intoxicant.wiki2catechol4school
Compound

Propylamphetamine

Also called d-N-Propylamphetamine, N-Propylamphetamine, 1-Phenyl-2-propylaminopropane

Original Wikipedia articleen.wikipedia.org/wiki/Propylamphetamine 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

Part of the metabolic pathway of Propylamphetamine. See the timeline on the metabolic highway.

Overview

Propylamphetamine (code name PAL-424; also known as N-propylamphetamine or NPA) is a central nervous system psychostimulant and substituted amphetamine which was never marketed. It was first developed in the 1970s, mainly for research into the metabolism of, and as a comparison tool to, other amphetamines.[1][2] WP

Propylamphetamine is inactive as a dopamine releasing agent in vitro and instead acts as a low-potency dopamine reuptake inhibitor with an IC₅₀ (half-maximal inhibitory concentration) of 1,013 nM. The drug can be N-dealkylated to form amphetamine (10–20% excreted in urine after 24 hours). A study in rats found propylamphetamine to be approximately 4-fold less potent than amphetamine.[3–7] WP⚠ A table follows this text in the source and is not copied here. Open the source to see it.

Chemistry

Formula
C12H19N PC
CAS number
51799-32-7 PC
Molar mass (g/mol)
177.29 PC
IUPAC name (computed by PubChem)
1-phenyl-N-propylpropan-2-amine PC
SMILES
CCCNC(C)CC1=CC=CC=C1 PC
InChIKey
SNPGTHLGFHVIDA-UHFFFAOYSA-N PC
PubChem CID
103544
IUPAC name
N-(1-methyl-2-phenylethyl)propan-1-amine 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.
Top stories
Awaiting sourceShort summaries of the most-read reports, each linked, saying only what the report says.

Bluelight bluelight.org

Listings
Awaiting sourceTrip report threads and this substance's discussion forum.
Top stories
Awaiting sourceShort summaries of the most-read reports, each linked, saying only what the report says.

Reddit reddit.com

Listings
Awaiting sourceTrip report posts and the relevant subreddits.
Top stories
Awaiting sourceShort summaries of the most-read reports, each linked, saying only what the report says.

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

  1. Journal / agency Nazarali AJ, Baker GB, Coutts RT, Pasutto FM. Amphetamine in rat brain after intraperitoneal injection of N-alkylated analogues. Progress in Neuro-Psychopharmacology & Biological Psychiatry. 1983. doi:10.1016/0278-5846(83)90073-8 · PMID 6686713
  2. Journal / agency Valtier S, Cody JT. Evaluation of internal standards for the analysis of amphetamine and methamphetamine. Journal of Analytical Toxicology. October 1995. doi:10.1093/jat/19.6.375 · PMID 8926730
  3. Journal / agency Reith ME, Blough BE, Hong WC, Jones KT, Schmitt KC, Baumann MH, Partilla JS, Rothman RB, Katz JL. Behavioral, biological, and chemical perspectives on atypical agents targeting the dopamine transporter. Drug Alcohol Depend. February 2015. doi:10.1016/j.drugalcdep.2014.12.005 · PMID 25548026 · PMC4297708
  4. Journal / agency Beckett AH, Shenoy EV. The effect of N-alkyl chain length of stereochemistry on the absorption, metabolism and during excretion of N-alkylamphetamines in man. J Pharm Pharmacol. October 1973. doi:10.1111/j.2042-7158.1973.tb09943.x · PMID 4151673
  5. Journal / agency Coutts RT, Dawson GW, Beckett AH. In vitro metabolism of 1-phenyl-2-(n-propylamino) propane (N-propylamphetamine) by rat liver homogenates. J Pharm Pharmacol. November 1976. doi:10.1111/j.2042-7158.1976.tb04063.x · PMID 11289
  6. Journal / agency Fitzgerald LR, Gannon BM, Walther D, Landavazo A, Hiranita T, Blough BE, Baumann MH, Fantegrossi WE. Structure-activity relationships for locomotor stimulant effects and monoamine transporter interactions of substituted amphetamines and cathinones. Neuropharmacology. March 2024. doi:10.1016/j.neuropharm.2023.109827 · PMID 38154512 · PMC10842458
  7. Journal / agency Woolverton WL, Shybut G, Johanson CE. Structure-activity relationships among some d-N-alkylated amphetamines. Pharmacology, Biochemistry, and Behavior. December 1980. doi:10.1016/0091-3057(80)90221-x · PMID 7208552

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.