2C-G-N

2C-G-N, or 2C-G-NPH, also known as 1,4-dimethoxynaphthyl-2-ethylamine, is a psychoactive drug of the phenethylamine, 2C, and naphthylethylamine families.^[1] It is the derivative of 2C-G in which the 3,4-dimethyl groups have been extended and connected to form a second benzene ring and hence has a 2-naphthalene ring system.^[1]

Other names2C-G-NPH; 2C-NPH; 1,4-Dimethoxynaphthyl-2-ethylamine

Routes of
administrationOral^[1]

Drug classPsychoactive drug; Stimulant; Antidepressant

ATC code

• None

Quick facts Clinical data, Other names ...

2C-G-N

Clinical data
Other names	2C-G-NPH; 2C-NPH; 1,4-Dimethoxynaphthyl-2-ethylamine
Routes of administration	Oral[1]
Drug class	Psychoactive drug; Stimulant; Antidepressant
ATC code	None
Pharmacokinetic data
Duration of action	20–30 hours[1]
Identifiers
IUPAC name 2-(1,4-dimethoxynaphthalen-2-yl)ethanamine
CAS Number	207740-21-4
PubChem CID	21796713
ChemSpider	10546842
UNII	O5LSQ8027D
ChEMBL	ChEMBL332505
CompTox Dashboard (EPA)	DTXSID601043215
Chemical and physical data
Formula	C14H17NO2
Molar mass	231.295 g·mol−1
3D model (JSmol)	Interactive image
SMILES COC1=CC(=C(C2=CC=CC=C21)OC)CCN
InChI InChI=1S/C14H17NO2/c1-16-13-9-10(7-8-15)14(17-2)12-6-4-3-5-11(12)13/h3-6,9H,7-8,15H2,1-2H3 Key:VKWQEEWEGKDTDE-UHFFFAOYSA-N

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In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists 2C-G-N's dose as 20 to 40 mg orally and its duration as 20 to 30 hours.^[1][2][3] The effects of the drug were reported to include some amphetamine-like stimulation, some possible antidepressant-like effects, "not much psychedelic" but "something really going on anyway", faint uneasiness, and "not as friendly" of effects as other 2C-G compounds.^[1] Its activity was described as "on the wane" compared to other 2C-G drugs and as lasting "too long".^[1]

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

The drug was first described in the literature by Shulgin in PiHKAL in 1991.^[1] It is a controlled substance in Canada under phenethylamine blanket-ban language.^[4]