Page last updated: 2024-12-10

rapacuronium

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Description

rapacuronium: 16-N-allyl-17-beta-propionate analog of vecuronium; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5311399
CHEMBL ID1201352
CHEBI ID135845
SCHEMBL ID16977930
MeSH IDM0366636

Synonyms (15)

Synonym
rapacuronium
DB04834
CHEBI:135845
[(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
CHEMBL1201352
rapacuronium ion
rapacuronium [vandf]
1-allyl-1-(3.alpha.,17.beta.-dihydroxy-2.beta.-piperidino-5.alpha.-androstan-16.beta.-yl)piperidinium, 3-acetate 17-propionate
androstane-3,17-diol, 2-(1-piperidinyl)-16-(1-(2-propenyl)-1-piperidiniumyl)-, 3-acetate 17-propanoate, (2.beta.,3.alpha.,5.alpha.,16.beta.,17.beta.)-
rapacuronium cation
465499-11-0
gg1lbm463s ,
unii-gg1lbm463s
SCHEMBL16977930
DTXSID80861419

Research Excerpts

Overview

Rapacuronium is an aminosteroidal nondepolarising neuromuscular blocking agent. It is a rapid-onset and short- to intermediate-acting muscle relaxant.

ExcerptReferenceRelevance
"Rapacuronium is an aminosteroidal nondepolarising neuromuscular blocking agent (NMBA). "( Pharmacokinetics and pharmacodynamics of rapacuronium bromide.
Wight, WJ; Wright, PM, 2002
)
2.02
"Rapacuronium (Org 9487) is a rapid-onset and short- to intermediate-acting muscle relaxant. "( Pharmacokinetics and pharmacokinetic-dynamic relationship between rapacuronium (Org 9487) and its 3-desacetyl metabolite (Org 9488).
Proost, JH; Schiere, S; Schuringa, M; Wierda, JM, 1999
)
1.98
"Rapacuronium is a new nondepolarizing muscle relaxant with rapid onset and offset. "( Factors affecting the pharmacokinetic characteristics of rapacuronium.
Angst, MS; Bevan, D; Bikhazi, G; Fisher, DM; Fragen, RJ; Kahwaji, R; Matteo, RS; Ornstein, E, 1999
)
1.99
"Rapacuronium is a rapid-onset, short-acting neuromuscular relaxant. "( Early reversal of rapacuronium with neostigmine.
Bevan, DR; Donati, F; Lichtor, JL; Purdy, R, 1999
)
2.08
"Rapacuronium is an investigational intermediate-duration agent and is even less potent than rocuronium."( Recent advances in neuromuscular blocking agents.
Bartkowski, RR, 1999
)
1.02
"Rapacuronium is a rapid-acting, steroidal-derived neuromuscular blocking drug whose hemodynamic effects have not been characterized."( The effects of rapacuronium on histamine release and hemodynamics in adult patients undergoing general anesthesia.
Bastian, R; Kim, J; Levy, JH; Pitts, M; Szlam, F; Thanopoulos, A, 1999
)
1.38
"Rapacuronium is a new steroidal, nondepolarizing, neuromuscular blocking agent. "( Clinical pharmacology of rapacuronium bromide, a new short-acting neuromuscular blocking agent.
Goldberg, ME; Larijani, GE; Zafeiridis, A, 1999
)
2.05
"Rapacuronium is an investigational nondepolarizing relaxant that also has a rapid onset and short duration and consequently should be compared with succinylcholine in its ability to facilitate rapid tracheal intubation."( Comparison of the intubation conditions provided by rapacuronium (ORG 9487) or succinylcholine in humans during anesthesia with fentanyl and propofol.
Caldwell, JE; Chan, V; Chung, F; Cicutti, N; Fleming, NW; Gan, TJ; Glass, PS; Gronert, GA; Kirkegaard-Nielsen, H; Kitts, JB, 1999
)
1.28
"Rapacuronium is a low-potency nondepolarizing muscle relaxant with a fast onset of relaxation and minimal cardiovascular effects."( The potency (ED50) and cardiovascular effects of rapacuronium (Org 9487) during narcotic-nitrous oxide-propofol anesthesia in neonates, infants, and children.
Bui, DT; Darrow, EJ; Fletcher, JE; Hannallah, RS; Kaplan, RF; Slaven, JS; Tsai, KT, 1999
)
1.28
"Rapacuronium (RAP) is a new, rapid-onset, short-duration, nondepolarizing neuromuscular blocker. "( Duration of action of vecuronium after an intubating dose of rapacuronium, vecuronium, or succinylcholine.
Alexander, R; El-Moalem, H; Gan, TJ; Glass, PS; Jhaveri, R; Madan, R; Weatherwax, K, 2001
)
1.99
"Rapacuronium, however, is a suitable alternative to mivacurium chloride (mivacurium) and succinylcholine for short procedures (e.g."( Newer neuromuscular blocking agents: how do they compare with established agents?
Beaufort, TM; Fuchs-Buder, T; Sparr, HJ, 2001
)
1.03
"Rapacuronium is a new non-depolarizing relaxant with a fast onset and rapid recovery. "( Rapacuronium: first experience in clinical practice.
Bartkowski, RR; Witkowski, TA, 2001
)
3.2
"Rapacuronium is a new, rapid-onset, short-duration, nondepolarizing neuromuscular blocking drug. "( A comparison of neuromuscular effects, tracheal intubating conditions, and reversibility of rapacuronium versus mivacurium in female patients.
Coppens, S; Geerts, E; van Iersel, M; Vanacker, BF, 2002
)
1.98
"Rapacuronium is a nondepolarizing muscle relaxant similar in structure to pancuronium, rocuronium, and vecuronium. "( The hemodynamic effects of rapacuronium in patients with coronary artery disease: succinylcholine and vecuronium compared.
Delboy, NJ; Shields, JA; Tomichek, RC, 2002
)
2.05

