8113. Rapacuronium Bromide

Nomenclature

CAS number: 156137-99-4
1-[(2β,3α,5α,16β,17β)-3-(Acetyloxy)-17-(1-oxopropoxy)-2-(1-piperidinyl)androstan-16-yl]-1-(2-propenyl)piperidinium bromide; 1-allyl-2-(3α,17β-dihydroxy-2β-piperidino-5α-androstan-16β-yl)piperidinium bromide 3-acetate 17-propionate; Org-9487; Raplon (Organon).
C37H61N2O4.Br; mol wt 677.80.
C 65.56%, H 9.07%, N 4.13%, O 9.44%, Br 11.79%.

Description and references

Aminosteroid, competitive neuromuscular blocker. Prepn: T. Sleigh et al., CA 2094457; eidem, US 5418226 (both to Akzo). Clinical pharmacodynamics: P. M. C. Wright et al., Anesthesiology 90, 16 (1999). Clinical trial in pediatric patients: R. F. Kaplan et al., Anesth. Analg. 89, 1172 (1999). Review of pharmacology and use in endotracheal intubation: S. V. Onrust, R. H. Foster, Drugs 58, 887-918 (1999).

Chemical structure

Properties

Crystals from diethyl ether-acetone, mp 184°. [α]20D -12.7° (c = 1.01 in CHCl3).

Therapeutic Category

Neuromuscular blocking agent.

Keywords

Neuromuscular Blocking Agent; Nondepolarizing Agents