2C-O-4

2C-O-4
Names
	Preferred IUPAC name 2-{2,5-Dimethoxy-4-[(propan-2-yl)oxy]phenyl}ethan-1-amine
Identifiers
CAS Number	952006-65-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	21106225 ;
PubChem CID	44719510;
UNII	1GFL65O0VB;
CompTox Dashboard (EPA)	DTXSID70894771 ;
	InChI 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 Key: KAKXJLWAEMHHTL-UHFFFAOYSA-N ;
	SMILES CC(C)Oc1cc(OC)c(cc1OC)CCN;
Properties
Chemical formula	C13H21NO3
Molar mass	239.31 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

2C-O-4 (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, psychedelic, and entheogenic effects.^[1] 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.^[1]

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.

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 dosage of 2C-O-4 as being >60 mg.^[1]

Pharmacology

The mechanism that produces the hallucinogenic and entheogenic effects of 2C-O-4 is unknown.

Dangers

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

Legality

Canada

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

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

^ ^a ^b ^c Shulgin, 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
^ "Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". 4 May 2016.

[PiHKAL-1] Shulgin, 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] "Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". 4 May 2016.

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