Description
A nucleobase analogue that is uracil in which the oxo group at C-2 is replaced by a thioxo group.
Chemical properties
| Chemical formula | Net charge | Average mass |
|---|---|---|
| C4H4N2OS | 0 | 128.15200 |
Nomenclature
| IUPAC | SMILES | InChI | InChIKey | Synonyms |
|---|---|---|---|---|
| 2-thioxo-2,3-dihydropyrimidin-4(1H)-one | O=c1cc[nH]c(=S)[nH]1 | InChI=1S/C4H4N2OS/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8) | ZEMGGZBWXRYJHK-UHFFFAOYSA-N |
|
Citations
- Harle, DG, et al. 1987. Drugs as allergens: the molecular basis of IgE binding to thiopentone. International Archives of Allergy and Applied Immunology. 84(3).
- Lenarcic, EM, et al. 2013. Thiouracil cross-linking mass spectrometry: a cell-based method to identify host factors involved in viral amplification. Journal of Virology. 87(15).
- Napolitano, A, et al. 1996. Mechanism of selective incorporation of the melanoma seeker 2-thiouracil into growing melanin. Journal of Medicinal Chemistry. 39(26).
- Palumbo, A, et al. 2000. 2-thiouracil is a selective inhibitor of neuronal nitric oxide synthase antagonising tetrahydrobiopterin-dependent enzyme activation and dimerisation. FEBS Letters. 485(2-3).
- Palumbo, A, et al. 1994. Specific incorporation of 2-thiouracil into biological melanins. Biochimica Et Biophysica Acta. 1200(3).
- Steele, FM, et al. 1967. Inactivation and heat stabilization of poliovirus by 2-thiouracil. Journal of Virology. 1(4).
- Vendrell-Criado, V, et al. 2013. Photophysical properties of 5-substituted 2-thiopyrimidines. Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society For Photobiology. 12(8).
- Wätjen, F, et al. 1982. Affinity therapeutics. 1. Selective incorporation of 2-thiouracil derivatives in murine melanomas. Cytostatic activity of 2-thiouracil arotinoids, 2-thiouracil retinoids, arotinoids, and retinoids. Journal of Medicinal Chemistry. 25(8).