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2C-O-4

From Wikipedia, the free encyclopedia
2C-O-4
Names
Preferred IUPAC name
2-{2,5-Dimethoxy-4-[(propan-2-yl)oxy]phenyl}ethan-1-amine
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C13H21NO3/c1-9(2)17-13-8-11(15-3)10(5-6-14)7-12(13)16-4/h7-9H,5-6,14H2,1-4H3 checkY
    Key: KAKXJLWAEMHHTL-UHFFFAOYSA-N checkY
  • CC(C)Oc1cc(OC)c(cc1OC)CCN
Properties
C13H21NO3
Molar mass239.31 g/mol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

2C-O-4, also known as4-isopropoxy-2,5-dimethoxyphenethylamine, is aphenethylamine of the2C family. It is also apositional isomer ofisoproscaline and was probably first synthesized byAlexander Shulgin. It produceshallucinogenic,psychedelic, andentheogenic effects.[1] Because of the low potency of 2C-O-4, and the inactivity of2C-O, Shulgin felt that the 2C-O series would not be an exciting area for research, and did not pursue any furtheranalogues.[1]

Chemistry

[edit]

2C-O-4 is in a class of compounds commonly known asphenethylamines, and the systematic chemical name is 2-(4-isopropoxy-2,5-dimethoxyphenyl)ethanamine.

Effects

[edit]

Little is known about thepsychopharmacological effects of 2C-O-4. Based on the one report available in his bookPiHKAL, Shulgin lists the dosage of 2C-O-4 as being >60mg.[1]

Pharmacology

[edit]

Thepharmacology of 2C-O-4 has been studied.[2]

Dangers

[edit]

The toxicity of 2C-O-4 is not known.

Legality

[edit]

Canada

[edit]

As of October 31, 2016, 2C-O-4 is a controlled substance (Schedule III) in Canada.[3]

United States

[edit]

2C-O-4 is unscheduled and unregulated in theUnited States; however, because of its close similarity in structure and effects tomescaline and2C-T-7, possession and sale of 2C-O-4 may be subject to prosecution under theFederal Analog Act.

See also

[edit]

References

[edit]
  1. ^abcShulgin, Alexander;Shulgin, Ann (September 1991).PiHKAL: A Chemical Love Story.Berkeley, California:Transform Press.ISBN 0-9630096-0-5.OCLC 25627628.2C-O-4 Entry in PiHKAL
  2. ^Kolaczynska KE, Luethi D, Trachsel D, Hoener MC, Liechti ME (2019)."Receptor Interaction Profiles of 4-Alkoxy-Substituted 2,5-Dimethoxyphenethylamines and Related Amphetamines".Front Pharmacol.10: 1423.doi:10.3389/fphar.2019.01423.PMC 6893898.PMID 31849671.
  3. ^"Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". 4 May 2016.
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