Article · Wikipedia archive · Last revised Jun 3, 2026

N-Ethyltryptamine

N-Ethyltryptamine (NET), also abbreviated as NETP, is a tryptamine that is structurally related to N-methyltryptamine (NMT) and the psychedelic drugs N,N-dimethyltryptamine (DMT) and N,N-diethyltryptamine (DET).

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N-Ethyltryptamine
Clinical data
Other namesNET; NETP; Ethyltryptamine
ATC code
  • None
Legal status
Legal status
Identifiers
  • N-ethyl-2-(1H-indol-3-yl)ethan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H16N2
Molar mass188.274 g·mol−1
3D model (JSmol)
Melting point87 to 88 °C (189 to 190 °F)
  • CCNCCc1c[nH]c2ccccc12
  • InChI=1S/C12H16N2/c1-2-13-8-7-10-9-14-12-6-4-3-5-11(10)12/h3-6,9,13-14H,2,7-8H2,1H3 checkY
  • Key:TZWUSTVNAVKAPA-UHFFFAOYSA-N checkY
  (verify)

N-Ethyltryptamine (NET), also abbreviated as NETP, is a tryptamine that is structurally related to N-methyltryptamine (NMT) and the psychedelic drugs N,N-dimethyltryptamine (DMT) and N,N-diethyltryptamine (DET).1

Use and effects

Alexander Shulgin included NET as an entry in his book TiHKAL (Tryptamines I Have Known and Loved).1 However, he stated that it had been subjected only to modest human trials and that no active dose level had been identified.1

Pharmacology

Pharmacodynamics

NMT activities
Target Affinity (Ki, nM)
5-HT1A IA
5-HT2A 38 (EC50Tooltip half-maximal effective concentration)
99% (EmaxTooltip maximal efficacy)
SERT 19a (EC50)
NETTooltip Norepinephrine transporter 3,862a (EC50)
DATTooltip Dopamine transporter 6,660a (EC50)
Notes: The smaller the value, the more avidly the drug interacts with the site. Footnotes: a = Neurotransmitter release. Sources: 2

NET has been found to act as a potent serotonin 5-HT2A receptor full agonist and a selective serotonin releasing agent.2 It is inactive at the 5-HT1A receptor.2 The drug is also a serotonin receptor agonist in the rat uterus and stomach strip.34

Chemistry

Synthesis

The chemical synthesis of NET has been described.1

Analogues

Analogues of NET include N-methyltryptamine (NMT), dimethyltryptamine (DMT), methylethyltryptamine (MET), and diethyltryptamine (DET), among others.1

Society and culture

Canada

NET is not a controlled substance in Canada as of 2025.5

See also

See also

References

References

  1. NET Entry in TIHKAL
  2. Blough BE, Landavazo A, Decker AM, Partilla JS, Baumann MH, Rothman RB (October 2014). "Interaction of psychoactive tryptamines with biogenic amine transporters and serotonin receptor subtypes". Psychopharmacology (Berl). 231 (21): 4135–4144. doi:10.1007/s00213-014-3557-7. PMC 4194234. PMID 24800892.
  3. Barlow RB, Khan I (March 1959). "Actions of some analogues of tryptamine on the isolated rat uterus and on the isolated rat fundus strip preparations". Br J Pharmacol Chemother. 14 (1): 99–107. doi:10.1111/j.1476-5381.1959.tb00934.x. PMC 1481812. PMID 13651585.
  4. Vane JR (March 1959). "The relative activities of some tryptamine analogues on the isolated rat stomach strip preparation". Br J Pharmacol Chemother. 14 (1): 87–98. doi:10.1111/j.1476-5381.1959.tb00933.x. PMC 1481817. PMID 13651584.
  5. "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.
External links