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US 12,636,266 B2Granted
Indane-, indene-, azaindane-, and azaindene-amines as activators of serotonin receptors
AssigneeRivo Bio, Inc.
InventorsAlan C. Gibbs, Rebecca Aron
Life of this patent
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Abstract
The present invention relates to novel chemical compounds of indane-, indene-, azaindane-, and azaindene-amines that act as 5-HT2A receptor agonists. These compounds are designed to offer improved therapeutic profiles for the treatment of a variety of neuropsychiatric, neurological, and neurodegenerative disorders. Also disclosed are methods for the synthesis and pharmaceutical use of these compounds.
Claims19
A compound of Formula (Ib):
- wherein:
- R1 is hydrogen, deuterium, or C1-C6 alkyl;
- or
- R1 and R2 can be taken together to form a 3-7 membered ring;
- R2 is hydrogen, deuterium, C1-C6 alkyl, or C3-C6 cycloalkyl, wherein said C1-C6 alkyl is optionally substituted with C5-C6 aryl, wherein said aryl is optionally substituted with —OH;
- or
- R2 is taken together with R1 to form a 3-7 membered ring;
- R3, R4, and R5 are independently hydrogen, deuterium, halogen, —OR11, —CF3, C1-C6 alkyl, or C1-C6 heteroalkyl;
- R6 is hydrogen or deuterium;
- A is nitrogen or —C(H)—;
- B is nitrogen, —C(H)—, or —C(OR8)—;
- E is —C(H)—, —C(OH)—, —C(OR8)—;
- or
- A or E is optionally sulfur while B is omitted resulting in a 5 membered thiophene ring;
- C is carbon or nitrogen;
- R7 is hydrogen, deuterium, or C1-C6 alkyl;
- R8 is C1-C6 alkyl;
- X is hydrogen, deuterium, halogen, —OH, —OR11, —SO2NHR11, —SO2N(R11)2, —SO2R11, —NH2, —NR11, —CN, —COOR11, —COR11, —CONR11, —NCOR11, C1-C6 alkyl, or C1-C6 heteroalkyl, wherein said C1-C6 alkyl, or C1-C6 heteroalkyl is optionally substituted with C3-C6 cycloalkyl, or X is absent;
- or
- X and E can optionally be taken together to form a 4-7 membered substituted or unsubstituted ring wherein X is not nitrogen;
- or
- X and E can be taken together to form a 5-6 membered cycloalkyl or a 5-6 membered heterocyclyl;
- R11 is C1-C6 alkyl, —CF3, C5-C6 heteroaryl, or C5-C6 aryl;
- R12 is hydrogen, deuterium, C1-C6 alkyl, —OH, or —OR8;
- or
- R12 can be taken together with R1 to form a 4-7 membered saturated ring;
- and
- R13 is hydrogen;
- wherein R1, R2, and R12 are not all hydrogen;
- wherein R1 and R2 are not both ethyl;
- wherein R1 and R2 do not form a pyrrolidine ring;
- and
- wherein R1 and R12 do not form an imidazoline ring;
- or a pharmaceutically acceptable salt thereof.
31 more elements
Dependencies are inferred from the claim text.