2C-O-4 (4-isopropoxy-2,5-dimethoxyphenethylamine) is a phenethylamine of the

2C family 2C (2C-''x'') is a general name for the family of psychedelic drug, psychedelic phenethylamines containing Methoxy, methoxy groups on the 2 and 5 carbon, positions of a benzene ring. Most of these compounds also carry lipophilic substituents at the ...

. It is also a

positional isomer In chemistry, a structural isomer (or constitutional isomer in the IUPAC nomenclature) of a compound is another compound whose molecule has the same number of atoms of each element, but with logically distinct bonds between them. The term meta ...

isoproscaline Isoproscaline or 4-isopropoxy-3,5-dimethoxyphenethylamine is an analog of mescaline. It is closely related to proscaline and was first synthesized by David E. Nichols. It produces hallucinogenic, psychedelic, and entheogenic effects. Chemist ...

and was probably first synthesized by Alexander Shulgin. It produces

hallucinogenic Hallucinogens are a large, diverse class of psychoactive drugs that can produce altered states of consciousness characterized by major alterations in thought, mood, and perception as well as other changes. Most hallucinogens can be categorized ...

, psychedelic, and

entheogen Entheogens are psychoactive substances that induce alterations in perception, mood, consciousness, cognition, or behavior for the purposes of engendering spiritual development or otherwiseRätsch, Christian, ''The Encyclopedia of Psychoac ...

ic effects.2C-O-4 Entry in PiHKAL
/ref> Because of the low potency of 2C-O-4, and the inactivity of

2C-O 2,4,5-Trimethoxyphenethylamine (2C-O or 2C-OMe) or is a phenethylamine of the 2C (psychedelics), 2C family and was first synthesized by Jansen in 1931. It is a structural isomerism, positional isomer of the drug mescaline (3,4,5-trimethoxy). Che ...

, Shulgin felt that the 2C-O series would not be an exciting area for research, and did not pursue any further analogues.

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.

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.

United States

2C-O-4 is unscheduled and unregulated in the

United States The United States of America (U.S.A. or USA), commonly known as the United States (U.S. or US) or America, is a country primarily located in North America. It consists of 50 states, a federal district, five major unincorporated territori ...

; however, because of its close similarity in structure and effects to mescaline and

2C-T-7 2C-T-7 is a psychedelic phenethylamine of the 2C family. In his book '' PiHKAL: A Chemical Love Story'', Alexander Shulgin lists the dosage range as 10 to 30 mg. 2C-T-7 is generally taken orally, and produces psychedelic and entactogenic ef ...

, possession and sale of 2C-O-4 may be subject to prosecution under the

Federal Analog Act The Federal Analogue Act, , is a section of the United States Controlled Substances Act passed in 1986 which allows any chemical "substantially similar" to a controlled substance listed in Schedule I or II to be treated as if it were listed in ...

References

{{Phenethylamines 2C (psychedelics) Isopropyl compounds Catechol ethers Resorcinol ethers