Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Flucytosine [USAN:USP:INN:BAN:JAN]
RN: 2022-85-7
UNII: D83282DT06
InChIKey: XRECTZIEBJDKEO-UHFFFAOYSA-N

Note

  • A fluorinated cytosine analog that is used as an antifungal agent.

Molecular Formula

  • C4-H4-F-N3-O

Molecular Weight

  • 129.094
 

Classification Codes

  • Anti-Infective Agents
  • Antifungal
  • Antifungal Agents
  • Antimetabolites
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Noxae

Names and Synonyms

Name of Substance

  • Flucytosine
  • Flucytosine [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Flucytosine

Synonyms

  • 2(1H)-Pyrimidinone, 4-amino-5-fluoro-
  • 2-Hydroxy-4-amino-5-fluoropyrimidine
  • 4-Amino-5-fluoro-2(1H)-pyrimidinone
  • 5-FC
  • 5-flucytosine
  • 5-Fluorocystosine
  • 5-Fluorocytosin
  • 5-Fluorocytosine
  • Alcobon
  • Ancobon
  • Ancotil
  • Cytosine, 5-fluoro-
  • EC 217-968-7
  • EINECS 217-968-7
  • Flucitosina
  • Flucitosina [DCIT]
  • Flucytosin
  • Flucytosine
  • Flucytosinum
  • Flucytosinum [INN-Latin]
  • Fluocytosine
  • Fluorcytosine
  • HSDB 3082
  • NSC 103805
  • Ro 2-9915
  • Ro 29915 E/265601
  • UNII-D83282DT06

Systematic Names

  • 2(1H)-Pyrimidinone, 4-amino-5-fluoro-)
  • Cytosine, 5-fluoro-
  • Flucytosine

Registry Numbers

CAS Registry Number

  • 2022-85-7

FDA UNII

  • D83282DT06

System Generated Number

  • 0002022857

Structure Descriptors

InChI

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

InChIKey

XRECTZIEBJDKEO-UHFFFAOYSA-N

Smiles

n1c(c(F)c[nH]c1=O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD12 oral 500mg/kg (500mg/kg)   British UK Patent Application. Vol. #2067993,
mouse LD50 intraperitoneal 1190mg/kg (1190mg/kg)   Antimicrobial Agents and Chemotherapy Vol. -, Pg. 566, 1963.
mouse LD50 intravenous 500mg/kg (500mg/kg)   Antimicrobial Agents and Chemotherapy Vol. -, Pg. 566, 1963.
mouse LD50 subcutaneous 1gm/kg (1000mg/kg)   Chemotherapy Vol. 25, Pg. 54, 1979.
rat LD50 intraperitoneal 3811mg/kg (3811mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 710, 1979.
rat LD50 intravenous > 600mg/kg (600mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 710, 1979.
rat LD50 oral > 15gm/kg (15000mg/kg)   Drugs in Japan Vol. 6, Pg. 699, 1982.
rat LD50 subcutaneous 3336mg/kg (3336mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 935, 1979.
women TDLo oral 1080mg/kg/10D (1080mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES

BEHAVIORAL: ATAXIA
European Journal of Clinical Pharmacology. Vol. 51, 505.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 296 deg C   EXP
pKa Dissociation Constant 3.26 (none)   EXP
log P (octanol-water) -1.410 (none)   EST
Water Solubility 1.50E+04 mg/L 25 EXP
Vapor Pressure 9.98E-04 mm Hg 25 EST
Henry's Law Constant 9.21E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.19E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.