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| CAS No.: | 2022-85-7 |
|---|---|
| Name: | Fluorocytosine |
| Molecular Structure: | |
|
|
|
| Formula: | C4H4FN3O |
| Molecular Weight: | 129.094 |
| Synonyms: | 5-Flurocytosine;4-amino-5-fluoro-3H-pyrimidin-2-one;Flucytosinum [INN-Latin];Ro 2-9915;Fluorcytosine;Flucytosin;Ancobon (TN);4-Amino-5-fluoro-2-pyrimidinol;Flucitosina [DCIT];5-Fluorocystosine;4-Amino-5-fluoro-2(1H)-pyrimidinone;Ancotyl;6-Amino-2-oxo-5-fluoropyrimidine;2-Hydroxy-4-amino-5-fluoropyrimidine;Flucytosine;Flucytosine (JP14/USP);5-FC;5FC;Alcobon;Cytosine, 5-fluoro- (6CI,7CI,8CI);5-Fluorocytosin;2(1H)-Pyrimidinone, 4-amino-5-fluoro- (8CI)(9CI);Ancotil;Ancobon;Cytosine, 5-fluoro-; |
| EINECS: | 217-968-7 |
| Density: | 1.73 g/cm3 |
| Melting Point: | 298-300 °C (dec.)(lit.) |
| Boiling Point: | 298oC |
| Flash Point: | 96.4°C |
| Solubility: | 1.5g/100mL (25 °C) in water |
| Appearance: | white crystalline solid |
| Hazard Symbols: |
 Xn,  T,  Xi
|
| Risk Codes: | 40-36/37/38 |
| Safety: | 22-24/25-45-36/37-36/37/39-27-26 |
| PSA: | 71.77000 |
| LogP: | 0.07240 |
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- 99429-06-8
2,5-difluoro-4-chloro-pyrimidine
- 2022-85-7
Flucytosine
| Conditions | Yield |
|---|---|
| With ammonia In hydrogenchloride; ethanol; water | 98.1% |
| Conditions | Yield |
|---|---|
| Stage #1: Cytosine With hydrogen fluoride at -15 - 0℃; Inert atmosphere; Stage #2: at -20℃; for 4h; Inert atmosphere; Further stages; | 95.7% |
| With 1,1,1,3',3',3'-hexafluoro-propanol; fluorine at 20℃; under 1125.11 Torr; Temperature; Pressure; Reagent/catalyst; Inert atmosphere; | 87.4% |
| With formic acid for 1.5h; Time; Flow reactor; Autoclave; | 63% |
| With formic acid; fluorine at 9℃; for 0.0833333h; Temperature; Concentration; Inert atmosphere; |
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol; water at 40 - 60℃; | 95% |
| With hydrogenchloride In water at 100℃; for 4h; | 57% |
- 945548-37-8
N-acetyl-5-bromocytosine
- 2022-85-7
Flucytosine
| Conditions | Yield |
|---|---|
| Stage #1: N-acetyl-5-bromocytosine With acetamide; potassium fluoride In N,N-dimethyl-formamide at 130℃; for 5h; Inert atmosphere; Stage #2: With ammonia In methanol at 40℃; for 12h; Reagent/catalyst; Solvent; Temperature; | 93% |
- 2022-85-7
Flucytosine
| Conditions | Yield |
|---|---|
| Stage #1: N-9-fluorenylmethoxycarbonyl-5-bromocytosine With potassium fluoride; tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 110℃; for 10h; Inert atmosphere; Stage #2: With sodium hydroxide In 1,4-dioxane at 50℃; for 2h; Inert atmosphere; | 91.1% |
| Conditions | Yield |
|---|---|
| Stage #1: C7H12FNO2; urea With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene at 80℃; for 1.5h; Large scale; Stage #2: With hydrogenchloride In water at 0 - 25℃; for 2h; pH=6; pH-value; Temperature; Large scale; | 84.2% |
- 2022-85-7
Flucytosine
| Conditions | Yield |
|---|---|
| With sulfuric acid; water; sodium nitrite at 1 - 20℃; for 1.7h; | 83% |
| With sulfuric acid; sodium nitrite In water at 0 - 40℃; | 82% |
| Conditions | Yield |
|---|---|
| With formic acid for 1.5h; Time; Flow reactor; Sealed tube; | A 66% B n/a |
| With formic acid; fluorine for 1.5h; Flow reactor; Overall yield = 64 %; |
- 1312324-60-9
5-fluoro-2-(methylsulfonyl)pyrimidin-4-amine
- 2022-85-7
Flucytosine
| Conditions | Yield |
|---|---|
| With sodium hydroxide In 1,4-dioxane; water at 20℃; for 3h; | 66% |
- 134379-77-4
β-D-2',3'-didehydro-2',3'-dideoxy-5-fluorocytidine
A
- 98-00-0
(2-furyl)methyl alcohol
B
- 2022-85-7
Flucytosine
| Conditions | Yield |
|---|---|
| With acetic acid at 35 - 40℃; for 1h; pH=3 - 4; Product distribution; Further Variations:; pH-values; Temperatures; | A 58% B n/a |
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Chemistry
Molecular structure of Fluorocytosine (CAS NO.2022-85-7) is:
Product Name: Fluorocytosine
CAS Registry Number: 2022-85-7
IUPAC Name: 6-amino-5-fluoro-1H-pyrimidin-2-one
Molecular Weight: 129.092463 [g/mol]
Molecular Formula: C4H4FN3O
XLogP3-AA: -0.9
H-Bond Donor: 2
H-Bond Acceptor: 3
EINECS: 217-968-7
Melting Point: 298-300 °C (dec.)(lit.)
Surface Tension: 58.8 dyne/cm
Density: 1.73 g/cm3
Storage temp.: 2-8 °C
Water Solubility: 1.5g/100mL (25 °C)
Sensitive: Light Sensitive
Product Categories: PYRIMIDINE;Pyridines, Pyrimidines, Purines and Pteredines;Pyrimidine series;API;Phenylacetic acid;ketone;Nucleotides and Nucleosides;Antifungals for Research and Experimental Use;Biochemistry;Chemical Reagents for Pharmacology Research;Nucleobases and their analogs;Nucleosides, Nucleotides & Related Reagents;Nucleic acids;Bases & Related Reagents;Nucleotides
Uses
Fluorocytosine (CAS NO.2022-85-7) is a synthetic antimycotic drug.
Toxicity Data With Reference
| 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) | BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: ATAXIA | European Journal of Clinical Pharmacology. Vol. 51, 505. |
Safety Profile
Hazard Codes: 
Xn,Xi ;
T
Risk Statements: 40-36/37/38
R40:Limited evidence of a carcinogenic effect.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-45-36/37-36/37/39-27-26
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37:Wear suitable protective clothing and gloves.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S27:Take off immediately all contaminated clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 2
RTECS: HA6040000
F: 10-23
Hazard Note: Toxic/Light Sensitive
HazardClass: IRRITANT, LIGHT SENSITIVE
Specification
Fluorocytosine , its cas register number is 2022-85-7. It also can be called 2-Hydroxy-4-amino-5-fluoropyrimidine ; 4-Amino-5-fluoro-2(1H)-pyrimidinone ; 5-Fluorocytosine ; Alcobon ; Ancobon ; Ancotil .It is a white crystalline solid.