IP Library Granted Patent US 11,564,923
Granted Patent B2
US 11,564,923 · App. 16/757,189 · Granted Jan 31, 2023

Compounds and pharmaceutical compositions thereof for the treatment of inflammatory disorders

Inventors: Steven Emiel Van Der Plas (Mechelen, BE); Oscar Mammoliti (Mechelen, BE); Sébastien Laurent Xavier Martina (Mechelen, BE); Pieter Isabelle Roger Claes (Gentbrugge, BE); Ghjuvanni Petru Diunisu Coti (Mechelen, BE); Denis Maurice Annoot (Romainville, FR); Miriam López Ramos (Romainville, FR); René Alexandre Galien (Romainville, FR); David Amantini (Romainville, FR); Reginald Christophe Xavier Brys (Mechelen, BE)
Assignee: GALAPAGOS NV
A61K31/506A61K31/444A61K31/4545A61K31/496A61K31/501A61K31/5355A61P35/00A61P37/06C07D471/04C07D519/00C07B2200/05
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Quick Facts
Patent No.
US 11,564,923
App. No.
16/757,189
Granted
Jan 31, 2023
Kind
B2
Abstract

The present invention discloses compounds according to Formula I: Wherein R 1 , L 1 , R 2 , L 2 , R 3 , Cy, and the subscript n are as defined herein. The present invention relates to compounds, methods for their production, pharmaceutical compositions comprising the same, and methods of treatment using the same, for the prophylaxis and/or treatment of allergic diseases, inflammatory diseases, metabolic diseases, autoinflammatory diseases, autoimmune diseases, proliferative diseases, transplantation rejection, diseases involving impairment of cartilage turnover, congenital cartilage malformations, and/or diseases associated with hypersecretion of IFNα, IL12 and/or IL23 by administering the compound of the invention.

Claims (251)

1. A compound according to Formula I:

wherein

Cy is phenyl or 5-6 membered heteroaryl comprising one, two or three N atoms;

L 1 is a single bond, —O—, —C(═O)—, —C(═O)O—, —S(O) 2 —, — NR 6a —, —C(═O)NR 6b —, —S(O) 2 NR 6c —, or —C(═O)NR 6d S(O) 2 —;

R 1 is:

H,

C 1-6 alkyl optionally substituted with one or more independently selected

OH,

halo,

C 1-4 alkoxy,

—NR 7a R 7b ,

—C(═O)OH—,

—C(═O)NR 7c R 7d ,

—C(═O)OC 1-4 alkyl, or

4-8 membered monocyclic heterocycloalkyl comprising one, two, or three heteroatoms independently selected from N, S, and O;

C 3-7 cycloalkyl optionally substituted with one or more OH, C 1-4 alkoxy, or

4-9 membered monocyclic heterocycloalkyl, spiro bicyclic heterocycloalkyl, bridged bicyclic heterocycloalkyl, or fused bicyclic heterocycloalkyl, wherein the heterocycloalkyl comprises one, two or three heteroatoms independently selected from N, S and O, and wherein the heterocycloalkyl is optionally substituted with one or more independently selected R 11 groups;

-R 11 is

OH,

CN,

halo,

oxo,

—NR 8a R 8b

C 3-7 cycloalkyl,

C 1-4 alkyl optionally substituted with one or more independently selected halo, OH, C 1-4 alkoxy, —NR 9a R 9b ,

C 1-4 alkoxy optionally substituted with one C 1-4 alkoxy,

4-7 membered monocyclic heterocycloalkyl comprising one, two, or three heteroatoms independently selected from N, S, and O,

—C(═O)OC 1-4 alkyl, or

—NR 8c C(═O)OC 1-4 alkyl;

R 2 is

halo,

CN, or

C 1-4 alkyl;

the subscript n is 0, or 1;

L 2 is O or —NR 4 —,

R 3 is

C 1-6 alkyl optionally substituted with one or more groups independently selected from

halo, or

C 3-7 cycloalkyl,

phenyl substituted with one R 5a a group and one or two independently selected R 5b groups,

6-membered heteroaryl comprising one or two N atoms, substituted with one R 5a group and one or two independently selected R 5b groups,

4-10 membered monocyclic heterocycloalkyl, spiro bicyclic heterocycloalkyl, bridged bicyclic heterocycloalkyl, or fused bicyclic heterocycloalkyl, wherein the heterocycloalkyl comprises one or two heteroatoms independently selected from N, S and O, and wherein the heterocycloalkyl is optionally substituted with one, two, or three groups independently selected from R 5a and R 5b , or

4-10 membered monocyclic or fused, bridged or spiro bicyclic cycloalkyl, optionally substituted with one, two or three groups independently selected from R5a and R 5b ;

R 4 is

H,

C 1-4 alkyl optionally substituted with one or more groups selected from OH or C 1-4 alkoxy, or

C 3-7 cycloalkyl;

R 5a is —CN, —SO 2 —C 1-4 alkyl, or —CF 3 ;

R 5b is halo, C 1-4 alkyl, and C 3-7 cycloalkyl;

R 7a , or R 7b are independently selected from

H, and

C 1-4 alkyl optionally substituted with one —NR 10a R 10b ; and

R 6a , R 6b , R 6c , R 6d , R 7c , R 7d , R 8a , R 8b , R 8c , R 9a , R 9b , R 10a , and R 10b are independently selected from H, and C 1-4 alkyl;

or a pharmaceutically acceptable salt thereof, solvate thereof, or a solvate of a pharmaceutically acceptable salt thereof.

