Buphedrone

Buphedrone
Clinical data
Trade namesBuphedrone
Routes of
administration		Vaporization, insufflation, Intravenous injection, intramuscular injection, orally, rectal, buccal
ATC code
  • none
Legal status
Legal status
Pharmacokinetic data
ExcretionUrine
Identifiers
  • 2-(methylamino)-1-phenylbutan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC11H15NO
Molar mass177.247 g·mol−1
3D model (JSmol)
  • CNC(CC)C(=O)c1ccccc1
  • InChI=1S/C11H15NO/c1-3-10(12-2)11(13)9-7-5-4-6-8-9/h4-8,10,12H,3H2,1-2H3 checkY
  • Key:DDPMGIMJSRUULN-UHFFFAOYSA-N checkY
  (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][2]

Chemistry

Buphedrone is a β-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 β-carbon) and an ethyl group replacing the methyl group at the carbon at the α-position relative to the amine. 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 a hydrochloride being most common.

Effects

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:

  • Elevated mood, euphoria
  • Increased alertness
  • Dilated pupils (rare)
  • Slurred speech (rare)
  • Increased heart rate
  • Talkativeness
  • Increased empathy and sense of communication
  • Increased sex drive
  • Temporary erectile dysfunction in men
  • Restlessness
  • Insomnia
  • Increased motivation

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:

  • Dysphoria
  • Tiredness
  • Sweating
  • Loss of concentration

As of October 2015, buphedrone is a controlled substance in China.[3]

Buphedrone is an Anlage II controlled drug in Germany.

In the United States, buphedrone is considered a schedule 1 controlled substance as a positional isomer of mephedrone.[4]

See also

References

  1. ^ Hyde JF, Browning E, Adams R (August 1928). "Synthetic Homologs of d,l-Ephedrine". Journal of the American Chemical Society. 50 (8): 2287–2292. doi:10.1021/ja01395a032.
  2. ^ Buphedrone (hydrochloride) (α-methylamino-Butyrophenone, MABP, CAS Number: 166593-10-8)
  3. ^ "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Archived from the original on 1 October 2015. Retrieved 1 October 2015.
  4. ^ "Lists of: Scheduling Actions Controlled Substances Regulated Chemicals" (PDF). U.S. Department of Justice. February 2023. Retrieved 7 March 2023.