2C (psychedelics)

From Wikipedia, the free encyclopedia
Jump to: navigation, search

2C (2C-x) is a general name for the family of psychedelic phenethylamines containing methoxy groups on the 2 and 5 positions of a benzene ring. Most of these compounds also carry lipophilic substituents at the 4 position, usually resulting in more potent and more metabolically stable and longer acting compounds. Most of the currently known 2C compounds were first synthesized by Alexander Shulgin in the 1970s and 1980s and published in his book PiHKAL (Phenethylamines i Have Known And Loved). Shulgin also invented the term 2C, being an acronym for the 2 carbon atoms between the benzene ring and the amino group.[1]

General structure of a 2C compound
2C-SHIVA, full name:

A purported stimulant and unlike the others of the 2C class not a psychotomimetic.
Nomenclature R3 R4 2D Structure 3D Structure
2C-B H Br 2C-B-Chemdraw.png 2C-B-3d-sticks.png
2C-C H Cl 2C-C.svg 2C-C-3d-sticks.png
2C-D H CH3 2C-D-Chemdraw.png 2C-D-3d-sticks.png
2C-E H CH2CH3 2C-E-Chemdraw.png 2C-E-3d-sticks.png
2C-F H F 2C-F-Chemdraw.png 2C-F-3d-sticks.png
2C-G CH3 CH3 2C-G-Chemdraw.png 2C-G-3d-sticks.png
2C-G-3 (CH2)3 2C-G-3-Chemdraw.png 2C-G-3-3d.png
2C-G-4 (CH2)4 2C-G-4-Chemdraw.png 2C-G-4-3d2.png
2C-NPH (CH)4 2C-G-N-Chemdraw.png 2C-G-N-3d.png
2C-H H H 2C-H-Chemdraw.png 2C-H-3d-sticks.png
2C-I H I 2C-I-Chemdraw.png 2C-I-3d-sticks.png
2C-N H NO2 2C-N-Chemdraw.png 2C-N-3d-sticks.png
2C-NH2 H NH2
2C-O H OCH3 2C-O-Chemdraw.png 2C-O-3d.png
2C-O-4 H OCH(CH3)2 2C-O-4-Chemdraw.png 2C-O-4-3d.png
2C-P H CH2CH2CH3 2C-P-Chemdraw.png 2C-P-3d-sticks.png
2C-iP H CH(CH3)2 2C-iP structure.png
2C-Ph H C6H5
2C-SE H SeCH3 2C-SE-Chemdraw.png 2C-SE-3d-sticks.png
2C-T H SCH3 2C-T-Chemdraw.png 2C-T-3d.png
2C-T-2 H SCH2CH3 2C-T-2-Chemdraw.png 2C-T-2-3d.png
2C-T-4 H SCH(CH3)2 2C-T-4-Chemdraw.png 2C-T-4-3d-sticks.png
2C-T-7 H S(CH2)2CH3 2C-T-7-Chemdraw.png 2C-T-7-3d-sticks.png
2C-T-8 H SCH2CH(CH2)2 2C-T-8-Chemdraw.png 2C-T-8-3d-sticks.png
2C-T-9 H SC(CH3)3 2C-T-9-Chemdraw.png 2C-T-9-3d-sticks.png
2C-T-13 H S(CH2)2OCH3 2C-T-13-Chemdraw.png 2C-T-13-3d-sticks.png
2C-T-15 H SCH(CH2)2 2C-T-15-Chemdraw.png 2C-T-15-3d-sticks.png
2C-T-17 H SCH(CH3)CH2CH3 2C-T-17-Chemdraw.png 2C-T-17-3d-sticks.png
2C-T-21 H S(CH2)2F 2C-T-21-Chemdraw.png 2C-T-21-3d-sticks.png
2C-TFM H CF3 2C-TFM-Chemdraw.png 2C-TFM-3d.png
2C-YN H C≡CH 2C-YN skeletal.svg

See also[edit]