IP Library Granted Patent US 10,660,896
Granted Patent B2
US 10,660,896 · App. 15/943,278 · Granted May 26, 2020

Transient protection of normal cells during chemotherapy

Inventors: Jay Copeland Strum (Hillsborough, NC); John Emerson Bisi (Apex, NC); Patrick Joseph Roberts (Durham, NC); Francis X. Tavares (Durham, NC)
Assignee: GI Therapeutics, Inc.
A61K31/527A61K9/0053A61K31/519A61K31/5377A61K31/555A61K31/7048A61K45/06A61P35/00A61P35/04C07D487/14
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,660,896
App. No.
15/943,278
Granted
May 26, 2020
Kind
B2
Abstract

This invention is in the area of improved compounds, compositions and methods of transiently protecting healthy cells, and in particular hematopoietic stem and progenitor cells (HSPC) as well as renal cells, from damage associated with DNA damaging chemotherapeutic agents. In one aspect, improved protection of healthy cells is disclosed using disclosed compounds that act as highly selective and short, transiently-acting cyclin-dependent kinase 4/6 (CDK 4/6) inhibitors when administered to subjects undergoing DNA damaging chemotherapeutic regimens for the treatment of proliferative disorders.

Claims (39)

1. A compound of Formula:

or a pharmaceutically acceptable salt thereof;

wherein:

R 10 is —C(O)-R 12 , or C(O)O—R 13 ;

R 12 is NHR A or R A ;

R 13 is R A ;

R A is C 1 -C 8 alkyl, cycloalkylalkyl, TT-RR, C 1 -C 8 cycloalkyl containing one or more heteroatoms selected from N, O, and S, or C 1 -C 8 cycloalkyl;

TT is C 1 -C 8 alkylene or C 3 -C 8 cycloalkylene linker; and

RR is hydroxyl, C 1 -C 6 alkoxy, amino, C 1 -C 6 alkylamino, di-C 1 -C 6 alkylamino, C 6 -C 10 aryl, heteroaryl having one or two 5- or 6-member rings and 1-4 heteroatoms selected from N, O, and 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, and S.

2. The compound of claim 1 , wherein R 10 is —C(O)—R 12 .

3. The compound of claim 2 , wherein R 12 is R A .

4. The compound of claim 3 , wherein R A is C 1 -C 8 alkyl.

5. The compound of claim 2 , wherein R 12 is NHR A .

6. The compound of claim 5 , wherein R A is C 1 -C 8 alkyl.

7. The compound of claim 1 , wherein R 10 is —C(O)O—R 13 .

8. The compound of claim 1 , of Formula:

9. The compound of claim 1 , of Formula:

10. The compound of claim 9 , wherein R 10 is —C(O)—R 12 .

11. The compound of claim 10 , wherein R 12 is R A .

12. The compound of claim 11 , wherein R A is C 1 -C 8 alkyl.

13. The compound of claim 10 , wherein R 12 is NHR A .

14. The compound of claim 13 , wherein R A is C 1 -C 8 alkyl.

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

16. A compound of Formula:

or a pharmaceutically acceptable salt thereof;

wherein:

each R 1 is independently aryl, alkyl, cycloalkyl, or haloalkyl;

or two R 1 's on adjacent ring atoms together with the ring atoms to which they are attached form a 3-8-membered cycle

R 10 is —C(O)—R 12 , or —C(O)O—R 13 ;

R 12 is NHR A or R A ;

R 13 is R A ;

R A is C 1 -C 8 alkyl, cycloalkylalkyl, -TT-RR, C 1 -C 8 cycloalkyl containing one or more heteroatoms selected from N, O, and S, or C 1 -C 8 cycloalkyl;

TT is C 1 -C 8 s alkylene or C 3 -C 8 cycloalkylene linker; and

RR is hydroxyl, C 1 -C 6 alkoxy, amino, C 1 -C 6 alkylamino, di-C 1 -C 6 alkylamino, C 6 -C 10 aryl, heteroaryl having one or two 5- or 6-member rings and 1-4 heteroatoms selected from N, O, and 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 and S.

17. The compound of claim 16 , wherein R 10 is —C(O)—R 12 .

18. The compound of claim 17 , wherein R 12 is R A .

19. The compound of claim 18 , wherein R A is C 1 -C 8 alkyl.

20. The compound of claim 17 , wherein R 12 is NHR A .

21. The compound of claim 20 , wherein R A is C 1 -C 8 alkyl.

Assignments (13)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 23, 2025
From: PHARMACOSMOS A/S
To: PHARMACOSMOS HOLDING A/S
Reel/Frame 071018/0164 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 23, 2025
From: PHARMACOSMOS THERAPEUTICS, INC.
To: PHARMACOSMOS A/S
Reel/Frame 071018/0200 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 5, 2024
From: PHARMACOSMOS A/S
To: PHARMACOSMOS HOLDING A/S
Reel/Frame 069501/0612 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 5, 2024
From: G1 THERAPEUTICS, INC.
To: PHARMACOSMOS A/S
Reel/Frame 069501/0579 →
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 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE ADDRESS PREVIOUSLY RECORDED AT REEL: 055725 FRAME: 0654. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 29, 2021
From: TAVARES, FRANCIS X.
To: G1 THERAPEUTICS, INC.
Reel/Frame 055748/0173 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 25, 2021
From: TAVARES, FRANCIS X.
To: G1 THERAPEUTICS, INC.
Reel/Frame 055725/0654 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 19, 2021
From: STRUM, JAY COPELAND; BISI, JOHN EMERSON; ROBERTS, PATRICK JOSEPH
To: G1 THERAPEUTICS, INC.
Reel/Frame 055650/0951 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 19, 2021
From: BISI, JOHN EMERSON; ROBERTS, PATRICK JOSEPH; STRUM, JAY COPELAND; TAVARES, FRANCIS XAVIER
To: G1 THERAPEUTICS, INC.
Reel/Frame 055655/0463 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 19, 2021
From: BISI, JOHN EMERSON; ROBERTS, PATRICK JOSEPH; STRUM, JAY COPELAND; TAVARES, FRANCIS XAVIER
To: G1 THERAPEUTICS, INC.
Reel/Frame 055655/0693 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 19, 2021
From: BISI, JOHN EMERSON; ROBERTS, PATRICK JOSEPH; STRUM, JAY COPELAND; TAVARES, FRANCIS XAVIER
To: G1 THERAPEUTICS, INC.
Reel/Frame 055664/0384 →
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: BISI, JOHN EMERSON; ROBERTS, PATRICK JOSEPH; STRUM, JAY COPELAND; TAVARES, FRANCIS X.
To: G1 THERAPEUTICS, INC.
Reel/Frame 046806/0633 →
Continuity (7)
Continuation 15288878 · Oct 7, 2016
Continuation 14212911 · Mar 14, 2014
Provisional Application 61949786 · Mar 7, 2014
Provisional Application 61911354 · Dec 3, 2013
Provisional Application 61861374 · Aug 1, 2013
Provisional Application 61798772 · Mar 15, 2013
Related Publication 20180221378A1 · Aug 9, 2018
Cited By (3)
US 12,479,855 US 12,497,404 US 12,527,798