5-فلورو-2-دئوکسی اوریدین FUDR F0503-100MG 5-Fluoro-2′-deoxyuridine SIGMA

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F0503

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5-Fluoro-2′-deoxyuridine

thymidylate synthase inhibitor

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100 MG

€281.00

250 MG

€673.00

1 G

€1,750.00

Synonym(s):

floxuridine, 2′-Deoxy-5-fluorouridine, FUDR, Floxuridine

Empirical Formula (Hill Notation):

C9H11FN2O5

CAS Number:

50-91-9

Molecular Weight:

246.19

Beilstein:

90221

EC Number:

200-072-5

MDL number:

MFCD00006530

UNSPSC Code:

12352202

PubChem Substance ID:

24894724

NACRES:

NA.77

Properties

biological source

synthetic (organic)

Quality Level

200

Assay

≥99% (HPLC)

form

powder

mp

148 °C (lit.)

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

room temp

SMILES string

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

InChI

1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

InChI key

ODKNJVUHOIMIIZ-RRKCRQDMSA-N

Gene Information

human ... TYMS(7298)
mouse ... Tyms(22171)

Description

General description

5-Fluoro-2′-deoxyuridine, also called floxuridine elicits DNA-directed cytotoxicity in cancer cells.[1] Floxuridine is effective for treating liver cancer[2] and eliminating virulence of Staphylococcus aureus.[3] Dipeptide prodrugs combination of floxuridine with gemcitabine are more cell permeable and display enhanced anti-proliferative activity.[4] Floxuridine is effective on solid tumours and advanced stage cancers.[5]

Application

5-Fluoro-2′-deoxyuridine has been used as a mitotic inhibitor in schwann cell proliferation[6], glia proliferation[7][8] and nonneuronal cells in dorsal root ganglion cultures.[9]

Biochem/physiol Actions

Antineoplastic drug that acts as a potent inhibitor of thymidylate synthetase Resistance to FUdR can develop in cancer cell cultures, among other means, by low-level Mycoplasma infection.