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Merck

F0503

5-Fluoro-2′-deoxyuridine

thymidylate synthase inhibitor

동의어(들):

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

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C9H11FN2O5
CAS 번호:
Molecular Weight:
246.19
NACRES:
NA.77
PubChem Substance ID:
EC Number:
200-072-5
Beilstein/REAXYS Number:
90221
MDL number:
UNSPSC Code:
12352208
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제품 이름

5-Fluoro-2′-deoxyuridine, thymidylate synthase inhibitor

InChI key

ODKNJVUHOIMIIZ-RRKCRQDMSA-N

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

SMILES string

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

biological source

synthetic (organic)

assay

≥99% (HPLC)

form

powder

mp

148 °C (lit.)

solubility

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

storage temp.

room temp

Quality Level

Gene Information

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

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Application

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

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.

General description

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

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

저장 등급

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Enhanced absorption and growth inhibition with amino acid monoester prodrugs of floxuridine by targeting hPEPT1 transporters
Tsume Y, et al.
Molecules (Basel), 13(7), 1441-1454 (2008)
The FDA-approved anti-cancer drugs, streptozotocin and floxuridine, reduce the virulence of Staphylococcus aureus
Yeo WS, et al.
Scientific Reports, 8(1), 2521-2521 (2018)
Palmitoylation enables MAPK-dependent proteostasis of axon survival factors
Summers DW, et al.
Proceedings of the National Academy of Sciences of the USA, 115(37), E8746-E8754 (2018)
J A van Laar et al.
European journal of cancer (Oxford, England : 1990), 34(3), 296-306 (1998-06-26)
Despite more than 30 years of intensive studies on new drugs against advanced colorectal cancer, the fluoropyrimidines remain the drugs of choice for systemic treatment and for hepatic artery infusion (HAI). This overview describes new developments in advanced colorectal cancer
Iron deficiency impairs developing hippocampal neuron gene expression, energy metabolism, and dendrite complexity
Bastian TW, et al.
Developmental Neuroscience, 38(4), 264-276 (2016)

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