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US 11,046,651 B2Granted
Piperazine substituted azapine derivatives and uses thereof
AssigneeAlairion, Inc.
InventorsMark E. Duggan, Dale M. Edgar
Life of this patent
Estimating the term…
Abstract
The present disclosure relates to compounds of Formula (I) and (II): and to their prodrugs, pharmaceutically acceptable salts, pharmaceutical compositions, methods of use, and methods for their preparation. The compounds disclosed herein are useful for modulating H1 and 5-HT2A receptors and are to be used in the treatment of sleep disorders, such as sleep fragmentation, disturbed sleep/arousals, and arousal threshold.
Claims22
A compound of Formula (I):
- or a pharmaceutically acceptable salt thereof, wherein:
- R1 is C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 haloalkyl, C1-C6 alkoxyl, or C3-C6 cycloalkyl;
- R2 is C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 haloalkyl, C1-C6 alkoxyl, or C3-C6 cycloalkyl;
- or
- R1 and R2 together with the atoms to which they are attached form a C3-C6 saturated or partially unsaturated cycloalkyl or a 3- to 14-membered saturated or partially unsaturated heterocycle comprising 1-5 heteroatoms selected from N, O, and S;
- R3 is H, halogen, —S(C1-C6 alkyl), —N(C1-C6 alkyl)2, —NH(C1-C6 alkyl), —NH2, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 haloalkyl, C1-C6 alkoxyl, C1-C6 haloalkoxyl, or C3-C6 cycloalkyl;
- R4 is H, halogen, —S(C1-C6 alkyl), —N(C1-C6 alkyl)2, —NH(C1-C6 alkyl), —NH2, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 haloalkyl, C1-C6 alkoxyl, C1-C6 haloalkoxyl, or C3-C6 cycloalkyl;
- R5 is H, halogen, —S(C1-C6 alkyl), —N(C1-C6 alkyl)2, —NH(C1-C6 alkyl), —NH2, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 haloalkyl, C1-C6 alkoxyl, C1-C6 haloalkoxyl, or C3-C6 cycloalkyl;
- R6 is H, halogen, —S(C1-C6 alkyl), —N(C1-C6 alkyl)2, —NH(C1-C6 alkyl), —NH2, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 haloalkyl, C1-C6 alkoxyl, C1-C6 haloalkoxyl, or C3-C6 cycloalkyl;
- R7 is H, deuterium, C1-C6 alkyl, C2-C6 alkenyl, or C2-C6 alkynyl;
- R8 is H, deuterium, C1-C6 alkyl, C2-C6 alkenyl, or C2-C6 alkynyl;
- and
- R9 is H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 haloalkyl, or C3-C6 cycloalkyl,
- provided that at least one of R3, R4, R5, and R6 is H.
11 more elements
Dependencies are inferred from the claim text.