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EntityQ4633048· pop 7· linked from 1,428 articles

Also known as 2,5-dimethoxy-4-isopropoxyphenethylamine, 2,​5-​dimethoxy-​4-​(1-​methylethoxy)​-benzeneethanamine, 4-isopropoxy-2,5-dimethoxyphenethylamine, 2-{2,5-dimethoxy-4-[(propan-2-yl)oxy]phenyl}ethan-1-amine, 2-[2,5-dimethoxy-4-(propan-2-yloxy)phenyl]ethan-1-amine

2C-O-4, also known as 4-isopropoxy-2,5-dimethoxyphenethylamine, is a phenethylamine of the 2C family. It is also a positional isomer of isoproscaline and was probably first synthesized by Alexander Shulgin. It produces hallucinogenic or psychedelic effects. Because of the low potency of 2C-O-4, and the inactivity of 2C-O, Shulgin felt that the 2C-O series would not be an exciting area for research, and did not pursue any further analogues.

In the Vinony graph

Within Vinony's link graph, 2C-O-4 is referenced by 1,428 other articles, and connects out to 2C-G, tryptamines and lysergic acid diethylamide.

It is catalogued under topics including 2C (psychedelics), Catechol ethers and Chemical pages without DrugBank identifier.

Its subject is documented across 6 Wikipedia language editions.

Wikidata facts

Mass
239.152
Show 3 more facts
chemical formula
C₁₃H₂₁NO₃
Commons category
2C-O-4
canonical SMILES
CC(C)OC1=C(C=C(C(=C1)OC)CCN)OC
Sources (2)

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Encyclopedic overview

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

{{Infobox drug | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477216433 | drug_name = | image = 2C-O-4.svg | image_class = skin-invert-image | width = 250px | image2 = 2C-O-4-3d-sticks.png | image_class2 = bg-transparent | width2 = 235px

| pronounce = | tradename = | Drugs.com = | MedlinePlus = | licence_CA = | licence_EU = | DailyMedID = | licence_US = | pregnancy_AU = | pregnancy_category = | dependency_liability = | addiction_liability = | routes_of_administration = Oral | class = Psychoactive drug | ATC_prefix = None | ATC_suffix =

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

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