Jump to content
 







Main menu
   


Navigation  



Main page
Contents
Current events
Random article
About Wikipedia
Contact us
Donate
 




Contribute  



Help
Learn to edit
Community portal
Recent changes
Upload file
 








Search  

































Create account

Log in
 









Create account
 Log in
 




Pages for logged out editors learn more  



Contributions
Talk
 



















Contents

   



(Top)
 


1 Pharmacology  



1.1  Mechanism of action  







2 History  





3 Executions  





4 Euthanasia  





5 References  














Rocuronium bromide






العربية
Català
Deutsch
Ελληνικά
Español
فارسی
Français
Italiano
Nederlands

ି
Português
Română
Русский
Српски / srpski
Srpskohrvatski / српскохрватски
 

Edit links
 









Article
Talk
 

















Read
Edit
View history
 








Tools
   


Actions  



Read
Edit
View history
 




General  



What links here
Related changes
Upload file
Special pages
Permanent link
Page information
Cite this page
Get shortened URL
Download QR code
Wikidata item
 




Print/export  



Download as PDF
Printable version
 
















Appearance
   

 






From Wikipedia, the free encyclopedia
 


Rocuronium bromide
Clinical data
Trade namesEsmeron, Zemuron
Other names[3-hydroxy-10,13-dimethyl-2-morpholin-4-yl-16-(1-prop-2-enyl-2,3,4,5-tetrahydropyrrol-1-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
AHFS/Drugs.comMonograph
Routes of
administration
Intravenous
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
  • Pharmacokinetic data
    BioavailabilityNA
    Protein binding~30%
    Metabolismsome de-acetylation
    Elimination half-life66–80 minutes
    ExcretionUnchanged, in bile and urine
    Identifiers
    • 1-((2S,3S,5S,8R,9S,10S,13S,14S,16S,17R)-17-acetoxy-3-hydroxy-10,13-dimethyl-2-morpholinohexadecahydro-1H-cyclopenta[a]phenanthren-16-yl)-1-allylpyrrolidinium bromide

    CAS Number
    PubChem CID
    IUPHAR/BPS
    DrugBank
    ChemSpider
    UNII
    ChEMBL
    CompTox Dashboard (EPA)
    ECHA InfoCard100.122.235 Edit this at Wikidata
    Chemical and physical data
    FormulaC32H53BrN2O4
    Molar mass609.690 g·mol−1
    3D model (JSmol)
    • CC(=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)O)N5CCOCC5)C)C)[N+]6(CCCC6)CC=C.[Br-]

    • InChI=1S/C32H53N2O4.BrH/c1-5-14-34(15-6-7-16-34)28-20-26-24-9-8-23-19-29(36)27(33-12-17-37-18-13-33)21-32(23,4)25(24)10-11-31(26,3)30(28)38-22(2)35;/h5,23-30,36H,1,6-21H2,2-4H3;1H/q+1;/p-1/t23-,24+,25-,26-,27-,28-,29-,30-,31-,32-;/m0./s1 ☒N

    • Key:OYTJKRAYGYRUJK-FMCCZJBLSA-M ☒N

     ☒NcheckY (what is this?)  (verify)

    Rocuronium bromide (brand names Zemuron, Esmeron) is an aminosteroid non-depolarizing neuromuscular blockerormuscle relaxant used in modern anaesthesia to facilitate tracheal intubation by providing skeletal muscle relaxation, most commonly required for surgeryormechanical ventilation. It is used for standard endotracheal intubation, as well as for rapid sequence induction (RSI).[1]

    Pharmacology[edit]

    Mechanism of action[edit]

    Rocuronium bromide is a competitive antagonist for the nicotinic acetylcholine receptors at the neuromuscular junction. Of the neuromuscular-blocking drugs it is considered to be a non-depolarizing neuromuscular junction blocker, because it acts by dampening the receptor action causing muscle relaxation, instead of continual depolarisation which is the mechanism of action of the depolarizing neuromuscular junction blockers, like succinylcholine.

    It was designed to be a weaker antagonist at the neuromuscular junction than pancuronium; hence its monoquaternary structure and its having an allyl group and a pyrrolidine group attached to the D ring quaternary nitrogen atom. Rocuronium has a rapid onset and intermediate duration of action.[2]

    There is considered to be a risk of allergic reaction to the drug in some patients (particularly those with asthma), but a similar incidence of allergic reactions has been observed by using other members of the same drug class (non-depolarizing neuromuscular blocking drugs).[3]

    The γ-cyclodextrin derivative sugammadex (trade name Bridion) is an agent to reverse the action of rocuronium by binding to it with high affinity.[4] Sugammadex has been in use since 2009 in many European countries; however, it was turned down for approval twice by the US FDA due to concerns over allergic reactions and bleeding,[5] but finally approved the medication for use during surgical procedures in the United States on December 15, 2015.[6] The acetylcholinesterase inhibitor neostigmine can also be used as a reversal agent of rocuronium but is not as effective as sugammadex. Neostigmine is often still used due to its low cost compared with sugammadex.[7]

    History[edit]

    It was introduced in 1994, and is marketed under the trade name of Zemuron in the United States and Esmeron in most other countries.

