4'-Methoxy-α-pyrrolidinopentiophenone

4'-Methoxy-α-pyrrolidinopentiophenone (also known as O-2417, 4-MeO-α-PVP and MOPVP) is a stimulant drug of the cathinone class that has been sold online as a designer drug.[1][2][3][4][5]

4'-Methoxy-α-pyrrolidinopentiophenone
Legal status
Legal status
  • CA: Schedule I
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class B
  • Illegal in China
Identifiers
IUPAC name
  • 1-(4-Methoxyphenyl)-2-(pyrrolidin-1-yl)pentan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC16H23NO2
Molar mass261.365 g·mol−1
3D model (JSmol)
SMILES
  • COC1=CC=C(C(C(CCC)N2CCCC2)=O)C=C1.Cl
InChI
  • InChI=1S/C16H23NO2/c1-3-6-15(17-11-4-5-12-17)16(18)13-7-9-14(19-2)10-8-13/h7-10,15H,3-6,11-12H2,1-2H3
  • Key:HWYVHRCKBXGZLV-UHFFFAOYSA-N

As of October 2015 4-MeO-α-PVP is a controlled substance in China.[6]

See also

References

  1. "4-methoxy-α-Pyrrolidinopentiophenone". Cayman Chemical. Archived from the original on 8 December 2015. Retrieved 5 August 2015.
  2. 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.
  3. US 2008234498, Butler D, Madras BK, Meltzer PC, "Pyrovalerone Analogues and Therapeutic Uses Thereof", issued 25 September 2008
  4. Uchiyama N, Matsuda S, Kawamura M, Kikura-Hanajiri R, Goda Y (January 2014). "Identification of two new-type designer drugs, piperazine derivative MT-45 (I-C6) and synthetic peptide Noopept (GVS-111), with synthetic cannabinoid A-834735, cathinone derivative 4-methoxy-α-PVP, and phenethylamine derivative 4-methylbuphedrine from illegal products". Forensic Toxicology. 32 (1): 9–18. doi:10.1007/s11419-013-0194-5. S2CID 37259772.
  5. Ellefsen KN, Wohlfarth A, Swortwood MJ, Diao X, Concheiro M, Huestis MA (August 2015). "4-Methoxy-α-PVP: in silico prediction, metabolic stability, and metabolite identification by human hepatocyte incubation and high-resolution mass spectrometry". Forensic Toxicology. 34: 61–75. doi:10.1007/s11419-015-0287-4. PMC 4705136. PMID 26793277.
  6. "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.
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