2-Furylethylamine
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| Other names | 2-Furylethylamine; Furylethylamine; 2-Furan-2-yl-ethylamine; 2-Furanethanamine; 2-(2-Furyl)ethanamine; 2-(2-Aminoethyl)furan; 2-(Furan-2-yl)ethan-1-amine; Furfurylmethylamine |
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| CompTox Dashboard (EPA) | |
| ECHA InfoCard | 100.128.411 |
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| Formula | C6H9NO |
| Molar mass | 111.144 g·mol−1 |
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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 to have strong constricting effects on the uterus.[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
[edit]- ^ a b c d e f g h i Shulgin A, Manning T, Daley PF (2011). "#67. FEA". The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley, CA: Transform Press. pp. 138–141. ISBN 978-0-9630096-3-0. OCLC 709667010.
- ^ a b c d e f Alles GA, Feigen GA (1941). "Comparative physiological actions of phenyl-, thienyl-, and furylisopropylamines". Journal of Pharmacology and Experimental Therapeutics. 72 (3): 265–275.
- ^ a b Windaus A, Dalmer O (1920). "Furethylamine and tetrahydrofurethylamine". Berichte Deutsch. Chem. Ges. 53B: 2304–2308.
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