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R1908

Sigma-Aldrich

Remifentanil hydrochloride

≥97% (HPLC), powder

Synonym(s):

3-[methoxycarbonyl-4-[(1-oxopropyl)phenylamino]1-piperidine]propanoic acid methyl ester hydrochloride, GI-87084B, Remifentanyl, Ultiva

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About This Item

Empirical Formula (Hill Notation):
C20H28N2O5·HCl
CAS Number:
132539-07-2
Molecular Weight:
412.91
MDL number:
MFCD00910882
UNSPSC Code:
12352200
PubChem Substance ID:
329824010

Quality Level

100

assay

≥97% (HPLC)

form

powder

drug control

USDEA Schedule II; regulated under CDSA - not available from Sigma-Aldrich Canada; estupefaciente (Spain); Decreto Lei 15/93: Tabela IA (Portugal)

storage condition

desiccated

color

white to off-white

solubility

H2O: ≥20 mg/mL

storage temp.

2-8°C

SMILES string

O=C(CC)N(C1(CCN(CCC(OC)=O)CC1)C(OC)=O)C2=CC=CC=C2.[H]Cl

InChI

1S/C20H28N2O5.ClH/c1-4-17(23)22(16-8-6-5-7-9-16)20(19(25)27-3)11-14-21(15-12-20)13-10-18(24)26-2;/h5-9H,4,10-15H2,1-3H3;1H

InChI key

WFBMIPUMYUHANP-UHFFFAOYSA-N

Gene Information

human ... OPRM1(4988)

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Biochem/physiol Actions

Remifentanil hydrochloride is a mu opioid receptor agonist, anesthetic, and analgesic compound. Remifentanil was developed as an ultra-short-acting mu opioid receptor agonist with improved pharmacodynamic properties.

Features and Benefits

This compound is featured on the Opioid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H371

Hazard Classifications

STOT SE 2

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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A Harsten et al.
British journal of anaesthesia, 111(3), 391-399 (2013-04-13)
This study was undertaken to compare the effects of general anaesthesia (GA) and spinal anaesthesia (SA) on the need for postoperative hospitalization and early postoperative comfort in patients undergoing fast-track total knee arthroplasty (TKA). One hundred and twenty subjects were
Tor D Wager et al.
The New England journal of medicine, 368(15), 1388-1397 (2013-04-12)
Persistent pain is measured by means of self-report, the sole reliance on which hampers diagnosis and treatment. Functional magnetic resonance imaging (fMRI) holds promise for identifying objective measures of pain, but brain measures that are sensitive and specific to physical
M Gruenewald et al.
British journal of anaesthesia, 110(6), 1024-1030 (2013-03-09)
Measurement of the balance between nociception and anti-nociception during anaesthesia is challenging and not yet clinically established. The Surgical pleth index (SPI), derived from photoplethysmography, was proposed as a surrogate measure of nociception. Recently, the analgesia nociception index (ANI) derived
Arne Kristian Skulberg et al.
European journal of clinical pharmacology, 74(7), 873-883 (2018-03-24)
This study aimed to develop a model for pharmacodynamic and pharmacokinetic studies of naloxone antagonism under steady-state opioid agonism and to compare a high-concentration/low-volume intranasal naloxone formulation 8 mg/ml to intramuscular 0.8 mg. Two-way crossover in 12 healthy volunteers receiving naloxone while
N A Pedersen et al.
Acta anaesthesiologica Scandinavica, 57(8), 988-995 (2013-07-10)
Magnetic resonance imaging (MRI) of children is generally performed under sedation or with general anaesthesia (GA), but the ideal regimen has not been found. The aim of this study was to see if propofol-remifentanil would be a suitable alternative for
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