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F0503

Sigma-Aldrich

5-Fluoro-2′-deoxyuridine

thymidylate synthase inhibitor

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C9H11FN2O5
Numero CAS:
50-91-9
Peso molecolare:
246.19
Beilstein:
90221
Numero CE:
200-072-5
Numero MDL:
MFCD00006530
Codice UNSPSC:
12352202
ID PubChem:
24894724
NACRES:
NA.77

Origine biologica

synthetic (organic)

Livello qualitativo

200

Saggio

≥99% (HPLC)

Stato

powder

Punto di fusione

148 °C (lit.)

Solubilità

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

Temperatura di conservazione

room temp

Stringa SMILE

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
ODKNJVUHOIMIIZ-RRKCRQDMSA-N

Informazioni sul gene

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

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Descrizione generale

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.

Applicazioni

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.

Azioni biochim/fisiol

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.

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H301

Consigli di prudenza

P301 + P330 + P331 + P310

Classi di pericolo

Acute Tox. 3 Oral

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
BCCC6160
SLCB5571
SLBS1345V
SLBQ4116V
SLBL9184V

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Sigma-Aldrich

F6627

5-Fluorouracil

Uridine BioUltra, ≥99%

Sigma-Aldrich

U6381

Uridine

PKA Inhibitor 14-22 Amide, Cell-Permeable, Myristoylated PKA Inhibitor 14-22 Amide is myristoylated at the N-terminus that enhances its cell-permeability. The non-myristoylated version is shown to be a specific inhibitor of PKA (Ki = 36 nM).

Sigma-Aldrich

476485

PKA Inhibitor 14-22 Amide, Cell-Permeable, Myristoylated

2′-Deoxycytidine ≥99% (HPLC)

Sigma-Aldrich

D3897

2′-Deoxycytidine

Raltitrexed ≥98% (HPLC), solid

Sigma-Aldrich

R9156

Raltitrexed

5-bromo-2′-deossiuridina ≥99% (HPLC)

Sigma-Aldrich

B5002

5-bromo-2′-deossiuridina

Elite Possik et al.
PLoS genetics, 10(4), e1004273-e1004273 (2014-04-26)
Dysregulation of AMPK signaling has been implicated in many human diseases, which emphasizes the importance of characterizing AMPK regulators. The tumor suppressor FLCN, responsible for the Birt-Hogg Dubé renal neoplasia syndrome (BHD), is an AMPK-binding partner but the genetic and
S G Louie et al.
British journal of cancer, 109(7), 1744-1749 (2013-09-12)
The aging process is accompanied by physiological changes including reduced glomerular filtration and hepatic function, as well as changes in gastric secretions. To investigate what effect would aging have on the disposition of capecitabine and its metabolites, the pharmacokinetics between
Diana Andrea Fernandes de Abreu et al.
PLoS genetics, 10(3), e1004225-e1004225 (2014-03-29)
Insulin-like peptides (ILPs) play highly conserved roles in development and physiology. Most animal genomes encode multiple ILPs. Here we identify mechanisms for how the forty Caenorhabditis elegans ILPs coordinate diverse processes, including development, reproduction, longevity and several specific stress responses.
Cheng Shi et al.
Science (New York, N.Y.), 343(6170), 536-540 (2013-12-21)
Interactions between the germ line and the soma help optimize reproductive success. We discovered a phenomenon linking reproductive status to longevity: In both hermaphroditic and gonochoristic Caenorhabditis, mating leads to female shrinking and death, compressing postreproductive life span. Male sperm
The Dipeptide Monoester Prodrugs of Floxuridine and Gemcitabine?Feasibility of Orally Administrable Nucleoside Analogs
Tsume Y, et al.
Pharmaceuticals (Basel, Switzerland), 7(2), 169-191 (2014)
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