Effects

Rapacuronium has an active metabolite that is at least as potent as the parent compound. It has a mild to moderate effect on heart rate and arterial blood pressure in ASA physical status I and II patients.

Rapacuronium has a rapid onset, and a bolus dose has a short duration of action. It has a mild to moderate effect on heart rate and arterial blood pressure in ASA physical status I and II patients.

ExcerptReferenceRelevance
"Rapacuronium has an active metabolite that is at least as potent as the parent compound and is eliminated much less efficiently."( Pharmacokinetics and pharmacodynamics of rapacuronium bromide.
Wight, WJ; Wright, PM, 2002
)
1.3
"Rapacuronium has a rapid onset, and a bolus dose has a short duration of action."( Clinical pharmacokinetics of the newer neuromuscular blocking drugs.
Atherton, DP; Hunter, JM, 1999
)
1.02
"Rapacuronium has an onset profile that is not different from that previously reported for succinylcholine."( Dose-response and onset/offset characteristics of rapacuronium.
Flores, F; Ghori, K; Klewicka, MM; Kopman, AF; Neuman, GG, 2000
)
1.28
"Rapacuronium has a mild to moderate effect on heart rate and arterial blood pressure in ASA physical status I and II patients."( The hemodynamic effects of rapacuronium in patients with coronary artery disease: succinylcholine and vecuronium compared.
Delboy, NJ; Shields, JA; Tomichek, RC, 2002
)
1.33
"Rapacuronium has an active metabolite that is at least as potent as the parent compound and is eliminated much less efficiently."( Pharmacokinetics and pharmacodynamics of rapacuronium bromide.
Wight, WJ; Wright, PM, 2002
)
1.3
"Rapacuronium has a rapid onset, and a bolus dose has a short duration of action."( Clinical pharmacokinetics of the newer neuromuscular blocking drugs.
Atherton, DP; Hunter, JM, 1999
)
1.02
"Rapacuronium has an onset profile that is not different from that previously reported for succinylcholine."( Dose-response and onset/offset characteristics of rapacuronium.
Flores, F; Ghori, K; Klewicka, MM; Kopman, AF; Neuman, GG, 2000
)
1.28
"Rapacuronium has been accepted wherever rapid onset and short duration of action are advantageous."( Rapacuronium: first experience in clinical practice.
Bartkowski, RR; Witkowski, TA, 2001
)
2.47
"Rapacuronium has a mild to moderate effect on heart rate and arterial blood pressure in ASA physical status I and II patients."( The hemodynamic effects of rapacuronium in patients with coronary artery disease: succinylcholine and vecuronium compared.
Delboy, NJ; Shields, JA; Tomichek, RC, 2002
)
1.33

Pharmacokinetics

Rapacuronium is a muscle relaxant with rapid onset and offset. The time course of a single bolus dose of 1.5 mg can be explained from its pharmacokinetic and pharmacodynamic characteristics.

