FAEFHI

FAEFHI
Clinical data
Other names	4-(2-Aminoethyl)-5-hydroxyindole
Drug class	Serotonin receptor modulator; Partial ergoline
ATC code	None;
Identifiers
	IUPAC name 4-(2-aminoethyl)-1H-indol-5-ol;
PubChem CID	82599144;
ChemSpider	37497573;
Chemical and physical data
Formula	C10H12N2O
Molar mass	176.219 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1=CC(=C(C2=C1NC=C2)CCN)O;
	InChI InChI=1S/C10H12N2O/c11-5-3-8-7-4-6-12-9(7)1-2-10(8)13/h1-2,4,6,12-13H,3,5,11H2; Key:CSFAMKTUFIKJAE-UHFFFAOYSA-N;

FAEFHI, also known as 4-(2-aminoethyl)-5-hydroxyindole, is a serotonin receptor modulator of the indole group related to serotonin and other tryptamines.^[1]^[2] It is a positional isomer of serotonin in which the ethyl amine side chain at the 3 position of the indole ring system has been moved to the 4 position.^[1]^[2] FAEFHI can also be thought of as a greatly simplified analogue of LSD and hence partial ergoline.^[1]^[2] Although FAEFHI shows significant affinity for serotonin receptors, it had much lower affinity than serotonin or tryptamine (171-fold lower than serotonin and 5-fold lower than tryptamine).^[1]^[2] In addition, it did not show serotonin-like activity (i.e., serotonin receptor agonism) even at very high concentrations in vitro.^[2] FAEFHI was first described in the scientific literature by 1984.^[1]^[2]

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See also