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Merck
CN

47580

5-Fluorouridine

≥99.0% (HPLC)

Synonym(s):

5-Fluorouracil 1β-D-ribofuranoside, FUrd

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About This Item

Empirical Formula (Hill Notation):
C9H11FN2O6
CAS Number:
Molecular Weight:
262.19
EC Number:
206-260-3
UNSPSC Code:
41106305
PubChem Substance ID:
Beilstein/REAXYS Number:
33662
MDL number:
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InChI key

FHIDNBAQOFJWCA-UAKXSSHOSA-N

InChI

1S/C9H11FN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=C(F)C(=O)NC2=O

biological source

synthetic

assay

≥99.0% (HPLC)

optical activity

[α]20/D +18±1°, c = 1% in H2O

mp

182-184 °C

storage temp.

2-8°C

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

Regulatory Information

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Alvaro A A de Queiroz et al.
Acta biomaterialia, 2(6), 641-650 (2006-08-01)
The effect of gamma-radiation doses of 12.5-380 kGy on the infrared spectra, gel content, mechanical properties, and the release of oxobutyl-5-fluoro-2'-deoxyuridine (OfdUrd, an antitumor agent) from poly(ethylene-co-vinyl acetate) (EVA) films was studied. The results showed that the application of radiation
P M Ellery et al.
Placenta, 30(4), 329-334 (2009-02-14)
The aim was to test for evidence of transcriptional activity within the nuclei of the syncytiotrophoblast of the human placenta. The syncytiotrophoblast forms the epithelial covering of the villous tree, and is a multinucleated, terminally-differentiated syncytium generated through fusion of
Iñigo Casafont et al.
Neurotoxicity research, 17(2), 167-178 (2009-07-18)
The ubiquitin-dependent proteasome system (UPS) is the major pathway responsible for selective nuclear and cytoplasmic protein degradation. Bortezomib, a boronic acid dipeptide, is a reversible 20S proteasome inhibitor used as novel anticancer drug, particularly in the treatment of multiple myeloma
Erik Schleicher et al.
The FEBS journal, 272(8), 1855-1866 (2005-04-12)
Cyclobutane-type pyrimidine dimers generated by ultraviolet irradiation of DNA can be cleaved by DNA photolyase. The enzyme-catalysed reaction is believed to be initiated by the light-induced transfer of an electron from the anionic FADH- chromophore of the enzyme to the
Edward J Miracco et al.
Journal of the American Chemical Society, 133(31), 11826-11829 (2011-07-13)
The pseudouridine synthase TruB handles 5-fluorouridine in RNA as a substrate, converting it into two isomeric hydrated products. Unexpectedly, the two products differ not in the hydrated pyrimidine ring but in the pentose ring, which is epimerized to arabinose in

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