Skip to content
3C-E

Structure via PubChem · Public domain (PubChem)

EntityQ4636226· pop 6· linked from 1,430 articles

Also known as 3,5-dimethoxy-4-ethoxyamphetamine, 4-ethoxy-3,5-dimethoxyamphetamine, 1-(4-ethoxy-3,5-dimethoxyphenyl)propan-2-amine

3C-E, also known as 4-ethoxy-3,5-dimethoxyamphetamine or as α-methylescaline (3C-escaline), is a psychedelic drug of the phenethylamine, amphetamine, and 3C families related to 3,4,5-trimethoxyamphetamine (TMA). It is the amphetamine (3C) analogue of escaline.

Chemical data

Formula
C13H21NO3
Molecular weight
239.31 g/mol
IUPAC name
1-(4-ethoxy-3,5-dimethoxyphenyl)propan-2-amine
SMILES
CCOC1=C(C=C(C=C1OC)CC(C)N)OC
InChIKey
AHLXCGRWNKUNTQ-UHFFFAOYSA-N
XLogP
1.6
Polar surface area
53.7 Ų
H-bond donors
1
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of
phenethylamine
Has part
nitrogen
Mass
239.152143532
Show 5 more facts
canonical SMILES
CCOc1c(cc(cc1OC)CC(C)N)OC
chemical formula
C₁₃H₂₁NO₃
discoverer or inventor
Alexander Shulgin
subject has role
psychedelic drug
Sources (2)

via Wikidata · CC0

~3 min read

Encyclopedic overview

14 sections
Contents
  • Use and effects
  • Interactions
  • Pharmacology
  • Pharmacodynamics
  • Chemistry
  • Synthesis
  • Analogues
  • History
  • Society and culture
  • Legal status
  • Canada
  • See also
  • References
  • External links

3C-E, also known as 4-ethoxy-3,5-dimethoxyamphetamine or as α-methylescaline (3C-escaline), is a psychedelic drug of the phenethylamine, amphetamine, and 3C families related to 3,4,5-trimethoxyamphetamine (TMA). It is the amphetamine (3C) analogue of escaline.

==Use and effects== In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists 3C-E's dose as 30 to 60mg orally and its duration as 8 to 12hours. Per other sources, it has an estimated typical dose of 45mg orally. The drug has about the same potency as escaline.

Excerpted from Wikipedia’s “3C-E” article, available under the CC BY-SA 4.0 licence.

Available in 6 languages

via Wikidata sitelinks · CC0