Eugammon of Cyrene
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Names | |
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Preferred IUPAC name
2-{2,5-Dimethoxy-4-[(propan-2-yl)oxy]phenyl}ethan-1-amine | |
Identifiers | |
3D model (JSmol)
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ChemSpider |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
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).
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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, 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 pharmacology of 2C-O-4 has been studied.[2]
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.[3]
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.
See also
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
- ^ 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.
- ^ "Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". 4 May 2016.
Phenethylamines |
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Amphetamines |
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Cathinones |
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Catecholamines (and close relatives) |
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Cyclized phenethylamines |
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Related compounds |
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