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2C-O-4

Field	Value
Verifiedfields	changed
Watchedfields	changed
verifiedrevid	477216433
image	2C-O-4-Chemdraw.png
image_class	skin-invert-image
width	250px
image2	2C-O-4-3d-sticks.png
image_class2	bg-transparent
width2	250px
routes_of_administration	Oral
ATC_prefix	None
duration_of_action	A few hours
CAS_number_Ref
CAS_number	952006-65-4
PubChem	44719510
ChemSpiderID_Ref
ChemSpiderID	21106225
UNII	1GFL65O0VB
synonyms	4-Isopropoxy-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-4-isopropoxyphenethylamine
IUPAC_name	2-{2,5-Dimethoxy-4-[(propan-2-yl)oxy]phenyl}ethan-1-amine
C	13	H=21	N=1	O=3
SMILES	CC(C)Oc1cc(OC)c(cc1OC)CCN
StdInChI_Ref
StdInChI	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
StdInChIKey_Ref
StdInChIKey	KAKXJLWAEMHHTL-UHFFFAOYSA-N

| Drugs.com =

| elimination_half-life =

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.

Use and effects

Little is known about the psychopharmacological effects of 2C-O-4. Based on the one report available in his book PiHKAL, Shulgin lists the dose of 2C-O-4 as being greater than 60mg orally. At 60mg, threshold psychoactive effects occurred. These included awareness of something in the front part of the head, yawning, physiological changes, and a general exhilaration and excitement. The effects lasted a few hours and were rated as a +1 on the Shulgin Rating Scale. The drug was regarded as remaining to be fully explored.

Interactions

Pharmacology

Pharmacodynamics

The pharmacology of 2C-O-4 analogues has been studied.

Chemistry

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

Society and culture

Legal status

Canada

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

United States

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

References

{{CitePiHKAL [http://www.erowid.org/library/books_online/pihkal/pihkal035.shtml 2C-O-4 Entry in PiHKAL]
(2019). "Receptor Interaction Profiles of 4-Alkoxy-Substituted 2,5-Dimethoxyphenethylamines and Related Amphetamines". Front Pharmacol.
(4 May 2016). "Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)".

Info: Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

2c-(psychedelics) catechol-ethers isopropyl-compounds isopropoxy-compounds pihkal resorcinol-ethers

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