Pentedrone

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]}

Pentedrone

Clinical data
Other names	α-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	BR: Class F2 (Prohibited psychotropics)[1] DE: Anlage II (Authorized trade only, not prescriptible) UK: Class B US: Schedule I UN: Psychotropic Schedule II[2]
Identifiers
IUPAC name (±)-1-phenyl-2-(methylamino)pentan-1-one
CAS Number	879722-57-3 Y
PubChem CID	71750191
ChemSpider	26286729 Y
UNII	2ELU1B757Q
KEGG	C22784
CompTox Dashboard (EPA)	DTXSID101014184
ECHA InfoCard	100.231.338
Chemical and physical data
Formula	C12H17NO
Molar mass	191.274 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(C(CCC)NC)C1=CC=CC=C1
InChI 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 Y Key:WLIWIUNEJRETFX-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

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]

Legal status

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

• 4-Methylpentedrone
• Buphedrone
• MDPV
• Methcathinone
• Pentylone
• Phenylpropylaminopentane
• Substituted cathinone