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E6530

Sigma-Aldrich

Etomidate

>98% (HPLC), powder

Synonym(s):

(R)-1-(α-Methylbenzyl)imidazole-5-carboxylic acid ethyl ester, Amidate, R16659

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About This Item

Empirical Formula (Hill Notation):
C14H16N2O2
CAS Number:
33125-97-2
Molecular Weight:
244.29
EC Number:
251-385-9
MDL number:
MFCD00869295
UNSPSC Code:
12352200
PubChem Substance ID:
24894630
NACRES:
NA.77

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.

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

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H410

Precautionary Statements

P273 - P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
Stewart G Albert et al.
Intensive care medicine, 37(6), 901-910 (2011-03-05)
Although etomidate is a preferred anesthetic agent for rapid sequence intubation (RSI) in critical illness, as an inhibitor of cortisol synthesis (11β-hydroxylase), it may be associated with adrenal dysfunction. The objectives are to review the effects of etomidate versus comparator
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