| Clinical data | |
|---|---|
| Trade names | Buphedrone |
| Routes of administration | Vaporization,insufflation,Intravenous injection,intramuscular injection,orally,rectal,buccal |
| ATC code |
|
| Legal status | |
| Legal status | |
| Pharmacokinetic data | |
| Excretion | Urine |
| Identifiers | |
| |
| CAS Number | |
| PubChemCID | |
| ChemSpider |
|
| UNII | |
| CompTox Dashboard(EPA) | |
| Chemical and physical data | |
| Formula | C11H15NO |
| Molar mass | 177.247 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
| (verify) | |
Buphedrone, also known asα-methylamino-butyrophenone (MABP), is astimulant of thephenethylamine andcathinonechemical classes that was firstsynthesized in 1928.[1] It is a synthetic analogue ofcathinone, a stimulant naturally occurring in thekhat plant. Like many other synthetic cathinones (e.g.mephedrone), it is also found in so called "legal highs" (sometimes also called "bath salts"), a class of designer drugs used to bypass legal restrictions.[2]
Buphedrone is asubstituted cathinone, and more broadly related, asubstituted amphetamine andsubstituted phenethylamine and, as such, operates as anorepinephrine-dopamine releasing agent, similar to many of the drugs in its chemical class(es). It mediates this action by reversing theVMAT2, causing an efflux of themonoamines; dopamine, norepinephrine, and, to a lesser extent, serotonin.
Buphedrone is a β-ketone and is related to the naturally occurring compoundscathinone andcathine. It is also related tomethamphetamine, differing by the β-ketone substituent (at the β-carbon) and anethyl group replacing themethyl group at the carbon at the α-position relative to theamine. Another name for buphedrone is phenylacetoethyl-methylamine.
Buphedrone as free base is very unstable; it is prone to dimerization like other α-amino ketones. Because of this, it is sold as various salts, with ahydrochloride being most common.
Buphedroneincreases spontaneous rodent locomotor activity,[3] potentiates the release ofdopamine fromdopaminergicnerve terminals in thebrain,[4] and causesappetite suppression. It also causes a possibly dangerous effect of decreasing subjective feeling of thirst. Though the specific effects and toxicity of buphedrone are not well studied,[5] in general it is expected to have overlapping effects with other synthetic cathinones.[6]
As of October 2015, buphedrone is a controlled substance in China.[7]
Buphedrone is anAnlage II controlled drug in Germany.
In the United States, buphedrone is considered a schedule 1 controlled substance as a positional isomer ofmephedrone.[8]