IP Library Granted Patent US 9,580,442
Granted Patent B2
US 9,580,442 · App. 14/920,410 · Granted Feb 28, 2017

Tricyclic heterocyclic compounds as phosphoinositide 3-kinase inhibitors

Inventors: Stephen J. Shuttleworth (Abingdon, GB); Alexander R. Liam Cecil (Abingdon, GB); Thomas J. Hill (Abingdon, GB); Franck A. Silva (Abingdon, GB)
Assignee: Karus Therapeutics Limited
C07D495/14C07D491/147C07D519/00
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Quick Facts
Patent No.
US 9,580,442
App. No.
14/920,410
Granted
Feb 28, 2017
Kind
B2
Abstract

Compounds of formula (I) or a pharmaceutically acceptable salt thereof, wherein: W is O, N—H, N—(C 1 -C 10 alkyl) or S; each X is independently CH or N; R 1 is a 5 to 7-membered saturated or unsaturated, optionally substituted heterocycle containing at least 1 heteroatom selected from N or O; R 2 is (LQ) m Y; and each R 3 is independently H, C 1 -C 10 alkyl, aryl or heteroaryl, are surprisingly found to be inhibitors of PI3K-p110δ, and therefore have utility in therapy.

Claims (23)

1. A compound represented by formula I:

or a pharmaceutically acceptable salt thereof, wherein:

W is O;

X is CH;

R 2 is (LQ) m Y;

m is 1;

L is C 1 alkylene:

Q is selected from the group consisting of: a direct bond, —NR 3 —, and a heterocyclic linker;

Y is selected from the group consisting of: H, C 1-10 alkyl, —OR 3 , and —C(O)N(R 3 ) 2 ; and

R 3 is independently selected for each occurrence from H or C 1 -C 10 alkyl.

2. The compound of claim 1 , wherein both of the R 3 groups that are attached to the 6,5-ring system in formula I are H.

3. The compound of claim 1 , wherein Q is a heterocyclic linker and Y is H.

4. A compound represented by:

or a pharmaceutically acceptable salt thereof, wherein:

W is O;

X is CH;

R 2 is (LQ) m Y;

m is 1;

L is C 1 alkylene;

Q is NR 3 ;

Y is heterocycle; and

R 3 is independently selected for each occurrence from H or C 1 -C 10 alkyl.

5. A pharmaceutical composition comprising a compound of claim 1 and a pharmaceutically acceptable excipient.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 5, 2022
From: KARUS THERAPEUTICS LIMITED
To: CONVALIFE (SHANGHAI) CO. LIMITED
Reel/Frame 061315/0660 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 19, 2017
From: SHUTTLEWORTH, STEPHEN JOSEPH; CECIL, ALEXANDER RICHARD LIAM; HILL, THOMAS JAMES; SILVA, FRANCK ALEXANDRE
To: KARUS THERAPEUTICS LIMITED
Reel/Frame 041017/0546 →
Priority Claims (2)
GB 0914594.7 · Aug 20, 2009 · national
GB 1005584.6 · Apr 1, 2010 · national
Continuity (2)
Continuation 13388164
Related Publication 20160108057A1 · Apr 21, 2016