CAS 591-28-6

4-Tiouracilo

Descrição:

4-Tiouracilo é um derivado contendo enxofre da uracila, classificado como uma base pirimidínica. Sua fórmula química é C4H4N2O2S, e apresenta um grupo tiol (-SH) na posição 4 do anel de uracila, o que o distingue da própria uracila. Este composto é tipicamente um sólido cristalino branco a off-white e é solúvel em água e álcool. 4-Tiouracilo é conhecido por seu papel como agente antitireoidiano, pois inibe a síntese de hormônios tireoidianos bloqueando a incorporação de iodo em resíduos de tirosina na tireoglobulina. Além disso, tem aplicações em bioquímica e biologia molecular, particularmente em estudos envolvendo RNA e metabolismo de ácidos nucleicos. O mecanismo de ação do composto e sua capacidade de interferir na síntese de ácidos nucleicos o tornam uma ferramenta valiosa em contextos de pesquisa e terapêuticos. No entanto, como muitas substâncias químicas, deve ser manuseado com cuidado devido à toxicidade potencial e aos efeitos colaterais associados ao seu uso.

Fórmula: C₄H₄N₂OS

InChI: InChI=1S/C4H4N2OS/c7-4-5-2-1-3(8)6-4/h1-2H,(H2,5,6,7,8)

Chave InChI: InChIKey=OVONXEQGWXGFJD-UHFFFAOYSA-N

SMILES: S=C1NC(=O)NC=C1

Sinónimos:

• Uracil, 4-thio-
• 4-Thiopyrimidin-2-one
• 2(1H)-Pyrimidinone, 3,4-dihydro-4-thioxo-
• 3,4-Dihydro-4-thioxo-2(1H)-pyrimidinone
• 4-Thiouracil

4-Thiouracil

CAS: 591-28-6

Fórmula: C₄H₄N₂OS

Pureza: >97.0%(T)(HPLC)

Cor e Forma: Light yellow to Yellow to Green powder to crystal

Peso molecular: 128.15

Ref: 3B-T2757

4-Thiouracil, 97%

CAS: 591-28-6

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Fórmula: C₄H₄N₂OS

Pureza: 97%

Peso molecular: 128.15

Ref: 02-H61919

4-Thiouracil

CAS: 591-28-6

Fórmula: C₄H₄N₂OS

Pureza: 97%

Cor e Forma: Solid

Peso molecular: 128.1524

Ref: IN-DA00345K

4-Thiouracil

CAS: 591-28-6

Fórmula: C₄H₄N₂OS

Pureza: ≥ 97.0%

Cor e Forma: Faint yellow to yellow powder

Peso molecular: 128.16

Ref: 7W-GN5189

4-Thioxo-3,4-dihydropyrimidin-2(1H)-one

CAS: 591-28-6

4-Thioxo-3,4-dihydropyrimidin-2(1H)-one

Pureza: 97%

Peso molecular: 128.15g/mol

Ref: 54-OR90861

4-Thiouracil

CAS: 591-28-6

Applications 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.
References Miller, M., et al.: Nat. Methods, 6, 439 (2009); Seth, P., et al.: J. Med. Chem., 53, 8309 (2010); Cui, H., et al.: Eur. J. Med. Chem., 45, 5140 (2010);

Fórmula: C₄H₄N₂OS

Cor e Forma: Neat

Peso molecular: 128.152

Ref: TR-T375405

4-Thiouracil

CAS: 591-28-6

Fórmula: C₄H₄N₂OS

Pureza: 97%

Cor e Forma: Slightly pale yellow – Yellow green powder

Peso molecular: 128.15

Ref: 10-F013726

4-Thiouracil

CAS: 591-28-6

4-Thiouracil is a uridine analog and has been shown to inhibit transcriptional regulation by hydrogen bonding with the dna template. 4-Thiouracil is a prodrug that is converted to its active form, thiouracil, which inhibits DNA synthesis and cell proliferation by inhibiting the enzyme topoisomerase II. This results in the formation of abnormal DNA molecules that are not replicated properly. Thiouracil also has photochemical properties due to its ability to absorb light at wavelengths below 400 nm. The photochemical properties of 4-thiouracil have been studied extensively as models for human tissue culture and the study of cancer cells.

Fórmula: C₄H₄N₂OS

Pureza: Min. 97 Area-%

Cor e Forma: Slightly Yellow Powder

Peso molecular: 128.15 g/mol

Ref: 3D-FT02605

4-Thiouracil

CAS: 591-28-6

4-Thiouracil is a photoactivatable probe designated for site-specific applications in detecting RNA structures and nucleic acid-nucleic acid contacts. Upon illumination with ultraviolet light exceeding 300 nm and in the presence of oxygen, it serves as an energy donor, facilitating the generation of singlet oxygen through triplet-triplet energy transfer. This process enables the highly reactive oxygen species to interact with 4-thiouracil, leading to the formation of uracil and uracil-6-sulfonate; the latter exhibits fluorescence around a wavelength of approximately 390 nm. Additionally, 4-Thiouracil functions as a substrate for T. gondii uracil phosphoribosyltransferase, allowing the synthesis of 4-thiouridine monophosphate for subsequent integration into RNA.

Fórmula: C₄H₄N₂OS

Cor e Forma: Solid

Peso molecular: 128.15

Ref: TM-T84403