α-Pyrrolidinooctanophenone

PV9
Clinical data
Other names	α-POP; PV9
Drug class	Stimulant; Neurotoxin
Legal status
Legal status	US: Schedule I;
Pharmacokinetic data
Metabolism	CYP1A2, CYP2C9 and CYP2C19
Identifiers
	IUPAC name 1-phenyl-2-pyrrolidin-1-yloctan-1-one;
CAS Number	1800101-28-3;
PubChem CID	102144506;
ChemSpider	59713432;
UNII	W6L65SKW7D;
ChEBI	CHEBI:172340;
CompTox Dashboard (EPA)	DTXSID001342661;
Chemical and physical data
Formula	C18H27NO
Molar mass	273.420 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCCC(C(=O)C1=CC=CC=C1)N2CCCC2;
	InChI InChI=1S/C18H27NO/c1-2-3-4-8-13-17(19-14-9-10-15-19)18(20)16-11-6-5-7-12-16/h5-7,11-12,17H,2-4,8-10,13-15H2,1H3; Key:RCGHPLZKUHDGCC-UHFFFAOYSA-N;

α-Pyrrolidinooctanophenone (α-POP) also known as PV9 — a central nervous system stimulant that exhibited properties of a neuroinflammatory agent.^[1]

Pharmacology

α-Pyrrolidinooctanophenone promotes activation of human microglial cells via a ROS/STAT3-dependent pathway.^[1]

α-Pyrrolidinooctanophenone was metabolized into hydroxy-derivatives or oxidized by the liver to lactam, PV9 has an increased affinity for enzymes of the cytochrome P450 system, to the active centers of the isoforms CYP1A2, CYP2C9 and CYP2C19.^[2]

1 2 Sakai Y, Hattori J, Morikawa Y, Matsumura T, Jimbo S, Suenami K, et al. (January 2025). "α-Pyrrolidinooctanophenone facilitates activation of human microglial cells via ROS/STAT3-dependent pathway". Forensic Toxicology. 43 (1): 142–154. doi:10.1007/s11419-024-00708-x. PMC 11782452. PMID 39652148.
↑ Manier SK, Richter LH, Schäper J, Maurer HH, Meyer MR (January 2018). "Different in vitro and in vivo tools for elucidating the human metabolism of alpha-cathinone-derived drugs of abuse". Drug Testing and Analysis. 10 (7): 1119–1130. doi:10.1002/dta.2355. PMID 29314710.