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Sigma-Aldrich

1,3-Diethyl-2-thiobarbituric acid

99%

Synonym(s):

1,3-Diethyl-2-sulfanylidene-1,3-diazinane-4,6-dione, 1,3-Diethyldihydro-2-thioxo-4,6(1H,5H)-pyrimidinedione, 1,3-Diethylthiobarbituric acid, N,N′-Diethyl-2-thiobarbituric acid

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About This Item

Empirical Formula (Hill Notation):
C8H12N2O2S
CAS Number:
5217-47-0
Molecular Weight:
200.26
EC Number:
226-010-7
MDL number:
MFCD00006676
UNSPSC Code:
12352100
PubChem Substance ID:
24849962
NACRES:
NA.22

assay

99%

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

mp

109-112 °C (lit.)

solubility

1 M NaOH: soluble 50 mg/mL, clear, colorless to light yellow

SMILES string

CCN1C(=O)CC(=O)N(CC)C1=S

InChI

1S/C8H12N2O2S/c1-3-9-6(11)5-7(12)10(4-2)8(9)13/h3-5H2,1-2H3

InChI key

SHBTUGJAKBRBBJ-UHFFFAOYSA-N

Application

1,3-Diethyl-2-thiobarbituric acid (DETBA) was used as coinitiator during the photopolymerization of dental materials. It was used as reagent in electrochemical oxidation of 3,4-dihydroxybenzoic acid to yield benzofuro[2,3-d]pyrimidine derivatives. It was used in DETBA assay for determination of nicotine metabolites in human urine by HPLC.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H317

Hazard Classifications

Acute Tox. 3 Oral - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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R F Smith et al.
Clinical chemistry, 44(2), 275-280 (1998-02-25)
The performance of a simple colorimetric assay for urinary nicotine metabolites to assess smoking status in diabetic subjects (n = 251) was investigated. Several variations of the colorimetric assay and a qualitative extraction procedure were evaluated in comparison with a
T Sakai et al.
Journal of chromatography. B, Biomedical sciences and applications, 726(1-2), 313-316 (1999-05-29)
The reaction conditions of 1,3-diethyl-2-thiobarbituric acid (DETBA)-malonaldehyde (MA) adduct formation were examined in order to analyze MA in fish tissue by high-performance liquid chromatography. A reaction mixture containing 4 mM butyl hydroxytoluene was heated at 100 degrees C for 150
Jadwiga Turło et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 48(4), 1085-1091 (2010-02-09)
Preparations derived from Lentinula edodes (Berk.) Pegl. mycelium are worldwide used as dietary supplements containing compounds active as immune system enhancers, demonstrating chemopreventive and anticancer activity. L. edodes mycelium enriched with organic forms of selenium like selenized yeast possess putative
E B Hoving et al.
Clinica chimica acta; international journal of clinical chemistry, 208(1-2), 63-76 (1992-06-15)
We investigated the influence of different concentrations of Fe3+, phosphoric acid, butylated hydroxytoluene and glutathione on the production of the malondialdehyde-1,3-diethyl-2-thiobarbituric acid adduct in plasma lipid extracts. Following organic solvent extraction the stable product was analyzed by spectrophotometry (537 nm)
Eliseu A Münchow et al.
Journal of biomedical materials research. Part B, Applied biomaterials, 101(7), 1217-1221 (2013-04-09)
The ethyl-4-dimethylaminobenzoate (EDAB) is widely used as a coinitiator of the camphorquinone (CQ), but in acidic circumstances it might present some instability, reducing the polymerization efficiency of the material. Considering this, new coinitiators are being evaluated. Hence, this study evaluated
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