2-Thiouracil

2-Thiouracil Basic information
Product Name:2-Thiouracil
Synonyms:2-Thiouracil Vetec(TM) reagent grade, 99%;2-ThiouraCll;4-HYDROXY-2-MERCAPTOPYRIMIDINE;4-HYDROXY-2-THIOPYRIMIDINE;2-MERCAPTO-4-PYRIMIDONE;2-MERCAPTO-4-HYDROXYPYRIMIDINE;2-thio-uraci;2-TU
CAS:141-90-2
MF:C4H4N2OS
MW:128.15
EINECS:205-508-8
Product Categories:Pyridines, Pyrimidines, Purines and Pteredines;Heterocyclic Compounds;PYRIMIDINE;FINE Chemical & INTERMEDIATES;Bases & Related Reagents;Nucleotides;Nucleic acids;Sulfur & Selenium Compounds;Building Blocks;C4 to C5;Chemical Synthesis;Heterocyclic Building Blocks;Pyrimidines;141-90-2
Mol File:141-90-2.mol
2-Thiouracil Structure
2-Thiouracil Chemical Properties
Melting point >300 °C (lit.)
density 1.368 (estimate)
refractive index 1.7000 (estimate)
storage temp. Store below +30°C.
solubility 7.9g/l
pkapKa 7.46 (Uncertain)
form Fine Crystalline Powder
color White to cream
Water Solubility 0.5 g/L
λmax271nm(H2O)(lit.)
Merck 14,9366
BRN 112227
InChIKeyZEMGGZBWXRYJHK-UHFFFAOYSA-N
CAS DataBase Reference141-90-2(CAS DataBase Reference)
IARC2B (Vol. Sup 7, 79) 2001
NIST Chemistry Reference2-Thiouracil(141-90-2)
EPA Substance Registry SystemThiouracil (141-90-2)
Safety Information
Hazard Codes Xn,T
Risk Statements 40-45-20/21/22
Safety Statements 36/37-53-45
WGK Germany 3
RTECS YR1575000
TSCA Yes
HS Code 29335995
Hazardous Substances Data141-90-2(Hazardous Substances Data)
MSDS Information
ProviderLanguage
4-Hydroxy-2-mercaptopyrimidine English
ACROS English
SigmaAldrich English
ALFA English
2-Thiouracil Usage And Synthesis
Chemical Propertieswhite to cream fine crystalline powder
UsesReagent used in the preparation of Antithyroid agents.
Usesantiviral, thyroid depressant
Uses2-Thiouracil has been used in the synthesis and characterization of silver colloid and film substrates and their applications in surface-enhanced Raman scattering (SERS)
DefinitionChEBI: A nucleobase analogue that is uracil in which the oxo group at C-2 is replaced by a thioxo group.
Biochem/physiol Actions2-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 ProfileModerately 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 MethodsCrystallise 2-thiouracil from water or EtOH. [Beilstein 24 H 323, 24 I 315, 24 II 171, 24 III/IV 1237.]
N-Aminothiourea BUTTPARK 116\40-76 2-THIOOROTIC ACID 6-METHYL-2-THIOURACIL,4(6)-METHYL-2-THIOURACIL,4-METHYL-2-THIOURACIL 5-METHYL-2-THIOURIDINE BUTTPARK 116\40-69 6-BENZYL-2-THIOURACIL 2-Thiouracil Pyrimidine 6-AMINO-2-THIOURACIL,4-Amino-2-thiouracil 1-PHENYL-2-THIOUREA 7-AMINO-4-OXO-5-PHENYL-2-THIOXO-1,3,5,8-TETRAHYDRO-8-OXAQUINAZOLINE-6-CARBONITRILE Malathion CHLOROPHOSPHONAZO III 5,6-DIMETHYL-2-THIOURACIL 2-(2-Aminoethyl)isothiourea dihydrobromide 5-ETHYL-2-THIOURACIL 6-N-PROPYL-2-THIOURACIL,6-PROPYL-2-THIOURACIL,4-PROPYL-2-THIOURACIL

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