2C-G

2C-G
Names
Preferred IUPAC name
2-(2,5-Dimethoxy-3,4-dimethylphenyl)ethan-1-amine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • 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 Y
    Key: NFOHGLKGLZIHJQ-UHFFFAOYSA-N Y
  • InChI=1/C12H19NO2/c1-8-9(2)12(15-4)10(5-6-13)7-11(8)14-3/h7H,5-6,13H2,1-4H3
    Key: NFOHGLKGLZIHJQ-UHFFFAOYAX
  • COc1c(C)c(C)c(cc1CCN)OC
Properties
C12H19NO2
Molar mass 209.289 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

2C-G is a psychedelic phenethylamine of the 2C-series. First synthesized by Alexander Shulgin,[1] it is sometimes used as an entheogen. It has structural and pharmacodynamic properties similar to 2C-D and Ganesha. Like many of the phenethylamines in PiHKAL, 2C-G and its homologs have only been taken by Shulgin and a small test group, making it difficult to ensure completeness when describing effects.

Chemistry

2C-G is 3,4-dimethyl-2,5-dimethoxyphenethylamine, with the formula C
12H
19NO
2.

Dosage and effects

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

Homologs

Several homologs of 2C-G were also synthesized by 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.

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

The synthesis of this compound has not been reported, but it is described prophetically in WO2022271982

2C-G-2 CAS: 2888537-48-0

The synthesis of this compound has not been reported, but it is described prophetically in WO2022271982

2C-G-3 CAS: 207740-19-0

Dosage: 16–25 mg
Duration: 12–24 hours
Effects: Some visual effects. General euphoria with an underlying sense of paranoia.

2C-G-4 CAS: 952006-59-6

Synthesized but not tested.

2C-G-5 CAS: 207740-20-3

Dosage: 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).

2C-G-6 CAS: 2888537-49-1

The synthesis of this compound has not been reported, but it is described prophetically in WO2022271982

2C-G-N CAS: 207740-21-4

Dosage: 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.

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 1 controlled substance as a positional isomer of 2C-E and 2,5-Dimethoxy-4-methylamphetamine (DOM).[3]

See also

References

  1. ^ a b c PiHKAL entry on 2C-G
  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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