5-MeO-NET

5-MeO-NET, also known as 5-methoxy-N-ethyltryptamine, is a serotonin receptor agonist and serotonin releasing agent of the tryptamine family.^[1][2][3]

5-MeO-NET

Clinical data
Other names	5-Methoxy-N-ethyltryptamine
Drug class	Serotonin receptor agonist; Serotonin releasing agent[1][2]
Identifiers
IUPAC name N'-ethyl-2-(5-methoxy-1H-indol-3-yl)ethan-1-amine
CAS Number	1019-46-1
PubChem CID	23009084
ChemSpider	12955759
ChEMBL	ChEMBL57888
Chemical and physical data
Formula	C13H18N2O
Molar mass	218.300 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCNCCc1c[nH]c2c1cc(OC)cc2
InChI InChI=1S/C13H18N2O/c1-3-14-7-6-10-9-15-13-5-4-11(16-2)8-12(10)13/h4-5,8-9,14-15H,3,6-7H2,1-2H3 Key:UNPLGMNGAFLKSH-UHFFFAOYSA-N

It is a potent full agonist or near-full agonist of the serotonin 5-HT_1A, 5-HT_2A, 5-HT_2B, and 5-HT_2C receptors.^[1][2] The drug is a relatively weak serotonin releasing agent.^[2]

It does not produce the head-twitch response (HTR), a behavioral proxy of psychedelic effects, in rodents, suggesting that it would not be hallucinogenic in humans.^[1] However, 5-MeO-NET does produce the HTR if it is coadministered with a serotonin 5-HT_1A receptor antagonist like WAY-100635, suggesting that its serotonin 5-HT_1A receptor agonism masks or blocks its own serotonin 5-HT_2A receptor-mediated HTR induction.^[1]

5-MeO-NET was first described in the scientific literature by at least 1994.^[3] It was never mentioned by Alexander Shulgin in his 1997 book TiHKAL (Tryptamines I Have Known and Loved).^[4]

See also

• 5-MeO-NMT
• LSM-775