5-MeO-MET

5-MeO-MET, also known as 5-methoxy-N-methyl-N-ethyltryptamine, is a serotonin receptor modulator, putative serotonergic psychedelic, and relatively rare designer drug of the tryptamine family related to psychedelic drugs like methylethyltryptamine (MET) and 5-MeO-DMT.^{[1][2][3][4][5]}

5-MeO-MET

Clinical data
Other names	5-OMe-MET; 5-Methoxy-N-methyl-N-ethyltryptamine
Drug class	Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
Identifiers
IUPAC name N-Ethyl-2-(5-methoxy-1H-indol-3-yl)-N-methylethan-1-amine
CAS Number	16977-53-0 Y
PubChem CID	6619012
ChemSpider	5051184
UNII	2CNT3HAM6G
CompTox Dashboard (EPA)	DTXSID10937676
Chemical and physical data
Formula	C14H20N2O
Molar mass	232.327 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCN(CCc1c[nH]c2c1cc(OC)cc2)C
InChI InChI=1S/C14H20N2O/c1-4-16(2)8-7-11-10-15-14-6-5-12(17-3)9-13(11)14/h5-6,9-10,15H,4,7-8H2,1-3H3 Key:AVECDEWGCOLCPZ-UHFFFAOYSA-N

Early studies found 5-MeO-MET to be more potent in animal behavioral tests than 5-MeO-DMT.^[2][6] Subsequent studies confirmed that 5-MeO-MET interacts with serotonin receptors similarly to other psychedelic tryptamines.^[7][8] A more modern study found that 5-MeO-MET is a potent serotonin 5-HT_1A receptor ligand and serotonin 5-HT_2A receptor agonist and produces the head-twitch response, a behavioral proxy of psychedelics, in rodents.^[1] Its activities were of similar potency as 5-MeO-DMT.^[1]

5-MeO-MET was first synthesized and limitedly studied in the 1960s.^[2][6][7] The drug was first identified on the illicit market in June 2012 in Sweden.^[9] It was made illegal in Norway in 2013,^[10] and is controlled under analogue provisions in numerous other jurisdictions.

See also

• Substituted tryptamine
• 4-HO-MET
• 5-Fluoro-MET
• 5-MeO-EPT
• 5-MeO-MALT
• 5-MeO-MiPT
• 7F-5-MeO-MET