IP Library › Granted Patent US 11,185,543
Granted Patent B2
US 11,185,543 · App. 16/859,357 · Granted Nov 30, 2021

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 (Longmont, CO); 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 11,185,543
App. No.
16/859,357
Granted
Nov 30, 2021
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 (21)

1. A method of treating multiple myeloma comprising administering a therapeutically effective amount of Compound 2 of the formula:

or a tautomer, isotopolog, or pharmaceutically acceptable salt thereof, to a patient in need thereof, wherein the method further comprises administering a second agent, and wherein the second agent is dexamethasone, daratumumab, a proteasome inhibitor, a histone deacetylase inhibitors, a chemotherapy agent, a Bcl-2 inhibitor, an Mcl-1 inhibitor, a BET inhibitor, or an LSD-1 inhibitor, or a combination thereof.

2. The method of claim 1 , wherein the second agent is daratumumab.

3. The method of claim 1 , wherein the second agent is a proteasome inhibitor.

4. The method of claim 3 , wherein the proteasome inhibitor is bortezomib, carfilzomib, ixazomib, oprozomib, or marizomib.

5. The method of claim 3 , wherein the proteasome inhibitor is carfilzomib.

6. The method of claim 1 , wherein the second agent is a combination of daratumumab and dexamethasone.

7. The method of claim 1 , wherein the second agent is a combination of bortezomib and dexamethasone.

8. The method of claim 1 , wherein the second agent is a combination of carfilzomib and dexamethasone.

9. The method of claim 1 , wherein the second agent is a histone deacetylase inhibitor.

10. The method of claim 9 , wherein the histone deacetylase inhibitor is ACY241 or panobinostat.

11. The method of claim 1 , wherein the second agent is a chemotherapy agent.

12. The method of claim 11 , wherein the chemotherapy agent is vincristine, cyclophosphamide, etoposide, or doxorubicin.

13. The method of claim 1 , wherein the second agent is a Bcl-2 inhibitor.

14. The method of claim 13 , wherein the Bcl-2 inhibitor is venetoclax.

15. The method of claim 1 , wherein the second agent is an Mcl-1 inhibitor.

16. The method of claim 15 , wherein the Mcl-1 inhibitor is AMG176 or MIK665.

17. The method of claim 1 , wherein the second agent is a BET inhibitor.

18. The method of claim 17 , wherein the BET inhibitor is 4-[2-(cyclopropylmethoxy)-5-(methanesulfonyl)phenyl]-2-methylisoquinolin-1(2H)-one, birabresib, or GSK525762A.

19. The method of claim 1 , wherein the second agent is an LSD-1 inhibitor.

20. The method of claim 19 , wherein the LSD-1 inhibitor is 4-[2-(4-amino-piperidin-1-yl)-5-(3-fluoro-4-methoxy-phenyl)-1-methyl-6-oxo-1,6-dihydropyrimidin-4-yl]-2-fluoro-benzonitrile.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 4, 2020
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 053400/0294 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 4, 2020
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 053400/0376 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 4, 2020
From: SIGNAL PHARMACEUTICALS, LLC
To: CELGENE CORPORATION
Reel/Frame 053400/0517 →
Continuity (6)
Division 16430189 · Jun 3, 2019
Continuation 16030695 · Jul 9, 2018
Provisional Application 62675581 · May 23, 2018
Provisional Application 62593185 · Nov 30, 2017
Provisional Application 62530778 · Jul 10, 2017
Related Publication 20200253964A1 · Aug 13, 2020
Cited By (3)
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