2C (psychedelics)

2C (2C-x) is a general name for the family of psychedelic phenethylamines containing methoxy groups on the 2 and 5 positions of a benzene ring.[1] Most of these compounds also carry lipophilic substituents at the 4 position, usually resulting in more potent and more metabolically stable and longer acting compounds.[2] Most of the currently known 2C compounds were first synthesized by Alexander Shulgin in the 1970s and 1980s and published in his book PiHKAL (Phenethylamines i Have Known And Loved). Shulgin also coined the term 2C, being an acronym for the 2 carbon atoms between the benzene ring and the amino group.[3]

General structure of a 2C compound
Nomenclature R3 R4 2D Structure 3D Structure
2C-B H Br
2C-BAN
2C-Bn H CH2C6H5
2C-Bu H CH2CH2CH2CH3
2C-C H Cl
2C-CN H C≡N
2C-CP H C3H5
2C-D H CH3
2C-E H CH2CH3
2C-EF H CH2CH2F
2C-F H F
2C-G CH3 CH3
2C-G-1
2C-G-2 (CH2)2
2C-G-3 (CH2)3
2C-G-4 (CH2)4
2C-G-5 (CH2)5
2C-G-6 (CH2)6
2C-G-N (CH)4
2C-H H H
2C-I H I
2C-iP H CH(CH3)2
2C-N H NO2
2C-NH2 H NH2
2C-O H OCH3
2C-O-4 H OCH(CH3)2
2C-P H CH2CH2CH3
2C-Ph H C6H5
2C-SE H Se CH3
2C-T H SCH3
2C-T-2 H SCH2CH3
2C-T-3[4]
2C-T-4 H SCH(CH3)2
2C-T-5[4]
2C-T-6[4]
2C-T-7 H S(CH2)2CH3
2C-T-8 H SCH2CH(CH2)2
2C-T-9[4]
2C-T-10[4]
2C-T-11[4]
2C-T-12[4]
2C-T-13 H S(CH2)2OCH3
2C-T-14[5]
2C-T-15 H SCH(CH2)2
2C-T-16 H SCH2CH=CH2
2C-T-17 H SCH(CH3)CH2CH3
2C-T-18[5]
2C-T-19 H SCH2CH2CH2CH3
2C-T-20[5]
2C-T-21 H S(CH2)2F
2C-T-21.5[5]
2C-T-22[5]
2C-T-23[5]
2C-T-24[5]
2C-T-25[5]
2C-T-27[5]
2C-T-28[5]
2C-T-30[5]
2C-T-31[5]
2C-T-32[5]
2C-T-33[5]
2C-TFE H CH2CF3
2C-TFM H CF3
2C-YN H C≡CH
2C-V H CH=CH2

Legality

Canada

As of October 12, 2016, the 2C-x family of substituted phenethylamines is a controlled substances (Schedule III) in Canada.[6]

See also

References

  1. ↑ Alexander Shulgin, Tania Manning and Paul F Daley. The Shulgin Index. Volume 1. Psychedelic Phenethylamines and Related Compounds. Transform Press, 2011. ISBN 978-0-9630096-3-0
  2. ↑ Daniel Trachsel, David Lehmann and Christoph Enzensperger. Phenethylamine Von der Struktur zur Funktion, pp 762-810. Nachtschatten Verlag AG, 2013. ISBN 978-3-03788-700-4
  3. ↑ Shulgin, Alexander; Ann Shulgin (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.
  4. 1 2 3 4 5 6 7 "Shulgin's Sulfur Symphony – Part I". countyourculture. 15 January 2011.
  5. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 "Shulgin's Sulfur Symphony – Part I". countyourculture. 15 January 2011.
  6. ↑ "Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". Canada Gazette. April 15, 2016. Retrieved August 28, 2016.
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