ExcerptReferenceRelevance
" Terminal half-life and mean residence time were 71."( Pharmacodynamics and pharmacokinetics of an infusion of Org 9487, a new short-acting steroidal neuromuscular blocking agent.
Proost, JH; Smeulers, NJ; van den Broek, L; Wierda, JM, 1994
)
0.29
" To determine whether similar differences exist for rapacuronium, a muscle relaxant with rapid onset and offset, the authors determined its pharmacodynamic characteristics."( A pharmacodynamic explanation for the rapid onset/offset of rapacuronium bromide.
Brown, R; Fisher, DM; Lau, M; Wright, PM, 1999
)
0.8
" A semiparametric effect compartment pharmacodynamic model was fit to values for rapacuronium plasma concentrations and twitch tension of the adductor pollicis and laryngeal adductors."( A pharmacodynamic explanation for the rapid onset/offset of rapacuronium bromide.
Brown, R; Fisher, DM; Lau, M; Wright, PM, 1999
)
0.77
" Pharmacokinetic parameters were determined using mixed-effects modeling."( Influence of renal failure on the pharmacokinetics and neuromuscular effects of a single dose of rapacuronium bromide.
Brown, R; Caldwell, JE; Fisher, DM; Lau, M; Luks, AM; Szenohradszky, J; Wright, PM, 1999
)
0.52
" In this study, the pharmacokinetic behavior (n = 7) of this metabolite and the pharmacokinetic/pharmacodynamic (PK/PD) relationship of rapacuronium (n = 10) and Org 9488 (n = 7) were investigated in humans."( Pharmacokinetics and pharmacokinetic-dynamic relationship between rapacuronium (Org 9487) and its 3-desacetyl metabolite (Org 9488).
Proost, JH; Schiere, S; Schuringa, M; Wierda, JM, 1999
)
0.74
" As part of a study to determine its neuromuscular effects, the authors sampled plasma sparsely to determine the influence of age, gender, and other covariates on its pharmacokinetic characteristics."( Factors affecting the pharmacokinetic characteristics of rapacuronium.
Angst, MS; Bevan, D; Bikhazi, G; Fisher, DM; Fragen, RJ; Kahwaji, R; Matteo, RS; Ornstein, E, 1999
)
0.55
" Pharmacokinetic analysis was performed using a population approach (mixed-effects modeling) to determine the influence of demographic characteristics and preoperative laboratory values on the pharmacokinetic parameters."( Factors affecting the pharmacokinetic characteristics of rapacuronium.
Angst, MS; Bevan, D; Bikhazi, G; Fisher, DM; Fragen, RJ; Kahwaji, R; Matteo, RS; Ornstein, E, 1999
)
0.55
" Rapacuronium's weight-normalized pharmacokinetic parameters were not influenced by age, gender, or other covariates examined."( Factors affecting the pharmacokinetic characteristics of rapacuronium.
Angst, MS; Bevan, D; Bikhazi, G; Fisher, DM; Fragen, RJ; Kahwaji, R; Matteo, RS; Ornstein, E, 1999
)
1.46
" This finding contrasts to an age-related decrease in plasma clearance observed in a study of 10 healthy volunteers and in a pooled analysis of the pharmacokinetic data from 206 adults in multiple clinical studies."( Factors affecting the pharmacokinetic characteristics of rapacuronium.
Angst, MS; Bevan, D; Bikhazi, G; Fisher, DM; Fragen, RJ; Kahwaji, R; Matteo, RS; Ornstein, E, 1999
)
0.55
" Pipecuronium resembles pancuronium in its pharmacokinetic and neuromuscular blocking profile, but is devoid of cardiovascular effects."( Clinical pharmacokinetics of the newer neuromuscular blocking drugs.
Atherton, DP; Hunter, JM, 1999
)
0.3
" The elimination half-life was 88 (77-102) min in controls and 90 (76-117) min in patients with cirrhosis."( Pharmacokinetics and pharmacodynamics of rapacuronium in patients with cirrhosis.
Duvaldestin, P; Rebufat, Y; Slavov, V, 1999
)
0.57
" A three-compartment pharmacokinetic model was justified."( Antagonism of rapacuronium using edrophonium or neostigmine: pharmacodynamics and pharmacokinetics.
Danjoux, G; Hing, JP; Hunter, JM; Mills, KG; Pollard, BJ; Scott, JM; Wright, PM, 1999
)
0.66
" In the current study, the authors determined its pharmacokinetic characteristics in children."( Pharmacokinetics of rapacuronium in infants and children with intravenous and intramuscular administration.
Brown, R; Fisher, DM; Hsu, J; Infosino, A; Reynolds, LM, 2000
)
0.63
" A mixed-effects population pharmacokinetic analysis was applied to these values to determine bioavailability, absorption rate constant, and time to peak plasma concentration with intramuscular administration."( Pharmacokinetics of rapacuronium in infants and children with intravenous and intramuscular administration.
Brown, R; Fisher, DM; Hsu, J; Infosino, A; Reynolds, LM, 2000
)
0.63
" Rapacuronium's pharmacokinetic parameters were determined using mixed-effects modeling."( Effect of renal failure and cirrhosis on the pharmacokinetics and neuromuscular effects of rapacuronium administered by bolus followed by infusion.
Abengochea, A; Atherton, DP; Brown, R; Dempsey, GA; Fisher, DM; Hunter, JM, 2000
)
1.44
"The rapid onset and offset of rapacuronium can be explained from its pharmacokinetic and pharmacodynamic characteristics."( A pharmacokinetic-dynamic explanation of the rapid onset-offset of rapacuronium.
Proost, JH; Wright, PM, 2001
)
0.84
" Pharmacokinetic parameters do not appear to differ markedly in hepatic insufficiency, but clearance is reduced by approximately 30% in renal failure."( Pharmacokinetics and pharmacodynamics of rapacuronium bromide.
Wight, WJ; Wright, PM, 2002
)
0.58
"To test the suitability of an Iterative Two-Stage Bayesian (ITSB) technique for population pharmacokinetic analysis of rich data sets, and to compare ITSB with Standard Two-Stage (STS) analysis and nonlinear Mixed Effect Modeling (MEM)."( Performance of an iterative two-stage bayesian technique for population pharmacokinetic analysis of rich data sets.
Eleveld, DJ; Proost, JH, 2006
)
0.33
"ITSB is a suitable technique for population pharmacokinetic analysis of rich data sets, and in the presented data set it is superior to STS and MEM."( Performance of an iterative two-stage bayesian technique for population pharmacokinetic analysis of rich data sets.
Eleveld, DJ; Proost, JH, 2006
)
0.33

