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31995

Sigma-Aldrich

Barbital

BioXtra, ≥99.0% (T)

Synonym(s):

5,5-Diethyl-2,4,6(1H,3H,5H)-pyrimidinetrione, 5,5-Diethylbarbituric acid, Barbitone, Veronal

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About This Item

Empirical Formula (Hill Notation):
C8H12N2O3
CAS Number:
57-44-3
Molecular Weight:
184.19
Beilstein/REAXYS Number:
163999
EC Number:
200-331-2
MDL number:
MFCD00036212
UNSPSC Code:
12352111
PubChem Substance ID:
57648640
NACRES:
NA.21

product line

BioXtra

Quality Level

200

assay

≥99.0% (T)

drug control

USDEA Schedule IV; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IV (Portugal)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

ign. residue

≤0.1% (as SO4)

loss

≤0.5% loss on drying, 20 °C (HV)

mp

189-191 °C

solubility

alcohol: soluble 1 gm in 14 ml
chloroform: soluble 1 gm in 75 ml
diethyl ether: soluble 1 gm in 35 ml
water: soluble 1 gm in 13 ml (boiling)
water: soluble 1 gm in 130 ml
acetone: soluble
ethyl acetate: soluble
nitrobenzene: soluble
petroleum ether: soluble
pyridine: soluble

anion traces

chloride (Cl-): ≤500 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Ca: ≤50 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤200 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

SMILES string

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

InChI

1S/C8H12N2O3/c1-3-8(4-2)5(11)9-7(13)10-6(8)12/h3-4H2,1-2H3,(H2,9,10,11,12,13)

InChI key

FTOAOBMCPZCFFF-UHFFFAOYSA-N

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Application

Barbital has been used as an assay buffer for determining the carbonic anhydrase activity. It has also been used for rocket immunoelectrophoresis.

Biochem/physiol Actions

Barbital also referred to as 5,5-Diethylbarbituric acid, Barbitone or Veronal is a sedative/hypnotic (sleeping aid). It stimulates the development of tumors in rats treated with a sub-effective dose of N-bis(2-hydroxypropyl)nitrosamine (DHPN).
Sedative/hypnotic

Other Notes

Sales restrictions may apply

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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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Assay for Cauliflower Mosaic Virus.
Hagen, T. J
Phytopathology, 72, 239-242 (1982)
Crab Gill Intra-Epithelial Carbonic Anhydrase Plays a Major Role in Haemolymph CO2 and Chloride Ion Regulation.
Louis E. Burnett
The Journal of Experimental Biology, 92, 243-254 (1981)
Haixiang Zhao et al.
Analytica chimica acta, 586(1-2), 399-406 (2007-03-28)
A new method was developed for the rapid screening and confirmation analysis of barbital, amobarbital and phenobarbital residues in pork by gas chromatography-tandem mass spectrometry (GC/MS/MS) with ion trap MSD. The residual barbiturates in pork were extracted by ultrasonic extraction
Mamdouh S Masoud et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 69(1), 230-238 (2007-05-25)
Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) complexes of barbital, thiouracil, adenine, amino acids (methionine, lysine and alanine) and some mixed ligands were prepared and characterized by elemental analyses, IR, electronic spectra, magnetic susceptibility and ESR spectra. Coordination of
Marlies Oostendorp et al.
Transfusion, 55(6 Pt 2), 1555-1562 (2015-05-20)
Monoclonal antibodies (MoAbs) are increasingly integrated in the standard of care. The notion that therapeutic MoAbs can interfere with clinical laboratory tests is an emerging concern that requires immediate recognition and the development of appropriate solutions. Here, we describe that
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