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Merck

P5178

Phenobarbital sodium salt

GABAA receptor activator, powder

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
NACRES:
NA.77
PubChem Substance ID:
24898608
UNSPSC Code:
12352202
EC Number:
200-322-3
MDL number:
MFCD00036211
Beilstein/REAXYS Number:
3802044

Key Documents

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Product Name

Phenobarbital sodium salt,

InChI key

WRLGYAWRGXKSKG-UHFFFAOYSA-M

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

SMILES string

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

form

powder

Quality Level

200

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); Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet
kontrollierte Droge in Deutschland

solubility

H2O: 1 g/mL
ethanol: 100 mg/mL

originator

Bayer

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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.

Legal Information

German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.

English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
SLCJ4854
SLCD9096
SLBX0037
SLBR6563V
SLBP0220V

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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)
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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
Siying Liu et al.
Oral surgery, oral medicine, oral pathology and oral radiology, 122(5), e131-e145 (2016-10-22)
To investigate the effects of condylar extracapsular injuries on the development of the mandibular condyle and try to find a way to treat condylar hyperplasia by electively using such injuries to restrict the overdeveloped mandibular condyle. Sixty 6-month-old beagle puppies
Tisp40 deficiency attenuates renal ischemia reperfusion injury induced apoptosis of tubular epithelial cells
Qin C, et al.
Experimental Cell Research, 359(1), 138 -1144 (2017)
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