2-Furylethylamine

vanc 6 2-Furylethylamine.svg skin-invert-image 175px None 1121-46-6 86423-58-7 (HCl) 1132863 963066 4552984 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 2-(furan-2-yl)ethanamine 6 9 1 1 C1=COC(=C1)CCN 1S/C6H9NO/c7-4-3-6-2-1-5-8-6/h1-2,5H,3-4,7H2 ZQSLNSHMUQXSQJ-UHFFFAOYSA-N 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. Shulgin A, Manning T, Daley PF #67. FEA 138–141 https://archive.org/details/shulgin-index-vol-1/page/138/mode/1up The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds Transform Press Berkeley, CA 1 2011 978-0-9630096-3-0 709667010 It is known to have similar pressor effects as amphetamine and strong constricting effects on the uterus in animals. Alles GA, Feigen GA Comparative physiological actions of phenyl-, thienyl-, and furylisopropylamines Journal of Pharmacology and Experimental Therapeutics 72 3 265–275 1941 10.1016/S0022-3565(25)03876-5 https://bitnest.netfirms.com/external/J.Pharmacol.Exp.Ther/72.3.265 subscription Windaus A, Dalmer O 1920 Furethylamine and tetrahydrofurethylamine. Berichte Deutsch. Chem. Ges. 53B 2304–2308 10.1002/cber.19200531118 The psychoactive effects of FEA in humans are unknown. Derivatives of FEA include α-Me-FEA (furylisopropylamine) and α,N-Me-FEA, among others. α-Me-FEA was less several-fold potent than amphetamine in animals and showed limited effects in humans. 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. Some of them are known to be active. FEA was first synthesized by 1920. FEA and analogues were studied by Gordon Alles and colleagues, who discovered its pressor effects. FEA is not a controlled substance in the United States as of 2011. 90 180 File:Phenethylamine2DCSD.svg skin-invert-image Phenethylamine File:Amphetamine structure.svg skin-invert-image Amphetamine File:Thiopropamine structure.svg skin-invert-image Thiopropamine References External links FEA - Isomer Design Category:Abandoned drugs Category:Arylalkylamines Category:Antihypotensive agents Category:2-Furyl compounds