2C-EF
2C-EF, also known as 4--2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families. It is the 2C analogue of the DOx psychedelic DOEF. The drug is taken orally. 2C-EF was first described in the literature by Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved.While 2C-EF was briefly mentioned by Alexander Shulgin in his book PiHKAL, its properties and effects were not described. Subsequently, in his book The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds, Shulgin listed 2C-EF's dose range as 6 to 12mg orally and its duration as 12hours. This information was cited via personal communication with M. Mueller in 2006.Interactions
2C-EF is metabolized by monoamine oxidase enzymes, including monoamine oxidase A and/or monoamine oxidase B. Monoamine oxidase inhibitors such as phenelzine, tranylcypromine, moclobemide, and selegiline may potentiate the effects of 2C-EF. This may result in overdose and serious toxicity.Pharmacology
Pharmacodynamics
2C-EF is a serotonergic psychedelic and hence presumably acts as a serotonin 5-HT2A receptor agonist.Pharmacokinetics
The metabolism of 2C-EF has been studied in vitro. It undergoes demethylation at position 2 or 5, hydroxylation, and deamination, as well as acetylation and glucuronidation. Oxidative deamination, mediated mainly by monoamine oxidase enzymes, is the main route of metabolism for 2C-EF.Chemistry
Analogues
s of 2C-EF include 2C-E, 2C-T-21, 2C-TFM, 2C-TFE, DOEF, and 2C-EF-FLY, among others.History
2C-EF was originally named by Alexander Shulgin in his 1991 book PiHKAL. However, he only speculated about it and never actually synthesized or tested it himself. Subsequently, 2C-EF was synthesized and tested by others such as Daniel Trachsel.2C-EF is a controlled substance in Canada under phenethylamine blanket-ban language.2C-EF 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.