Phenylisobutylamine

Phenylisobutylamine

Clinical data
Routes of administration	Oral
ATC code	none
Legal status
Legal status	CA: Schedule I DE: NpSG (Industrial and scientific use only) UK: Class A US: Schedule II (isomer of Methamphetamine)
Identifiers
IUPAC name 1-phenylbutan-2-amine
CAS Number	53309-89-0
PubChem CID	103771
ChemSpider	93687
CompTox Dashboard (EPA)	DTXSID50874112
Chemical and physical data
Formula	C10H15N
Molar mass	149.237 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCC(CC1=CC=CC=C1)N
InChI 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, Butanphenamine, B or AEPEA,^[1] is a stimulant drug of the phenethylamine class. 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. Compared to amphetamine, phenylisobutylamine has strongly reduced dopaminergic effects, and instead acts as a selective norepinephrine releasing agent.^{[citation needed]} The dextroisomer of phenylisobutylamine partially substitutes for dextroamphetamine in rats.^[1]

A number of derivatives of phenylisobutylamine are known, including BDB, MBDB, EBDB, butylone (βk-MBDB), eutylone (βk-EBDB), Ariadne (α-Et-DOM), 4-CAB, and 4-MAB.

"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".

See also

• Phenethylamine
• Amphetamine
• N,alpha-diethylphenylethylamine

References

This page was last edited on 22 October 2023, at 20:57