IP Library Granted Patent US 11,147,877
Granted Patent B2
US 11,147,877 · App. 16/545,727 · Granted Oct 19, 2021

Compositions and methods for treating CNS disorders

Inventors: Albert Jean Robichaud (Boston, MA); Gabriel Martinez Botella (Wayland, MA); Francesco G. Salituro (Marlborough, MA); Boyd L. Harrison (Princeton Junction, NJ)
Assignee: Sage Therapeutics, Inc.
A61K45/06C07J3/00C07J3/005C07J7/002C07J7/007C07J7/009C07J7/0085C07J13/007C07J41/0044C07J43/003C07J51/00A61K31/00A61K45/00C07J9/00
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Quick Facts
Patent No.
US 11,147,877
App. No.
16/545,727
Granted
Oct 19, 2021
Kind
B2
Abstract

Described herein are neuroactive steroids of the Formula (I): or a pharmaceutically acceptable salt thereof; wherein , A, R 1 , R 2 , and R 3 are as defined herein. Such compounds are envisioned, in certain embodiments, to behave as GABA modulators. The present invention also provides pharmaceutical compositions comprising a compound of the present invention and methods of use, e.g., for treating a subject suffering from a disease or disorder described herein.

Claims (32)

1. A method of therapeutic treatment for a CNS-related disorder in a subject in need thereof, comprising administering to the subject an effective amount of a compound of Formula (I-c):

wherein:

n is 0, 1, 2, 3, 4, or 5;

Ring A is aryl or heteroaryl;

R 3A is C 1-6 alkyl;

R 1 is hydrogen, C 1-3 alkyl, C 2-6 alkenyl, or C 3-6 carbocyclyl;

R 2 is absent or hydrogen;

R a is halogen, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, carbocyclyl, heterocyclyl, aryl, heteroaryl, —C(O)R A , —C(O)OR A , —C(O)NR B R C , —S(O) 2 R D , or —OR Y , wherein R Y is hydrogen, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, carbocyclyl, heterocyclyl, aryl, heteroaryl, —C(O)R A , —C(O)OR A , —C(O)NR B R C , or —S(O) 2 R D ;

R A is hydrogen, C 1 -C 6 alkyl, carbocyclyl, heterocyclyl, aryl, or heteroaryl;

each of R B and R C is independently hydrogen, C 1 -C 6 alkyl, carbocyclyl, heterocyclyl, aryl, heteroaryl, or taken together with the atom to which they are attached form a ring; and

R D is hydrogen, C 1 -C 6 alkyl, carbocyclyl, heterocyclyl, aryl, or heteroaryl, wherein the CNS-related disorder is selected from epilepsy, status epilepticus, depression, and tremor.

2. The method of claim 1 , wherein the compound of Formula (I-c) is a compound of Formula (I-c-i), (I-c-ii), (I-c-iii), or (I-c-iv):

3. The method of claim 1 , wherein the compound of Formula (I-c) is selected from

4. The method of claim 1 , wherein the compound is administered orally.

5. The method of claim 1 , wherein the compound is administered intramuscularly.

6. The method of claim 1 , wherein the CNS-related disorder is depression, and wherein the depression is postpartum depression.

7. The method of claim 1 , wherein the CNS-related disorder is tremor, and wherein the tremor is essential tremor.

8. A method of inducing sedation and/or anesthesia in a subject, comprising administering to the subject an effective amount of a compound of Formula (I-c):

wherein:

n is 0, 1, 2, 3, 4, or 5;

Ring A is aryl or heteroaryl;

R 3A is C 1-6 alkyl;

R 1 is hydrogen, C 1-3 alkyl, C 2-6 alkenyl, or C 3-6 carbocyclyl;

R 2 is absent or hydrogen;

R a is halogen, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, carbocyclyl, heterocyclyl, aryl, heteroaryl, —C(O)R A , —C(O)OR A , —C(O)NR B R C , —S(O) 2 R D , or —OR Y , wherein R Y is hydrogen, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, carbocyclyl, heterocyclyl, aryl, heteroaryl, —C(O)R A , —C(O)OR A , —C(O)NR B R C , or —S(O) 2 R D ;

R A is hydrogen, C 1 -C 6 alkyl, carbocyclyl, heterocyclyl, aryl, or heteroaryl;

each of R B and R C is independently hydrogen, C 1 -C 6 alkyl, carbocyclyl, heterocyclyl, aryl, heteroaryl, or taken together with the atom to which they are attached form a ring; and

R D is hydrogen, C 1 -C 6 alkyl, carbocyclyl, heterocyclyl, aryl, or heteroaryl, wherein the compound is administered orally or intramuscularly.

9. The method of claim 8 , wherein the compound of Formula (I-c) is a compound of Formula (I-c-i), (I-c-ii), (I-c-iii), or (I-c-iv):

10. The method of claim 8 , wherein the compound of Formula (I-c) is selected from

11. The method of claim 8 , wherein the compound is administered orally.

12. The method of claim 8 , wherein the compound is administered intramuscularly.

Continuity (5)
Continuation 15660114 · Jul 26, 2017
Continuation PCTUS2016014835 · Jan 26, 2016
Provisional Application 62144789 · Apr 8, 2015
Provisional Application 62107776 · Jan 26, 2015
Related Publication 20200246459A1 · Aug 6, 2020
Cited By (5)
US 12,201,640 US 12,358,942 US 12,473,327 US 12,534,495 US 12,655,175