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T5500

Sigma-Aldrich

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:
Molecular Weight:
144.15
Beilstein:
120663
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥98%

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

mp

245 °C (dec.) (lit.)

SMILES string

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

InChI

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

InChI key

RVBUGGBMJDPOST-UHFFFAOYSA-N

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General description

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
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)
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)
Fernando F Anhê et al.
Gut, 64(6), 872-883 (2014-08-01)
The increasing prevalence of obesity and type 2 diabetes (T2D) demonstrates the failure of conventional treatments to curb these diseases. The gut microbiota has been put forward as a key player in the pathophysiology of diet-induced T2D. Importantly, cranberry (Vaccinium

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