    Executions[edit]

    On July 27, 2012, the U.S. state of Virginia replaced pancuronium bromide, one of the three drugs used in executionbylethal injection, with rocuronium bromide.[8]

    On October 3, 2016, the U.S. state of Ohio announced that it would resume executions on January 12, 2017, using a combination of midazolam, rocuronium bromide, and potassium chloride. Prior to this, the last execution in Ohio was in January 2014.[9]

    On August 24, 2017, the U.S. state of Florida executed Mark James Asay using a combination of etomidate, rocuronium bromide, and potassium acetate.[10]

    Euthanasia[edit]

    Since 2016, rocuronium bromide has been the standard drug, along with propofol, administered to patients for euthanasia in Canada.[11]

    References[edit]

    1. ^ Tran DT, Newton EK, Mount VA, Lee JS, Wells GA, Perry JJ (October 2015). "Rocuronium versus succinylcholine for rapid sequence induction intubation". The Cochrane Database of Systematic Reviews. 2015 (10): CD002788. doi:10.1002/14651858.CD002788.pub3. PMC 7104695. PMID 26512948.
  • ^ Hunter JM (April 1996). "Rocuronium: the newest aminosteroid neuromuscular blocking drug". British Journal of Anaesthesia. 76 (4): 481–483. doi:10.1093/bja/76.4.481. PMID 8652315.
  • ^ Burburan SM, Xisto DG, Rocco PR (June 2007). "Anaesthetic management in asthma". Minerva Anestesiologica. 73 (6): 357–365. PMID 17115010.
  • ^ Naguib M (March 2007). "Sugammadex: another milestone in clinical neuromuscular pharmacology". Anesthesia and Analgesia. 104 (3): 575–581. doi:10.1213/01.ane.0000244594.63318.fc. PMID 17312211.
  • ^ McKee S (September 24, 2013). "FDA turns down Merck & Co's sugammadex again". PharmaTimes. Archived from the original on February 22, 2014.
  • ^ "Press Announcements - FDA approves Bridion to reverse effects of neuromuscular blocking drugs used during surgery". www.fda.gov. Retrieved 2017-01-07.
  • ^ Carron M, Zarantonello F, Tellaroli P, Ori C (December 2016). "Efficacy and safety of sugammadex compared to neostigmine for reversal of neuromuscular blockade: a meta-analysis of randomized controlled trials". Journal of Clinical Anesthesia. 35: 1–12. doi:10.1016/j.jclinane.2016.06.018. PMID 27871504.
  • ^ "Virginia Department of Corrections Operating Procedure: Execution Manual" (PDF). 2017-02-07. Retrieved 2017-10-25.
  • ^ "Ohio to resume executions using a three-drug combination in January". BBC News. 2016-10-03. Retrieved 2017-01-07.
  • ^ Dearon J. "Florida executes convicted killer Mark Asay using new drug". Sun Sentinel.
  • ^ "Medical Assistance in Dying (MAiD): Protocols and Procedures Handbook" (PDF). Divisions of Family Practice. Comox Valley, BC. 2017.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Rocuronium_bromide&oldid=1216275927"

    Categories: 
    Muscle relaxants
    Nicotinic antagonists
    Quaternary ammonium compounds
    4-Morpholinyl compounds
    Drugs developed by Schering-Plough
    Drugs developed by Merck & Co.
    Pyrrolidines
    Acetate esters
    Chemical substances for emergency medicine
    Allyl compounds
    Neuromuscular blockers
    Lethal injection components
    Hidden categories: 
    Articles with short description
    Short description is different from Wikidata
    Articles with changed DrugBank identifier
    Articles with changed ChemSpider identifier
    Articles with changed EBI identifier
    ECHA InfoCard ID from Wikidata
    Articles with changed InChI identifier
    Articles without KEGG source
    Drugboxes which contain changes to verified fields
    Drugboxes which contain changes to watched fields
     



    This page was last edited on 30 March 2024, at 03:38 (UTC).

    Text is available under the Creative Commons Attribution-ShareAlike License 4.0; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization.



    Privacy policy

    About Wikipedia

    Disclaimers

    Contact Wikipedia

    Code of Conduct

    Developers

    Statistics

    Cookie statement

    Mobile view



    Wikimedia Foundation
    Powered by MediaWiki