Chemistry:α-PHiP
 | |
| Legal status | |
|---|---|
| Legal status |
|
| Identifiers | |
| |
| CAS Number | |
| PubChem CID | |
| ChemSpider | |
| UNII | |
| KEGG | |
| Chemical and physical data | |
| Formula | C16H23NO |
| Molar mass | 245.366 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
α-Pyrrolidinoisohexanophenone (mainly known as A-PiHP or α-PiHP) is a stimulant drug of the cathinone class that has been sold online as a designer drug. It acts as a potent norepinephrine-dopamine reuptake inhibitor (NDRI). In July 2016 α-PiHP was first identified as a designer drug[1] when it was reported to the EMCDDA by a forensic laboratory in Slovenia.[2][3] 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. Similarly to other cathinones, use of α-PiHP can result in compulsive redosing, addiction, anxiety, paranoia, and psychosis.
Pharmacology
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.[4] Compared to α-PVP and α-PHP, α-PiHP displays a higher selectivity for the dopamine transporter.
See also
- 3F-PiHP
- Aletamine
- α-PHP
- α-PCYP
- Solriamfetol
References
- ↑ "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.
- ↑ "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.
- ↑ "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.
- ↑ "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.
 |  |
