Chemistry:2-Furylethylamine

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2-Furylethylamine (2-FEA or FEA) is a drug of the arylalkylamine family related to the substituted phenethylamines such as β-phenethylamine (PEA) and amphetamine.[1] It is known to have similar pressor effects as amphetamine and strong constricting effects on the uterus in animals.[1][2][3] The psychoactive effects of FEA in humans are unknown.[1]

Derivatives of FEA include α-Me-FEA (furylisopropylamine) and α,N-Me-FEA, among others.[1][2] α-Me-FEA was less several-fold potent than amphetamine in animals and showed limited effects in humans.[2] Analogues of FEA, besides β-phenethylamine (PEA) and amphetamine (α-Me-PEA), include TH-FEA, α-Me-TH-FEA, ThEA, thiopropamine (α-Me-ThEA), 3-ThEA, 2-(2-pyrrolyl)ethylamine (NEA), and α-Me-NEA, among others.[1][2] Some of them are known to be active.[1][2]

FEA was first synthesized by 1920.[1][3] FEA and analogues were studied by Gordon Alles and colleagues, who discovered its pressor effects.[1][2] FEA is not a controlled substance in the United States as of 2011.[1]

References

  1. 1.0 1.1 1.2 1.3 1.4 1.5 1.6 1.7 1.8 "#67. FEA". The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. 1. Berkeley, CA: Transform Press. 2011. pp. 138–141. ISBN 978-0-9630096-3-0. OCLC 709667010. https://archive.org/details/shulgin-index-vol-1/page/138/mode/1up. 
  2. 2.0 2.1 2.2 2.3 2.4 2.5 "Comparative physiological actions of phenyl-, thienyl-, and furylisopropylamines". Journal of Pharmacology and Experimental Therapeutics 72 (3): 265–275. 1941. doi:10.1016/S0022-3565(25)03876-5. https://bitnest.netfirms.com/external/J.Pharmacol.Exp.Ther/72.3.265. 
  3. 3.0 3.1 "Furethylamine and tetrahydrofurethylamine.". Berichte Deutsch. Chem. Ges. 53B: 2304–2308. 1920. doi:10.1002/cber.19200531118.