T7750
2-Thiouracil
≥99%, synthetic, powder
Synonym(s):
(2-thioxo -2, 3-dihydropyrimidin-4(1H)-one), 2TU, 4-Hydroxy-2-mercaptopyrimidine
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About This Item
Empirical Formula (Hill Notation):
C4H4N2OS
CAS Number:
Molecular Weight:
128.15
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
205-508-8
MDL number:
Beilstein/REAXYS Number:
112227
Product Name
2-Thiouracil, ≥99%
InChI
1S/C4H4N2OS/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)
InChI key
ZEMGGZBWXRYJHK-UHFFFAOYSA-N
SMILES string
O=C1NC(=S)NC=C1
biological source
synthetic
assay
≥99%
form
powder
mp
>300 °C (lit.)
solubility
1 M NaOH: 5 mg/mL, clear to very slightly hazy
1 M NaOH: 50 mg/mL, colorless to faintly yellow
Quality Level
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Application
2-Thiouracil may be used:
- in the synthesis and characterization of silver colloid and film substrates and their applications in surface-enhanced Raman scattering (SERS)
- to study its electro-oxidation and determination at titanium dioxide (TiO2) nanoparticles-modified gold electrode
- to study the effect of methylation on the deactivation mechanism or the triplet-state dynamics of 2-thiouracil using time-resolved photoelectron spectroscopy
Biochem/physiol Actions
2-Thiouracil acts as an anticancer, antithyroid, and antiviral agent. 2-Thiouracil is a selective melanoma-seeker and competitive inhibitor of neuronal nitric oxide synthase. It also forms complexes with transition metals such as gold (Au), chromium (Cr), zinc (Zn), and silver (Ag).2-thiouracil can be incorporated into the tissue culture medium to inhibit virus replication or movement from infected to healthy tissues during chemotherapy.
General description
2-Thiouracil is a thio-derivative of uracil, a pyrimidine nucleobase.This antithyroid drug has less solubility in H2O & organic solvents.
signalword
Warning
hcodes
Hazard Classifications
Carc. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
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Silver colloid and film substrates in surface-enhanced Raman scattering for 2-thiouracil detection
Al-Shalalfeh MM, et al.
Royal Society of Chemistry Advances, 6, 75282-75292 (2016)
A Palumbo et al.
FEBS letters, 485(2-3), 109-112 (2000-11-30)
2-thiouracil (TU), an established antithyroid drug and melanoma-seeker, was found to selectively inhibit neuronal nitric oxide synthase (nNOS) in a competitive manner (K(i)=20 microM), being inactive on the other NOS isoforms. The drug apparently interfered with the substrate- and tetrahydrobiopterin
J Vanden Bussche et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 28(2), 166-172 (2011-01-26)
Thiouracil belongs to the xenobiotic thyreostats, which are growth-promoting agents illegally used in animal production. Recently it has been reported that thiouracil is suspected to have a natural origin. The European Union of Reference Laboratory guidance paper of 2007 acknowledged
Leslie Gay et al.
Genes & development, 27(1), 98-115 (2013-01-12)
Transcriptional profiling is a powerful approach for understanding development and disease. Current cell type-specific RNA purification methods have limitations, including cell dissociation trauma or inability to identify all RNA species. Here, we describe "mouse thiouracil (TU) tagging," a genetic and
Raj Kumar Bera et al.
Chemical communications (Cambridge, England), 47(41), 11498-11500 (2011-09-22)
A nonenzymatic method for the selective detection and quantification of serum uric acid (UA) using 2-thiouracil (2-TU) tailored Au nanoparticles is developed. The H-bonding interaction of UA with functionalized Au nanoparticles brings instantaneous visible color change and paves the way
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