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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
- All
- Classifications
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- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Infective Agents
- Antifungal
- Antifungal Agents
- Antimetabolites
- Drug / Therapeutic Agent
- Human Data
- Mutation Data
- Noxae
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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-NSmiles
n1c(c(F)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.