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P1636

Sigma-Aldrich

Phenobarbital

Synonym(s):

5-Ethyl-5-phenyl-2,4,6-pyrimidinetrione, 5-Ethyl-5-phenylbarbituric acid, Luminal

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About This Item

Empirical Formula (Hill Notation):
C12H12N2O3
CAS Number:
50-06-6
Molecular Weight:
232.24
Beilstein:
233363
EC Number:
200-007-0
MDL number:
MFCD00066494
UNSPSC Code:
12352200
PubChem Substance ID:
24898226
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)

originator

Bayer

SMILES string

CCC1(C(=O)NC(=O)NC1=O)c2ccccc2

InChI

1S/C12H12N2O3/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)

InChI key

DDBREPKUVSBGFI-UHFFFAOYSA-N

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Biochem/physiol Actions

Anesthetic; sedative; hypnotic; anticonvulsant

Features and Benefits

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

Signal Word

Danger

Hazard Statements

H301,H317,H351,H360FD

Hazard Classifications

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

Storage Class Code

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

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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Noura M Darwish et al.
Molecules (Basel, Switzerland), 27(9) (2022-05-15)
Hepatocellular carcinoma (HCC) is a common type of liver cancer and is a leading cause of death worldwide. Signal transducer and activator of transcription 3 (STAT3) is involved in HCC progression, migration, and suppression of apoptosis. This study investigates the
Peter J West et al.
Experimental neurology, 349, 113954-113954 (2021-12-20)
The discovery and development of novel antiseizure drugs (ASDs) that are effective in controlling pharmacoresistant spontaneous recurrent seizures (SRSs) continues to represent a significant unmet clinical need. The Epilepsy Therapy Screening Program (ETSP) has undertaken efforts to address this need
Caroline A Crowther et al.
The Cochrane database of systematic reviews, (1)(1), CD000164-CD000164 (2010-01-22)
Preterm infants are at risk of periventricular haemorrhage. Phenobarbital might prevent ischaemic injury or reduce fluctuations in blood pressure and blood flow in the brain. To assess the benefits and harms of giving phenobarbital to women at risk of imminent
Melissa Barker-Haliski et al.
Epilepsia, 62(7), 1677-1688 (2021-06-04)
The kainic acid (KA)-induced status epilepticus (SE) model in rats is a well-defined model of epileptogenesis. This model closely recapitulates many of the clinical and pathological characteristics of human temporal lobe epilepsy (TLE) that arise following SE or another neurological
Martin J Brodie et al.
Epilepsia, 53 Suppl 8, 40-46 (2012-12-12)
This article reviews the current position of phenobarbital using articles published since 2000 and speculates on its likely future contribution to epilepsy care. Over the last decade there have been no major double-blind randomized placebo-controlled or comparative trials with phenobarbital.
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