Compound

Pyrovalerone

Also called Pirovalerona

Original Wikipedia articleen.wikipedia.org/wiki/Pyrovalerone revision used (24 October 2026)

Why a "revision used" link? Anyone can edit Wikipedia at any time, so the article you open today may not say what it said when we read it. This link opens the exact version we read on 24 October 2026, frozen as it was. It is the only way to check that every quote on this page matches its source word for word. Newer versions may correct or change things. When we re-check this page against a newer version, the edit log records it. How we cite

Overview

Pyrovalerone (Centroton, 4-Methyl-β-keto-prolintane, Thymergix, O-2371) is a central nervous system (CNS) stimulant that acts as a norepinephrine–dopamine reuptake inhibitor (NDRI). It was developed in the 1980s and had briefly been approved in Spain and France for chronic fatigue or lethargy and as an appetite suppressant, but was withdrawn from both markets around 2001 due to safety concerns including problems with abuse and dependence. It is closely related on a structural level to a number of other cathinone stimulants, such as α-PVP, MDPV and prolintane.[1][2][3] WP

Side effects of pyrovalerone include decreased appetite, anxiety, fragmented sleep or insomnia, and trembling, shaking, or muscle tremors. Withdrawal symptoms following abuse upon discontinuation often results in depression. WP

The R-enantiomer of pyrovalerone is devoid of pharmacologic activity.[4] WP

Chemistry

Formula: C16H23NO PC
CAS number: 3563-49-3 PC
Molar mass (g/mol): 245.36 PC
IUPAC name (computed by PubChem): 1-(4-methylphenyl)-2-pyrrolidin-1-ylpentan-1-one PC
SMILES: CCCC(C(=O)C1=CC=C(C=C1)C)N2CCCC2 PC
InChIKey: SWUVZKWCOBGPTH-UHFFFAOYSA-N PC
PubChem CID: 14373
IUPAC name: (RS)-1-(4-methylphenyl)-2-(1-pyrrolidinyl)pentan-1-one WP

Harm reduction information

No harm reduction data is on file for this compound yet. That means no dose, timing or combination data from PsychonautWiki or TripSit. Please don't guess a dose from similar compounds. If you have taken it and feel unwell, contact emergency services or a poison control center.

Awaiting sourceChecked against PsychonautWiki and TripSit as each pull runs. This box is replaced as soon as a source has data.

User reports

Erowid erowid.org

Listings

Awaiting sourceExperience Vault listing and report categories.

Bluelight bluelight.org

Listings

Awaiting sourceTrip report threads and this substance's discussion forum.

Reddit reddit.com

Listings

Awaiting sourceTrip report posts and the relevant subreddits.

Pop culture

No references added yet.

Add a reference

Registered users can add songs, films, books, shows, games and art about this substance. Link a source that names the substance, such as the work's Wikipedia article, a review or an interview, not only the work itself. Entries are voted on and moderated like every other value on this page.

Opens when accounts launch.

Sources

Other US Patent 3314970
Journal / agency Gardos G, Cole JO. Evaluation of pyrovalerone in chronically fatigued volunteers. Current Therapeutic Research, Clinical and Experimental. October 1971. PMID 4402508
Journal / agency Deniker P, Lôo H, Cuche H, Roux JM. Abuse of pyrovalerone by drug addicts. Annales médico-psychologiques. November 1975. PMID 9895
Journal / agency Meltzer PC, Butler D, Deschamps JR, Madras BK. 1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogues: a promising class of monoamine uptake inhibitors. Journal of Medicinal Chemistry. February 2006. doi:10.1021/jm050797a · PMID 16480278 · PMC2602954

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.