2. The compound or pharmaceutically acceptable salt thereof according to claim 1 , wherein L 2 is O.

3. The compound or pharmaceutically acceptable salt thereof according to claim 1 , wherein R 3 is:

4. The compound or pharmaceutically acceptable salt thereof according to claim 1 , wherein R 3 is

5. The compound or pharmaceutically acceptable salt thereof according to claim 1 , wherein R 5a is —CN, —SO 2 —C 1-4 alkyl, or —CF 3 .

6. The compound or pharmaceutically acceptable salt thereof according to claim 1 , wherein R 5b is independently selected from halo, C 1-4 alkyl, and C 3-7 cycloalkyl.

7. The compound or pharmaceutically acceptable salt thereof according to claim 1 , wherein the compound is:

8. The compound or pharmaceutically acceptable salt thereof according to claim 1 , wherein L 1 is a single bond or —C(═O)—.

9. The compound or pharmaceutically acceptable salt thereof according to claim 1 , wherein R 1 is a 4-9 membered monocyclic heterocycloalkyl, spiro bicyclic heterocycloalkyl, bridged bicyclic heterocycloalkyl, or fused bicyclic heterocycloalkyl, wherein the heterocycloalkyl comprises one, two or three heteroatoms independently selected from N, S and O, and wherein the heterocycloalkyl is optionally substituted with one two or three independently selected R 11 groups.

10. The compound or pharmaceutically acceptable salt thereof according to claim 1 , wherein R 1 is azetidinyl, oxetanyl, pyrrolidinyl, morpholinyl, octadeuteriomorpholin-4-yl, tetrahydropyranyl, piperazinyl, or dioxanyl, each of which is substituted with one, two or three independently selected R 11 groups.

11. The compound or pharmaceutically acceptable salt thereof according to claim 9 , wherein R 11 is C 1-4 alkyl optionally substituted with one or more groups independently selected from halo, OH, C 1-4 alkoxy and —NR 9a R 9b wherein each R 9a and R 9b is independently H, or C 1-4 alkyl.

12. A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a pharmaceutically effective amount of a compound according to claim 1 .

13. The pharmaceutical composition according to claim 12 , comprising a further therapeutic agent.

14. A method for treatment of inflammatory diseases, autoinflammatory diseases, autoimmune diseases, and/or diseases associated with hypersecretion of IFNα, IL12 and/or IL23, comprising administering an effective amount of the compound, or pharmaceutically acceptable salt thereof, according to claim 1 , to a subject in need thereof.

15. A method for treatment of inflammatory diseases, autoinflammatory diseases, autoimmune diseases, and/or diseases associated with hypersecretion of IFNα, IL12 and/or IL23, comprising administering the pharmaceutical composition according to claim 12 , to a subject in need thereof.

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

4- {[7-(6-Amino-pyrimidin-4-ylamino)-3-methyl-3H-imidazo[4,5-b]pyridin-5-yl]-methyl-amino}-3-ethyl-5-fluoro-benzonitrile,

5- {[7-(6-Amino-pyrimidin-4-ylamino)-3-methyl-3H-imidazo[4,5-b]pyridin-5-yl]-methyl-amino}-4-methyl-pyridine-2-carbonitrile,

4- {[7-(6-Amino-pyrimidin-4-ylamino)-3-methyl-3H-imidazo[4,5-b]pyridin-5-yl]-methyl-amino}-cyclohexanecarbonitrile,

N7-(6-Amino-pyrimidin-4-yl)-N5-(3,3-dimethyl-tetrahydro-pyran-4-yl)-3,N5-dimethyl-3H-imidazo [4,5-b]pyridine-5,7-diamine,

N7-(6-aminopyrimidin-4-yl)-N5,3-dimethyl-N5- [(1S)-1,2,2-trimethylpropyl]imidazo [4,5-b] pyridine-5,7-diamine,

(±)-(1R,3R)-3- {[7-(6-Amino-pyrimidin-4-ylamino)-3-methyl-3H-imidazo [4,5-b]pyridin-5-yl]-methyl-amino}-cyclohexanecarbonitrile,

4- {[7-(6-Amino-pyrimidin-4-ylamino)-3-methyl-3H-imidazo[4,5-b]pyridin-5-yl]-methyl-amino}-3-cyclopropyl-5-fluoro-benzonitrile,

5- {[7-(6-Amino-pyrimidin-4-ylamino)-3-methyl-3H-imidazo[4,5-b]pyridin-5-yl]-methyl-amino}-4-ethyl-pyridine-2-carbonitrile,

N7-(6-aminopyrimidin-4-yl)-N5- [(1R)-1-cyclopropylethyl]-N5,3-dimethyl-imidazo [4,5-b] pyridine-5,7-diamine,

N7-(6-Amino-pyrimidin-4-yl)-3,N5-dimethyl-N5-((3R,4S)-3-methyl-tetrahydro-pyran-4-yl)-3H-imidazo [4,5-b]pyridine-5,7-diamine,

N7- (6-Amino-pyrimidin-4-yl)-N5-bicyclo [1.1.1] pent-1-yl-3,N5-dimethyl-3H-imidazo [4,5-b]pyridine-5,7-diamine,

N7-(6-Amino-pyrimidin-4-yl)-3,N5-dimethyl-N5-(3-methyl-tetrahydro-pyran-4-yl)-3H-imidazo [4,5-b]pyridine-5,7-diamine,

