2C-CN
2C-CN, also known as 4-cyano-2,5-dimethoxyphenethylamine, is a serotonin [receptor modulator] and possible serotonergic psychedelic of the phenethylamine and 2C families.
Use and effects
2C-CN was previously not known to have been tested in humans and it was unknown whether it produces psychedelic effects. According to Daniel Trachsel however, 2C-CN was inactive at a dose of 10mg orally, whereas a dose of 22mg orally possibly produced threshold effects.
Pharmacology
Pharmacodynamics
2C-CN is a serotonin 5-HT2 receptor partial to full agonist, including of the serotonin 5-HT2A, 5-HT2B, and [5-HT2C receptor|5-HT2C receptor]s. Its values were 78–503nM at the serotonin 5-HT2A receptor, 650nM at the serotonin 5-HT2B receptor, and 140nM at the serotonin 5-HT2C receptor. The drug was 10-fold or more less potent as a serotonin 5-HT2A receptor agonist than other notable 2C psychedelics including 2C-B, 2C-D, 2C-T, 2C-P, and 2C-T-7.
Chemistry
Synthesis
The chemical synthesis of 2C-CN has been described.
Derivatives
2C-CN is the 2C parent compound of potent serotonin 5-HT2A receptor agonists of the 25-NB family including 25CN-NBOH, 25CN-NBOMe, 25CN-NBF, and 25CN-NBMD, among others. 25CN-NBOH is notable in being one of the most selective serotonin 5-HT2A receptor agonists known. In addition, 25-NB derivatives of 2C-CN are known that act as β-arrestin-biased serotonin 5-HT2A receptor agonists.
History
2C-CN was first described in the scientific literature by 1984. It was briefly mentioned by Alexander Shulgin in his books PiHKAL and The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Daniel Trachsel described 2C-CN's preliminary properties and effects in humans in 2013. The drug's pharmacology was elucidated in the mid-2020s.
Legal status
Canada
2C-CN is a controlled substance in Canada under phenethylamine blanket-ban language.
United States
2C-CN is not an explicitly controlled substance in the United States. However, it could be considered a controlled substance under the Federal Analogue Act if intended for human consumption.