Bioavailability

ExcerptReferenceRelevance
" A mixed-effects population pharmacokinetic analysis was applied to these values to determine bioavailability, absorption rate constant, and time to peak plasma concentration with intramuscular administration."( Pharmacokinetics of rapacuronium in infants and children with intravenous and intramuscular administration.
Brown, R; Fisher, DM; Hsu, J; Infosino, A; Reynolds, LM, 2000
)
0.63
" Intramuscular bioavailability averaged 56%."( Pharmacokinetics of rapacuronium in infants and children with intravenous and intramuscular administration.
Brown, R; Fisher, DM; Hsu, J; Infosino, A; Reynolds, LM, 2000
)
0.63
" After intramuscular administration, bioavailability is 56%, and plasma rapacuronium concentrations peak within 4 or 5 min."( Pharmacokinetics of rapacuronium in infants and children with intravenous and intramuscular administration.
Brown, R; Fisher, DM; Hsu, J; Infosino, A; Reynolds, LM, 2000
)
0.86

Dosage Studied

We analysed raw data for succinylcholine, rocuronium, rapacuronium, and cisatracurium from previously published studies using both LRA and NLR. We determined the ED(50) and ED(95) values and the respective slopes of the dose-response relationships.

ExcerptRelevanceReference
" However, the decreased clearance of rapacuronium and its potent metabolite in renal failure suggests that repeated dosing of rapacuronium may lead to prolonged effects in patients with renal failure."( Influence of renal failure on the pharmacokinetics and neuromuscular effects of a single dose of rapacuronium bromide.
Brown, R; Caldwell, JE; Fisher, DM; Lau, M; Luks, AM; Szenohradszky, J; Wright, PM, 1999
)
0.79
"A rigorous study of the dose-response relation of rapacuronium has, to our knowledge, yet to be performed."( Dose-response and onset/offset characteristics of rapacuronium.
Flores, F; Ghori, K; Klewicka, MM; Kopman, AF; Neuman, GG, 2000
)
0.81
" By dosing to maintain target twitch depression, recovery was not prolonged."( Effect of renal failure and cirrhosis on the pharmacokinetics and neuromuscular effects of rapacuronium administered by bolus followed by infusion.
Abengochea, A; Atherton, DP; Brown, R; Dempsey, GA; Fisher, DM; Hunter, JM, 2000
)
0.53
" Some statisticians now consider this approach outmoded and assert that non-linear regression (NLR) is the preferred way to analyse sigmoidal dose-response relationships."( Determining the potency of neuromuscular blockers: are traditional methods flawed?
Kopman, AF; Lien, CA; Naguib, M, 2010
)
0.36
"We analysed raw data for succinylcholine, rocuronium, rapacuronium, and cisatracurium from previously published studies using both LRA and NLR to determine the ED(50) and ED(95) values and the respective slopes of the dose-response relationships."( Determining the potency of neuromuscular blockers: are traditional methods flawed?
Kopman, AF; Lien, CA; Naguib, M, 2010
)
0.61
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
steroid ester
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (110)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's36 (32.73)18.2507
2000's70 (63.64)29.6817
2010's2 (1.82)24.3611
2020's2 (1.82)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 28.99

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index28.99 (24.57)
Research Supply Index5.02 (2.92)
Research Growth Index4.34 (4.65)
Search Engine Demand Index39.34 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (28.99)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials40 (36.04%)5.53%
Reviews16 (14.41%)6.00%
Case Studies10 (9.01%)4.05%
Observational0 (0.00%)0.25%
Other45 (40.54%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]