Pentedrone

Stimulant designer drug of the cathinone class From Wikipedia, the free encyclopedia

Pentedrone (also known as α-methylaminovalerophenone) is a stimulant of the cathinone class that has been sold as a designer drug and has been found since 2010 as an ingredient in a number of "bath salt" mixes sold as legal highs.[3][4][5][6][7][8][9]

Other namesα-Methylaminovalerophenone; α-Propyl-β-keto-N-methylphenethylamine; α-Desmethyl-α-propyl-N-methylcathinone; α-Desmethyl-α-propylmethcathinone; α-Desmethyl-α-propyl-β-keto-N-methylamphetamine; α-Desmethyl-α-propyl-β-ketomethamphetamine
ATC code
  • none
Legal status
Quick facts Clinical data, Other names ...
Pentedrone
Clinical data
Other namesα-Methylaminovalerophenone; α-Propyl-β-keto-N-methylphenethylamine; α-Desmethyl-α-propyl-N-methylcathinone; α-Desmethyl-α-propylmethcathinone; α-Desmethyl-α-propyl-β-keto-N-methylamphetamine; α-Desmethyl-α-propyl-β-ketomethamphetamine
ATC code
  • none
Legal status
Legal status
Identifiers
  • (±)-1-phenyl-2-(methylamino)pentan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.231.338 Edit this at Wikidata
Chemical and physical data
FormulaC12H17NO
Molar mass191.274 g·mol−1
3D model (JSmol)
  • O=C(C(CCC)NC)C1=CC=CC=C1
  • InChI=1S/C12H17NO/c1-3-7-11(13-2)12(14)10-8-5-4-6-9-10/h4-6,8-9,11,13H,3,7H2,1-2H3 checkY
  • Key:WLIWIUNEJRETFX-UHFFFAOYSA-N checkY
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Pharmacology

Pentedrone acts as a norepinephrine-dopamine reuptake inhibitor (NDRI) without inducing monoamine release, a similar mechanism of action to methylphenidate.[10][11] Its IC50Tooltip half-maximal inhibitory concentration values for inhibition of monoamine reuptake have been reported to be 610 nM for norepinephrine, 2,500 μM for dopamine, and 135,000 μM for serotonin.[10] In rodents, pentedrone has been found to produce conditioned place preference (CPP), to be self-administered, and to dose-dependently stimulate locomotor activity.[11] Hence, pentedrone shows psychostimulant-like and reinforcing effects in animals.[11]

Side effects

Pentedrone has been linked to at least one death where it was combined with α-PVP and caused heart failure.[12]

Detection

A forensic standard of pentedrone is available, and the compound has been posted on the Forendex website of potential drugs of abuse.[13]

On January 28, 2014, the DEA listed it, along with nine other synthetic cathinones, on the Schedule 1 with a temporary ban, effective February 27, 2014.[14]

Pentedrone is an Anlage II controlled drug in Germany.

As of October 2015 Pentedrone is a controlled substance in China.[15]

Pentedrone is banned in the Czech Republic.[16]

Pentedrone is banned in the Slovak Republic.[17]

See also

References

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