Buphedrone

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Buphedrone
Buphedrone.svg
Systematic (IUPAC) name
2-(methylamino)-1-phenylbutan-1-one
Clinical data
Trade namesBuphedrone
Legal status?
RoutesVaporization, insufflation, Intravenous injection, intramuscular injection, orally, rectal, buccal
Pharmacokinetic data
ExcretionUrine
Identifiers
CAS number408332-79-6 YesY
166593-10-8 (hydrochloride)
ATC codeNone
ChemSpider26286946 YesY
Chemical data
FormulaC11H15NO 
Mol. mass177.242 g/mol
 YesY (what is this?)  (verify)
 
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Buphedrone
Buphedrone.svg
Systematic (IUPAC) name
2-(methylamino)-1-phenylbutan-1-one
Clinical data
Trade namesBuphedrone
Legal status?
RoutesVaporization, insufflation, Intravenous injection, intramuscular injection, orally, rectal, buccal
Pharmacokinetic data
ExcretionUrine
Identifiers
CAS number408332-79-6 YesY
166593-10-8 (hydrochloride)
ATC codeNone
ChemSpider26286946 YesY
Chemical data
FormulaC11H15NO 
Mol. mass177.242 g/mol
 YesY (what is this?)  (verify)

Buphedrone, also known as α-methylamino-butyrophenone (MABP), is a stimulant of the phenethylamine and cathinone chemical classes that was first synthesized in 1928.[1] It is legal in most countries as a research chemical, as long as it is not intended for human consumption.

Chemistry[edit]

Buphedrone is a beta-ketone and is related to the naturally occurring compounds, cathinone and cathine. It is also related to methamphetamine, differing by the β-ketone substituent (at the beta carbon) and an ethyl group replacing the methyl group at the carbon alpha to the amine. One other name for Buphedrone is : Phenylacetoethyl-methylamine

Buphedrone as free base is very unstable; the ketone is readily reduced to a hydroxyl group, thus forming the corresponding alcohol. Structurally, this occurs when the C=O bond at the Rβ-position is converted into a C-OH bond. Because of this, it is sold as various salts, with a hydrochloride being most common.

Effects[edit]

Buphedrone increases spontaneous rodent locomotor activity, potentiates the release of dopamine from dopaminergic nerve terminals in the brain, and causes appetite suppression. It also causes a possibly dangerous effect of decreasing subjective feeling of thirst. The effects of buphedrone have also been compared to methamphetamine, with more euphoria and less physical stimulation. Most commonly reported effects include:

Depending on the route of administration, the duration varies from approximately 2.5 (IV) to 6 hours (orally) and may be followed by unpleasant symptoms associated with withdrawal, which may include:

See also[edit]

References[edit]

  1. ^ Hyde JF, Browning E, Adams R. Synthetic Homologs of d, l-Ephedrine. Journal of the American Chemical Society. 1928; 50(8):2287–2292. doi:10.1021/ja01395a032