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PHR1659

Flucytosine

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C4H4FN3O
CAS Number:
2022-85-7
Molecular Weight:
129.09
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329823537
EC Number:
217-968-7
Beilstein/REAXYS Number:
127285
MDL number:
MFCD00006035

Key Documents

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SMILES string

NC1=NC(=O)NC=C1F

InChI key

XRECTZIEBJDKEO-UHFFFAOYSA-N

InChI

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

grade

certified reference material, pharmaceutical secondary standard

agency

traceable to Ph. Eur. F0175000, traceable to USP 1272000

API family

flucytosine

CofA

current certificate can be downloaded

packaging

pkg of 1 g

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

298-300 °C (dec.) (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-30°C

Quality Level

300

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General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Flucytosine is an antimycotic drug that can be effectively utilized against severe Candida and Cryptococcus infections.

Application

Flucytosine may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by various chromatography techniques.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

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.

Analysis Note

These secondary standards offer multi-traceability to the USP and EP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAA5760 in the slot below. This is an example certificate only and may not be the lot that you receive.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361

pcodes

P281

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Stability of flucytosine in an extemporaneously compounded oral liquid.
Wintermeyer SM and Nahata MC
American Journal of Health-System Pharmacy, 53(4), 407-409 (1996)
Analysis of flucytosine dosage forms by derivative UV spectroscopy and liquid chromatography.
Cavrini V, et al.
Journal of Pharmaceutical and Biomedical Analysis, 9(5), 401-407 (1991)
HPLC and GC?MS screening of Chinese proprietary medicine for undeclared therapeutic substances.
Liu SY, et al.
Journal of Pharmaceutical and Biomedical Analysis, 24(5-6), 983-992 (2001)

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