5-Fluoro-AET

5-Fluoro-AET, also known as 5-fluoro-α-ethyltryptamine or by the code name PAL-545, is a substituted tryptamine derivative which acts as a serotonin–dopamine releasing agent (SDRA) and as an agonist of the serotonin 5-HT_2A receptor.^[1]

5-Fluoro-AET

Clinical data
Other names	5-Fluoro-α-ethyltryptamine; 5-F-AET; 5F-AET; 5-Fluoro-αET; 5-F-αET; 5F-αET; PAL-545
Drug class	Serotonin–norepinephrine–dopamine releasing agent; Serotonin receptor agonist; Entactogen
Identifiers
IUPAC name 1-(5-fluoro-1H-indol-3-yl)butan-2-amine
CAS Number	1380137-98-3 Y
PubChem CID	118713118
ChemSpider	26955850
ChEMBL	ChEMBL3330648
Chemical and physical data
Formula	C12H15FN2
Molar mass	206.264 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCC(CC1=CNC2=C1C=C(C=C2)F)N
InChI InChI=1S/C12H15FN2/c1-2-10(14)5-8-7-15-12-4-3-9(13)6-11(8)12/h3-4,6-7,10,15H,2,5,14H2,1H3 Key:QGUZSMSUGSSPNJ-UHFFFAOYSA-N

Its EC₅₀Tooltip half-maximal effective concentration values for monoamine release are 36.6 nM for serotonin, 5,334 nM for norepinephrine, and 150 nM for dopamine in rat brain synaptosomes.^[1] Its EC₅₀ at the serotonin 5-HT_2A receptor is 246 nM and its E_maxTooltip maximal efficacy at the receptor is 87%.^[1]

Several close analogues of 5-fluoro-αET, including 5-fluoro-αMT and 5-chloro-αMT, are known to be potent monoamine oxidase inhibitors (MAOIs), specifically of monoamine oxidase A (MAO-A).^[2] However, α-ethyltryptamine (αET) is a very weak MAOI.^[3][4] 5-Fluoro-αET has also more recently been assessed, and in contrast to αET, but similarly to drugs like 5-fluoro-αET, was found to be a potent MAOI, with an IC₅₀Tooltip half-maximal inhibitory concentration of 2,480 nM.^[5] Potent monoamine oxidase inhibition by monoamine releasing agents (MRAs) has been associated with dangerous and sometimes fatal toxicity in humans.^[2]

See also

• 4-Methyl-AET
• 5-Chloro-AMT
• 5-Fluoro-AMT
• 5-Fluoro-DMT
• 5-Fluoro-MET
• 5-Fluoro-T
• 5-MeO-AET
• 6-Fluoro-AMT
• 7-Chloro-AMT
• 7-Methyl-DMT
• 7-Methyl-AET