IP Library Granted Patent US 9,604,927
Granted Patent B2
US 9,604,927 · App. 14/877,708 · Granted Mar 28, 2017

Indolinone compounds and uses thereof

Inventor: Jean-Michel Vernier (San Diego, CA)
Assignee: Oncternal Therapeutics, Inc.
C07D209/38C07D209/34C07D401/06C07D401/10C07D403/10
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Quick Facts
Patent No.
US 9,604,927
App. No.
14/877,708
Granted
Mar 28, 2017
Kind
B2
Abstract

Indolinone derivative compounds that act as EWS-FLI1 transcription factor inhibitors are provided. Also provided are pharmaceutical compositions of the indolinone derivatives, methods of synthesizing the same, methods of treating using same, and assays for identifying the inhibitors of EWS-FLI1 oncoprotein.

Claims (18)

1. A compound having a structure of Formula (Ia):

or a stereoisomer, a pharmaceutically acceptable salt, or solvate thereof, wherein R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of H and Cl; wherein R 7 , R 8 , R 10 and R 11 are independently selected from the group consisting of H and halogen; and wherein R 9 is C 3-8 cycloalkyl.

2. The compound of claim 1 , wherein R 1 and R 4 are Cl, and R 2 and R 3 are H.

3. The compound of claim 1 , selected from the group consisting of

or a stereoisomer, a pharmaceutically acceptable salt, ester, or solvate thereof.

4. A compound having a structure:

or a stereoisomer, a pharmaceutically acceptable salt, ester, or solvate thereof.

5. A pharmaceutical composition comprising the compound of claim 1 , and a pharmaceutically acceptable carrier.

6. The compound of claim 4 , having a structure:

7. The compound of claim 4 , having a structure:

8. A pharmaceutical composition comprising the compound of claim 4 , and a pharmaceutically acceptable carrier.

9. A compound having a structure of Formula (Ia):

wherein R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of H and Cl; wherein R 7 , R 8 , R 10 and R 11 are independently selected from the group consisting of H and halogen; and wherein R 9 is C 3-8 cycloalkyl.

10. The compound of claim 9 , wherein R 1 and R 4 are Cl, and R 2 and R 3 are H.

11. The compound of claim 9 , selected from the group consisting of:

12. A pharmaceutical composition comprising the compound of claim 9 , and a pharmaceutically acceptable carrier.

13. A compound having a structure:

14. A pharmaceutical composition comprising the compound of claim 13 , and a pharmaceutically acceptable carrier.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2025
From: HO’OLA THERAPEUTICS INC.
To: GEORGETOWN UNIVERSITY
Reel/Frame 071621/0044 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 1, 2025
From: ONCTERNAL THERAPEUTICS, INC.
To: HO’OLA THERAPEUTICS INC.
Reel/Frame 071585/0583 →
CHANGE OF NAME Recorded Feb 15, 2017
From: TOKALAS, INC.
To: ONCTERNAL THERAPEUTICS, INC.
Reel/Frame 041730/0649 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 18, 2016
From: VERNIER, JEAN-MICHEL
To: TOKALAS, INC.
Reel/Frame 037764/0461 →
Continuity (2)
Provisional Application 62062086 · Oct 9, 2014
Related Publication 20160102055A1 · Apr 14, 2016