2-Furylethylamine

2-Furylethylamine
Clinical data
Other names2-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
Identifiers
  • 2-(furan-2-yl)ethanamine
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.128.411
Chemical and physical data
FormulaC6H9NO
Molar mass111.144 g·mol−1
3D model (JSmol)
  • C1=COC(=C1)CCN
  • InChI=1S/C6H9NO/c7-4-3-6-2-1-5-8-6/h1-2,5H,3-4,7H2
  • Key: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. It is known to have similar pressor effects as amphetamine and strong constricting effects on the uterus in animals. 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.