N7-(6-Amino-pyrimidin-4-yl)-N5-(1-cyclopropyl-2,2,2-trifluoro-ethyl)-3,N5-dimethyl-3H-imidazo [4,5-b]pyridine-5,7-diamine,

N7-(6-Amino-pyrimidin-4-yl)-3,N5-dimethyl-N5-(5-oxa-spiro [3.5]non-8-yl)-3H-imidazo [4,5-b]pyridine-5,7-diamine,

5- (1-cyclopropyl-2,2,2-trifluoro-ethoxy)-3-methyl-N-(5-methylsulfonyl-2-pyridyl)imidazo [4,S-b]pyridin-7-amine,

6-[5-(6-Cyano-4-methyl-pyridin-3-yloxy)-3-methyl-3H-imidazo [4,5-b]pyridin-7-ylamino]-pyridazine-3-carboxylic acid ethylamide,

6-[5-(6-Cyano-4-methyl-pyridin-3-yloxy)-3-methyl-3H-imidazo [4,5-b]pyridin-7-ylamino]-N-(2-hydroxy-propyl)-nicotinamide,

6-[5-(6-Cyano-4-methyl-pyridin-3-yloxy)-3-methyl-3H-imidazo [4,5-b]pyridin-7-ylamino]-pyridazine-3-carboxylic acid (2-hydroxy-propyl)-amide,

5-[5-(6-Cyano-4-methyl-pyridin-3-yloxy)-3-methyl-3H-imidazo [4,5-b]pyridin-7-ylamino]-pyridine-2-carboxylic acid ethylamide,

2-{4-[5-(6-Cyano-4-methyl-pyridin-3-yloxy)-3-methyl-3H-imidazo [4,5-b]pyridin-7-ylamino]-phenyl}-N-ethyl-acetamide,

4-Methyl-5- {3-methyl-7-[6-(morpholine-4-carbonyl)-pyridin-3-ylamino]-3H-imidazo [4,5-b]pyridin-5-yloxy}-pyridine-2-carbonitrile,

5-[5-(6-Cyano-4-methyl-pyridin-3-yloxy)-3-methyl-3H-imidazo [4,5-b]pyridin-7-ylamino]-pyridine-2-carboxylic acid methylamide,

5-[5-(6-Cyano-4-methyl-pyridin-3-yloxy)-3-methyl-3H-imidazo [4,5-b]pyridin-7-ylamino]-pyridine-2-carboxylic acid (2-hydroxy-propyl)-amide,

5- {7- [6- (2-Methoxy-ethylamino)-pyrimidin-4-ylamino]-3-methyl-3H-imidazo [4,5-b]pyridin-5-yloxy}-4-methyl-pyridine-2-carbonitrile,

5- {7- [6- (3-Methoxy-propylamino)-pyrimidin-4-ylamino]-3-methyl-3H-imidazo [4,5-b]pyridin-5-yloxy}-4-methyl-pyridine-2-carbonitrile,

5-{7-[6-(3-Hydroxy-3-methyl-butylamino)-pyrimidin-4-ylamino]-3-methyl-3H-imidazo [4,5-b]pyridin-5-yloxy}-4-methyl-pyridine-2-carbonitrile,

5-{7-[6-(3-Hydroxy-propylamino)-pyrimidin-4-ylamino]-3-methyl-3H-imidazo [4,5-b]pyridin-5-yloxy}-4-methyl-pyridine-2-carbonitrile,

5- (7- {6- [([1,4]Dioxan-2-ylmethyl)-amino]-pyrimidin-4-ylamino}-3-methyl-3H-imidazo [4,5-b]pyridin-5-yloxy)-4-methyl-pyridine-2-carbonitrile,

5-{7-[6-(3-Methoxy-cyclobutylamino)-pyrimidin-4-ylamino]-3-methyl-3H-imidazo [4,5-b]pyridin-5-yloxy}-4-methyl-pyridine-2-carbonitrile,

5-{7-[6-(3-Methoxy-butylamino)-pyrimidin-4-ylamino]-3-methyl-3H-imidazo [4,5-b]pyridin-5-yloxy}-4-methyl-pyridine-2-carbonitrile,

4-Methyl-5-[3-methyl-7-(6-morpholin-4-yl-pyridazin-3-ylamino)-3H-imidazo [4,5-b]pyridin-5-yloxy]-pyridine-2-carbonitrile,

4-Methyl-5- {3-methyl-7-[6-(4-methyl-piperazin-1-yl)-pyridazin-3-ylamino]-3H-imidazo [4,5-b]pyridin-5-yloxy}-pyridine-2-carbonitrile,

5-{7-[6-(3-Dimethylaminomethyl-azetidin-1-yl)-pyridazin-3-ylamino]-3-methyl-3H-imidazo [4,5-b]pyridin-5-yloxy}-4-methyl-pyridine-2-carbonitrile,

(±)-4-Methyl-5-{3-methyl-7- [6- ((3R,5S)-3,4,5-trimethyl-piperazin-1-yl)-pyridazin-3-ylamino]-3H-imidazo [4,5-b]pyridin-5-yloxy}-pyridine-2-carbonitrile,

4-Methyl-5-(3-methyl-7-{6-[4-(2,2,2-trifluoro-ethyl)-piperazin-1-yl]-pyridazin-3-ylamino}-3H-imidazo [4,5-b]pyridin-5-yloxy)-pyridine-2-carbonitrile,

(±)-5- {7- [6- ((2R,6S)-2,6-Dimethyl-morpholin-4-yl)-pyridazin-3-ylamino]-3-methyl-3H-imidazo [4,5-b]pyridin-5-yloxy}-4-methyl-pyridine-2-carbonitrile,

