5-methoxymethyl and 5-hydroxymethyl phenethylamines
Assignee2A Biosciences, Inc.
InventorDavid E. Nichols
Life of this patent
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Abstract
Novel compounds, such as phenethylamines having a 5-methoxymethyl or 5-hydroxymethyl substituent, are provided. In some aspects, pharmaceutical compositions comprising the compounds, methods of synthesizing the compounds, and methods of using such compounds, including their administration to subjects, are also provided. In some aspects, useful features of the compounds include neuromodulatory and/or anti-inflammatory activity, for example via activation of serotonin receptors. In some further aspects, the compounds are useful as therapeutic agents for treating medical conditions, such as psychiatric disorders and inflammatory conditions, including inflammation and inflammatory diseases and disorders.
Claims20
A compound of Formula (1):
- wherein:
- R2 is H or C1-C6 alkyl;
- R4 is H, F, Cl, Br, I, CN, NO2, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkylthio, C1-C6 alkylthio, C3-C6 cycloalkylmethyl, or —(CH2)0-3—C(O)—O—C1-C6 alkyl;
- R5 is H or C1-C6 alkyl;
- and
- RN is H or —CH2—Ar;
- wherein Ar is 6- to 12-membered heterocyclyl or C6-C12 aryl optionally substituted by F, Cl, Br, I, OH, C1-C6 alkoxy, or phenyl;
- and
- Ra is H or C1-C6 alkyl, and Rb is H;
- or Ra and Rb together with the intervening atoms form a 3- to 6-membered cycloalkyl;
- or RN and Rb together with the intervening atoms form a 4- to 8-membered heterocyclyl, and Ra is H or C1-C6 alkyl;
- or a pharmaceutically acceptable salt, stereoisomer, hydrate, solvate, or isotopic derivative thereof.
The pharmaceutical composition of claim 19, comprising the compound in a total amount of between about 0.01 and about 100 mg.
Dependencies are inferred from the claim text.