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Merck
모든 사진(5)

주요 문서

T7750

Sigma-Aldrich

2-Thiouracil

≥99%

동의어(들):

(2-thioxo -2, 3-dihydropyrimidin-4(1H)-one), 2TU, 4-Hydroxy-2-mercaptopyrimidine

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About This Item

실험식(Hill 표기법):
C4H4N2OS
CAS Number:
Molecular Weight:
128.15
Beilstein:
112227
EC Number:
MDL number:
UNSPSC 코드:
41106305
PubChem Substance ID:
NACRES:
NA.51

생물학적 소스

synthetic

Quality Level

분석

≥99%

양식

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

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일반 설명

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

애플리케이션

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

생화학적/생리학적 작용

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.

픽토그램

Health hazard

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

개인 보호 장비

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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문서 라이브러리 방문

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)
Karina Kraszewska et al.
Bioorganic & medicinal chemistry, 19(7), 2443-2449 (2011-03-15)
4-Pyrimidinone ribofuranoside (H(2)o(4)U) and 4-pyrimidinone 2'-deoxyribofuranoside (dH(2)o(4)U) were synthesized by the oxidative desulfurization of parent 2-thiouracil nucleosides with m-chloroperbenzoic acid. The crystal structures of H(2)o(4)U and dH(2)o(4)U and their conformations in solution were determined and compared with corresponding 2-thiouracil and
Hiroyuki Minami et al.
The Journal of prosthetic dentistry, 106(6), 378-385 (2011-12-03)
Although the effectiveness of primers for resin bonding to noble alloys has been demonstrated, no effective clinical technique for bonding to noble metal ceramic alloys has been established. The purpose of this study was to evaluate the effects of metal
K P Prasanthkumar et al.
The journal of physical chemistry. A, 116(44), 10712-10720 (2012-10-16)
The reaction of hydroxyl radical ((•)OH) with the nucleic acid base analogue 2-thiouracil (1) has been studied by pulse radiolysis experiments and DFT. The generic intermediate radicals feasible for the (•)OH reactions with 1, namely, one electron oxidation product (1(•+))

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