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P5178

Sigma-Aldrich

Phenobarbital sodium salt

Synonyme(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

Formule empirique (notation de Hill):
C12H11N2NaO3
Numéro CAS:
57-30-7
Poids moléculaire :
254.22
Beilstein:
3802044
Numéro CE :
200-322-3
Numéro MDL:
MFCD00036211
Code UNSPSC :
12352202
ID de substance PubChem :
24898608
Nomenclature NACRES :
NA.77

Forme

powder

Niveau de qualité

200

Contrôle du médicament

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)

Solubilité

H2O: 1 g/mL
ethanol: 100 mg/mL

Auteur

Bayer

Chaîne SMILES 

[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

Clé InChI

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Mentions de danger

H301,H317,H351

Classification des risques

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

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
SLCJ4854
SLCD9096
SLBX0037
SLBR6563V
SLBP0220V

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Consulter la Bibliothèque de documents

Mohamed A Farag et al.
Molecules (Basel, Switzerland), 24(18) (2019-09-20)
Interest in developing coffee substitutes is on the rise, to minimizing its health side effects. In the Middle East, date palm (Phoenix dactylifera L.) pits are often used as a coffee substitute post roasting. In this study, commercially-roasted date pit
Shui-Chuan Huang et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 42(6), 2492-2506 (2017-08-30)
Aberrant vascular smooth muscle cell (VSMC) proliferation and migration contribute to the development of vascular pathologies, such as atherosclerosis and post-angioplasty restenosis. The aim of this study was to determine whether miR-22-3p plays a role in regulating human artery vascular
Takafumi Yamaguchi et al.
The Journal of toxicological sciences, 44(7), 459-469 (2019-07-05)
Phenobarbital (PB) and Di (2-ethylhexyl) phthalate (DEHP), an anti-epileptic drug and a plasticizer used in flexible polyvinylchloride formulations, respectively, are well-known typical hepatotoxicants. This study investigated the effects of PB (100 mg/kg/day) or DEHP (500 mg/kg/day) on the endocrine system
Jie Meng et al.
Scientific reports, 3, 2655-2655 (2013-09-14)
A novel nanofibrous composite scaffold composed of super-paramagnetic γ-Fe2O3 nanoparticles (MNP), hydroxyapatite nanoparticles (nHA) and poly lactide acid (PLA) was prepared using electrospinning technique. The scaffold well responds extern static magnetic field with typical saturation magnetization value of 0.049 emu/g as
Di Zhao et al.
Innate immunity, 27(7-8), 533-542 (2021-11-19)
Crohn's disease activates the inflammatory reactions to induce intestinal disorders. Enteral nutrition (EN) could exert general immunomodulatory effects. Cecal ligation and perforation (CLP) surgery was utilized to establish Crohn's disease mice models. Survival analysis, hematoxylin-eosin staining, flow cytometry, ELISA, Western
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