Phenylisobutylamine

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Phenylisobutylamine
Alpha-Ethylphenethylamine.png
Systematic (IUPAC) name
1-phenylbutan-2-amine
Clinical data
Legal status Uncontrolled (in certain circumstances, may be illegal under the Federal Analogue Act in the United States and under similar bills in other countries)
Routes Oral
Identifiers
CAS number 53309-89-0
ATC code None
PubChem CID 103771
ChemSpider 93687
Chemical data
Formula C10H15N 
Mol. mass 149.23 g/mol

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 (bk-MBDB), eutylone (bk-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[edit]

References[edit]

  1. ^ a b Oberlender R, Nichols DE. (1991). "Structural variation and (+)-amphetamine-like discriminative stimulus properties.". Pharmacol Biochem Behav. 38 (3): 581–586. doi:10.1016/0091-3057(91)90017-V. PMID 2068194.