α-PVP
1-phenyl-2-pyrrolidin-1-ylpentan-1-one
Overview
α-PVP belongs to Stimulants / Cathinones.
Effects
- Intense, cocaine/methamphetamine-like stimulation and euphoria, wakefulness, disinhibition and increased libido: relatively short-lived.
- A very strong compulsion to redose ('fiending') that drives prolonged binges.
- A heavy sympathomimetic load: raised heart rate and blood pressure, hyperthermia, jaw clenching, appetite loss and vasoconstriction.
- Agitation, paranoia, hallucinations, excited delirium and stimulant psychosis: prominent at high doses and on binges.
Dosing & duration
Oral, Insufflated. Not a recommendation. There are no controlled human dosing studies for α-PVP. It is extremely potent, active in the low milligram range orally and in single milligrams insufflated, so it must be dosed with an accurate milligram scale or volumetric solution, never eyeballed. Its fast onset and very strong compulsion to redose make bingeing and overdose easy, and smoking or injecting it is especially dangerous. Insufflation is more potent than oral.
Dose ranges
≈1 mg (oral)
≈5–10 mg (oral)
≈10–25 mg (oral)
≈25–40 mg (oral)
Duration
≈2–20 min (oral), ≈10–30 min (insufflated)
Not well characterised
≈2–6 h (oral), after-effects up to ~12 h
Chemical & Physical Properties
| Formula | C15H21NO |
| Molar mass | 231.33 g/mol |
| State | Solid (usually the hydrochloride salt) |
| Melting point | Not reported |
| Boiling point | Not reported |
| Density | Not reported |
| Vapor pressure | Not reported |
| pKa | Not reported |
| LogP | 3.4 (predicted, XLogP3) |
| Solubility | Not reported |
| Refractive index | Not reported |
Identifiers & Synonyms
| CAS | 14530-33-7 |
| CAS (enantiomer) | |
| PubChem CID | 11148955 |
| InChIKey | YDIIDRWHPFMLGR-UHFFFAOYSA-N |
| InChI | InChI=1S/C15H21NO/c1-2-8-14(16-11-6-7-12-16)15(17)13-9-4-3-5-10-13/h3-5,9-10,14H,2,6-8,11-12H2,1H3 |
| SMILES | CCCC(C(=O)C1=CC=CC=C1)N2CCCC2 |
Synonyms
- α-PVP
- α-Pyrrolidinovalerophenone
- Flakka
- Gravel
- A-PVP
- O-2387
Pharmacodynamics & Biochemistry
α-PVP (α-pyrrolidinovalerophenone, 'flakka') is a synthetic cathinone of the pyrrolidinophenone class: the pentiophenone homologue of α-PHP (one carbon shorter). It is a very potent, DAT/NET-selective catecholamine reuptake inhibitor (dopamine-transporter uptake IC50 ≈13 nM, with comparable NET potency) that acts as a pure reuptake blocker rather than a releaser, producing intense cocaine/methamphetamine-like stimulation. It is essentially inactive at the serotonin transporter (IC50 >10,000 nM), strongly dopamine/noradrenaline-selective, and is roughly an order of magnitude more potent than cocaine at the dopamine transporter. Its activity resides mainly in the S-enantiomer, which is about 125-fold more potent than the R-enantiomer. This dopamine-dominant profile underlies its intense euphoria, compulsive redosing and high rates of agitation, excited delirium and stimulant psychosis.
Biological targets
- DAT
- NET
Binding & functional measurements
Pharmacokinetics
| Bioavailability | Oral and insufflated (also smoked or injected) |
| Tmax | Fast onset (≈2–20 min oral, ≈10–30 min insufflated) |
| Half-life | Not established in humans (oral effects ≈2–6 h) |
| Vd | Not reported |
| Protein binding | Not reported |
| Metabolism | Hepatic |
| Excretion | Renal (presumed) |
Toxicology & Safety
Not reported
α-PVP ('flakka') is one of the most notorious 'bath salt' stimulants, linked to a wave of severe intoxications and deaths (notably in Florida around 2015). It is an intensely compulsive dopaminergic stimulant. Its acute dangers are severe sympathomimetic toxicity: extreme agitation and 'excited delirium', dangerous hyperthermia, severe hypertension, tachycardia and arrhythmia, rhabdomyolysis and multi-organ failure, seizures, and a marked stimulant psychosis with paranoia, hallucinations and violent or self-injurious behaviour: a notable fraction of users reportedly do not fully recover from psychosis. Excited delirium with hyperthermia can be rapidly fatal and is a medical emergency. It is extremely potent, active in the low milligram range orally and in single milligrams insufflated, so it must be measured on an accurate scale and never eyeballed. Smoking or injecting it sharply increases the risk. A strong compulsion to redose drives binges with sleep deprivation and dehydration, and it carries a high potential for psychological dependence. Little controlled human pharmacology or toxicology data exists, and that absence must not be read as safety.[5][3]
Legal Status
US: Schedule I. UK: Class B. DE: BtMG Anlage II
Interactions & Contraindications
Drug interactions
Contraindications
No interactions or contraindications listed.
Usage & Context
- Sold as 'flakka' or 'gravel', a 'bath salt' / 'research chemical' stimulant, insufflated, smoked/vaporised or injected. It drove a cluster of severe intoxications and deaths, especially in Florida around 2015.
- Repeatedly detected in forensic and post-mortem casework, often in the context of excited delirium.
Sources & Evidence
- PubChem: α-PVP (CID 11148955) — identifiers & computed properties
- Wikipedia: α-Pyrrolidinovalerophenone (α-PVP / flakka) — pharmacology, effects, history & legal status CC BY-SA 4.0
- Marusich JA, Antonazzo KR, Wiley JL, et al. (2014). Pharmacology of novel synthetic stimulants structurally related to the "bath salts" constituent 3,4-methylenedioxypyrovalerone (MDPV). Neuropharmacology 87:206-13.
PMID 24594476 · doi:10.1016/j.neuropharm.2014.02.016
- Kolanos R, Sakloth F, Jain AD, et al. (2015). Structural Modification of the Designer Stimulant α-Pyrrolidinovalerophenone (α-PVP) Influences Potency at Dopamine Transporters. ACS Chem Neurosci 6:1726-31.
PMID 26217965 · doi:10.1021/acschemneuro.5b00160
- PsychonautWiki: A-PVP — dosing, duration, subjective effects, toxicity & tolerance CC BY-SA 4.0
- DEA Diversion Control Division: Controlled Substance Schedules (α-PVP — Schedule I)
- GOV.UK: Controlled drugs list (Misuse of Drugs legislation) — cathinones are Class B OGL v3.0
- BtMG Anlage II — Betäubungsmittelgesetz (α-PVP, tradeable, not prescribable)
- PubChem computed properties (CID 11148955)