4-Methyl-5- {3-methyl-7- [6- ((S)-2-methyl-morpholin-4-yl)-pyridazin-3-ylamino]-3H-imidazo [4,5-b]pyridin-5-yloxy}-pyridine-2-carbonitrile,

5-{7-[6-(4-Cyano-piperidin-1-yl)-pyridazin-3-ylamino]-3-methyl-3H-imidazo [4,5-b]pyridin-5-yloxy}-4-methyl-pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5-(4-propan-2-ylpiperazine-1-carbonyl)pyridin-2-yl]amino]imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

5- [7- [[5- (4-cyclobutylpiperazine-1-carbonyl)pyridin-2-yl] amino]-3-methylimidazo [4,5-b]pyridin-5-yl] oxy-4-methylpyridine-2-carbonitrile,

5- [7- [[5-(4-cyclopropylpiperazine-1-carbonyl)pyridin-2-yflamino]-3-methylimidazo [4,5-b]pyridin-5-yl]oxy-4-methylpyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7-[(5-morpholin-4-ylpyridin-2-yl)amino]imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5-(4-methylpiperazin-1-yl)pyridin-2-yl]amino]imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

4-methyl-5- [7- [[5- (4-methylpiperazine-1-carbonyl) pyridin-2-yl]amino]-3-(trideuteriomethyl)imidazo [4,5-b] pyridin-5-yl] oxypyridine-2-carbonitrile,

5- [7-[(6-aminopyrimidin-4-yl) amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl]oxy-4-methyl-pyridine-2-carbonitrile,

4- [[5-[(6-cyano-4-methyl-3-pyridyl)oxy]-3-methyl-imidazo [4,5-b]pyridin-7-yl] amino]-N-ethyl-benzenesulfonamide,

N4-[5-(1-cyclopropyl-2,2,2-trifluoro-ethoxy)-3-methyl-imidazo [4,5-b]pyridin-7-yl]pyrimidine-4,6-diamine,

5- [[7-[(6-aminopyrimidin-4-yl)amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl]amino]-4-methyl-pyridine-2-carbonitrile,

5- [7- [4- (aminomethyl)anilino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile formate salt,

4-methyl-5-[3-methyl-7-[(5-methylsulfonyl-2-pyridyl) amino] imidazo [4,5-b]pyridin-5-yl]oxy-pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5- (trifluoromethyl)-2-pyridyl] amino] imidazo [4,5-b] pyridin-5-yl] oxy-pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7-(4-methylsulfonylanilino)imidazo [4,5-b]pyridin-5-yl]oxy-pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7-[(1-methylpyrazol-4-yl)amino]imidazo [4,5-b]pyridin-5-yl]oxy-pyridine-2-carbonitrile,

4- [[5-[(6-cyano-4-methyl-3-pyridyl)oxy]-3-methyl-imidazo [4,5-b]pyridin-7-yl] amino]-N,N-dimethyl-benzamide,

4-methyl-5-[3-methyl-7-(4-morpholinosulfonylanilino)imidazo [4,5-b]pyridin-5-yl]oxy-pyridine-2-carbonitrile,

6- [[5-[(6-cyano-4-methyl-3-pyridyl)oxy]-3-methyl-imidazo [4,5-b]pyridin-7-yl] amino]-N-ethyl-4-methyl-pyridine-3-carboxamide,

3-methyl-N7-(5-methylsulfonyl-2-pyridyl)-N5-[2-methyl-1-(trifluoromethyl)propyl]imidazo [4,5-b]pyridine-5,7-diamine,

4- [[5-[(6-cyano-4-methyl-3-pyridyl)amino]-3-methyl-imidazo [4,5-1)] pyridin-7-yl]amino]-N,N-dimethyl-benzamide,

6- [[5-[(6-cyano-4-methyl-3-pyridyl)amino]-3-methyl-imidazo [4,5-1)] pyridin-7-yl]amino]-N,N-dimethyl-pyridine-3-carboxamide,

5- [7- [4- (difluoromethylsulfonyl)anilino]-3-methyl-imidazo [4,5-b]pyridin-5-yl]oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- (4-cyclopropylsulfonylanilino)-3-methyl-imidazo [4,5-b] pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

5- [7-[(1,1-dimethyl-3-oxo-isoindolin-5-yl) amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- [4- (3-methoxypropylsulfonyl)anilino]-3-methyl-imidazo [4,5-b] pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

N4- [5-(1-cyclopropylethoxy)-3-methyl-imidazo [4,5-b] pyridin-7-yl] pyrimidine-4,6-diamine,

6- [[5-[(6-cyano-4-methyl-3-pyridyl)oxy]-3-methyl-imidazo [4,5-b]pyridin-7-yl] amino]-N,N-dimethyl-pyridazine-3-carboxamide,

6- [[5-[(6-cyano-4-methyl-3-pyridyl)oxy]-3-methyl-imidazo [4,5-b]pyridin-7-yl] amino]-N,N-dimethyl-pyridine-3-carboxamide,

4-methyl-5-[3-methyl-7- [[5- (morpholine-4-carbonyl)-2-pyridyl] amino] imidazo [4,5-b]pyridin-5-yl]oxy-pyridine-2-carbonitrile,

6- [[5-[(6-cyano-4-methyl-3-pyridyl)amino]-3-methyl-imidazo [4,5-b] pyridin-7-yl]amino]-N,N-dimethyl-pyridazine-3-carboxamide,

