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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:
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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

302.0 °F - closed cup

Flash Point(C)

150.00 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM3627
BCCJ0363
BCCJ0578
BCCJ0230
BCCH9913

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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)
Bioactive Heterocyclic Compound Classes.
Clemens L and Dinges J.
Pharmaceutics, 24-27 (2012)
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)
Thomas Gelbrich et al.
Acta crystallographica. Section C, Crystal structure communications, 66(Pt 1), o55-o58 (2010-01-06)
Both title structures exhibit essentially planar barbiturate rings. The crystal structure of enallylpropymal (5-allyl-5-isopropyl-1-methylbarbituric acid), C(11)H(16)N(2)O(3), is composed of centrosymmetric N-H...O hydrogen-bonded dimers, while 1,5-di(but-2-enyl)-5-ethylbarbituric acid, C(14)H(20)N(2)O(3), forms N-H...O hydrogen-bonded helical chains. Each of the ten known crystal structures of
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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