IP Library Granted Patent US 10,391,082
Granted Patent B2
US 10,391,082 · App. 15/973,020 · Granted Aug 27, 2019

Protein kinase inhibitors

Inventors: Tero Linnanen (Tuusula, FI); Gerd Wohlfahrt (Helsinki, FI); Srinivas Nanduri (Hyderabad, IN); Ravi Ujjinamatada (Karnataka, IN); Srinivasan Rajagopalan (Bangalore, IN); Subhendu Mukherjee (W. Bengal, IN)
Assignee: Orion Corporation
A61K31/4184A61K31/4192A61K31/4196A61K31/422A61K31/427A61K31/4245A61K31/433A61K31/437A61K31/444A61K31/4439A61K31/454A61K31/4545A61K31/496A61K31/497A61K31/506A61K31/5377C07D235/20C07D401/04C07D401/14C07D403/04C07D403/14C07D405/14C07D407/14C07D413/04C07D413/14C07D417/14C07D471/04
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Quick Facts
Patent No.
US 10,391,082
App. No.
15/973,020
Granted
Aug 27, 2019
Kind
B2
Abstract

A compound of formula (I), wherein R 3 , R 4 , G, B, M, and Z are as defined in the claims, and pharmaceutically acceptable salts thereof are disclosed. The compounds of formula (1) possess utility as FGFR inhibitors and are useful in the treatment of a condition, where FGFR kinase inhibition is desired, such as cancer.

Claims (29)

1. A compound of formula (Ia)

wherein

Z is CH;

A is a pyrazolyl ring;

R 1 is H;

R 2 is C 1-7 alkyl;

B is phenyl;

R 3 and R 4 are halogen;

M is —NHSO 2 R 8 ;

R 8 is C 1-7 alkyl or C 3-7 cycloalkyl;

or a pharmaceutically acceptable salt thereof.

2. The compound according to claim 1 , wherein R 3 is fluoro.

3. The compound according to claim 1 , wherein R 4 is fluoro.

4. The compound according to claim 1 , wherein R 2 is methyl.

5. The compound according to claim 1 , wherein R 8 is cyclopropyl.

6. The compound according claim 1 , which is

N-(2′,4′-difluoro-5-(5-(1-methyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-biphenyl-3-yl)methanesulfonamide;

N-(2′,4′-difluoro-5-(5-(1-methyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-biphenyl-3-yl)ethanesulfonamide;

N-(2′,4′-difluoro-5-(5-(1-methyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-biphenyl-3-yl)propane-2-sulfonamide;

N-(2′,4′-difluoro-5-(5-(1-methyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-biphenyl-3-yl)cyclopropanesulfonamide;

N-(2′,4′-difluoro-5-(5-(1-methyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-biphenyl-3-yl)cyclopentanesulfonamide;

N-(2′,6′-difluoro-5-(5-(1-methyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-[1,1′-biphenyl]-3-yl)methanesulfonamide;

N-(2′,6′-difluoro-5-(5-(1-methyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-[1,1′-biphenyl]-3-yl)ethanesulfonamide;

N-(2′,4′-difluoro-5-(5-(1-methyl-1H-pyrazol-3-yl)-1H-benzo[d]imidazol-1-yl)-[1,1′-biphenyl]-3-yl)methanesulfonamide;

N-(2′,4′-difluoro-5-(5-(1-isopropyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-[1, 1′-biphenyl]-3-yl)cyclopropanesulfonamide;

N-(2′,4′-difluoro-5-(5-(1-isopropyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-[1,1′-biphenyl]-3-yl)methanesulfonamide;

N-(2′,4′-difluoro-5-(5-(1-isopropyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-[1,1′-biphenyl]-3-yl)ethanesulfonamide;

N-(2′,5′-difluoro-5-(5-(1-methyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-[1,1′-biphenyl]-3-yl)ethanesulfonamide; or

or a pharmaceutically acceptable salt thereof.

Assignments (2)
CHANGE OF NAME Recorded Jul 17, 2023
From: AURIGENE DISCOVERY TECHNOLOGIES LIMITED
To: AURIGENE ONCOLOGY LIMITED
Reel/Frame 064279/0256 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 12, 2022
From: ORION CORPORATION
To: AURIGENE DISCOVERY TECHNOLOGIES LIMITED
Reel/Frame 061059/0650 →
Priority Claims (1)
IN 1306/KOL/2011 · Oct 10, 2011 · national
Continuity (3)
Continuation 15232222 · Aug 9, 2016
Continuation 14350718
Related Publication 20180250272A1 · Sep 6, 2018