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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:
504-17-6
Molecular Weight:
144.15
Beilstein/REAXYS Number:
120663
EC Number:
207-985-8
MDL number:
MFCD00006674
UNSPSC Code:
12352106
PubChem Substance ID:
24900285
NACRES:
NA.25
Pricing and availability is not currently available.

Quality Level

100

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.[1]

Application

2-Thiobarbituric acid has been used to measure malondialdehyde (MDA) in lipid peroxidation assay.[2][3][4]

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.[5] It has applications in the field of medicine and biochemistry. TBA may possess the ability to prevent metal corrosion.[1]

Storage Class

11 - Combustible Solids

wgk_germany

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
BCCM0391
BCCJ9029
BCCG7728
BCCD9501
BCCD1032

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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)
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)
Ismael Galván et al.
Physiological and biochemical zoology : PBZ, 85(4), 332-347 (2012-06-19)
The synthesis of melanins, which are the most common animal pigments, is influenced by glutathione (GSH), a key intracellular antioxidant. At high GSH levels, pheomelanin (the lightest melanin form) is produced, whereas production of eumelanin (the darkest melanin form) does
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Questions

1–3 of 3 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. Is 2-thiobarbituric acid a DEA controlled susbtance

    1 answer

    1. This product is not a DEA controlled substance. Products that are DEA controlled will state this directly on the product website in the "Properties" Section.

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