Compound

Phenampromide

Also called Fenampromida, IDS-NP-019

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

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Overview

Phenampromide is an opioid analgesic from the ampromide family of drugs, related to other drugs such as propiram and diampromide. It was invented in the 1960s by American Cyanamid Co. Although never given a general release, it was research found that 60 mg of phenampromide is equivalent to about 50 mg of codeine. Tests on its two enantiomers showed that all of the analgesic effects were caused by the (S)-isomer. Introduction of a phenyl group to the 4-position of the piperidine-ring produces a drug 60-fold more potent than morphine. The most potent reported derivative is 4-hydroxy-4-phenyl phenapromide which displays analgesic activity some x150 greater than morphine.[1–4] WP

Phenampromide produces similar effects to fentanyl, including analgesia, sedation, dizziness and nausea. WP

Phenampromide is in Schedule I of the Controlled Substances Act 1970 of the United States as a narcotic with ACSCN 9638 with a zero aggregate manufacturing quota as of 2014. The free base conversion ratio for salts includes 0.88 for the hydrochloride. It is listed under the Single Convention for the Control of Narcotic Substances 1961 and is controlled in most countries in the same fashion as fentanyl.[5] WP

Chemistry

Formula: C17H26N2O PC
CAS number: 129-83-9 PC
Molar mass (g/mol): 274.4 PC
IUPAC name (computed by PubChem): N-phenyl-N-(1-piperidin-1-ylpropan-2-yl)propanamide PC
SMILES: CCC(=O)N(C1=CC=CC=C1)C(C)CN2CCCCC2 PC
InChIKey: DHTRHEVNFFZCNU-UHFFFAOYSA-N PC
PubChem CID: 8523

Harm reduction information

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Sources

Other US3016382A N-substituted anilides and method of preparing the same
Journal / agency Portoghese PS. Stereochemical Studies on Medicinal Agents II. Absolute Configuration of (-)-Phenampromide. Journal of Medicinal Chemistry. March 1965. doi:10.1021/jm00326a001 · PMID 14332652
Other Lenz GR, Evans SM, Walters DE, Hopfinger AJ. Opiates. 1986
Other Casy AF, Parfitt RT. Opiate Aalgesics Chemistry and Receptors. 1986
Other Quotas - 2014

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.