IP Library Granted Patent US 9,642,836
Granted Patent B2
US 9,642,836 · App. 14/726,287 · Granted May 9, 2017

Isotopologues of isoindole derivatives

Inventors: Hon-Wah Man (Princeton, NJ); Louise Michelle Cameron (Nazareth, PA); Anthony Joseph Frank (Easton, PA)
Assignee: Celgene Corporation
A61K31/4035A61K45/06C07D209/46C07D209/48C07D209/49C07D209/66
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Quick Facts
Patent No.
US 9,642,836
App. No.
14/726,287
Granted
May 9, 2017
Kind
B2
Abstract

Provided herein are isoindole derivatives, which is enriched with isotopes such as deuterium. Pharmaceutical compositions comprising the isotopes-enriched compounds, and methods of using such compounds are also provided.

Claims (23)

1. A method of treating arthritis, osteoarthritis, inflammatory bowel disease, ankylosing spondylitis, rosacea, acne, pain, sarcoidosis, psoriasis, dermatitis, or chronic obstructive pulmonary disease, comprising administering to a patient a compound which is:

or a pharmaceutically acceptable salt thereof, wherein:

at least one of Y 1 -Y 25 is a hydrogen that is isotopically enriched with deuterium, and the others of Y 1 -Y 25 are non-enriched hydrogen atoms.

2. The method of claim 1 , wherein the compound is an (S)-isomer having a structure:

3. The method of claim 1 , wherein one to five of Y 1 -Y 25 of the compound is isotopically enriched with deuterium, and the others are non-enriched hydrogens.

4. The method of claim 1 , wherein six to ten of Y 1 -Y 25 of the compound are isotopically enriched with deuterium, and the others are non-enriched hydrogens.

5. The method of claim 1 , wherein eleven to fifteen of Y 1 -Y 25 of the compound are isotopically enriched with deuterium, and the others are non-enriched hydrogens.

6. The method of claim 1 , wherein sixteen to twenty of Y 1 -Y 25 of the compound are isotopically enriched with deuterium, and the others are non-enriched hydrogens.

7. The method of claim 1 , wherein twenty one to twenty five of Y 1 -Y 25 of the compound are isotopically enriched with deuterium, and the others are non-enriched hydrogens.

8. The method of claim 1 , wherein the inflammatory bowel disease is Crohn's disease or ulcerative colitis.

9. The method of claim 1 , wherein the arthritis is psoriatic arthritis, acute gouty arthritis, or rheumatoid arthritis.

10. The method of claim 1 , wherein the dermatitis is atopic dermatitis or contact dermatitis.

11. The method of claim 1 , further comprising administering a second active agent.

12. A method of treating psoriasis comprising administering to a patient a compound which is:

or a pharmaceutically acceptable salt thereof, wherein:

at least one of Y 1 -Y 25 is a hydrogen that is isotopically enriched with deuterium, and the others of Y 1 -Y 25 are non-enriched hydrogen atoms.

13. The method of claim 12 , wherein the compound is an (S)-isomer having a structure:

14. The method of claim 12 , further comprising administering a second active agent.

15. A method of treating sarcoidosis comprising administering to a patient a compound which is:

or a pharmaceutically acceptable salt thereof, wherein:

at least one of Y 1 -Y 25 is a hydrogen that is isotopically enriched with deuterium, and the others of Y 1 -Y 25 are non-enriched hydrogen atoms.

16. The method of claim 15 , wherein the compound is an (S)-isomer having a structure:

17. The method of claim 15 , further comprising administering a second active agent.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 4, 2019
From: CELGENE CORPORATION
To: AMGEN INC.
Reel/Frame 051181/0038 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 17, 2015
From: MAN, HON-WAH; CAMERON, LOUISE MICHELLE; FRANK, ANTHONY JOSEPH
To: CELGENE CORPORATION
Reel/Frame 036342/0773 →
Continuity (3)
Continuation 13979602
Provisional Application 61433123 · Jan 14, 2011
Related Publication 20150258063A1 · Sep 17, 2015