Chemistry:Α-PHiP

From HandWiki
Short description: Stimulant drug


α-PiHP
Alpha-PHiP structure.png
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
Chemical and physical data
FormulaC16H23NO
Molar mass245.366 g·mol−1
3D model (JSmol)

α-PHiP (also known as α-PiHP) 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;[1] however, it was not until ten years later in July 2016 that α-PHiP was first identified as a designer drug,[2] when it was reported to the EMCDDA by a forensic laboratory in Slovenia.[3][4]

See also

References

  1. "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. February 2006. doi:10.1021/jm050797a. PMID 16480278. 
  2. "Analytic Report alpha-PHiP (C16H23NO) 4-methyl-1-phenyl-2-(pyrrolidin-1-yl)pentan-1-one.". Slovenia: Nacionalni forenzični laboratorij. July 2016. https://www.policija.si/apps/nfl_response_web/0_Analytical_Reports_final/alpha-PHiP-ID-1723-16rpt071216.pdf. 
  3. "Europol 2016 Annual Report on the implementation of Council Decision 2005/387/JHA". EMCDDA–Europol Joint Publication. http://www.emcdda.europa.eu/system/files/publications/4724/TDAN17001ENN_PDFWEB.pdf. Retrieved 2019-10-24. 
  4. "Identification and analytical characterization of nine synthetic cathinone derivatives N-ethylhexedrone, 4-Cl-pentedrone, 4-Cl-α-EAPP, propylone, N-ethylnorpentylone, 6-MeO-bk-MDMA, α-PiHP, 4-Cl-α-PHP, and 4-F-α-PHP". Drug Testing and Analysis 9 (8): 1162–1171. August 2017. doi:10.1002/dta.2136. PMID 27863142.