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Merck

11709

Supelco

Barbitursäure

for spectrophotometric det. of cyanide, ≥99.5%

Synonym(e):

2,4,6-Trihydroxy-pyrimidin, Malonylharnstoff

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About This Item

Empirische Formel (Hill-System):
C4H4N2O3
CAS-Nummer:
Molekulargewicht:
128.09
Beilstein:
120502
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12000000
PubChem Substanz-ID:
NACRES:
NA.21

Qualitätsniveau

Assay

≥99.5% (HPLC)
≥99.5%

Form

solid

Qualität

for spectrophotometric det. of cyanide

Methode(n)

UV/Vis spectroscopy: suitable

Glührückstand

≤0.05%

mp (Schmelzpunkt)

248-252 °C (dec.) (lit.)

Anionenspuren

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

Kationenspuren

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)

InChIKey

HNYOPLTXPVRDBG-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

302.0 °F - closed cup

Flammpunkt (°C)

150.00 °C - closed cup

Persönliche Schutzausrüstung

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)
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
Liang Ma et al.
European journal of medicinal chemistry, 46(6), 2003-2010 (2011-03-25)
Forty-four barbituric acid or thiobarbituric acid derivatives were synthesized and evaluated for their effects on adipogenesis of 3T3-L1 adipocytes by measuring the expression of adiponectin in vitro. Four compounds (3a, 3o, 3s, 4t) were found to increase the expression of

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