IP Library Granted Patent US 9,856,268
Granted Patent B2
US 9,856,268 · App. 15/348,862 · Granted Jan 2, 2018

Lactam kinase inhibitors

Inventor: Francis Xavier Tavares (Durham, NC)
Assignee: G1 Therapeutics, Inc.
C07D487/14C07D487/20C07D498/14
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Quick Facts
Patent No.
US 9,856,268
App. No.
15/348,862
Granted
Jan 2, 2018
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 (30)

1. A compound of formula (Q):

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 0, 1, 2, 3, or 4;

ZZ is —(CH2) 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; and 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; and

R 27 is H;

or a pharmaceutically acceptable salt thereof.

2. The compound of claim 1 , wherein yy is 1.

3. The compound of claim 1 , wherein yy is 2.

4. The compound of claim 3 , 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.

5. The compound of claim 3 , 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.

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

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

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

or a pharmaceutically acceptable salt thereof.

9. The compound of claim 8 , wherein yy is 1.

10. The compound of claim 8 , wherein yy is 2.

11. The compound of claim 10 , 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.

12. The compound of claim 10 , 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.

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

14. 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.

15. 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.

16. The compound of claim 15 , wherein yy is 2.

17. The compound of claim 16 , 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.

18. The compound of claim 16 , wherein R 31 is selected from the group consisting of methyl, ethyl, n-propyl, iso-propyl, cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl.

19. A pharmaceutical composition comprising an effective amount of the compound of claim 1 in a pharmaceutically acceptable carrier.

20. A pharmaceutical composition comprising an effective amount of the compound of claim 8 in 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 Nov 10, 2016
From: TAVARES, FRANCIS X.
To: G1 THERAPEUTICS, INC.
Reel/Frame 040590/0193 →
Continuity (5)
Continuation 14982443 · Dec 29, 2015
Division 14498796 · Sep 26, 2014
Continuation PCTUS2013033971 · Mar 27, 2013
Provisional Application 61617657 · Mar 29, 2012
Related Publication 20170057972A1 · Mar 2, 2017