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852767

Sigma-Aldrich

5-Nitrouracil

98%

Synonym(s):

2,4-Dihydroxy-5-nitropyrimidine

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About This Item

Empirical Formula (Hill Notation):
C4H3N3O4
CAS Number:
611-08-5
Molecular Weight:
157.08
Beilstein/REAXYS Number:
10410
EC Number:
210-250-4
MDL number:
MFCD00006021
UNSPSC Code:
12352103
PubChem Substance ID:
24888333
NACRES:
NA.23

assay

98%

form

powder

mp

>300 °C (lit.)

SMILES string

[O-][N+](=O)C1=CNC(=O)NC1=O

InChI

1S/C4H3N3O4/c8-3-2(7(10)11)1-5-4(9)6-3/h1H,(H2,5,6,8,9)

InChI key

TUARVSWVPPVUGS-UHFFFAOYSA-N

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Application

Enzyme inhibitor.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J A Smiley et al.
Analytical biochemistry, 266(1), 85-92 (1999-01-15)
A few organisms, notably some fungi, have the ability to metabolize thymidine to uracil, thus conserving the pyrimidine ring for subsequent metabolic use. Neurospora crassa possesses this pathway, termed the thymidine salvage pathway, and can utilize thymidine as a total
T Kita et al.
Biological & pharmaceutical bulletin, 24(7), 860-862 (2001-07-18)
Several N-phenylhomophthalimide derivatives were prepared and their inhibitory activity on thymidine phosphorylase/ platelet-derived endothelial cell growth factor (TP/PD-ECGF) was assessed. Among them, 2-(2,6-diethylphenyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline-1,3-dione (9) was found to be a more potent inhibitor than the classical inhibitor, 5-nitrouracil (1). Lineweaver-Burk plot
S G Stepan'ian et al.
Biofizika, 34(5), 753-757 (1989-09-01)
The high-resolution IR-spectra of 5-nitrouracil and 5-bromouracil isolated in Ar matrices at 11 K were obtained for the first time. The conformational structure of uracil 5-substituents--thymine, 5-bromouracil, 5-nitrouracil--is calculated by the molecular mechanics and quantum--chemical MINDO/3 methods. The possibility of
X Gu et al.
Nucleic acids research, 24(6), 1059-1064 (1996-03-15)
tRNA in which uracil is completely replaced by 5-nitro-uracil was prepared by substituting 5-nitro-UTP for UTP in an in vitro transcription reaction. The rationale was that the 5-nitro substituent activates the 6-carbon of the Ura heterocycle towards nucleophiles, and hence
P J Nykänen et al.
APMIS : acta pathologica, microbiologica, et immunologica Scandinavica, 96(9), 768-772 (1988-09-01)
The degradation of 3H-thymidine under various cell culture conditions was analysed. It was found that a half of 3H-thymidine was degraded to 3H-thymine during 24 hours in PHA stimulation of blood lymphocytes. A control culture in which PHA was not
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