Phenylisobutylamine

Phenylisobutylamine
Clinical data
Other namesα-Ethylphenethylamine; α-Ethylphenylethylamine; Butanphenamine; B; AEPEA
Routes of
administration
Oral
Drug classNorepinephrine–dopamine releasing agent; Stimulant
ATC code
  • none
Legal status
Legal status
Identifiers
  • 1-phenylbutan-2-amine
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC10H15N
Molar mass149.237 g·mol−1
3D model (JSmol)
  • CCC(CC1=CC=CC=C1)N
  • InChI=1S/C10H15N/c1-2-10(11)8-9-6-4-3-5-7-9/h3-7,10H,2,8,11H2,1H3
  • Key:IOLQWLOHKZENDW-UHFFFAOYSA-N

Phenylisobutylamine, also known as α-ethylphenethylamine (AEPEA) or as butanphenamine (B), is a stimulant drug of the phenethylamine and amphetamine families. It is a higher homologue of amphetamine, differing from amphetamine's molecular structure only by the substitution of the methyl group at the alpha position of the side chain with an ethyl group.

Phenylisobutylamine acts as a norepinephrine–dopamine releasing agent (NDRA) and has been found to produce stimulant-like and reinforcing effects in animals. It shows much lower potency and a greater preference for induction of norepinephrine release compared to dextroamphetamine.

"Phenylisobutylamine" is in fact a chemical misnomer because isobutylamine itself contains a branched chain. The correct name after this style for this class of compound would be "phenylsecbutylamine".