6- [[5-[(6-cyano-4-methyl-3-pyridyl)oxy]-3-methyl-imidazo [4,5-b]pyridin-7-yl] amino]-N,N,2-trimethyl-pyridine-3-carboxamide,

6- [[5-[(6-cyano-4-methyl-3-pyridyl)oxy]-3-methyl-imidazo [4,5-b]pyridin-7-yl] amino]-N-ethyl-2-methyl-pyridine-3-carb oxamide,

5- [7- [[5- [(dimethylamino)methyl] pyridin-2-yl] amino]-3-methylimidazo [4,5-b] pyridin-5-yl] oxy-4-methylpyridine-2-carbonitrile formate salt,

4-methyl-5-[3-methyl-7- [[5- (morpholin-4-ylmethyl) pyridin-2-yl] amino] imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile formate salt,

5- [7- [[5- [[2-(dimethylamino)ethyl-methylamino]methyl]pyridin-2-yl]amino]-3-methylimidazo [4,5-b]pyridin-5-yl] oxy-4-methylpyridine-2-carbonitrile formate salt,

5- [7-[(5-methoxypyridin-2-yl) amino]-3-methylimidazo [4,5-b]pyridin-5-yl]oxy-4-methylpyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5- [(3S)-3-methylmorpholin-4-yl]pyridin-2-yl] amino] imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5-(1-methylpiperidin-4-yl) oxypyridin-2-yl] amino] imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5-(oxan-4-yl)pyridin-2-yl]amino]imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

5- [[7-[(6-aminopyrimidin-4-yl)amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl]-cyclopropyl-amino]-4-methyl-pyridine-2-carbonitrile,

5-[7-[4-(3-hydroxyoxetan-3-yl)anilino]-3-methylimidazo [4,5-b]pyridin-5-yl] oxy-4-methylpyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[6- (1-methylazetidin-3-yl) oxypyridazin-3-yl]amino]imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

5- [[5-[(1-cyclopropyl-2,2,2-trifluoro-ethyl)amino]-3-methyl-imidazo [4,5-b]pyridin-7-yl]amino]-N-ethyl-pyridine-2-carboxamide,

N5- (1-cyclopropyl-2,2,2-trifluoro-ethyl)-3-methyl-N7-(5-methylsulfonyl-2-pyridyl) imidazo [4,5-b]pyridine-5,7-diamine,

N7-(6-aminopyrimidin-4-yl)-3-methyl-N5-[2-methyl-1-(trifluoromethyl)propyl]imidazo [4,5-b]pyridine-5,7-diamine,

N7-(6-aminopyrimidin-4-yl)-N 5- (1-cyclobutylethyl)-3-methyl-imidazo [4,5-b]pyridine-5,7-diamine,

N7-(6-aminopyrimidin-4-yl)-N 5- (dicyclopropylmethyl)-3-methyl-imidazo [4,5-b]pyridine-5,7-diamine,

5- [7- [[5- (3-hydroxyazetidine-1-carbonyl)-2-pyridyl]amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

N,N-dimethyl-6- [[3-methyl-5-[[(1R)-2-methyl-1- (trifluoromethyl) propyl] amino] imidazo [4,5-b]pyridin-7-yl]amino]pyridine-3-carboxamide,

N7-(6-aminopyrimidin-4-yl)-3-methyl-N5- [(1R)-2-methyl-1-(trifluoromethyl)propyl]imidazo [4,5-b]pyridine-5,7-diamine,

6- [[5-[(6-cyano-4-methyl-3-pyridyl)oxy]-3-methyl-imidazo [4,5-b]pyridin-7-yl] amino]-N-(2-dimethylaminoethyl) pyridine-3-carb oxamide,

6- [[5-[(6-cyano-4-methyl-3-pyridyl)oxy]-3-methyl-imidazo [4,5-b]pyridin-7-yl] amino]-N-(3-methoxypropyl) pyridine-3-carboxamide,

6- [[5-[(6-cyano-4-methyl-3-pyridyl)oxy]-3-methyl-imidazo [4,5-b]pyridin-7-yl] amino]-N-(3-hydroxypropyl) pyridine-3-carboxamide,

5- [7- [[5-[3-(1-hydroxy-1-methyl-ethyl) azetidine-1-carbonyl]-2-pyridyl] amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- [[5-(3-methoxyazetidine-1-carbonyl)-2-pyridyl] amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- [[5- [3- (methoxymethyl)azetidine-1-carbonyl]-2-pyridyl]amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl]oxy-4-methyl-pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5-(4-methylpiperazine-1-carbonyl)-2-pyridyl] amino] imidazo [4,5-b]pyridin-5-yl]oxy-pyridine-2-carbonitrile,

5- [7- [[5- [3- (dimethylamino) azetidine-1-carbonyl]-2-pyridyl] amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- [[5- [(3R)-3-(dimethylamino)pyrrolidine-1-carbonyl]pyridin-2-yl] amino]-3-methylimidazo [4,5-b]pyridin-5-yl] oxy-4-methyl pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[6-(morpholine-4-carbonyl)pyridazin-3-yl]amino]imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7-(4-morpholinoanilino)imidazo [4,5-b]pyridin-5-yl] oxy-pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7-[4-(4-methylpiperazin-1-yl)anilino]imidazo [4,5-b]pyridin-5-yl] oxy-pyridine-2-carbonitrile,

