Compound

Rapacuronium bromide

Also called Raplon

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

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Part of the metabolic pathway of Rapacuronium bromide. See the timeline on the metabolic highway.

Overview

Rapacuronium bromide (brand name Raplon) is a rapidly acting, non-depolarizing aminosteroid neuromuscular blocker formerly used in modern anaesthesia, to aid and enable endotracheal intubation, which is often necessary to assist in the controlled ventilation of unconscious patients during surgery and sometimes in intensive care. As a non-depolarizing agent it did not cause initial stimulation of muscles before weakening them.[1] WP

Due to risk of fatal bronchospasm it was withdrawn from the United States market by Organon on March 27, 2001, less than 2 years after its FDA approval in 1999.[2] WP

Chemistry

Formula: C37H61BrN2O4 PC
Formula (Wikipedia infobox): C37H61N2O4 WP⚠ Wikipedia and PubChem give different formulas. Both are shown as each source has it.
CAS number: 156137-99-4 PC
Molar mass (g/mol): 677.8 PC
IUPAC name (computed by PubChem): [(2S,3S,5S,8R,9S,10S,13S,14S,16S,17R)-3-acetyloxy-10,13-dimethyl-2-piperidin-1-yl-16-(1-prop-2-enylpiperidin-1-ium-1-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl] propanoate bromide PC
SMILES: CCC(=O)O[C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(C[C@@H]([C@H](C4)OC(=O)C)N5CCCCC5)C)C)[N+]6(CCCCC6)CC=C.[Br-] PC
InChIKey: LVQTUXZKLGXYIU-GWSNJHLMSA-M PC
PubChem CID: 5311398
IUPAC name: (2β,3α,5α,16β,17β)-3-(acetyloxy)-16-(1-allylpiperidinium-1-yl)-2-piperidin-1-yl-17-(propionyloxy)androstane bromide WP

Harm reduction information

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Sources

Journal / agency Onrust SV, Foster RH. Rapacuronium bromide: a review of its use in anaesthetic practice. Drugs. November 1999. doi:10.2165/00003495-199958050-00011 · PMID 10595867
Journal / agency Shapse D. Voluntary Market Withdrawal. 27 March 2001

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.