5-Fluorocytosine structure, CAS 2022-85-7

5-Fluorocytosine

CAS Number2022-85-7

Synonyms4-amino-5-fluoro-1,2-dihydropyrimidin-2-one; 4-Amino-5-fluoro-2(1H)-pyrimidinone; 5-Fluorocytosine; Fluocytosine; 6-amino-5-fluoro-1H-pyrimidin-2-one; Flucytosin; Ancotil; 4-amino-5-fluoro-2(1H)-pyrimidinone,5-Fluorocytosine,Flucytosine; 5-Fluorocytosin; 4-amino-5-fluoro-2(1H)-pyrimidinone,Flucytosine; MFCD00006035; 4-Amino-5-fluoro-2-hydroxypyrimidine; EINECS 217-968-7; Fluorcytosine; Flucytosine; Ancobon; 5-Fluorocystosine; 4-amino-5-fluoro-2-pyrimidone; Fluorocytosine

Molecular FormulaC4H4FN3O

Molecular Weight129.09

Purity≥99 (TLC)%

Density1.7±0.1 g/cm3

Boiling Point298ºC

Melting Point298-300 °C (dec.) (lit.)

Flash Point

Appearancepowder

EINECS217-968-7

MSDSChineseEnglish

Symbol

Signal Word

Cat. No.: 2A-9006542 Purity: ≥99 (TLC)%
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Quality Control of [ 2022-85-7 ] Purity: ≥99 (TLC)% SDS Specification MoL

Chemical & Physical Properties
CAS Number2022-85-7
Catalog No.2A-9006542
Chinese Name5-氟胞嘧啶
Synonyms4-amino-5-fluoro-1,2-dihydropyrimidin-2-one; 4-Amino-5-fluoro-2(1H)-pyrimidinone; 5-Fluorocytosine; Fluocytosine; 6-amino-5-fluoro-1H-pyrimidin-2-one; Flucytosin; Ancotil; 4-amino-5-fluoro-2(1H)-pyrimidinone,5-Fluorocytosine,Flucytosine; 5-Fluorocytosin; 4-amino-5-fluoro-2(1H)-pyrimidinone,Flucytosine; MFCD00006035; 4-Amino-5-fluoro-2-hydroxypyrimidine; EINECS 217-968-7; Fluorcytosine; Flucytosine; Ancobon; 5-Fluorocystosine; 4-amino-5-fluoro-2-pyrimidone; Fluorocytosine
Molecular FormulaC4H4FN3O
Molecular Weight129.09
Purity≥99 (TLC)
Density1.7±0.1 g/cm3
Boiling Point298ºC
Melting Point298-300 °C (dec.) (lit.)
Appearancepowder
Water Solubility1.5g/100mL (25 ºC)
Storage ConditionKeep the receptacle sealed, stored in a cool, dry
ApplicationFlucytosine (5-Fluorocytosine, 5-FC, Ancobon) is an antifungal compound.
EINECS217-968-7
HTC2933599090
PubChem ID24894928
MDL NumberMFCD00006035
SMILESNC1=NC(=O)NC=C1F
InChI1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
InChI KeyXRECTZIEBJDKEO-UHFFFAOYSA-N
Beilstein/REAXYS127285
NACRES CodeNA.32
UNSPSC41116107
MSDSmsds/6542_1_2022_85_7.pdf
BioactivityFlucytosine (5-Fluorocytosine, 5-FC, Ancobon), a fluorinated pyrimidine analogue, is an antifungal drug.Target: antifungalFlucytosine, or 5-fluorocytosine, a fluorinated pyrimidine analogue, is a synthetic antimycotic drug. It is structurally related to the cytostatic fluorouracil and to floxuridine. It is available in oral and in some countries also in injectable form. A common brand name is Ancobon. Flucytosine was first synthesized in 1957 but its antifungal properties were discovered in 1964. The drug is dispensed in capsules of 250 mg and 500 mg strength. The injectable form is diluted in 250 mL saline solution to contain 2.5 g total (10 mg/mL). The solution is physically incompatible with other drugs including amphotericin B.Flucytosine is well absorbed (75 to 90%) from the gastrointestinal tract. Intake with meals slows the absorption, but does not decrease the amount absorbed. Following an oral dose of 2 grams peak serum levels are reached after approximately 6 hours. The time to peak level decreases with continued therapy. After 4 days peak levels are measured after 2 hours. The drug is eliminated renally. In normal patients flucytosine has reportedly a half-life of 2.5 to 6 hours. In patients with impaired renal function higher serum levels are seen and the drug tends to cumulate in these patients. The drug is mainly excreted unchanged in the urine (90% of an oral dose) and only traces are metabolized and excreted in the feces. Therapeutic serum levels range from 25 to 100 ?g/ml. Serum levels in excess of 100 ug are associated with a higher incidence of side effects. Periodic measurements of serum levels are recommended for all patients and are a must in patients with renal damage. Related Catalog Signaling Pathways >> Anti-infection >> Fungal Research Areas >> Infection References [1]. Vermes A, et al. Flucytosine: a review of its pharmacology, clinical indications, pharmacokinetics, toxicity and drug interactions. J Antimicrob Chemother. 2000 Aug;46(2):171-9. [2]. Te Dorsthorst DT, et al. In vitro interaction of flucytosine combined with amphotericin B or fluconazole against thirty-five yeast isolates determined by both the fractional inhibitory concentration index and the response surface approach. Antimicrob Agen Chemical & Physical Properties Density 1.7±0.1 g/cm3 Boiling Point 298ºC Melting Point 298-300 °C (dec.)(lit.) Molecular Formula C4H4FN3O Molecular Weight 129.092 Exact Mass 129.033844 PSA 71.77000 LogP -2.36 Vapour Pressure 0.0492mmHg at 25°C Index of Refraction 1.649 InChIKey XRECTZIEBJDKEO-UHFFFAOYSA-N SMILES Nc1[nH]c(=O)ncc1F Storage condition 2-8°C Stability Light Sensitive Water Solubility 1.5g/100mL (25 ºC)
Use ofProperties Articles116 Name flucytosine Synonym More Synonyms 5-Flucytosine Biological Activity Related Catalog Signaling Pathways >> Anti-infection >> Fungal Research Areas >> Infection References [1]. Vermes A, et al. Flucytosine: a review of its pharmacology, clinical indications, pharmacokinetics, toxicity and drug interactions. J Antimicrob Chemother. 2000 Aug;46(2):171-9. [2]. Te Dorsthorst DT, et al. In vitro interaction of flucytosine combined with amphotericin B or fluconazole against thirty-five yeast isolates determined by both the fractional inhibitory concentration index and the response surface approach. Antimicrob Agen Chemical & Physical Properties Molecular Formula C4H4FN3O Exact Mass 129.033844 PSA 71.77000 LogP -2.36 Index of Refraction 1.649 InChIKey XRECTZIEBJDKEO-UHFFFAOYSA-N SMILES Nc1[nH]c(=O)ncc1F Stability Light Sensitive
Tax Rebate13.0%
SupervisionNone. MFN tariff: 6.5%. Ordinary tariff: 20.0%
Transport InfoProduct name: Summary 2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
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