IP Library › Granted Patent US 10,357,489
Granted Patent B2
US 10,357,489 · App. 16/030,695 · Granted Jul 23, 2019

Antiproliferative compounds and methods of use thereof

Inventors: Matthew D. Alexander (San Diego, CA); Gerald D. Artman, III (Asbury, NJ); James Carmichael (Nottingham, GB); Brian E. Cathers (San Diego, CA); Matthew D. Correa (San Diego, CA); Joshua Hansen (La Jolla, CA); Courtney G. Havens (San Diego, CA); Timothy S. Kercher (San Diego, CA); Antonia Lopez-Girona (San Diego, CA); Xiaoling Lu (Whippany, NJ); Hon-Wah Man (Princeton, NJ); Mark A. Nagy (Encinitas, CA); Joseph R. Piccotti (Encinitas, CA); Daniel W. Pierce (Belmont, CA); Paula A. Tavares-Greco (Parsippany, NJ); Brandon W. Whitefield (San Diego, CA); Lilly L. Wong (Solana Beach, CA); Nanfei Zou (Fanwood, NJ)
Assignee: Celgene Corporation
A61K31/496A61K31/573A61K38/05A61P35/00A61P35/02C07D401/04A61K31/69A61K2300/00
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Quick Facts
Patent No.
US 10,357,489
App. No.
16/030,695
Granted
Jul 23, 2019
Kind
B2
Abstract

Provided herein is 4-(4-(4-(((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)oxy)methyl)benzyl)piperazin-1-yl)-3-fluorobenzonitrile, or an enantiomer, a mixture of enantiomers, a tautomer, or a pharmaceutically acceptable salt thereof, and methods for treating, preventing or managing multiple myeloma using such compounds. Also provided are pharmaceutical compositions comprising the compounds, and methods of use of the compositions.

Claims (28)

1. A compound, wherein the compound is Compound 1of formula

or an enantiomer, mixture of enantiomers, tautomer, isotopolog, or pharmaceutically acceptable salt thereof.

2. A compound, wherein the compound is Compound 2 of formula

or a tautomer, isotopolog, or pharmaceutically acceptable salt thereof.

3. The compound of claim 1 , wherein the compound is Compound 1 of formula

4. The compound of claim 1 , wherein the compound is an enantiomer of Compound 1.

5. The compound of claim 1 , wherein the compound is a mixture of enantiomers of Compound 1.

6. The compound of claim 1 , wherein the compound is a pharmaceutically acceptable salt of Compound 1.

7. The compound of claim 2 , wherein the compound is Compound 2 of formula

8. The compound of claim 2 , wherein the compound is a pharmaceutically acceptable salt of Compound 2.

9. A pharmaceutical composition, comprising the compound of claim 1 .

10. A pharmaceutical composition, comprising the compound of claim 2 .

11. A method of treating multiple myeloma comprising administering a therapeutically effective amount of the compound of claim 1 to a patient in need thereof.

12. The method of claim 11 , wherein the multiple myeloma is relapsed, refractory or resistant.

13. The method of claim 12 , wherein the multiple myeloma is refractory or resistant to lenalidomide.

14. The method of claim 12 , wherein the multiple myeloma is refractory or resistant to pomalidomide.

15. The method of claim 11 , wherein the multiple myeloma is newly diagnosed multiple myeloma.

16. The method of claim 11 , additionally comprising administering a second active agent.

17. The method of claim 16 , wherein the second active agent is dexamethasone.

18. The method of claim 16 , wherein the second active agent is bortezomib.

19. A method of treating multiple myeloma comprising administering a therapeutically effective amount of the compound of claim 2 to a patient in need thereof.

20. The method of claim 19 , wherein the multiple myeloma is relapsed, refractory or resistant.

21. The method of claim 20 , wherein the multiple myeloma is refractory or resistant to lenalidomide.

22. The method of claim 20 , wherein the multiple myeloma is refractory or resistant to pomalidomide.

23. The method of claim 19 , wherein the multiple myeloma is newly diagnosed multiple myeloma.

24. The method of claim 19 , additionally comprising administering a second active agent.

25. The method of claim 24 , wherein the second active agent is dexamethasone.

26. The method of claim 24 , wherein the second active agent is bortezomib.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 21, 2019
From: ARTMAN, GERALD D., III; BRAY, GORDON L.; CARRANCIO, SORAYA; LU, XIAOLING; MAN, HON-WAH; PICCOTTI, JOSEPH R.; PIERCE, DANIEL W.; TAVARES-GRECO, PAULA A.; ZOU, NANFEI
To: CELGENE CORPORATION
Reel/Frame 048402/0140 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 21, 2019
From: ALEXANDER, MATTHEW D.; CARMICHAEL, JAMES; CATHERS, BRIAN E.; CORREA, MATTHEW D.; HANSEN, JOSHUA; HAVENS, COURTNEY G.; KERCHER, TIMOTHY S.; LOPEZ-GIRONA, ANTONIA; NAGY, MARK A.; NARLA, RAMA K.; WHITEFIELD, BRANDON W.; WONG, LILLY L.
To: SIGNAL PHARMACEUTICALS, LLC
Reel/Frame 048402/0175 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 21, 2019
From: SIGNAL PHARMACEUTICALS, LLC
To: CELGENE CORPORATION
Reel/Frame 048402/0227 →
Continuity (4)
Provisional Application 62675581 · May 23, 2018
Provisional Application 62593185 · Nov 30, 2017
Provisional Application 62530778 · Jul 10, 2017
Related Publication 20190008852A1 · Jan 10, 2019
Cited By (3)
US 12,186,311 US 12,391,672 US 12,510,533