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11709
Barbituric acid
for spectrophotometric det. of cyanide, ≥99.5%
Barbituric acid
Synonym(s):
2,4,6-Trihydroxypyrimidine, Malonylurea
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About This Item
Empirical Formula (Hill Notation):
C4H4N2O3
CAS Number:
Molecular Weight:
128.09
Beilstein/REAXYS Number:
120502
EC Number:
MDL number:
UNSPSC Code:
41115710
PubChem Substance ID:
NACRES:
NA.21
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Quality Level
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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1 of 4
This Item | 185698 | 1.00132 | 8.00133 |
|---|---|---|---|
| assay ≥99.5% (HPLC) | assay 99% | assay ≥99% (acidimetric) | assay ≥99% (acidimetric) |
| Quality Level 100 | Quality Level 200 | Quality Level 300 | Quality Level 200 |
| form solid | form powder | form solid | form solid |
| cation traces Ca: ≤10 mg/kg, Co: ≤5 mg/kg, Cu: ≤5 mg/kg, Mg: ≤10 mg/kg, Ni: ≤5 mg/kg, Zn: ≤5 mg/kg, Cd: ≤5 mg/kg, Fe: ≤5 mg/kg, Pb: ≤5 mg/kg, Cr: ≤5 mg/kg, Mn: ≤5 mg/kg | cation traces - | cation traces Fe: ≤10 ppm, heavy metals (as Pb): ≤50 ppm | cation traces - |
| mp 248-252 °C (dec.) (lit.) | mp 248-252 °C ((lit.)), 248-252 °C (dec.) (lit.) | mp 250-252 °C (decomposition) | mp 250-252 °C (decomposition) |
| anion traces chloride (Cl-): ≤50 mg/kg, sulfate (SO42-): ≤500 mg/kg | anion traces - | anion traces chloride (Cl-): ≤40 ppm | anion traces - |
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.[1]
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.[2] It may also be used in electrochemical oxidation of iodine, using cyclic voltammetry and controlled-potential coulometry.[3]
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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