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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:
141-90-2
Molecular Weight:
128.15
NACRES:
NA.51
PubChem Substance ID:
24900470
UNSPSC Code:
41106305
EC Number:
205-508-8
MDL number:
MFCD00006039
Beilstein/REAXYS Number:
112227
Assay:
≥99%
Biological source:
synthetic
Form:
powder
Solubility:
1 M NaOH: 5 mg/mL, clear to very slightly hazy, 1 M NaOH: 50 mg/mL, colorless to faintly yellow
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Product Name

2-Thiouracil, ≥99%

biological source

synthetic

Quality Level

200

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

SMILES string

O=C1NC(=S)NC=C1

InChI

1S/C4H4N2OS/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)

InChI key

ZEMGGZBWXRYJHK-UHFFFAOYSA-N

General description

2-Thiouracil is a thio-derivative of uracil, a pyrimidine nucleobase.This antithyroid drug has less solubility in H2O & organic solvents.

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.[1] 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.

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This Item
C9375440736A4660
2-Thiouracil ≥99%

Sigma-Aldrich

T7750

2-Thiouracil

5-Carboxy-2-thiouracil

Sigma-Aldrich

C9375

5-Carboxy-2-thiouracil

4-Thiouracil 97%

Sigma-Aldrich

440736

4-Thiouracil

6-Thioguanine Hybri-Max™, 50 ×, γ-irradiated, lyophilized powder, BioXtra, suitable for hybridoma

Sigma-Aldrich

A4660

6-Thioguanine

biological source

synthetic

biological source

synthetic (organic)

biological source

-

biological source

synthetic (organic)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

powder

form

powder

form

lyophilized powder

assay

≥99%

assay

≥98% (TLC)

assay

97%

assay

~98%

solubility

1 M NaOH: 5 mg/mL, clear to very slightly hazy, 1 M NaOH: 50 mg/mL, colorless to faintly yellow

solubility

1 M NaOH: 50 mg/mL, clear, colorless to faintly yellow

solubility

1 M NaOH: soluble 50 mg/mL

solubility

1 M NaOH: 50 mg/mL, clear to slightly hazy

mp

>300 °C (lit.)

mp

-

mp

295 °C (dec.) (lit.)

mp

≥300 °C (lit.)

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pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H351

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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Certificates of Analysis (COA)

Lot/Batch Number
0000495390
0000495398
0000494172
0000495398
0000495390

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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
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)
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
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Global Trade Item Number

SKUGTIN
T7750-100G04061837378560
T7750-25G04061837378584
T7750-1KG04061837378577
T7750-250G04061833049983

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