852767
5-Nitrouracil
98%
Synonym(s):
2,4-Dihydroxy-5-nitropyrimidine
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About This Item
Empirical Formula (Hill Notation):
C4H3N3O4
CAS Number:
Molecular Weight:
157.08
Beilstein/REAXYS Number:
10410
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23
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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)
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F H Lin et al.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.), 189(3), 353-361 (1988-12-01)
The kinetics of conversion of 5-fluoro-2'-deoxyuridine (FdUrd) to 5-fluorouracil (FUra) by isolated rat intestinal epithelial cells was investigated. Also, the effects of potential inhibitors of this reaction, which is catalyzed by uridine phosphorylase and thymidine phosphorylase, were determined. A 2.5%
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
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
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
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