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2,5-dimethoxy-4-ethylamphetamine

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2,5-dimethoxy-4-ethylamphetamine

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Also known as DOET, 4-ethyl-2,5-dimethoxyamphetamine

DOET, also known as 4-ethyl-2,5-dimethoxyamphetamine or as Hecate, is a psychedelic drug of the phenethylamine, amphetamine, and DOx families. It is closely related to DOM and is a synthetic analogue of the naturally occurring phenethylamine psychedelic mescaline. The drug is the derivative of DOM in which the methyl group at the 4 position has been replaced with a ethyl group. It is taken orally. DOET has a slow onset of 1 to 3hours, a delayed peak of 3 to 5hours, and a dose-dependent and potentially very long duration of 5 to 20hours.

Chemical data

Formula
C13H21NO2
Molecular weight
223.31 g/mol
IUPAC name
1-(4-ethyl-2,5-dimethoxyphenyl)propan-2-amine
SMILES
CCC1=CC(=C(C=C1OC)CC(C)N)OC
InChIKey
HXJKWPGVENNMCC-UHFFFAOYSA-N
XLogP
2.8
Polar surface area
44.5 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Has part
carbon
Mass
223.157229
Show 3 more facts
canonical SMILES
CCC1=CC(=C(C=C1OC)CC(C)N)OC
chemical formula
C₁₃H₂₁NO₂
Commons category
2,5-Dimethoxy-4-ethylamphetamine
Sources (2)

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~18 min read

Encyclopedic overview

19 sections
Contents
  • Use and effects
  • Interactions
  • Pharmacology
  • Pharmacodynamics
  • Pharmacokinetics
  • Chemistry
  • Synthesis
  • Analogues
  • History
  • Society and culture
  • Names
  • Legal status
  • United Nations
  • Australia
  • Canada
  • United States
  • See also
  • References
  • External links

DOET, also known as 4-ethyl-2,5-dimethoxyamphetamine or as Hecate, is a psychedelic drug of the phenethylamine, amphetamine, and DOx families. It is closely related to DOM and is a synthetic analogue of the naturally occurring phenethylamine psychedelic mescaline. The drug is the derivative of DOM in which the methyl group at the 4 position has been replaced with a ethyl group. It is taken orally. DOET has a slow onset of 1 to 3hours, a delayed peak of 3 to 5hours, and a dose-dependent and potentially very long duration of 5 to 20hours.

Effects of DOET at low doses include mild euphoria, enhanced self-awareness, and talkativeness, among others. Mild closed-eye visuals can also occur. At higher doses, DOET produces psychedelic effects including heightened emotions, sensory enhancement, rich closed-eye visuals, and open-eye visuals, among others. Physical effects include pupil dilation, increased heart rate, and increased blood pressure. It acts as a selective agonist of the serotonin 5-HT2 receptors, including of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors.

Excerpted from Wikipedia’s “2,5-dimethoxy-4-ethylamphetamine” article, available under the CC BY-SA 4.0 licence.

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