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F7129

5-Fluorocytosine

nucleoside analog

Sinónimos:

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

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1 G

$289.00

5 G

$958.00

$289.00

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Fórmula empírica (notación de Hill):
C4H4FN3O
Número CAS:
2022-85-7
Peso molecular:
129.09
UNSPSC Code:
41116107
NACRES:
NA.32
PubChem Substance ID:
24894928
EC Number:
217-968-7
Beilstein/REAXYS Number:
127285
MDL number:
MFCD00006035

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InChI key

XRECTZIEBJDKEO-UHFFFAOYSA-N

InChI

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

SMILES string

NC1=NC(=O)NC=C1F

assay

≥99% (TLC)

Quality Level

200

form

powder

mol wt

129.09 g/mol

concentration

≤100% (Flucytosine)

color

white to off-white

mp

298-300 °C (dec.) (lit.)

solubility

formic acid: 50 mg/mL, colorless to faintly yellow

λmax

285-287 nm

fluorescence

(EmM Anhydrous 8.8 - 9.4, pH 1.0)

antibiotic activity spectrum

fungi

mode of action

DNA synthesis | interferes, protein synthesis | interferes

storage temp.

2-8°C

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Este artículo
F0175000PHR16591272000
5-Fluorocytosine nucleoside analog

Sigma-Aldrich

F7129

5-Fluorocytosine

Flucytosine European Pharmacopoeia (EP) Reference Standard

F0175000

Flucytosine

Flucytosine Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1659

Flucytosine

Flucytosine United States Pharmacopeia (USP) Reference Standard

USP

1272000

Flucytosine

mode of action

DNA synthesis | interferes, protein synthesis | interferes

mode of action

-

mode of action

-

mode of action

-

antibiotic activity spectrum

fungi

antibiotic activity spectrum

-

antibiotic activity spectrum

-

antibiotic activity spectrum

-

Quality Level

200

Quality Level

-

Quality Level

300

Quality Level

-

assay

≥99% (TLC)

assay

-

assay

-

assay

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-30°C

storage temp.

-

mp

298-300 °C (dec.) (lit.)

mp

298-300 °C (dec.) (lit.)

mp

298-300 °C (dec.) (lit.)

mp

298-300 °C (dec.) (lit.)

General description

Chemical structure: nucleoside

Application

Used in studies on TMP biosynthesis.

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.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361

pcodes

P281

Hazard Classifications

Repr. 2

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000534325
0000534325
0000505355
0000505355
0000505356

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Annemarie E Brouwer et al.
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A Gomez-Lopez et al.
Antimicrobial agents and chemotherapy, 52(4), 1506-1509 (2008-02-21)
We describe the prevalences and susceptibility profiles of two recently described species, Candida metapsilosis and Candida orthopsilosis, related to Candida parapsilosis in candidemia. The prevalences of these species (1.7% for C. metapsilosis and 1.4% for C. orthopsilosis) are significant. Differences
Hong Jun Lee et al.
Cancer letters, 335(1), 58-65 (2013-02-09)
Prostate cancer is the most common malignancy among men. Prostate cancer-related deaths are largely attributable to the development of hormone resistance in the tumor. No effective chemotherapy has yet been developed for advanced prostate cancer. It is desirable if a
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
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