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P5178

Sigma-Aldrich

Phenobarbital sodium salt

Synonym(s):

5-Ethyl-5-phenyl-2,4,6-trioxohexahydropyrimidine sodium salt, 5-Ethyl-5-phenylbarbituric acid sodium salt, Luminal sodium salt, Sodium 5-ethyl-5-phenylbarbiturate

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About This Item

Empirical Formula (Hill Notation):
C12H11N2NaO3
CAS Number:
57-30-7
Molecular Weight:
254.22
Beilstein/REAXYS Number:
3802044
EC Number:
200-322-3
MDL number:
MFCD00036211
UNSPSC Code:
12352202
PubChem Substance ID:
24898608
NACRES:
NA.77

form

powder

drug control

USDEA Schedule IV; Home Office Schedule 3; psychotrope (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IV (Portugal)

solubility

H2O: 1 g/mL
ethanol: 100 mg/mL

originator

Bayer

SMILES string

[Na+].CCC1(C(=O)NC([O-])=NC1=O)c2ccccc2

InChI

1S/C12H12N2O3.Na/c1-2-12(8-6-4-3-5-7-8)9(15)13-11(17)14-10(12)16;/h3-7H,2H2,1H3,(H2,13,14,15,16,17);/q;+1/p-1

InChI key

WRLGYAWRGXKSKG-UHFFFAOYSA-M

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Application

Phenobarbital sodium salt has been used:
  • to anesthetize mice for inducing ischemia-reperfusion injury
  • as a positive control for the activation of constitutive androstane receptor (CAR)
  • in bioluminescent yeast bioreporters (BLYAS) assay

Biochem/physiol Actions

Phenobarbital, a substituted barbituric acid is an antileptic drug and is not easily eliminated from circulation. It hyperpolarizes the synaptic neuronal membranes by favoring the activation of neuronal postsynaptic GABAA receptors by γ aminobutyric acid (GABA). Phenobarbital is also effective in treating neonatal seizures and status epilepticus.
Sedative; hypnotic; anticonvulsant; enhances GABAergic activity.

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 is featured on the Dopamine and Norepinephrine Metabolism and GABAA Receptors pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Bayer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Carc. 2 - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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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