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Thiobarbituric acid information


Thiobarbituric acid
Ball-and-stick model of thiobarbituric acid
Ball-and-stick model of thiobarbituric acid
Names
Preferred IUPAC name
2-Sulfanylidene-1,3-diazinane-4,6-dione
Other names
2-Thioxodihydropyrimidine-4,6(1H,5H)-dione
2-Thiobarbituric acid
Identifiers
CAS Number
  • 504-17-6 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL584805 ☒N
ChemSpider
  • 2005830 ☒N
ECHA InfoCard 100.007.260 Edit this at Wikidata
EC Number
  • 207-985-8
PubChem CID
  • 2723628
UNII
  • M1YZW5SS7C checkY
CompTox Dashboard (EPA)
  • DTXSID7060124 Edit this at Wikidata
InChI
  • InChI=1S/C4H4N2O2S/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9) ☒N
    Key: RVBUGGBMJDPOST-UHFFFAOYSA-N ☒N
  • InChI=1/C4H4N2O2S/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9)
    Key: RVBUGGBMJDPOST-UHFFFAOYAX
SMILES
  • O=C(NC(N1)=S)CC1=O
Properties
Chemical formula
C4H4N2O2S
Molar mass 144.15 g/mol
Melting point 245 °C (473 °F; 518 K)
Magnetic susceptibility (χ)
-72.9·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Thiobarbituric acid is an organic compound and a heterocycle. It is used as a reagent in assaying malondialdehyde (the TBARS assay of lipid peroxidation).[1]

It is also used in Kodak Fogging Developer FD-70, part of the Kodak Direct Positive Film Developing Outfit for making black and white slides (positives).[2]

  1. ^ Thiobarbituric acid reactive substances (TBARS) Assay Archived 2006-09-14 at the Wayback Machine, AMDCC Protocols, Animal Models of Diabetic Complications Consortium
  2. ^ "Kodak Direct Positive Film 5246" (PDF). 125px.com. Kodak. Retrieved 6 November 2019.

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Thiobarbituric acid

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Thiobarbituric acid is an organic compound and a heterocycle. It is used as a reagent in assaying malondialdehyde (the TBARS assay of lipid peroxidation)...

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TBARS

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Thiobarbituric acid reactive substances (TBARS) are formed as a byproduct of lipid peroxidation (i.e. as degradation products of fats) which can be detected...

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Lipid peroxidation

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commonly used test is called a TBARS Assay (thiobarbituric acid reactive substances assay). Thiobarbituric acid reacts with malondialdehyde to yield a fluorescent...

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Controlled Drugs and Substances Act

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Barbituric acid

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syndrome. Barbituric acid derivatives are considered DEA Schedule III controlled substances. Barbiturase Thiobarbituric acid Isocyanuric acid Haynes, William...

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Sodium erythorbate

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antioxidative properties have been shown to reduce the production thiobarbituric acid reactive substances (TBARS) in frozen meats, effectively increasing...

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Malondialdehyde

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Malondialdehyde and other thiobarbituric reactive substances (TBARS) condense with two equivalents of thiobarbituric acid to give a fluorescent red derivative...

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Sodium thiopental

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5-ethyl-5-(1'-methyl-3'-hydroxybutyl)-2-thiobarbituric acid, and 5-ethyl-5-(1'-methyl-3'-carboxypropyl)-2-thiobarbituric acid. The usual dose range for induction...

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Knoevenagel condensation

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demonstrated in the reaction of 2-methoxybenzaldehyde 1 with the thiobarbituric acid 2 in ethanol using piperidine as a base. The resulting enone 3 is...

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Glycated hemoglobin

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kidney failure, when measured by ion-exchange chromatography. The thiobarbituric acid method (a chemical method specific for the detection of glycation)...

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Thiourea

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tautomerization. Desulfurization delivers the pyrimidine. The pharmaceuticals thiobarbituric acid and sulfathiazole are prepared using thiourea. 4-Amino-3-hydrazino-5-mercapto-1...

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Cangrelor

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starting from 2-thiobarbituric acid and peracetyl-D-ribofuranose. The synthesis starts with the selective S-alkylation of 2-thiobarbituric acid, followed by...

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Topoisomerase

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dose-limiting cardiotoxicity of the anthracyclines. Merbarone is a thiobarbituric acid derivative, and dexrazoxane (ICRF-187), one of several related bisdioxopiperazine...

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Biology of bipolar disorder

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may be related to elevated levels of the lipid peroxidation marker thiobarbituric acid reactive substances, which are attenuated by lithium treatment. A...

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Pentobarbital

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"Improvements in the manufacture of substituted barbituric and thiobarbituric acids", issued 21 February 1951, assigned to Geigy  "Pentobarbital Compound...

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Beer chemistry

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staling flavors are caused by various carbonyl compounds. They used thiobarbituric acid (TBA) to estimate the staling substances after using an accelerated...

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Stuart Patton

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dialdehyde is a product of lipid oxidation and the basic reactant in the thiobarbituric acid and Kreis tests for lipid oxidation. One of the first to use gas...

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Evolution of metal ions in biological systems

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oxidation of water by photosystem II (PSII), where the production of thiobarbituric acid-reactive substances is decreased. This is due to manganese's ability...

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Thiobutabarbital

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names Thiobutabarbital, Inactin, Brevinarcon, 5-sec-Butyl-5-ethyl-2-thiobarbituric acid ATC code none Identifiers IUPAC name 5-sec-butyl-5-ethyl-2-thiox...

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Polymethine dyes

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barbituric and thiobarbituric terminal groups. general structure of oxonol dyes By condensing an active methylene compound (e.g. malonic acid dinitrile) with...

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