5-Fluoro-MET

5-Fluoro-MET
Clinical data
Other names	5F-MET
Identifiers
	IUPAC name N-ethyl-2-(5-fluoro-1H-indol-3-yl)-N-methylethanamine;
PubChem CID	156836209;
ChemSpider	129221851;
ChEMBL	ChEMBL5028766;
Chemical and physical data
Formula	C13H17FN2
Molar mass	220.291 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCN(C)CCC1=CNC2=C1C=C(C=C2)F;
	InChI InChI=1S/C13H17FN2/c1-3-16(2)7-6-10-9-15-13-5-4-11(14)8-12(10)13/h4-5,8-9,15H,3,6-7H2,1-2H3; Key:XRWQULAXCLVBPP-UHFFFAOYSA-N;

5-Fluoro-MET (5F-MET, 5-fluoro-N-methyl-N-ethyltryptamine) is a psychedelic tryptamine derivative related to drugs such as 5-Fluoro-DMT and N-methyl-N-ethyltryptamine (MET). It acts as an agonist at the 5-HT_2A receptor with an EC₅₀ of 20.6 nM and produces a head-twitch response in animal studies. Ring fluorination in this case increases efficacy at 5-HT_2A, with 5F-MET having an efficacy of 87.6% vs 5-HT, vs 36.2% for the partial agonist MET. It is claimed to have antidepressant activity.^[1]

References

^ WO 2021/168082, Kruegel AC, Sporn J, "Specific Tryptamines for use in the Treatment of Mood Disorders", published 26 August 2021, assigned to Gilgamesh Pharmaceuticals, Inc.

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