE ALEXANDRE
To: JANSSEN-CILAG FRANCE
Reel/Frame 042940/0181 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 22, 2017
From: RABOISSON, PIERRE JEAN-MARIE
To: JANSSEN INFECTIOUS DISEASES BVBA
Reel/Frame 041689/0156 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 22, 2017
From: BONFANTI, JEAN-FRANCOIS; FORTIN, JEROME MICHEL CLAUDE; MULLER, PHILIPPE; DOUBLET, FREDERIC MARC MAURICE; ARNOULT, ERIC PIERRE ALEXANDRE
To: JANSSEN-CILAG FRANCE
Reel/Frame 041689/0098 →
Priority Claims (1)
EP 13161865 · Mar 29, 2013 · regional
Continuity (1)
Related Publication 20160304531A1 · Oct 20, 2016