2C-G

2C-G
Names
	Preferred IUPAC name 2-(2,5-Dimethoxy-3,4-dimethylphenyl)ethan-1-amine
Identifiers
CAS Number	207740-18-9 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL127202 ;
ChemSpider	21106224 ;
PubChem CID	22238091;
UNII	DTG7FMO01J ;
CompTox Dashboard (EPA)	DTXSID70174848 ;
	InChI 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 Key: NFOHGLKGLZIHJQ-UHFFFAOYSA-N ; 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;
	SMILES COc1c(C)c(C)c(cc1CCN)OC;
Properties
Chemical formula	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). verify (what is ?) 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
₁₉N O
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-1
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-2
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-3
2C-G-4	CAS: 952006-59-6 Synthesized but not tested.	2C-G-4
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-5
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-6
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.	2C-G-N

Legal status

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]

References

^ ^a ^b ^c PiHKAL entry on 2C-G
^ "Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". 4 May 2016.
^ "Lists of: Scheduling Actions - Controlled Substances - Regulated Chemicals" (PDF). Drug Enforcement Administration. February 2023.

External links

[1], [2], [3], [4] PiHKAL entries on the homologues
2C-G Entry in PiHKAL • info
2C-G-3 Entry in PiHKAL • info
2C-G-4 Entry in PiHKAL • info
2C-G-5 Entry in PiHKAL • info
2C-G-N Entry in PiHKAL • info

[PiHKAL-1] 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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[2]

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