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Merck

126233

Sigma-Aldrich

4,6-Dihydroxy-5-nitropyrimidine

95%

Sinónimos:

5-Nitro-4,6-pyrimidinediol

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About This Item

Fórmula empírica (notación de Hill):
C4H3N3O4
Número de CAS:
Peso molecular:
157.08
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

95%

form

solid

mp

>300 °C (lit.)

functional group

nitro

SMILES string

Oc1ncnc(O)c1[N+]([O-])=O

InChI

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

InChI key

ABTLZAVJDRUDNG-UHFFFAOYSA-N

Biochem/physiol Actions

4, 6-dihydroxy-5-nitropyrimidine is an inhibitor of thymidine phosphorylase activity. It is also a potent and selective inhibitor of 4-nitrophenol glucuronidation.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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E Miszczak-Zaborska et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 52(9-10), 670-675 (1997-11-28)
Partially purified samples of thymidine phosphorylase were obtained from four preparations of human uterine leiomyomas and uteri using the method of Yoshimura et al. (1990), Biochim. Biophys. Acta 1034, 107-113. Among the studied twelve pyrimidine derivatives, 5-bromouracil, 5-nitrouracil, 5-fluorouracil, 6-aminouracil
Z Naydenova et al.
Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology, 112(3), 321-325 (1995-11-01)
Thirty-one differently substituted pyrimidine bases were tested for their inhibitory effect on the glucuronidation of 4-nitrophenol and phenolphthalein by rat liver microsomes. 5-Nitrouracil (compound 1) and its isomer 4,6-dihydroxy-5-nitropyrimidine (compound 2) were the most potent and selective inhibitors of 4-nitrophenol
Andrew C Kotze et al.
Antimicrobial agents and chemotherapy, 58(12), 7475-7483 (2014-10-08)
We used an enzyme induction approach to study the role of detoxification enzymes in the interaction of the anthelmintic compound naphthalophos with Haemonchus contortus larvae. Larvae were treated with the barbiturate phenobarbital, which is known to induce the activity of

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