5- [7- [[6-[3-(1-hydroxy-1-methyl-ethyl) azetidine-1-carbonyl] pyridazin-3-yl] amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- [[5- [(3S)-3-hydroxypyrrolidine-1-carbonyl]-2-pyridyl]amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- [[5-(3-cyclopropyl-3-hydroxy-azetidine-1-carbonyl)-2-pyridyl] amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5-(8-oxa-3-azaspiro [4.4] nonane-3-carbonyl)-2-pyridyl] amino]imidazo [4,5-b]pyridin-5-yl] oxy-pyridine-2-carbonitrile,

5- [7- [[6-(3-hydroxyazetidine-1-carbonyl)pyridazin-3-yl]amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl]oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- [[6-(3-methoxyazetidine-1-carbonyl)pyridazin-3-yl]amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- [[6-[3-(methoxymethyl)azetidine-1-carbonyl] pyridazin-3-yl] amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- [[5- [3- (hydroxymethyl)azetidine-1-carbonyl]-2-pyridyl] amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- [[5-(3-hydroxy-3-methyl-azetidine-1-carbonyl)-2-pyridyl] amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl]oxy-4-methyl-pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5-(3-oxa-6-azaspiro [3.3] heptane-6-carbonyl)-2-pyridyl] amino] imidazo [4,5-b]pyridin-5-yl] oxy-pyridine-2-carbonitrile,

5- [7- [[5-(3-methoxy-3-methyl-azetidine-1-carbonyl)-2-pyridyl]amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

tert-butyl 1- [6- [[5-[(6-cyano-4-methyl-3-pyridyl) oxy]-3-methyl-imidazo [4,5-b] pyridin-7-yl] amino] pyridine-3-carbonyl]azetidine-3-carboxylate,

4-methyl-5-[3-methyl-7- [[5-(6-methyl-2,6-diazaspiro [3.3]heptane-2-carbonyl)-2-pyridyl]amino]imidazo [4,5-b]pyridin-5-yl]oxy-pyridine-2-carbonitrile,

5- [7- [[5-(4-hydroxypiperidine-1-carbonyl)pyridin-2-yl]amino]-3-methylimidazo [4,5-b]pyridin-5-yl] oxy-4-methylpyridine-2-carbonitrile,

5- [7- [[5-(4-methoxypiperidine-1-carbonyl) pyridin-2-yl] amino]-3-methylimidazo [4,5-b]pyridin-5-yl] oxy-4-methylpyridine-2-carbonitrile,

5- [7- [[5- [4- (dimethylamino) piperidine-1-carbonyl]pyridin-2-yl] amino]-3-methylimidazo [4,5-b]pyridin-5-yl]oxy-4-methyl pyridine-2-carbonitrile,

5- [7- [[5- [(3R)-3-hydroxypyrrolidine-1-carbonyl]pyridin-2-yl]amino]-3-methylimidazo [4,5-b]pyridin-5-yl] oxy-4-methylpyridine-2-carbonitrile,

4-{6-[5-(6-Cyano-4-methyl-pyridin-3-yloxy)-3-methyl-3H-imidazo [4,5-b]pyridin-7-ylamino]-pyridine-3-carbonyl}-piperazine-1-carboxylic acid tert-butyl ester,

5- [7- [[5- [(3R)-3- (2-methoxyethoxy) pyrrolidine-1-carbonyl]pyridin-2-yl]amino]-3-methylimidazo [4,5-b]pyridin-5-yl] oxy-4-methyl pyridine-2-carbonitrile,

(1- {6- [5- (6-Cyano-4-methyl-pyridin-3-yloxy)-3-methyl-3H-imidazo [4,5-b]pyridin-7-ylamino]-pyridine-3-carbonyl 1-pyrrolidin-3-yl)-methyl-carbamic acid tert-butyl ester,

4-methyl-5-[3-methyl-7- [[5-(2-oxa-7-azaspiro [3.4] octane-7-carbonyl) pyridin-2-yl] amino] imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

5- [7- [[5-[3-[(dimethylamino) methyl] azetidine-1-carbonyl] pyridin-2-yl] amino]-3-methylimidazo [4,5-b]pyridin-5-yl]oxy-4-methyl pyridine-2-carbonitrile,

5- [7- [[5- [(3S)-3- (dimethylamino) pyrrolidine-1-carbonyl] pyridin-2-yl] amino]-3-methylimidazo [4,5-b]pyridin-5-yl]oxy-4-methyl pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5-(2-oxa-6-azaspiro [3.3]heptane-6-carbonyl)pyridin-2-yl]amino]imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

5- [7- [[5-[3,3-bis (hydroxymethyl) azetidine-1- carbonyl] pyridin-2-yl] amino]-3-methylimidazo [4,5-b]pyridin-5-yl]oxy-4-methyl pyridine-2-carbonitrile,

6- [[5-(6-cyano-4-methylpyridin-3-yl)oxy-3-methylimidazo [4,5-b]pyridin-7-yl]amino]-N-(2-hydroxyethyl)-N-methyl pyridine-3-carboxamide,

4-methyl-5-[3-methyl-7- [[5- (3-propan-2-yloxyazetidine-1-carbonyl) pyridin-2-yl] amino] imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

5- [7- [[5-(4-hydroxy-4-methylpiperidine-1-carbonyl) pyridin-2-yl] amino]-3-methylimidazo [4,5-b]pyridin-5-yl]oxy-4-methyl pyridine-2-carbonitrile,

6- [[5-(6-cyano-4-methylpyridin-3-yl)oxy-3-methylimidazo [4,5-b]pyridin-7-yl]amino]-N-[rac-(1R,3R)-3-hydroxycyclopentyl]pyridine-3-carboxamide,

