IP Library Granted Patent US 11,884,696
Granted Patent B2
US 11,884,696 · App. 17/396,464 · Granted Jan 30, 2024

Crystalline 19-nor C3,3-disubstituted C21-n-pyrazolyl steroid

Inventors: Paul Steven Watson (Carrboro, NC); Bret Berner (Half Moon Bay, CA); John Gregory Reid (Wellington, FL); Jian Wang (Branchburg, NJ); James J. Doherty (Bedford, MA); Stephen Jay Kanes (Swarthmore, PA)
Assignee: Sage Therapeutics, Inc.
C07J43/003A61P25/00A61P25/08A61P25/18A61P25/22A61P25/24A61P37/00C07D231/14C07B2200/13
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Quick Facts
Patent No.
US 11,884,696
App. No.
17/396,464
Granted
Jan 30, 2024
Kind
B2
Abstract

This invention relates to a crystalline 19-nor C3,3-disubstituted C21-pyrazolyl steroid of Formula (I), and compositions thereof. Also disclosed herein are methods of making the same and methods of using the same.

Claims (22)

1. A method for treating a CNS-related disorder, wherein the CNS-related disorder is a mood disorder, a psychotic disorder, an anxiety disorder, tremor, or tinnitus, in a subject in need thereof, comprising administering to the subject an effective amount of a crystalline solid Form C of Compound 1:

wherein the crystalline solid Form C of Compound 1 has an XRPD pattern comprising peaks between and including 9.7 to 10.1 degrees in 2θ, between and including 11.6 to 12.0 degrees in 2θ, between and including 13.2 to 13.6 degrees in 2θ, between and including 14.2 to 14.6 degrees in 2θ, between and including 14.6 to 15.0 degrees in 2θ, between and including 16.8 to 17.2 degrees in 2θ, between and including 20.5 to 20.9 degrees in 2θ, between and including 21.3 to 21.7 degrees in 2θ, between and including 21.4 to 21.8 degrees in 2θ, and between and including 22.4 to 22.8 degrees in 2θ.

2. The method of claim 1 , wherein the peak between and including 9.7 to 10.1 is 9.9 degrees in 2θ, the peak between and including 11.6 to 12.0 is 11.8 degrees in 2θ, the peak between and including 13.2 to 13.6 is 13.4 degrees in 2θ, the peak between and including 14.2 to 14.6 is 14.4 degrees in 2θ, the peak between and including 14.6 to 15.0 degrees is 14.8 in 2θ, the peak between and including 16.8 to 17.2 is 17.0 degrees in 2θ, the peak between and including 20.5 to 20.9 is 20.7 degrees in 2θ, the peak between and including 21.3 to 21.7 is 21.5 degrees in 2θ, the peak between and including 21.4 to 21.8 is 21.6 degrees in 2θ, and the peak between and including 22.4 to 22.8 is 22.6 degrees in 2θ.

3. The method of claim 1 , wherein the mood disorder is treatment-resistant depression.

4. The method of claim 1 , wherein the mood disorder is a major depressive disorder (MDD).

5. The method of claim 1 , wherein the mood disorder is postpartum depression (PPD) or perinatal depression.

6. The method of claim 1 , wherein the anxiety disorder is a generalized anxiety disorder.

7. The method of claim 1 , wherein the tremor is essential tremor.

8. The method of claim 1 , wherein the psychotic disorder is bipolar disorder.

9. The method of claim 1 , wherein the crystalline solid Form C of Compound 1 is administered orally, parenterally, intradermally, intrathecally, intramuscularly, subcutaneously, vaginally, as a buccal, sublingually, rectally, as a topical, as an inhalation, intranasally, or transdermally.

10. A method for treating a CNS-related disorder, wherein the CNS-related disorder is a mood disorder, a psychotic disorder, an anxiety disorder, tremor, or tinnitus, in a subject in need thereof, comprising administering to the subject an effective amount of a crystalline solid Form C of Compound 1:

wherein the crystalline solid Form C of Compound 1 has an XRPD pattern comprising peaks between and including 9.7 to 10.1 degrees in 2θ, between and including 14.6 to 15.0 degrees in 2θ, between and including 16.8 to 17.2 degrees in 2θ, between and including 20.5 to 20.9 degrees in 2θ, and between and including 21.3 to 21.7 degrees in 2θ.

11. The method of claim 10 , wherein the tremor is essential tremor.

12. The method of claim 10 , wherein the psychotic disorder is bipolar disorder.

13. The method of claim 10 , wherein the crystalline solid Form C of Compound 1 is administered orally, parenterally, intradermally, intrathecally, intramuscularly, subcutaneously, vaginally, as a buccal, sublingually, rectally, as a topical, as an inhalation, intranasally, or transdermally.

14. The method of claim 13 , wherein the crystalline solid Form C of Compound 1 is administered orally.

15. A method for treating a CNS-related disorder, wherein the CNS-related disorder is a mood disorder, a psychotic disorder, an anxiety disorder, tremor, or tinnitus, in a subject in need thereof, comprising administering to the subject an effective amount of a crystalline solid Form C of Compound 1:

wherein the crystalline solid Form C of Compound 1 has an XRPD pattern comprising peaks at 9.9 degrees in 2θ, 14.8 degrees in 2θ, 17.0 degrees in 2θ, 20.7 degrees in 2θ, and 21.5 degrees in 2θ.

16. The method of claim 15 , wherein the tremor is essential tremor.

17. The method of claim 15 , wherein the psychotic disorder is bipolar disorder.

18. The method of claim 15 , wherein the crystalline solid Form C of Compound 1 is administered orally, parenterally, intradermally, intrathecally, intramuscularly, subcutaneously, vaginally, as a buccal, sublingually, rectally, as a topical, as an inhalation, intranasally, or transdermally.

19. The method of claim 18 , wherein the crystalline solid Form C of Compound 1 is administered orally.

Assignments (4)
CHANGE OF NAME Recorded May 13, 2026
From: SAGE THERAPEUTICS, INC.
To: SAGE THERAPEUTICS, LLC
Reel/Frame 075610/0448 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 2, 2023
From: KANES, STEPHEN J.
To: SAGE THERAPEUTICS, INC.
Reel/Frame 065098/0615 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 2, 2023
From: DOHERTY, JAMES J.
To: SAGE THERAPEUTICS, INC.
Reel/Frame 065098/0654 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 2, 2023
From: WATSON, PAUL STEVEN; BERNER, BRET; REID, JOHN GREGORY; WANG, JIAN
To: SAGE THERAPEUTICS, INC.
Reel/Frame 065102/0208 →
Continuity (3)
Continuation 16326977
Provisional Application 62378582 · Aug 23, 2016
Related Publication 20220169674A1 · Jun 2, 2022
Cited By (4)
US 12,358,942 US 12,473,327 US 12,534,495 US 12,655,175