5-Fluorocytosine , 99% , 2022-85-7

Synonym(s):
4-amino-5-fluoro-2(1H)-pyrimidinone;5-Fluorocytosine;Flucytosine

CAS NO.：2022-85-7

Empirical Formula: C4H4FN3O

Molecular Weight: 129.09

MDL number: MFCD00006035

EINECS: 217-968-7

PRODUCT Properties

• Melting point: 298-300 °C (dec.) (lit.)
• Density: 1.3990 (estimate)
• vapor pressure: 0Pa at 25℃
• storage temp.: 2-8°C
• solubility: Sparingly soluble in water, slightly soluble in ethanol (96 per cent)
• form: Crystalline Powder
• pka: 3.26(at 25℃)
• color: White to almost white
• Water Solubility: 1.5g/100mL (25 ºC)
• Sensitive: Light Sensitive
• Merck: 14,4125
• BRN: 127285
• BCS Class: 1
• Stability: Light Sensitive
• InChIKey: XRECTZIEBJDKEO-UHFFFAOYSA-N
• LogP: -1.36 at 22.1℃ and pH6.4-6.9
• Dissociation constant: 2.74-10.71 at 21.4℃

Description and Uses

5-Fluorocytosine (5-FC), a fluorinated pyrimidine analog, is a synthetic antimycotic prodrug that is converted by cytosine deaminase to 5-fluorouracil. 5-Fluorouracil, a widely used cytotoxic drug, is further metabolized to fluorinated ribo- and deoxyribonucleotides, resulting in the inhibition of DNA and protein synthesis, which has multiple effects including inhibition of Candida species and C. neoformans infections and cytotoxicity towards cancer cells. In combination with a retroviral replicating vector carrying a cytosine deaminase prodrug-activating gene, 5-FC has been shown to selectively eliminate CT26 and Tu-2449 tumor cells in vitro (IC₅₀s = 4.2 and 1.5 μM, respectively) and to significantly improve survival and reduce tumor size (at a dose of 500 mg/kg) in two different syngeneic mouse glioma models.

5-FC is a toxic antifungal/antimicrobial agent

Safety

• Symbol(GHS): GHS08
• Signal word: Warning
• Hazard statements: H361
• Precautionary statements: P280
• Hazard Codes: Xn,T,Xi
• Risk Statements: 40-36/37/38-63
• Safety Statements: 22-24/25-45-36/37-36/37/39-27-26
• WGK Germany: 2
• RTECS: HA6040000
• F: 10-23
• Hazard Note: Toxic/Light Sensitive
• HazardClass: IRRITANT, LIGHT SENSITIVE
• HS Code: 29335990
• Toxicity: LD50 in mice (mg/kg): >2000 orally and s.c.; 1190 i.p.; 500 i.v. (Grunberg, 1963)