2C-G

Last updated

2C-G
2C-G.svg
2C-G-3d-sticks.png
Clinical data
Other names2C-G-0; 2,5-Dimethoxy-3,4-dimethylphenethylamine; 3,4-Dimethyl-2,5-dimethoxyphenethylamine; 3-Methyl-2C-D
Routes of
administration 		Oral [1]
Drug class Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Legal status
Legal status
  • In general Unscheduled
Pharmacokinetic data
Duration of action 18–30 hours [1]
Identifiers
  • 2-(2,5-dimethoxy-3,4-dimethylphenyl)ethan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C12H19NO2
Molar mass 209.289 g·mol−1
3D model (JSmol)
  • COc1c(C)c(C)c(cc1CCN)OC
  • InChI=1S/C12H19NO2/c1-8-9(2)12(15-4)10(5-6-13)7-11(8)14-3/h7H,5-6,13H2,1-4H3 Yes check.svgY
  • Key:NFOHGLKGLZIHJQ-UHFFFAOYSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (what is this?)    (verify)

2C-G, or 2C-G-0, also known as 3,4-dimethyl-2,5-dimethoxyphenethylamine or as 3-methyl-2C-D, is a psychedelic phenethylamine of the 2C family. [1] First synthesized by Alexander Shulgin, it has structural and pharmacodynamic properties similar to 2C-D and Ganesha (G). [1] The drug has a number of known homologues, which are known as the 2C-G series of compounds. [1]

Contents

Use and effects

In Alexander Shulgin's book PiHKAL (Phenethylamines I Have Known and Loved), the dose range is listed as 20 to 35 mg orally. [1] Effects are similar to the related Ganesha, and are extremely long lasting; the duration is 18 to 30 hours. [1] Visual effects are muted or absent, and it is described as an "insight-enhancer". [1] Unlike other members of the 2C series, 2C-G is nearly as potent as its amphetamine form. [1]

Interactions

Chemistry

Synthesis

The chemical synthesis of 2C-G has been described. [1]

Homologues

Several homologues of 2C-G (2C-G-0) were also synthesized and/or tested by Alexander Shulgin. [1] These include 2C-G-3, 2C-G-5, and 2C-G-N. [1] Some, such as 2C-G-1, 2C-G-2, 2C-G-4, and 2C-G-6, are possible to synthesize in principle but impossible or extraordinarily difficult to do so in practice. [1]

CompoundDetailsStructure
2C-G-1CAS #: 2888537-47-9

The synthesis of this compound has not been reported, but it is described prophetically in WO2022271982
DOx analogue: None

 2C-G-1.png
2C-G-2CAS #: 2888537-48-0

The synthesis of this compound has not been reported, but it is described prophetically in WO2022271982
DOx analogue: None

 2C-G-2.png
2C-G-3 CAS #: 207740-19-0

Dose: 16–25 mg
Duration: 12–24 hours
Effects: Some visual effects. General euphoria with an underlying sense of paranoia.
DOx analogue: G-3

2C-G-3-Chemdraw.png
2C-G-4 CAS #: 952006-59-6

Partially synthesized but not tested.
DOx analogue: G-4

2C-G-4.svg
2C-G-5 CAS #: 207740-20-3

Dose: 10–16 mg
Duration: 32–48 hours
Effects: Similar to 2C-B for some users. General euphoria (sometimes followed by irritability), often leading to tiredness (likely due to duration).
DOx analogue: G-5

2C-G-5.svg
2C-G-6CAS #: 2888537-49-1

The synthesis of this compound has not been reported, but it is described prophetically in WO2022271982
DOx analogue: None

 2C-G-6.png
2C-G-N CAS #: 207740-21-4

Dose: 20–40 mg
Duration: 20–30 hours
Effects: Stimulation similar to that caused by amphetamines. General sense of unease or unfriendliness for most. 2C-G-N is sometimes called 2C-NPH due to the naphthalene portion of the molecule.
DOx analogue: G-N

2C-G-N-Chemdraw.png

History

2C-G was first described in the literature by Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved). [1]

Society and culture

Canada

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

United Kingdom

2C-G and all other compounds featuring in PiHKAL are Class A drugs in the United Kingdom.

United States

In the United States 2C-G is considered a Schedule I controlled substance as a positional isomer of 2C-E and DOM. [3]

See also

References

  1. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 Shulgin AT, Shulgin A (1991). "2C-G". PiHKAL: A Chemical Love Story (1st ed.). Berkeley, CA: Transform Press. ISBN   978-0-9630096-0-9. OL   22859055M.
  2. ↑ "Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". 4 May 2016.
  3. ↑ "Lists of: Scheduling Actions - Controlled Substances - Regulated Chemicals" (PDF). Drug Enforcement Administration. February 2023.
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