2-Thiouracil
Synonym(s):2-Thiouracil;4-Hydroxy-2-mercaptopyrimidine
- CAS NO.：141-90-2
- Empirical Formula: C4H4N2OS
- Molecular Weight: 128.15
- MDL number: MFCD00006039
- EINECS: 205-508-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-20 11:41:24
What is 2-Thiouracil?
Chemical properties
white to cream fine crystalline powder
The Uses of 2-Thiouracil
2-Thiouracil has been used in the synthesis and characterization of silver colloid and film substrates and their applications in surface-enhanced Raman scattering (SERS)
The Uses of 2-Thiouracil
Reagent used in the preparation of Antithyroid agents.
Definition
ChEBI: A nucleobase analogue that is uracil in which the oxo group at C-2 is replaced by a thioxo group.
Biochem/physiol Actions
2-Thiouracil is a thio-derivative of uracil, a pyrimidine nucleobase. It 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).
Safety Profile
Moderately toxic by ingestion. Human teratogenic effects by unspecified routes: developmental abnormalities of the central nervous system, craniofacial area, and endocrine system. Human reproductive effects by unspecified route: effects on newborn, including viabllity index changes. Experimental teratogenic effects. Other experimental reproductive effects. Questionable carcinogen with experimental neoplastigenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx. Used in the treatment of hyperthyroidism, angina pectoris, and congestive heart failure. See also MERCAPTANS and KETONES.
Purification Methods
Crystallise 2-thiouracil from water or EtOH. [Beilstein 24 H 323, 24 I 315, 24 II 171, 24 III/IV 1237.]
Properties of 2-Thiouracil
| Melting point: | >300 °C (lit.) |
| Density | 1.368 (estimate) |
| refractive index | 1.7000 (estimate) |
| storage temp. | Store below +30°C. |
| solubility | 7.9g/l |
| form | Fine Crystalline Powder |
| pka | pKa 7.46 (Uncertain) |
| color | White to cream |
| Water Solubility | 0.5 g/L |
| λmax | 271nm(H2O)(lit.) |
| Merck | 14,9366 |
| BRN | 112227 |
| CAS DataBase Reference | 141-90-2(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Thiouracil(141-90-2) |
| IARC | 2B (Vol. Sup 7, 79) 2001 |
| EPA Substance Registry System | Thiouracil (141-90-2) |
Safety information for 2-Thiouracil
| Signal word | Warning |
| Pictogram(s) |
 Health Hazard GHS08 |
| GHS Hazard Statements |
H351:Carcinogenicity |
| Precautionary Statement Codes |
P281:Use personal protective equipment as required. |
Computed Descriptors for 2-Thiouracil
| InChIKey | ZEMGGZBWXRYJHK-UHFFFAOYSA-N |
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