N-Ethyltryptamine

N-Ethyltryptamine
Clinical data
Other namesNET; NETP; Ethyltryptamine
ATC code
  • None
Legal status
Legal status
Identifiers
IUPAC name
  • 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)
SMILES
  • CCNCCc1c[nH]c2ccccc12
InChI
  • 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) 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

NET has been found to act as a potent serotonin 5-HT2A receptor full agonist and serotonin releasing agent.[2]

Chemistry

Analogues

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

See also

References

  1. 1 2 3 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.
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