C7, c12, and c16 substituted neuroactive steroids and their methods of use
AssigneeSage Therapeutics, Inc.
InventorsAlbert Jean Robichaud, Gabriel Martinez Botella, Boyd L. Harrison, Francesco G. Salituro, Andrew Griffin, Maria Jesus Blanco-Pillado
Life of this patent
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Abstract
Described herein are neuroactive steroids of Formula (I), Formula (V), or Formula (IX) or a pharmaceutically acceptable salt thereof; wherein each instance of R2, R3, R4, R5, R6, R7, R11a, R11b, R12, R16, R17, R19, and are as defined herein. Such compounds are envisioned, in certain embodiments, to behave as GABA modulators. Also provided are pharmaceutical compositions comprising a compound described herein and methods of use and treatment, e.g., such as for inducing sedation and/or anesthesia.
Claims35
1-104. (canceled)
A compound of Formula (I):
- or a pharmaceutically acceptable salt thereof, wherein:
- both are single bonds;
- R5 is hydrogen;
- each of R2, R4, R6, R11a, and R11b is independently hydrogen, halogen, cyano, nitro, alkyl, alkenyl, alkynyl, carbocyclyl, heterocyclyl, aryl, heteroaryl, —ORA1, —SRA1, —N(RA1)2—NHC(═O)RA1, —NHC(═O)ORA1, —S(═O)RA2, —SO2RA2, or —S(═O)2ORA1, wherein each instance of RA1 is independently hydrogen, alkyl, alkenyl, alkynyl, carbocyclyl, heterocyclyl, aryl, heteroaryl, an oxygen protecting group when attached to an oxygen atom, a sulfur protecting group when attached to a sulfur atom, a nitrogen protecting group when attached to a nitrogen atom, or two RA1 groups are joined to form an heterocyclic or heteroaryl ring;
- and RA2 is alkyl, alkenyl, alkynyl, carbocyclyl, heterocyclyl, aryl, or heteroaryl;
- or R11a and R11b together form oxo;
- R3 is C1-C6 alkyl;
- R17 is alkoxy, cyano, nitro, aryl, heteroaryl, or —C(O)RB1, —C(O)CH2RB1, or —C(O)CH2CH2RB1, wherein RB1 is hydrogen, —OH, alkoxy, aryl, or heteroaryl;
- R19 is hydrogen or unsubstituted C1-C6 alkyl;
- and
- R7 is —CH3, —CH2CH3, —OH, —OCH3, or —CH2OCH3.
A compound selected from the group consisting of:
A pharmaceutically acceptable salt of a compound selected from the group consisting of:
Dependencies are inferred from the claim text.