F7129

5-Fluorocytosine

nucleoside analog

• Synonym(s): 4-amino-5-fluoro-2(1H)-pyrimidinone, Flucytosine
• Empirical Formula (Hill Notation): C₄H₄FN₃O
• CAS Number: 2022-85-7
• Molecular Weight: 129.09
• Beilstein/REAXYS Number: 127285
• EC Number: 217-968-7
• MDL number: MFCD00006035
• UNSPSC Code: 41116107
• PubChem Substance ID: 24894928
• NACRES: NA.32

Properties

• Quality Level: 200
• assay: ≥99% (TLC)
• mp: 298-300 °C (dec.) (lit.)
• antibiotic activity spectrum: fungi
• mode of action: DNA synthesis | interferes; protein synthesis | interferes
• 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

Description

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.

Safety Information

• pictograms: 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
• ppe: Eyeshields, Gloves, type N95 (US)