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Merck

T5500

2-Thiobarbituric acid

≥98%

Synonym(s):

4,6-Dihydroxy-2-mercaptopyrimidine, 4,6-Dihydroxypyrimidine-2-thiol, TBA

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About This Item

Empirical Formula (Hill Notation):
C4H4N2O2S
CAS Number:
504-17-6
Molecular Weight:
144.15
UNSPSC Code:
12352106
NACRES:
NA.25
PubChem Substance ID:
24900285
EC Number:
207-985-8
Beilstein/REAXYS Number:
120663
MDL number:
MFCD00006674

Product Name

2-Thiobarbituric acid, ≥98%

InChI key

RVBUGGBMJDPOST-UHFFFAOYSA-N

InChI

1S/C4H4N2O2S/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9)

SMILES string

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

assay

≥98%

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

mp

245 °C (dec.) (lit.)

Quality Level

100

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Application

2-Thiobarbituric acid has been used to measure malondialdehyde (MDA) in lipid peroxidation assay.

Biochem/physiol Actions

2-Thiobarbituric acid (TBA) is useful to quantitate lipopolysaccharides, carrageenan, and sialic acids. It is also used to detect lipid hydroperoxides and lipid oxidation. It has applications in the field of medicine and biochemistry. TBA may possess the ability to prevent metal corrosion.

General description

2-Thiobarbituric acid is a molecule made up of heteroatoms: nitrogen, sulphur and oxygen.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN3763
BCCM0391
BCCJ9029
BCCG7728
BCCD9501

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Auricularia polytricha aqueous extract supplementation decreases hepatic lipid accumulation and improves antioxidative status in animal model of nonalcoholic fatty liver
Chiu WC, et al.
Biomedicine / [Publiee Pour L'A.A.I.C.I.G.], 4(2) (2014)
The inhibition effect of 2-thiobarbituric acid on the corrosion performance of mild steel in HCl solutions
Kardas G
Materials Science, 41(3), 337-343 (2005)
Prevention of leukocyte activation by the neutrophil elastase inhibitor, sivelestat, in the hepatic microcirculation after ischemia-reperfusion
Nakano Y, et al.
The Journal of Surgical Research, 155(2), 311-317 (2009)
Evaluation of three 2-thiobarbituric acid methods for the measurement of lipid oxidation in various meats and meat products
Ulu H
Meat Science, 67(4), 683-687 (2004)
Leticia R Benetti et al.
European journal of pharmacology, 698(1-3), 463-469 (2012-11-28)
Recent studies show that endogenous hydrogen sulfide (H(2)S) plays an anti-inflammatory role in the pathogenesis of airway inflammation. This study investigated whether exogenous H(2)S may counteract oxidative stress-mediated lung damage in allergic mice. Female BALB/c mice previously sensitized with ovalbumin
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