3-Me-PVP

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3-Me-PVP
3Me-PVP structure.png
Legal status
Legal status
Identifiers
  • 1-(3-methylphenyl)-2-pyrrolidin-1-ylpentan-1-one
CAS Number
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
Formula C16H23NO
Molar mass 245.366 g·mol−1
3D model (JSmol)
  • CCCC(C(=O)C1=CC=CC(=C1)C)N2CCCC2
  • InChI=1S/C16H23NO/c1-3-7-15(17-10-4-5-11-17)16(18)14-9-6-8-13(2)12-14/h6,8-9,12,15H,3-5,7,10-11H2,1-2H3
  • Key:HHSYAWUBPBEDMP-UHFFFAOYSA-N

3-Methyl-alpha-PVP (3-Me-PVP, O-2480) is a substituted cathinone derivative with stimulant effects, [1] which has been sold as a designer drug. It was first identified in Sweden in June 2023. [2]

See also

Related Research Articles

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Pyrovalerone is a psychoactive drug with stimulant effects via acting as a norepinephrine-dopamine reuptake inhibitor (NDRI). It was developed in the 1980s and had briefly been approved in Spain and France for chronic fatigue or lethargy and as an anorectic or appetite suppressant, but was withdrawn from both markets around 2001 due to safety concerns including problems with abuse and dependence. It is closely related on a structural level to a number of other cathinone stimulants, such as α-PVP, MDPV and prolintane.

<i>alpha</i>-Pyrrolidinopropiophenone Chemical compound

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α-Pyrrolidinopentiophenone is a synthetic stimulant of the cathinone class developed in the 1960s that has been sold as a designer drug and often consumed for recreational reasons. α-PVP is chemically related to pyrovalerone and is the ketone analog of prolintane.

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<span class="mw-page-title-main">Phenylethylpyrrolidine</span> Chemical compound

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<span class="mw-page-title-main">4-Ethylmethcathinone</span> Simulant designer drug and entactogen

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<span class="mw-page-title-main">3',4'-Dimethoxy-α-pyrrolidinopentiophenone</span> Chemical compound

3',4'-Dimethoxy-α-pyrrolidinopentiophenone is a synthetic stimulant drug of the cathinone class that has been sold online as a designer drug. It is a relatively weak inhibitor of serotonin reuptake and has little affinity in vitro for dopamine or noradrenaline transporters.

<span class="mw-page-title-main">5-DBFPV</span> Stimulant of the cathinone class

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<span class="mw-page-title-main">Indapyrophenidone</span> Chemical compound

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4-Chloro-alpha-pyrrolidinovalerophenone is an emerging recreational designer drug of the pyrrolidinophenone class, similar in structure to alpha-pyrrolidinopentiophenone (α-PVP). The pharmacology and toxicity of this compound is unknown, though it is presumed to be a stimulant drug.

α-PHiP Stimulant drug

α-Pyrrolidinoisohexanophenone is a stimulant drug of the cathinone class that has been sold online as a designer drug. It is a positional isomer of pyrovalerone, with the methyl group shifted from the 4-position of the aromatic ring to the 4-position of the acyl chain. In a classic 2006 study of pyrrolidinyl cathinone derivatives by Meltzer et al. at Organix, the alpha-isobutyl derivative of pyrovalerone, O-2494, was found to have the highest potency in vitro as an inhibitor of the dopamine transporter of the alpha substituted derivatives tested. α-PiHP acts as a norepinephrine–dopamine reuptake inhibitor. Compared to α-PVP and α-PHP, α-PiHP displays a higher selectivity for the dopamine transporter. Similar to other cathinones, use of α-PiHP can result in compulsive redosing, addiction, anxiety, paranoia, and psychosis. In July 2016 α-PHiP was first identified as a designer drug when it was reported to the EMCDDA by a forensic laboratory in Slovenia.

<span class="mw-page-title-main">4-Et-PVP</span> Substituted cathinone stimulant drug

4-Ethyl-alpha-Pyrrolidinovalerophenone (4-Et-PVP) is a recreational designer drug from the substituted cathinone family, with stimulant effects. It was first identified in Hungary in March 2019.

<span class="mw-page-title-main">O-2390</span> Chemical compound

O-2390 is a recreational designer drug from the substituted cathinone family, which acts as a potent inhibitor of dopamine and noradrenaline reuptake in vitro, with weaker but still significant inhibition of serotonin reuptake.

<span class="mw-page-title-main">MFPVP</span> Designer drug

MFPVP (3-Methyl-4-fluoro-α-pyrrolidinovalerophenone) is a recreational designer drug from the substituted cathinone family, with stimulant effects. It was first identified in Sweden in April 2020 and was among the most widely encountered substituted cathinone derivatives in 2021, though it since appears to have declined in prevalence. It is illegal in Virginia.

References

  1. Meltzer PC, Butler D, Deschamps JR, Madras BK (February 2006). "1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogues: a promising class of monoamine uptake inhibitors". Journal of Medicinal Chemistry. 49 (4): 1420–32. doi:10.1021/jm050797a. PMC   2602954 . PMID   16480278.
  2. "New psychoactive substances - the current situation in Europe" (PDF). European Drug Report. European Union Drugs Agency (EUDA). 2024.