P5178

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
• 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

Properties

• 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

Description

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.

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H301,H317,H351
• pcodes: P202 - P261 - P264 - P280 - P301 + P310 - P302 + P352
• 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