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11709

Supelco

Barbituric acid

for spectrophotometric det. of cyanide, ≥99.5%

Synonym(s):

2,4,6-Trihydroxypyrimidine, Malonylurea

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About This Item

Empirical Formula (Hill Notation):
C4H4N2O3
CAS Number:
67-52-7
Molecular Weight:
128.09
Beilstein/REAXYS Number:
120502
EC Number:
200-658-0
MDL number:
MFCD00006666
UNSPSC Code:
12000000
PubChem Substance ID:
329749535
NACRES:
NA.21

Quality Level

100

assay

≥99.5% (HPLC)
≥99.5%

form

solid

quality

for spectrophotometric det. of cyanide

technique(s)

UV/Vis spectroscopy: suitable

ign. residue

≤0.05%

mp

248-252 °C (dec.) (lit.)

anion traces

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

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
Mg: ≤10 mg/kg
Mn: ≤5 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

SMILES string

O=C1CC(=O)NC(=O)N1

InChI

1S/C4H4N2O3/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9)

InChI key

HNYOPLTXPVRDBG-UHFFFAOYSA-N

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General description

Barbituric acid is also known as malonurea or 6-hydroxyuracil, it is an odourless powder and is soluble in water. It has a very high pharmacological activity and can be used to synthesize addition derivatives of it, to be used in novel drug discovery. It basically acts on the central nervous system (CNS) depressants, thereby possessing a wide range from mild sedation to total anaesthesia.

Application

Barbituric acid with aromatic aldehydes was used in an experimental study, meant to demonstrate the increased efficiency of Knoevenagel condensation reaction for barbituric acid and various aromatic aldehydes on basic alumina, in the absence of organic solvents under microwave irradiation. It may also be used in electrochemical oxidation of iodine, using cyclic voltammetry and controlled-potential coulometry.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

302.0 °F - closed cup

flash_point_c

150.00 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Electrochemical study of iodide in the presence of barbituric acid. Application to coulometric titration of barbituric acid.
Nematollahi D and Hesari M
Microchemical Journal, Devoted to the Application of Microtechniques in All Branches of Science, 70 (1), 7-11 (2001)
Microwave enhanced knoevenagel condensation of barbituric acid with aromatic aldehydes on basic alumina.
Khalafi NA and Hashemi A.
Iranian Journal of Chemistry and Chemical Engineering, 20 (1), 9-11 (2001)
Bioactive Heterocyclic Compound Classes.
Clemens L and Dinges J.
Pharmaceutics, 24-27 (2012)
Sergio Hidalgo-Figueroa et al.
Chemical biology & drug design, 81(4), 474-483 (2013-01-08)
A small series of thiazolidine-2,4-dione and barbituric acid derivatives 1-4 was prepared using a short synthetic route, and all compounds were characterized by elemental analysis, mass spectrometry, and NMR ((1)H, (13)C) spectroscopy. Their in vitro relative expression of peroxisome proliferator-activated
David C Chiara et al.
The Journal of biological chemistry, 288(27), 19343-19357 (2013-05-17)
GABA type A receptors (GABAAR), the brain's major inhibitory neurotransmitter receptors, are the targets for many general anesthetics, including volatile anesthetics, etomidate, propofol, and barbiturates. How such structurally diverse agents can act similarly as positive allosteric modulators of GABAARs remains
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