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2,4,5-Trimethoxyphenethylamine

From Wikipedia, the free encyclopedia
(Redirected from2C-O)
2,4,5-Trimethoxyphenethylamine
Names
Preferred IUPAC name
2-(2,4,5-Trimethoxyphenyl)ethan-1-amine
Other names
2C-O; 2C-OMe; 2,4,5-TMPEA; TMPEA-2
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C11H17NO3/c1-13-9-7-11(15-3)10(14-2)6-8(9)4-5-12/h6-7H,4-5,12H2,1-3H3 checkY
    Key: GKATTZLSNLYADI-UHFFFAOYSA-N checkY
  • InChI=1/C11H17NO3/c1-13-9-7-11(15-3)10(14-2)6-8(9)4-5-12/h6-7H,4-5,12H2,1-3H3
    Key: GKATTZLSNLYADI-UHFFFAOYAA
  • O(c1cc(c(OC)cc1OC)CCN)C
Properties
C11H17NO3
Molar mass211.261 g·mol−1
Melting point187 to 188 °C (369 to 370 °F; 460 to 461 K)
Pharmacology
Legal status
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Chemical compound

2,4,5-Trimethoxyphenethylamine (2,4,5-TMPEA orTMPEA-2), also known as2C-O or2C-OMe, or is aphenethylamine of the2C family and was first synthesized by Jansen in 1931.[1] It is apositional isomer of the drugmescaline (3,4,5-trimethoxy).

Chemistry

[edit]

2C-O is a member of a class ofchemical compounds commonly known asphenethylamines. Its full chemical name is 2-(2,4,5-trimethoxyphenyl)ethanamine; it is also known as 2,4,5-trimethoxyphenethylamine and 2,4,5-TMPEA.

Effects

[edit]

Although not centrally active itself, 2C-O appeared to potentiate the action of mescaline when employed as pretreatment 45 minutes prior to the administration of mescaline.[2]

Dangers

[edit]

The toxicity of 2C-O is not known.

Law

[edit]

Canada

[edit]

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

United States

[edit]

2C-O is aSchedule I substance, as a positional isomer ofmescaline.

United Kingdom

[edit]

2C-O and all other compounds featured inPiHKAL areClass A drugs in the United Kingdom.

See also

[edit]

References

[edit]
  1. ^Jansen, MPJM (1931)."β-2: 4: 5-Trimethoxyphenylethylamine, an isomer of mescaline".Recueil des Travaux Chimiques des Pays-Bas.50 (4):291–312.doi:10.1002/recl.19310500403. Retrieved22 November 2022.
  2. ^Shulgin, Alexander;Shulgin, Ann (September 1991).PiHKAL: A Chemical Love Story.Berkeley, California: Transform Press.ISBN 0-9630096-0-5.OCLC 25627628.
  3. ^Government of Canada, Public Works and Government Services Canada (May 4, 2016)."Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)".gazette.gc.ca.

External links

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