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

pka

pKa 7.46 (Uncertain)

form 

Fine Crystalline Powder

color 

White to cream

Water Solubility 

0.5 g/L

λmax

271nm(H2O)(lit.)

Merck 

14,9366

BRN 

112227

InChIKey

ZEMGGZBWXRYJHK-UHFFFAOYSA-N

CAS DataBase Reference

141-90-2(CAS DataBase Reference)

IARC

2B (Vol. Sup 7, 79) 2001

NIST Chemistry Reference

2-Thiouracil(141-90-2)

EPA Substance Registry System

Thiouracil (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 Data

141-90-2(Hazardous Substances Data)

MSDS

• Language:English Provider:4-Hydroxy-2-mercaptopyrimidine
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Thiouracil Usage And Synthesis

Chemical Properties

white to cream fine crystalline powder

Uses

Reagent used in the preparation of Antithyroid agents.

Uses

antiviral, thyroid depressant

Uses

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)

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.]

2-Thiouracil(141-90-2)Related Product Information

• Pyrimidine
• 2-(2-Aminoethyl)isothiourea dihydrobromide
• 1-PHENYL-2-THIOUREA
• N-Aminothiourea
• CHLOROPHOSPHONAZO III
• Tizoxanide-d4
• Tiotropium D3 iodide
• 5,6-DIMETHYL-2-THIOURACIL
• 5-ETHYL-2-THIOURACIL
• 6-AMINO-2-THIOURACIL,4-Amino-2-thiouracil
• Malathion
• 5,6-DIAMINO-2-THIOURACIL,4,5-DIAMINO-2-THIOURACIL
• 6-AMINO-2-THIOURACIL MONOHYDRATE,6-AMINO-2-THIOURACIL HYDRATE
• 5-METHYL-2-THIOURACIL
• 5-PROPYL-2-THIOURACIL
• 6-FORMYL-2-THIOURACIL,6-FORMYL-2-THIOURACIL H2O
• 6-BENZYL-2-THIOURACIL
• 6-N-PROPYL-2-THIOURACIL,6-PROPYL-2-THIOURACIL,4-PROPYL-2-THIOURACIL