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Merck
CN

47580

Sigma-Aldrich

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:
316-46-1
Molecular Weight:
262.19
Beilstein:
33662
EC Number:
206-260-3
MDL number:
MFCD00036832
UNSPSC Code:
41106305
PubChem Substance ID:
329757325

Key Documents

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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

SMILES string

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

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

InChI key

FHIDNBAQOFJWCA-UAKXSSHOSA-N

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Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Olaf H Temmink et al.
The international journal of biochemistry & cell biology, 39(3), 565-575 (2006-11-14)
Thymidine phosphorylase (TP) and uridine phosphorylase (UP) are often upregulated in solid tumors and catalyze the phosphorolysis of natural (deoxy)nucleosides and a wide variety of fluorinated pyrimidine nucleosides. Because the relative contribution of each of the two enzymes to these
Stephen Hanessian et al.
Bioorganic & medicinal chemistry, 16(6), 2921-2931 (2008-01-30)
Superparamagnetic iron oxide nanoparticles (SPIONs) are in clinical use for disease detection by MRI. A major advancement would be to link therapeutic drugs to SPIONs in order to achieve targeted drug delivery combined with detection. In the present work, we
Mingjie Chen et al.
The Plant cell, 23(8), 2991-3006 (2011-08-11)
Nucleotides are synthesized from de novo and salvage pathways. To characterize the uridine salvage pathway, two genes, UKL1 and UKL2, that tentatively encode uridine kinase (UK) and uracil phosphoribosyltransferase (UPRT) bifunctional enzymes were studied in Arabidopsis thaliana. T-DNA insertions in
Rita Humeniuk et al.
Molecular cancer therapeutics, 8(5), 1037-1044 (2009-04-23)
5-Fluorouracil (5-FU) continues to be widely used for treatment of gastrointestinal cancers. Because many tumors show primary or acquired resistance, it is important to understand the molecular basis underlying the mechanism of resistance to 5-FU. In addition to its effect
I Casafont et al.
Neuroscience, 140(2), 453-462 (2006-03-28)
In this study we have used the transcription assay with 5'-fluorouridine incorporation into nascent RNA to analyze the nuclear organization and dynamics of transcription sites in rat trigeminal ganglia neurons. The 5'-FU administrated by i.p. injection was successfully incorporated into
View All Related Papers

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