2C-N
2C-N, also known as 4-nitro-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families. It is taken orally.
2C-N was first synthesized by Alexander Shulgin and was described in his 1991 book PiHKAL.Use and effects
In his book PiHKAL, Alexander Shulgin lists 2C-N's dose range as 100 to 150mg or more orally and a duration of 4 to 6hours. It has an estimated typical dose of about 120mg orally. Its onset is within 30minutes and peak effects occur after 1hour. The effects of 2C-N have been reported to include some visual changes, similarities to MDMA, lightheadedness, eye wiggling, easier conversation, and improved mood. It was described as a "strange material, but okay".Interactions
2C drugs like 2C-N are known to be metabolized by the monoamine oxidase enzymes MAO-A and MAO-B. Monoamine oxidase inhibitors such as phenelzine, tranylcypromine, moclobemide, and selegiline may potentiate the effects of 2C drugs like 2C-N. This may result in overdose and serious toxicity.Pharmacology
Pharmacodynamics
2C-N is a low-potency partial agonist of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors.Chemistry
Properties
of 2C-N have a bright yellow to orange color due to the presence of the nitro group, unlike all other members of the 2C family in which the salts are white.Synthesis
The chemical synthesis of 2C-N has been described. It is synthesized by the mixed acid nitration of 2C-H using sulfuric acid and nitric acid.Analogues
s of 2C-N include DON, 2C-CN, and 25N-NBOMe, among others.History
2C-N was first described in the scientific literature by at least 1991.Society and culture
Legal status
Canada
As of October 31, 2016, 2C-N is a controlled substance in Canada.2C-N and most other compounds featured in PiHKAL are illegal drugs in the United Kingdom.In the United States, 2C-N is a Schedule 1 controlled substance.