IP Library Granted Patent US 11,702,417
Granted Patent B2
US 11,702,417 · App. 16/877,254 · Granted Jul 18, 2023

Compounds for improving mRNA splicing

Inventors: Susan A. Slaugenhaupt (Hingham, MA); Graham Johnson (Sanbornton, NH); William D. Paquette (Amsterdam, NY); Wei Zhang (Sharon, MA); Juan Marugan (Gaithersburg, MD)
Assignees: The General Hospital Corporation; The United States Of America, as represented by the secretary, Department of Health and Human Services
C07D473/34A61P25/28C07D405/12C07D417/12C07D471/04C07D473/16C07D487/04C07D495/04C07D513/04
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Quick Facts
Patent No.
US 11,702,417
App. No.
16/877,254
Granted
Jul 18, 2023
Kind
B2
Abstract

Provided herein are compounds useful for improving mRNA splicing in a cell. Exemplary compounds provided herein are useful for improving mRNA splicing in genes comprising at least one exon ending in the nucleotide sequence CAA. Methods for preparing the compounds and methods of treating diseases of the central nervous system are also provided.

Claims (26)

1. A compound of Formula (Ic):

or a pharmaceutical acceptable salt thereof, wherein:

L is unsubstituted ethylene;

R 1 is selected from the group consisting of:

each R 1A is independently selected from the group consisting of chloro, bromo, CN, and C 1-6 haloalkyl; and

R 3 , R 4 , R 5 , and R 6 are each H.

2. The compound of claim 1 , wherein each R 1A is independently selected from the group consisting of CN, chloro, and trifluoromethyl.

3. The compound of claim 1 , selected from:

or a pharmaceutically acceptable salt thereof.

4. A compound selected from:

or a pharmaceutically acceptable salt thereof.

5. A pharmaceutical composition comprising a compound of claim 1 , or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier.

6. A method of reducing or alleviating one or more symptoms of familial dysautonomia, the method comprising administering to a subject in need thereof a therapeutically effective amount of a compound of claim 1 , or a pharmaceutically acceptable salt thereof.

7. A pharmaceutical composition comprising a compound of claim 4 , or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier.

8. A method of reducing or alleviating one or more symptoms of familial dysautonomia, the method comprising administering to a subject in need thereof a therapeutically effective amount of a compound of claim 4 , or a pharmaceutically acceptable salt thereof.

9. A compound of Formula:

or a pharmaceutically acceptable salt thereof, wherein:

L is unsubstituted ethylene;

R 1 is:

R 1A is selected from the group consisting of bromo, CN, C 1-6 alkyl, and C 1-6 haloalkyl; and

R 3 , R 4 , R 5 , and R 6 are each H.

10. The compound of claim 9 , wherein R 1A is selected from the group consisting of CN, methyl, and trifluoromethyl.

11. The compound of claim 9 , selected from:

or a pharmaceutically acceptable salt thereof.

12. A pharmaceutical composition comprising a compound of claim 9 , or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier.

13. A method of reducing or alleviating one or more symptoms of familial dysautonomia, the method comprising administering to a subject in need thereof a therapeutically effective amount of a compound of claim 9 , or a pharmaceutically acceptable salt thereof.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 18, 2021
From: SLAUGENHAUPT, SUSAN A.; PAQUETTE, WILLIAM D.; ZHANG, WEI
To: THE GENERAL HOSPITAL CORPORATION
Reel/Frame 056267/0683 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 19, 2021
From: MARUGAN, JUAN
To: THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY
Reel/Frame 055646/0838 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 19, 2021
From: THE GENERAL HOSPITAL CORPORATION
To: PAQUETTE, WILLIAM; ZHANG, WEI
Reel/Frame 055647/0157 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 19, 2021
From: JOHNSON, GRAHAM; PAQUETTE, WILLIAM D.; ZHANG, WEI
To: ALBANY MOLECULAR RESEARCH, INC.
Reel/Frame 055647/0226 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 19, 2021
From: ALBANY MOLECULAR RESEARCH, INC.
To: THE GENERAL HOSPITAL CORPORATION
Reel/Frame 055647/0334 →
Continuity (4)
Continuation 15543826
Provisional Application 62180380 · Jun 16, 2015
Provisional Application 62104547 · Jan 16, 2015
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