4-methyl-5-[3-methyl-7-[[5-[rac-(3R,4R)-3-fluoro-4-hydroxypyrrolidine-1-carbonyl]pyridin-2-yl]amino]imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7-[[5-[rac-(3R,4R)-3,4-dihydroxypiperidine-1-carbonyl]pyridin-2-yl]amino]imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7-[[5-[rac-(3R,4R)-3-fluoro-4-methoxypyrrolidine-1-carbonyl]pyridin-2-yl]amino]imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

5- [7- [[6-[3-(dimethylamino)azetidin-1-yl]pyridazin-3-yl]amino]-3-methylimidazo [4,5-b]pyridin-5-yl] oxy-4-methylpyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5- [(2S)-2-methylmorpholine-4-carbonyl] pyridin-2-yl] amino] imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5- [(2R)-2-methylmorpholine-4-carbonyl]pyridin-2-yl] amino] imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5- [(3R)-3-methylmorpholine-4-carbonyl]pyridin-2-yl] amino] imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5- [(3S)-3-methylmorpholine-4-carbonyl] pyridin-2-yl] amino] imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5- [rac-(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]pyridin-2-yl] amino] imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5- [rac-(2R,6R)-2,6-dimethylmorpholine-4-carbonyl]pyridin-2-yl] amino] imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[6- (4-methylpiperazine-1-carbonyl) pyridazin-3-yl] amino]imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

3,5-difluoro-4-[3-methyl-7- [[5-(4-methylpiperazine-1-carbonyl)pyridin-2-yl]amino]imidazo [4,5-b]pyridin-5-yl] oxybenzonitrile,

4-methyl-5-[3-methyl-7- [[6- [(1R,4R)-5-methyl-2,5-diazabicyclo [2.2.1] heptan-2-yl]pyridazin-3-yl] amino] imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

5- {7- [5- ((3R,4R)-3-Dimethylamino-4-hydroxy-pyrrolidine-1-carbonyl)-pyridin-2-ylamino]-3-methyl-3H-imidazo [4,5-b]pyridin-5-yloxy}-4-methyl-pyridine-2-carbonitrile,

5- {7- [5- ((3S,4S)-3-Hydroxy-4-morpholin-4-yl-pyrrolidine-1-carbonyl)-pyridin-2-ylamino]-3-methyl-3H-imidazo [4,5-b]pyridin-5-yloxy}-4-methyl-pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5- [2- (trifluoromethyl)morpholine-4-carbonyl] pyridin-2-yl] amino] imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

5- [7- [[5-(2-cyclopropylmorpholine-4-carbonyl)pyridin-2-yl]amino]-3-methylimidazo [4,5-b]pyridin-5-yl]oxy-4-methyl pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5- [(3R)-3-propan-2-ylmorpholine-4-carbonyl] pyridin-2-yl] amino] imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5-(2-oxa-5-azabicyclo [2.2.1] heptane-5-carbonyl) pyridin-2-yl] amino] imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

5- [7- [[5-(3-cyclopropylmorpholine-4-carbonyl)pyridin-2-yl]amino]-3-methylimidazo [4,5-b]pyridin-5-yl]oxy-4-methyl pyridine-2-carbonitrile,

4- [6- [[5-(6-cyano-4-methylpyridin-3-yl)oxy-3-methylimidazo [4,5-b]pyridin-7-yl]amino] pyridine-3-carbonyl]morpholine-2-carbonitrile,

4-Methyl-5- {3-methyl-7- [5- ((3aS,6aS)-1-methyl-hexahydro-pyrrolo [3,4-b]pyrrole-5-carbonyl)-pyridin-2-ylamino]-3H-imidazo [4,5-b]pyridin-5-yloxy}-pyridine-2-carbonitrile,

4- [6- [[5-(6-cyano-4-methylpyridin-3-yl)oxy-3-methylimidazo [4,5-b]pyridin-7-yl]amino] pyridine-3-carbonyl]morpholine-3-carbonitrile,

5- [7- [[6- [(2R)-2-(hydroxymethyl)morpholin-4-yl]pyridazin-3-yl]amino]-3-methylimidazo [4,5-b]pyridin-5-yl] oxy-4-methyl pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[6- (2,2,3,3,5,5,6,6-octadeuteriomorpholin-4-yl) pyridazin-3-yl] amino] imidazo [4,5-b]pyridin-5-yl]oxy-pyridine-2-carbonitrile,

5- [7- [[6- [(2S)-2-(hydroxymethyl)morpholin-4-yl]pyridazin-3-yl]amino]-3-methylimidazo [4,5-b]pyridin-5-yl] oxy-4-methyl pyridine-2-carbonitrile,

5- [7- [[6- [(2S,6S)-2,6-dimethylmorpholin-4-yl]pyridazin-3-yl] amino]-3-methylimidazo [4,5-b]pyridin-5-yl] oxy-4-methylpyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[6- (1,4-oxazepan-4-yl) pyridazin-3-yl] amino] imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

5- [7- [[6- [(2R,6R)-2,6-dimethylmorpholin-4-yl] pyridazin-3-yl] amino]-3-methylimidazo [4,5-b]pyridin-5-yl]oxy-4-methyl pyridine-2-carbonitrile,

5- [7- [[6-[2-(hydroxymethyl)morpholin-4-yl]pyridazin-3-yl]amino]-3-methylimidazo [4,5-b]pyridin-5-yl]oxy-4-methylpyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[6-(8-oxa-3-azabicyclo [3.2.1] octan-3-yl)pyridazin-3-yl]amino]imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

