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Merck
CN

N5127

5-Nitrouracil

≥98%, crystalline

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
EC Number:
210-250-4
UNSPSC Code:
12352204
MDL number:
Beilstein/REAXYS Number:
10410
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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

SMILES string

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

assay

≥98%

form

crystalline

color

white to light yellow

mp

>300 °C (lit.)

Storage Class

13 - Non Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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%
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
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
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

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