Rocuronium

Title: Rocuronium
CAS Registry Number: 143558-00-3
CAS Name: 1-[(2b,3a,5a,16b,17b)-17-(Acetyloxy)-3-hydroxy-2-(4-morpholinyl)androstan-16-yl]-1-(2-propenyl)pyrrolidinium
Additional Names: 1-allyl-1-(3a,17b-dihydroxy-2b-morpholino-5a-androstan-16b-yl)pyrrolidinium 17-acetate
Molecular Formula: [C32H53N2O4]+
Literature References: Aminosteroid, competitive neuromuscular blocker. Prepn: D. S. Savage et al., EP 287150; T. Sleigh et al., US 4894369 (1988, 1990 both to Akzo). Pharmacology: A. W. Muir et al., Br. J. Anaesth. 63, 400 (1989); K. Khuenl-Brady et al., Anesthesiology 72, 669 (1990). Clinical pharmacodynamics: T. J. Quill et al., Anesth. Analg. 72, 203 (1991); and pharmacokinetics in the elderly: R. S. Matteo et al., ibid. 77, 1193 (1993). Comparative clinical trial: T. Magorian et al., Anesthesiology 79, 913 (1993). HPLC determn: U. W. Kleef et al., J. Chromatogr. 621, 65 (1993). Review: T. C. Wicks, J. Am. Assoc. Nurse Anesth. 62, 33-38 (1994).
Derivative Type: Bromide
CAS Registry Number: 119302-91-9
Manufacturers' Codes: Org-9426
Trademarks: Esmeron (Organon); Zemuron (Akzo)
Molecular Formula: C32H53BrN2O4
Molecular Weight: 609.68
Percent Composition: C 63.04%, H 8.76%, Br 13.11%, N 4.59%, O 10.50%
Properties: Crystals, mp 161-169°. [a]D20 +18.7° (c = 1.03 in CHCl3).
Melting point: mp 161-169°
Optical Rotation: [a]D20 +18.7° (c = 1.03 in CHCl3)
Therap-Cat: Neuromuscular blocking agent.
Keywords: Neuromuscular Blocking Agent; Nondepolarizing Agents.
Roflumilast Rokitamycin Rolicyprine Rolitetracycline Romurtide

Rocuronium bromide
Rocuronium structure.png
Systematic (IUPAC) name
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
Clinical data
AHFS/Drugs.com monograph
Legal status POM (UK)
Routes Intravenous
Pharmacokinetic data
Bioavailability NA
Protein binding ~30%
Metabolism some de-acetylation
Half-life 66–80 minutes
Excretion Unchanged, in bile and urine
Identifiers
CAS number 119302-91-9 YesY
ATC code M03AC09
PubChem CID 441290
IUPHAR ligand 4003
DrugBank DB00728
UNII I65MW4OFHZ N
ChEMBL CHEMBL1201244 N
Synonyms [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
Chemical data
Formula C32H53N2O4+
Mol. mass 529.774 g/mol
 N (what is this?)  (verify)

Rocuronium (Zemuron, Esmeron) is an aminosteroid non-depolarizing neuromuscular blocker or muscle relaxant used in modern anaesthesia, to facilitate endotracheal intubation and to provide skeletal muscle relaxation during surgery or mechanical ventilation.