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V900351

Sigma-Aldrich

5-Fluorocytosine

Vetec™, reagent grade, 99%

Sinónimos:

4-amino-5-fluoro-2(1H)-pyrimidinone, Flucytosine

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About This Item

Fórmula empírica (notación de Hill):
C4H4FN3O
Número de CAS:
2022-85-7
Peso molecular:
129.09
Beilstein/REAXYS Number:
127285
EC Number:
217-968-7
MDL number:
MFCD00006035
UNSPSC Code:
41116107
PubChem Substance ID:
329829763

grade

reagent grade

product line

Vetec™

assay

99%

mp

298-300 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

NC1=NC(=O)NC=C1F

InChI

1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)

InChI key

XRECTZIEBJDKEO-UHFFFAOYSA-N

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Biochem/physiol Actions

Nucleoside analog that has antifungal activities. 5-FC is deaminated by cytosine deaminase to product 5-fluorouracil, resulting in RNA miscoding. 5-Fluorocytosine inhibits DNA and RNA synthesis and interferes with ribosomal protein synthesis.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361

pcodes

P281

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
WXBB1600V
SLBC1133V

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Johanna K Kaufmann et al.
The Journal of investigative dermatology, 133(4), 1034-1042 (2012-12-12)
Effective treatment modalities for advanced melanoma are desperately needed. An innovative approach is virotherapy, in which viruses are engineered to infect cancer cells, resulting in tumor cell lysis and an amplification effect by viral replication and spread. Ideally, tumor selectivity
Francesco Imperi et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(18), 7458-7463 (2013-04-10)
Although antibiotic resistance represents a public health emergency, the pipeline of new antibiotics is running dry. Repurposing of old drugs for new clinical applications is an attractive strategy for drug development. We used the bacterial pathogen Pseudomonas aeruginosa as a
C Wang et al.
Cancer gene therapy, 19(11), 796-801 (2012-09-29)
In our previous works, we demonstrated that human neural stem cells (NSCs) transduced with the cytosine deaminase (CD) gene showed remarkable 'bystander killer effect' on glioma and medulloblastoma cells after administration of the prodrug 5-fluorocytosine (5-FC). In addition, herpes simplex
Cestmir Altaner et al.
International journal of cancer, 134(6), 1458-1465 (2013-09-17)
Suicide gene therapy mediated by mesenchymal stem cells with their ability to engraft into tumors makes these therapeutic stem cells an attractive tool to activate prodrugs directly within the tumor mass. In this study, we evaluated the therapeutic efficacy of
Xiaorong Sun et al.
Radiotherapy and oncology : journal of the European Society for Therapeutic Radiology and Oncology, 105(1), 57-63 (2012-09-04)
To investigate whether hypoxia targeted bifunctional suicide gene expression-cytosine deaminase (CD) and uracil phosphoribosyltransferase (UPRT) with 5-FC treatments can enhance radiotherapy. Stable transfectants of R3327-AT cells were established which express a triple-fusion-gene: CD, UPRT and monomoric DsRed (mDsRed) controlled by
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