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591-28-6

591-28-6 Structure

591-28-6 Structure
IdentificationMore
[Name]

4-THIOURACIL
[CAS]

591-28-6
[Synonyms]

2-HYDROXY-4-MERCAPTOPYRIMIDINE
4-THIOURACIL
2(1H)-Pyrimidinone, 3,4-dihydro-4-thioxo-
KC 135
Uracil, 4-thio-
4-Thiouracil97%
4-Thiouracil 97%
2(1H)-Pyrimidinone, 3,4-dihydro-4-thioxo-(9CI)
2-HYDROXY-4-MERCAPTOPYRIMIDINE/4-THIOURACIL
4-Thiouracil ,98%
4-Thioxo-1H-pyrimidin-2-one
[Molecular Formula]

C4H4N2OS
[MDL Number]

MFCD00090842
[Molecular Weight]

128.15
[MOL File]

591-28-6.mol
Chemical PropertiesBack Directory
[Appearance]

yellow powder
[Melting point ]

295 °C (dec.) (lit.)
[density ]

1.368 (estimate)
[refractive index ]

1.7000 (estimate)
[storage temp. ]

Store at -20°C
[solubility ]

1 M NaOH: soluble50mg/mL
[form ]

Powder
[pka]

5.38±0.20(Predicted)
[color ]

Yellow
[Detection Methods]

HPLC
[CAS DataBase Reference]

591-28-6(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S36:Wear suitable protective clothing .
[WGK Germany ]

3
[HS Code ]

29335990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Sodium hydroxide-->Hydrochloric acid-->Acetic acid-->Phosphorus oxychloride-->Magnesium sulfate-->Ammonium hydroxide-->Benzene-->Iodomethane-->Ethylene glycol-->Sodium hydrosulfide-->Carbon-->2-Thiouracil
Hazard InformationBack Directory
[Description]

4-Thiouracil is a site-specific, photoactivatable probe used to detect RNA structures and nucleic acid-nucleic acid contacts. It absorbs ultraviolet light >300 nm and, in the presence of oxygen, acts as an energy donor to produce singlet oxygen by triplet-triplet energy transfer. The highly reactive oxygen species then reacts readily with 4-thiouracil, leading to the production of uracil and uracil-6-sulfonate, which is fluorescent at a wavelength of ~390 nm. 4-Thiouracil is used as a T. gondii uracil phosphoribosyltransferase substrate to produce 4-thiouridine monophosphate, which can ultimately be incorporated into RNA.
[Chemical Properties]

yellow powder
[Uses]

4-Thiouracil is a derivative of Uracil (U801000), which is a nitrogenous base in RNA nucleic acid. 4-Thiouracil is used for tagging in cell type-specific RNA isolation from intact complex tissues.
[Synthesis Reference(s)]

Synthesis, p. 256, 1987 DOI: 10.1055/s-1987-27906
Spectrum DetailBack Directory
[Spectrum Detail]

4-THIOURACIL(591-28-6)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-Thiouracil, 97%(591-28-6)
[Sigma Aldrich]

591-28-6(sigmaaldrich)
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