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QuickView for 5-fluorocytosine (compound)


PubChem
Name: Flucytosine
PubChem Compound ID: 10396858
Description: A fluorinated cytosine analog that is used as an antifungal agent.
Molecular formula: C4H4FN3O
Molecular weight: 128.095 g/mol
DrugBank
Identification
Name: Flucytosine
Name (isomeric): DB01099
Drug Type: small molecule
Description: A fluorinated cytosine analog that is used as an antifungal agent.
Synonyms:
5-Fluorocytosin; 5-Fluorocytosine; Fluorcytosine; Fluocytosine; 5-Fluorocystosine; 5-FC; 5-Flurocytosine; Flucytosin
Brand: Ancotil, Ancobon
Category: Antimetabolites, Antifungal Agents, Antifungals
CAS number: 2022-85-7
Pharmacology
Indication: For the treatment (in combination with amphotericin B) of serious infections caused by susceptible strains of Candida (septicemia, endocarditis and urinary system infections) and/or Cryptococcus (meningitis and pulmonary infections).
Pharmacology:
Flucytosine is an antimetabolite that acts as an antifungal agent with in vitro and in vivo activity against Candida and Cryptococcus. Flucytosine enters the fungal cell via cytosine permease; thus, flucytosine is metabolized to 5-fluorouracil within fungal organisms. The 5-fluorouracil is extensively incorporated into fungal RNA and ...
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Mechanism of Action:
Although the exact mode of action is unknown, it has been proposed that flucytosine acts directly on fungal organisms by competitive inhibition of purine and pyrimidine uptake and indirectly by intracellular metabolism to 5-fluorouracil. Flucytosine enters the fungal cell via cytosine permease; thus, flucytosine is metabolized to 5-fluorouracil wit...
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Absorption: Rapidly and virtually completely absorbed following oral administration. Bioavailability 78% to 89%.
Protein binding: 28-31%
Biotransformation: Flucytosine is deaminated, possibly by gut bacteria or by the fungal targets, to 5-fluorouracil, the active metabolite.
Route of elimination: Flucytosine is excreted via the kidneys by means of glomerular filtration without significant tubular reabsorption. A small portion of the dose is excreted in the feces.
Half Life: 2.4 to 4.8 hours.
Toxicity: Oral, rat: LD50 = >15 gm/kg.
Affected organisms: Yeast and other fungi

Targets