2C-G

2C-G
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
Drug classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Legal status
Legal status
  • In general Unscheduled
Pharmacokinetic data
Onset of action2 hours (peak)
Duration of action18–30 hours
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
FormulaC12H19NO2
Molar mass209.289 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 checkY
  • Key:NFOHGLKGLZIHJQ-UHFFFAOYSA-N checkY
 X markNcheckY (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. First synthesized by Alexander Shulgin, it has structural and pharmacodynamic properties similar to 2C-D and Ganesha (G). The drug has a number of known homologues, which are known as the 2C-G series of compounds.

Use and effects

In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists 2C-G's dose range as 20 to 35 mg orally and its duration as 18 to 30 hours. The time to peak effects was described as being 2 hours. The effects of 2C-G have been reported to include little in the way of visuals, being a "true psychedelic", mental changes, insights, altered sense of taste, "energy tremor", stomach queasiness, and a feeling of heat in the upper back. The drug is said to have very similar properties and effects as its amphetamine homologue Ganesha (G). Its similar potency to Ganesha is in contrast to other 2Cs and psychedelic phenethylamines, which are less potent than their amphetamine homologues.

Interactions

Chemistry

Synthesis

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

Homologues

Several homologues of 2C-G (2C-G-0) were also synthesized and/or tested by Alexander Shulgin. These include 2C-G-3, 2C-G-5, and 2C-G-N. 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.

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

The synthesis of this compound has not been reported, but it is described prophetically in WO2022271982
DOx analogue: None
2C-G-2 CAS #: 2888537-48-0

The synthesis of this compound has not been reported, but it is described prophetically in WO2022271982
DOx analogue: None
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-4 CAS #: 952006-59-6

Partially synthesized but not tested.
DOx analogue: G-4
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-6 CAS #: 2888537-49-1

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

History

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

Society and culture

Canada

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

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.

See also

References

  1. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 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.
  4. ↑ Drug Enforcement Administration (3 December 2007). "Definition of "Positional Isomer" as It Pertains to the Control of Schedule I Controlled Substances". Federal Register.