E6530

Sigma-Aldrich

Etomidate

>98% (HPLC), powder

Synonym(s):
(R)-1-(α-Methylbenzyl)imidazole-5-carboxylic acid ethyl ester, R16659, Amidate
Empirical Formula (Hill Notation):
C14H16N2O2
CAS Number:
Molecular Weight:
244.29
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

>98% (HPLC)

form

powder

color

white

solubility

DMSO: >10 mg/mL

originator

Johnson & Johnson

storage temp.

2-8°C

SMILES string

CCOC(=O)c1cncn1[C@H](C)c2ccccc2

InChI

1S/C14H16N2O2/c1-3-18-14(17)13-9-15-10-16(13)11(2)12-7-5-4-6-8-12/h4-11H,3H2,1-2H3/t11-/m1/s1

InChI key

NPUKDXXFDDZOKR-LLVKDONJSA-N

Gene Information

human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562), GABRD(2563), GABRE(2564), GABRG1(2565), GABRG2(2566), GABRG3(2567), GABRP(2568), GABRQ(55879)

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General description

Etomidate is an imidazole derivative, which functions as an nonbarbiturate hypnotic agent. It is used in speech and memory test. Etomidate regulates hemodynamic stability by preserving sympathetic outflow and autonomic reflexes. It inhibits adrenal steroidogenesis.

Packaging

10, 50 mg in glass bottle

Biochem/physiol Actions

Etomidate is a general anesthetic; potentiates GABAA transmission. The possible neuroprotective effect of etomidate against streptozotocin-induced (STZ-induced) hyperglycaemia were investigated in the rat brain and spinal cord. Etomidate treatment demonstrated neuroprotective effect on the neuronal tissue against the diabetic oxidative damage

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. E6530.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3077 9 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Beatrice de la Grandville et al.
European journal of anaesthesiology, 29(11), 511-514 (2012-09-12)
Etomidate is an imidazole-derived hypnotic agent preferentially used for rapid sequence induction of anaesthesia because of its favourable haemodynamic profile. However, 11β-hydroxylase inhibition causes adrenal insufficiency with potentially fatal consequences in specific populations. We review the arguments against the liberal...
Sympathetic responses to induction of anesthesia in humans with propofol or etomidate.
Ebert TJ, et al.
Anesthesiology, 76(5), 725-733 (1992)
E Domínguez et al.
Placenta, 34(9), 738-744 (2013-07-10)
Umbilical artery (UA) hemodynamics reflect blood flow and vascular resistance in the placental circulation. We examined non-invasively the hemodynamic effects of propofol, etomidate, and alphaxalone on the placental circulation of a sheep model by means of UA Doppler ultrasonography. Eleven...
Laura C McPhee et al.
Critical care medicine, 41(3), 774-783 (2013-01-16)
Retrospective analyses of several trials suggest etomidate may be unsafe for intubation in patients with sepsis. We evaluated the association of etomidate and mortality in a large cohort of septic patients to determine if single-dose etomidate was associated with increased...
Etomidate speech and memory test (eSAM) A new drug and improved intracarotid procedure
Jones-Gotman M, et al.
Neurology, 65(11), 1723-1729 (2005)
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