2C-G-4

2C-G-4, also known as 2,5-dimethoxy-3,4-(tetramethylene)phenethylamine or as 6-(2-aminoethyl)-5,8-dimethoxytetralin, is a chemical compound of the phenethylamine and 2C families.^[1] It is the derivative of 2C-G (2C-G-0) in which the 3,4-dimethyl groups have been connected via two additional carbon atoms to form a cyclohexane ring attached to the benzene ring and hence has a tetralin (1,2,3,4-tetrahydronaphthalene) ring system.^[1]

Other names2,5-Dimethoxy-3,4-(tetramethylene)phenethylamine; 3,4-Tetramethylene-2,5-dimethoxyphenethylamine; 6-(2-Aminoethyl)-5,8-dimethoxytetralin

Routes of
administrationUnknown^[1]

ATC code

• None

Onset of actionUnknown^[1]

Quick facts Clinical data, Other names ...

2C-G-4

Clinical data
Other names	2,5-Dimethoxy-3,4-(tetramethylene)phenethylamine; 3,4-Tetramethylene-2,5-dimethoxyphenethylamine; 6-(2-Aminoethyl)-5,8-dimethoxytetralin
Routes of administration	Unknown[1]
ATC code	None
Pharmacokinetic data
Onset of action	Unknown[1]
Duration of action	Unknown[1]
Identifiers
IUPAC name 2-(1,4-dimethoxy-5,6,7,8-tetrahydronaphthalen-2-yl)ethanamine
CAS Number	952006-59-6
PubChem CID	44719505
ChemSpider	23553010
UNII	JZ93A3108G
CompTox Dashboard (EPA)	DTXSID201024776
Chemical and physical data
Formula	C14H21NO2
Molar mass	235.327 g·mol−1
3D model (JSmol)	Interactive image
SMILES COC1=C2CCCCC2=C(C(=C1)CCN)OC
InChI InChI=1S/C14H21NO2/c1-16-13-9-10(7-8-15)14(17-2)12-6-4-3-5-11(12)13/h9H,3-8,15H2,1-2H3 Key:LBXJFOGUUUOECQ-UHFFFAOYSA-N

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The compound was included by Alexander Shulgin as an entry in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).^[1] However, Shulgin was unable to complete the last step of the chemical synthesis of the compound and never tested it.^[1] In any case, he anticipated that it would be an active compound.^[1] The synthesis of 2C-G-4 has been described.^[1]

2C-G-4 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.^[2]