Amiflamine

Amiflamine

Clinical data
Other names	(+)-4-(dimethylamino)-α,2-dimethylphenethylamine
Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name 4-[(2S)-2-Aminopropyl]-N,N,3-trimethylaniline
CAS Number	77518-07-1 Y
PubChem CID	71221
ChemSpider	64356 Y
UNII	NE25WV9C8S
ChEMBL	ChEMBL30344 N
CompTox Dashboard (EPA)	DTXSID00228222
Chemical and physical data
Formula	C12H20N2
Molar mass	192.306 g·mol−1
3D model (JSmol)	Interactive image
SMILES N(c1cc(c(cc1)C[C@@H](N)C)C)(C)C
InChI InChI=1S/C12H20N2/c1-9-7-12(14(3)4)6-5-11(9)8-10(2)13/h5-7,10H,8,13H2,1-4H3/t10-/m0/s1 Y Key:HFQMYSHATTXRTC-JTQLQIEISA-N Y
NY (what is this?)  (verify)

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). It is a derivative of the phenethylamine and amphetamine chemical classes. The (+)-enantiomer is the active stereoisomer.

Amiflamine shows preference for inhibiting MAO-A in serotonergic relative to noradrenergic and dopaminergic neurons. 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. 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.

See also

• Reversible inhibitor of MAO-A (RIMA)
• Monoamine oxidase inhibitor (MAOI)