4- [6- [[5-(6-cyano-4-methylpyridin-3-yl)oxy-3-methylimidazo [4,5-b]pyridin-7-yl]amino]pyridazin-3-yl]morpholine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[6- [(2R)-2-methylmorpholin-4-yl] pyridazin-3-yl] amino]imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[6- [(2R)-2-propan-2-ylmorpholin-4-yl]pyridazin-3-yl]amino]imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7-[[6-[(1S,4S)-2-oxa-5-azabicyclo [2.2.1]heptan-5-yl]pyridazin-3-yl] amino] imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

5- [7- [[6-(2,2-dimethylmorpholin-4-yl)pyridazin-3-yl]amino]-3-methylimidazo [4,5-b]pyridin-5-yl] oxy-4-methylpyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[6- [rac-(2R,6R)-2,6-dimethylmorpholin-4-yl]pyridazin-3-yl]amino]imidazo [4,5-b]pyridin-5-yl]oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[6- [(2S)-2-propan-2-ylmorpholin-4-yl]pyridazin-3-yl]amino]imidazo [4,S-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5-(piperazine-1-carbonyl)pyridin-2-yl]amino]imidazo [4,5-b]pyridin-5-yl] oxypyridine-2-carbonitrile,

N7-(6-aminopyrimidin-4-yl)-N5- (1-cyclopropyl-2,2,2-trifluoro-ethyl)-3-methyl-imidazo [4,5-b]pyridine-5,7-diamine,

4-methyl-5-[3-methyl-7-[(5-piperazin-1-yl-2-pyridyl)amino]imidazo [4,5-b] pyridin-5-yl] oxy-pyridine-2-carbonitrile,

5- [7- [[5- [4- (dimethylamino)-1-piperidyl]-2-pyridyl] amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- [[5-[3-(dimethylamino)pyrrolidin-1-yl]-2-pyridy]amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- [[5-[2-methoxyethyl(methyl)amino]-2-pyridyl]amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl]oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- [[5- [4- (hydroxymethyl)-1-piperidyl]-2-pyridyl] amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

5- [7- [[5-(dimethylamino)-2-pyridyl]amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl] oxy-4-methyl-pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[1- (2-morpholinoethyl)pyrazol-4-yl] amino] imidazo [4,5-b]pyridin-5-yl] oxy-pyridine-2-carbonitrile,

5- [[7-[(6-aminopyrimidin-4-yl)amino]-3-methyl-imidazo [4,5-b]pyridin-5-yl]-(2-hydroxypropyl) amino]-4-methyl-pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5- (2,2,3,3,5,5,6,6-octadeuterio-4-methyl-piperazine-1-carbonyl)-2-pyridyl]amino]imidazo [4,5-b]pyridin-5-yl] oxy-pyridine-2-carbonitrile,

4-methyl-5-[3-methyl-7- [[5- (2,2,6,6-tetradeuterio-4-methyl-piperazine-1-carbonyl)-2-fpyridyl] amino] imidazo [4,5-b]pyridin-5-yl]oxy-pyridine-2-carbonitrile, or 4-methyl-5-[3-methyl-7-[[5-[2,2,3,3,5,5,6,6-octadeuterio-4-(trideuteriomethyl)piperazine-1-carbonyl]-2-pyridyl]amino]imidazo [4,5-b]pyridin-5-yl]oxy-pyridine-2-carbonitrile.

17. A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a pharmaceutically effective amount of a compound according to claim 16 .

18. A method for treatment of inflammatory diseases, autoinflammatory diseases, autoimmune diseases, and/or diseases associated with hypersecretion of IFNα, IL12 and/or IL23, comprising administering an effective amount of the compound, or pharmaceutically acceptable salt thereof, according to claim 16 , to a subject in need thereof.

19. A method for treatment of inflammatory diseases, autoinflammatory diseases, autoimmune diseases, and/or diseases associated with hypersecretion of IFNα, IL12 and/or IL23, comprising administering the pharmaceutical composition according to claim 18 , to a subject in need thereof.

Assignments (5)
CHANGE OF NAME Recorded Jun 4, 2026
From: GALAPAGOS
To: LAKEFRONT BIOTHERAPEUTICS
Reel/Frame 074845/0068 →
SECURITY INTEREST Recorded Nov 23, 2020
From: GALAPAGOS NV
To: GILEAD SCIENCES, INC.
Reel/Frame 054503/0967 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 17, 2020
From: MAMMOLITI, OSCAR; COTI, GHJUVANNI PETRU DIUNISU; MARTINA, SÉBASTIEN LAURENT XAVIER; CLAES, PIETER ISABELLE ROGER; VAN DER PLAS, STEVEN EMIEL; BRYS, REGINALD CHRISTOPHE XAVIER
To: GALAPAGOS NV
Reel/Frame 052430/0457 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 17, 2020
From: GALIEN, RENÉ ALEXANDRE; AMANTINI, DAVID; ANNOOT, DENIS MAURICE; LÓPEZ RAMOS, MIRIAM
To: GALAPAGOS SASU
Reel/Frame 052430/0640 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 17, 2020
From: GALAPAGOS SASU
To: GALAPAGOS NV
Reel/Frame 052430/0686 →
Priority Claims (1)
GB 1717260 · Oct 20, 2017 · national
Continuity (1)
Related Publication 20210169879A1 · Jun 10, 2021
Cited By (1)
US 12,472,181