| Systematic (IUPAC) name | |
|---|---|
| 4-[(2S)-2-aminopropyl]-N,N,3-trimethylaniline | |
| Clinical data | |
| Pregnancy cat. | ? |
| Legal status | Uncontrolled |
| Routes | Oral |
| Identifiers | |
| CAS number | 77518-07-1 |
| ATC code | None |
| PubChem | CID 71221 |
| ChemSpider | 64356 |
| UNII | NE25WV9C8S |
| ChEMBL | CHEMBL30344 |
| Synonyms | (+)-4-(dimethylamino)-α,2-dimethylphenethylamine |
| Chemical data | |
| Formula | C12H20N2 |
| Mol. mass | 192.30 g/mol |
| SMILES | eMolecules & PubChem |
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Amiflamine (FLA-336) is a reversible inhibitor of monoamine oxidase A (MAO-A), thereby being a RIMA, and, to a lesser extent, semicarbazide-sensitive amine oxidase (SSAO), as well as a serotonin releasing agent (SRA).[1][2][3][4] It is a derivative of the phenethylamine and amphetamine chemical classes.[1] The (+)-enantiomer is the active stereoisomer.[2]
Amiflamine is unique among MAOIs in that it shows preference for inhibiting MAO-A in serotonergic relative to noradrenergic and dopaminergic neurons.[5][6] In other words, at low doses, it can be used to selectively inhibit MAO-A enzymes in serotonin cells, whereas at higher doses it loses its selectivity.[5][6] This property is attributed to amiflamine's higher affinity for the serotonin transporter over the norepinephrine and dopamine transporters, as transporter-mediated carriage is required for amiflamine to enter monoaminergic neurons.[6]
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