| Identification | More | [Name]
4,6-Dihydroxy-2-mercaptopyrimidine | [CAS]
504-17-6 | [Synonyms]
2-MERCAPTO-4,6-DIHYDROXY-PYRIMIDINE
2-THIOBARBITURIC ACID
4,6(1H,5H)-PYRIMIDINEDIONE, DIHYDRO-2-THIOXO-
4,6-DIHYDROXY-2-MERCAPTOPYRIMIDINE
4,6-DIHYDROXY-2-THIOPYRIMIDINE
4,6-DIHYDROXYPYRIMIDINE-2-THIOL
AURORA KA-3842
LABOTEST-BB LT00440785
MALONYLTHIOUREA
TBA
THIOBARBITURIC ACID
TIMTEC-BB SBB004132
2-mercaptobarbituricacid
2-thio-barbituricaci
5h)-pyrimidinedione,dihydro-2-thioxo-6(1h
6(1H,5H)-Pyrimidinedione,dihydro-2-thioxo-4
austranal
bathyran
Dihydro-2-thioxo-4,6-(1H,5H)-pyrimidinedione
dihydro-2-thioxo-4,6(1h,5h)-pyrimidinedione | [EINECS(EC#)]
207-985-8 | [Molecular Formula]
C4H4N2O2S | [MDL Number]
MFCD00006674 | [Molecular Weight]
144.15 | [MOL File]
504-17-6.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-White to Yellow Powder | [Melting point ]
245 °C (dec.)(lit.)
| [bulk density]
210kg/m3 | [density ]
1.451 (estimate) | [refractive index ]
1.7690 (estimate) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
50g/l slightly soluble | [form ]
Liquid | [pka]
3.96±0.20(Predicted) | [color ]
Clear colorless | [PH]
1.7-1.9 (10g/l, H2O, 20℃) | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
<6 g/L (20 ºC) | [Usage]
Used to quantitate lipopolysaccharides, carrageenan, and sialic acids. Used to detect lipid hydroperoxides and lipid oxidation.
CONTROLLED SUBSTANC | [BRN ]
120663 | [InChIKey]
RVBUGGBMJDPOST-UHFFFAOYSA-N | [CAS DataBase Reference]
504-17-6(CAS DataBase Reference) | [NIST Chemistry Reference]
4,6(1H,5h)-pyrimidinedione, dihydro-2-thioxo-(504-17-6) | [EPA Substance Registry System]
504-17-6(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN 3335 | [WGK Germany ]
2
| [RTECS ]
CQ7700000
| [F ]
13-23 | [TSCA ]
Yes | [HS Code ]
29335995 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White to Yellow Powder | [Uses]
4,6-Dihydroxy-2-mercaptopyrimidine can be used to quantitate lipopolysaccharides, carrageenan, and sialic acids, and to detect lipid hydroperoxides and lipid oxidation.
| [Definition]
ChEBI: A barbiturate, the structure of which is that of barbituric acid in which the oxygen at C-2 is replaced by sulfur. | [Preparation]
2-thiobarbituric acid was synthesized by the reaction of diethyl malonate with thiourea. Dissolve thiourea in methanol, add sodium methoxide and diethyl malonate, heat under reflux for 4-5h, then distill under reduced pressure to recover methanol to the end, and add hydrochloric acid to acidify to pH 1-2 after cooling. After standing overnight, thiobarbituric acid crystals were precipitated, filtered, and recrystallized with water to obtain the pure product. | [General Description]
2-Thiobarbituric acid is a molecule made up of heteroatoms: nitrogen, sulphur and oxygen. | [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. | [Purification Methods]
Crystallise it from water. [Beilstein 24 H 476, 24 I 414, 24 II 275, 24 III/IV 1884.] |
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