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| Other names | 25CN; 2,5-Dimethoxy-4-cyanophenethylamine; 4-Cyano-2,5-dimethoxyphenethylamine |
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| Formula | C11H14N2O2 |
| Molar mass | 206.245 g·mol−1 |
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2C-CN, also known as4-cyano-2,5-dimethoxyphenethylamine, is achemical compound of thephenethylamine and2C families.[1][2][3][4][5][6] It was not known to have been tested in humans and it is unknown whether it producespsychedelic effects.[1][2] According toDaniel Trachsel however, 2C-CN was inactive at anoral dose of 10 mg, whereas an oral dose of 22 mg possibly produced threshold effects.[7]
The drug is the 2Cparent compound ofpotentserotonin5-HT2A receptoragonists of the25-NB family including25CN-NBOH,25CN-NBOMe,25CN-NBF, and25CN-NBMD, among others.[8][9][10][6][11][12] 25CN-NBOH is notable in being one of the mostselective serotonin 5-HT2A receptor agonists known.[8][11] In addition, 25-NBderivatives of 2C-CN are known that act asβ-arrestin-biased serotonin 5-HT2A receptor agonists.[6]
2C-CN was first described in thescientific literature by 1984.[3] It was briefly mentioned byAlexander Shulgin in his booksPiHKAL (Phenethylamines I Have Known and Loved) (1991) andThe Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds (2011).[1][2]
Die Substanz 2C-CN (186) [87] trägt eine Nitrilgruppe in der 4-Position. Aufgrund der polaren Nitrilgruppe und den tieferen Affinitäten des 3C-Analogons DOCN (187) zum 5-HT2A-Rezeptor (siehe Tabelle 10) kann eine schwache Aktivität im Menschen vermutet werden. Das deckt sich mit ersten Versuchen am Menschen, wonach 10mg 2C-CN (186) oral keinerlei Effekte zeigten und 22mg lediglich als mögliche Schwellendosis bezeichnet wurden.
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