IP Library Granted Patent US 10,464,940
Granted Patent B2
US 10,464,940 · App. 15/860,483 · Granted Nov 5, 2019

Lactam kinase inhibitors

Inventor: Francis Xavier Tavares (Durham, NC)
Assignee: GI Therapeutics, Inc.
C07D487/14C07D487/20C07D498/14
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Quick Facts
Patent No.
US 10,464,940
App. No.
15/860,483
Granted
Nov 5, 2019
Kind
B2
Abstract

Compounds useful as kinase inhibitors are provided herein, as well as salts, pharmaceutical compositions, methods of medical treatment and methods of synthesis thereof.

Claims (28)

1. A compound of formula (Q):

or a pharmaceutically acceptable salt thereof;

wherein

R 26 is H;

each R 31 is independently aryl, alkyl, or cycloalkyl, wherein two R 31 s on adjacent ring atoms or on the same ring atom together with the ring atom(s) to which they are attached optionally form a 3-8-membered cycle;

yy is 2;

ZZ is —(CH 2 ) xx —wherein xx is 1, 2, 3, or 4;

R 55 is NHR A , wherein R A is unsubstituted C 1 -C 8 alkyl, cycloalkylalkyl, -TT-RR, C 1 -C 8 cycloalkyl, or heterocycloalkyl containing atoms selected from N, O, or S;

TT is C 1 -C 8 alkyl or C 3 -C 8 cycloalkyl linker;

RR is a hydroxyl, C 1 -C 6 alkoxy, amino, C 1 -C 6 alkylamino, di-C 1 -C 6 alkylamino, C 6 -C 10 aryl, heteroaryl comprising one or two 5- or 6-member rings and 1-4 heteroatoms selected from N, O, or S, C 3 -C 10 carbocycle, or heterocycle comprising one or two 5- or 6-member rings and 1-4 heteroatoms selected from N, O or S;

R 27 is -(alkylene) m -C 3 -C 8 cycloalkyl, -(alkylene) m -heterocyclo, or C 1 -C 3 alkyl; and

m is 0 or 1.

2. The compound of claim 1 , wherein two R 31 s on adjacent ring atoms or on the same ring atom together with the ring atom(s) to which they are attached form a 3-8-membered cycle.

3. The compound of claim 1 , wherein two R 31 s on the same ring atom together with the ring atom to which they are attached form a 3-8 membered cycle.

4. The compound of claim 3 , wherein the 3-8 membered cycle is a 5 membered cycle.

5. The compound of claim 3 , wherein the 3-8 membered cycle is a 6 membered cycle.

6. The compound of claim 1 , having the formula:

or a pharmaceutically acceptable salt thereof.

7. The compound of claim 6 , wherein two R 31 s on adjacent ring atoms or on the same ring atom together with the ring atom(s) to which they are attached form a 3-8-membered cycle.

8. The compound of claim 6 , wherein two R 31 s on the same ring atom together with the ring atom to which they are attached form a 3-8 membered cycle.

9. The compound of claim 1 , wherein ZZ is selected from the group consisting of —CH 2 — and —CH 2 CH 2 —.

10. The compound of claim 1 , wherein R 31 is selected from the group consisting of methyl, ethyl, n-propyl, iso-propyl, cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl.

11. The compound of claim 1 , wherein R 55 is selected from the group consisting of cis 4-hydroxycyclohexylamino, trans 4-hydroxycyclohexylamino, cyclohexylamino, cyclopentylamino, and straight chain C 1 -C 8 alkylamino.

12. The compound of claim 11 , wherein xx is 2.

13. The compound of claim 12 , wherein two R 31 s on adjacent ring atoms or on the same ring atom together with the ring atom(s) to which they are attached form a 3-8-membered cycle.

14. The compound of claim 12 , wherein R 31 is selected from the group consisting of methyl, ethyl, n-propyl, iso-propyl, cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl.

15. A pharmaceutical composition comprising an effective amount of the compound of claim 1 , and a pharmaceutically acceptable carrier.

16. A pharmaceutical composition comprising an effective amount of the compound of claim 6 , and a pharmaceutically acceptable carrier.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 5, 2024
From: G1 THERAPEUTICS, INC.
To: PHARMACOSMOS A/S
Reel/Frame 069501/0782 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 5, 2024
From: PHARMACOSMOS A/S
To: PHARMACOSMOS HOLDING A/S
Reel/Frame 069501/0824 →
RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Sep 19, 2024
From: HERCULES CAPITAL, INC., AS COLLATERAL AGENT
To: G1 THERAPEUTICS, INC.
Reel/Frame 068996/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded May 29, 2020
From: G1 THERAPEUTICS, INC.
To: HERCULES CAPITAL, INC., AS COLLATERAL AGENT
Reel/Frame 052795/0074 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 14, 2018
From: TAVARES, FRANCIS XAVIER
To: G1 THERAPEUTICS, INC.
Reel/Frame 046807/0230 →
Continuity (6)
Continuation 15348862 · Nov 10, 2016
Continuation 14982443 · Dec 29, 2015
Division 14498796 · Sep 26, 2014
Continuation PCTUS2013033971 · Mar 27, 2013
Provisional Application 61617657 · Mar 29, 2012
Related Publication 20180127431A1 · May 10, 2018
Cited By (3)
US 12,479,855 US 12,497,404 US 12,527,798