IP Library Granted Patent US 10,335,393
Granted Patent B2
US 10,335,393 · App. 15/831,048 · Granted Jul 2, 2019

Nuclear transport modulators and uses thereof

Inventors: Vincent Sandanayaka (Northboro, MA); Sharon Shechter (Andover, MA); Sharon Shacham (Newton, MA); Dilara McCauley (Arlington, MA); Erkan Baloglu (Stoneham, MA)
Assignee: Biogen MA Inc.
A61K31/4196A61K31/454A61K31/497A61K31/5377A61K45/06C07D249/08C07D401/10C07D401/12C07D403/12C07D413/12Y02A50/465
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Quick Facts
Patent No.
US 10,335,393
App. No.
15/831,048
Granted
Jul 2, 2019
Kind
B2
Abstract

The present invention relates to compounds of formula I: and pharmaceutically acceptable salts thereof, pharmaceutical compositions comprising the compounds of formula I, and methods of using the compounds, salts and compositions in the treatment of various disorders associated with CRM1 activity.

Claims (22)

1. A compound of formula I:

or a pharmaceutically acceptable salt thereof, wherein:

R 1 is selected from hydrogen and C 1 -C 4 alkyl;

R 2 is selected from O; and

R 3 is —C 1 -C 6 alkyl, wherein R 3 is optionally and independently substituted with one or more substituents selected from the group consisting of —OH, —SH, nitro, halogen, amino, cyano, C 1 -C 12 alkyl, C 2 -C 12 alkenyl or C 2 -C 12 alkynyl group, C 1 -C 12 alkoxy, C 1 -C 12 haloalkyl, C 1 -C 12 haloalkoxy and C 1 -C 12 alkyl sulfanyl.

2. The compound of claim 1 , wherein, R 1 is selected from hydrogen and methyl.

3. The compound of claim 2 , wherein R 1 is hydrogen.

4. The compound of claim 1 , wherein R 3 is —C 3 -C 6 alkyl.

5. The compound of claim 1 , wherein R 3 is optionally and independently substituted with an amino group having the formula —N(R 5 ) 2 , wherein each R 5 is independently selected from hydrogen and C 1 -C 4 alkyl.

6. The compound of claim 5 , wherein R 3 is —C(CH 3 ) 3 .

7. A compound represented by any one of the structural formulas set forth below:

Cmpd No.

Compound Structure

1

7

10

or a pharmaceutically acceptable salt thereof.

8. A pharmaceutical composition comprising a compound of claim 1 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

9. A method for treating a disorder associated with CRM1 activity, comprising administering to a subject in need thereof a therapeutically effective amount of a compound of claim 1 , wherein the disorder is selected from lupus, multiple sclerosis and amyotrophic lateral sclerosis.

10. The method of claim 9 , wherein the compound is administered orally.

11. The method of claim 9 , wherein the disorder is amyotrophic lateral sclerosis.

12. The method of claim 11 , wherein the compound is administered orally.

Assignments (5)
PATENT SECURITY AGREEMENT Recorded Oct 10, 2025
From: KARYOPHARM THERAPEUTICS INC.
To: WILMINGTON SAVINGS FUND SOCIETY, FSB, AS AGENT
Reel/Frame 073058/0647 →
PATENT SECURITY AGREEMENT Recorded Oct 10, 2025
From: KARYOPHARM THERAPEUTICS INC.
To: WILMINGTON SAVINGS FUND SOCIETY, FSB, AS COLLATERAL TRUSTEE
Reel/Frame 073058/0504 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 20, 2024
From: BIOGEN MA INC.
To: KARYOPHARM THERAPEUTICS INC.
Reel/Frame 067779/0216 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2018
From: SANDANAYAKA, VINCENT; SHECHTER, SHARON; SHACHAM, SHARON; MCCAULEY, DILARA; BALOGLU, ERKAN
To: KARYOPHARM THERAPEUTICS INC.
Reel/Frame 045399/0277 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2018
From: KARYOPHARM THERAPEUTICS INC.
To: BIOGEN MA INC.
Reel/Frame 045399/0298 →
Continuity (5)
Continuation 14747394 · Jun 23, 2015
Continuation 13891044 · May 9, 2013
Provisional Application 61798188 · Mar 15, 2013
Provisional Application 61644802 · May 9, 2012
Related Publication 20180289675A1 · Oct 11, 2018
Cited By (4)
US 12,291,508 US 12,371,420 US 12,577,225 US 12,709,609