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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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Etomidate speech and memory test (eSAM) A new drug and improved intracarotid procedure
Jones-Gotman M, et al.
Neurology, 65(11), 1723-1729 (2005)
Inhibition of adrenal steroidogenesis by the anesthetic etomidate
Wagner RL, et al.
The New England Journal of Medicine, 310(22), 1415-1421 (1984)
A Möller Petrun et al.
British journal of anaesthesia, 110(3), 388-396 (2012-11-21)
In a double-blind, randomized trial, we compared the haemodynamic effects of a bispectral index (BIS)-guided etomidate and propofol infusion for anaesthesia induction in patients undergoing major abdominal surgery. Forty-six patients were randomly assigned to two groups based on the induction
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)
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