5-fluorocytosin
Fluorocytosine
CAS: 2022-85-7
Molecular Formula: C4H4FN3O
5-fluorocytosin - Names and Identifiers
| Name | Fluorocytosine |
| Synonyms | alcobon ancotil Flucytosine fluocytosine 5-Flucytosine Fluorocytosine 5-fluorocytosin 5-fluorocytosine 5-fluoro-cytosin 5-fluorocystosine 5-fluoro cytosine 4-amino-5-fluoro-2(1h)-pyrimidinon 4-Amino-5-fluoro-2(1H)-pyrmidinone 4-amino-1-fluoropyrimidin-2(1H)-one 4-amino-5-fluoro-2(1h)-pyrimidinone 6-amino-5-fluoropyrimidin-2(1H)-one 2-hydroxy-4-amino-5-fluoropyrimidine 4-Amino-5-Fluoro-2(1H)-pyrimidine, Flucytosine, 5-FC |
| CAS | 2022-85-7 |
| EINECS | 217-968-7 |
| InChI | InChI=1/C4H4FN3O/c5-8-2-1-3(6)7-4(8)9/h1-2H,(H2,6,7,9) |
| InChIKey | XRECTZIEBJDKEO-UHFFFAOYSA-N |
5-fluorocytosin - Physico-chemical Properties
| Molecular Formula | C4H4FN3O |
| Molar Mass | 129.09 |
| Density | 1.3990 (estimate) |
| Melting Point | 298-300 °C (dec.) (lit.) |
| Boling Point | 235.8°C at 760 mmHg |
| Flash Point | 96.4°C |
| Water Solubility | 1.5g/100mL (25 ºC) |
| Solubility | Sparingly soluble in water, slightly soluble in ethanol (96 per cent) |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | White crystal |
| Color | White to almost white |
| Merck | 14,4125 |
| BRN | 127285 |
| pKa | 3.26(at 25℃) |
| Storage Condition | 2-8°C |
| Stability | Light Sensitive |
| Sensitive | Light Sensitive |
| Refractive Index | 1.613 |
| MDL | MFCD00006035 |
| Physical and Chemical Properties | Melting point 296°C water-soluble 1.5g/100mL (25°C) |
5-fluorocytosin - Risk and Safety
| Risk Codes | R40 - Limited evidence of a carcinogenic effect R36/37/38 - Irritating to eyes, respiratory system and skin. R63 - Possible risk of harm to the unborn child |
| Safety Description | 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 |
| FLUKA BRAND F CODES | 10-23 |
| HS Code | 29335990 |
| Hazard Note | Toxic/Light Sensitive |
| Hazard Class | IRRITANT, LIGHT SENS |
| Toxicity | LD50 in mice (mg/kg): >2000 orally and s.c.; 1190 i.p.; 500 i.v. (Grunberg, 1963) |
5-fluorocytosin - Nature
Open Data Verified Data
- This product is white or off-white crystalline powder, odorless or slightly odorous. Slightly soluble in water, in water at 20 ° C solubility of 1.2%, slightly soluble in ethanol; Almost insoluble in chloroform, ether; In dilute hydrochloric acid or dilute sodium hydroxide solution soluble. Stable at room temperature, when the cold precipitation of crystals, a small part of the heat into a 5 fluorouracil.
- This product is an artificial synthetic antifungal drug in 1957. It was used in clinic in 1969. It has obvious antibacterial effect on Candida, Cryptococcus, coloring fungi and Aspergillus, and has no inhibitory effect on other fungi.
- its inhibitory effect on fungi is due to its entry into the cells of sensitive fungi, deamination by the action of cytosine deaminase to form the antimetabolite 5-fluorouracil. The latter is transformed into 5 fluorouracil deoxynucleoside and inhibition of thymidine synthase, blocking uridine into thymidine, affect the synthesis of DNA.
Last Update：2024-01-02 23:10:35
5-fluorocytosin - Standard
Authoritative Data Verified Data
This product is 5-fluoro-4-amino-2 (1H)-pyrimidinone. Calculated as dried product, the content of c4h4f n3o shall not be less than 98.5%.
Last Update：2024-01-02 23:10:35
5-fluorocytosin - Trait
Authoritative Data Verified Data
- This product is white or off-white crystalline powder, odorless or slightly odorous.
- This product is slightly soluble in water, slightly soluble in ethanol, almost insoluble in chloroform or ether; Soluble in dilute hydrochloric acid or sodium hydroxide solution.
Last Update：2022-01-01 13:40:57
5-fluorocytosin - Use
Open Data Verified Data
- Antifungal drug. It is mainly used for mucocutaneous candidiasis, Candida endocarditis, Candida arthritis, cryptococcal meningitis and chromomycosis.
- usage and dose of oral administration, 4~6g a day, divided into 4 times.
Last Update：2022-01-01 11:12:32
5-fluorocytosin - Differential diagnosis
Authoritative Data Verified Data
- take 5ml of the aqueous solution (1-100) of this product, and add 0.15ml bromine solution. The color of the bromine solution will disappear or fade.
- take this product, add hydrochloric acid solution (9-100) to dissolve and dilute to make a solution containing about 10ug per lml, and measure it by UV-Vis spectrophotometry (General 0401), there is a maximum absorption at the wavelength of 286mn, the absorbance is about 0.71.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 625).
Last Update：2022-01-01 13:40:58
5-fluorocytosin - Safety
Open Data Verified Data
-
Hemogram should be checked regularly during medication. Liver, renal insufficiency in patients with blood diseases and pregnant women with caution; Patients with severe renal insufficiency disabled.
- under shading, sealed and preserved.
Last Update：2022-01-01 11:12:32
5-fluorocytosin - Exam
Authoritative Data Verified Data
pH
take 0.10g of this product, Add 10ml of fresh boiling cold water to dissolve, and measure according to law (General rule 0631). The pH value should be 5.5~7.5.
clarity and color of solution
take 0.10g of this product and add 10ml of freshly boiled cold water to dissolve, the solution should be clear and colorless; If the color is colored, compare with the yellow No. 2 Standard Colorimetric solution (General rule 0901 first method), not deeper.
Related substances
take an appropriate amount of this product, accurately weigh it, add mobile phase to dissolve and quantitatively dilute to prepare a solution containing about 1 mg per 1 ml, as a test solution; Take an appropriate amount of fluorouracil reference substance, precision weighing, adding mobile phase to dissolve and quantitatively dilute to make a solution containing about 0.2mg per 1 ml, which is used as the reference solution, set in a 100ml measuring flask, dilute to the scale with the mobile phase, and shake to serve as a control solution. According to the test of high performance liquid chromatography (General 0512), silica gel bonded with eighteen alkyl silane as filler; Water (adjusted to pH 0.05 with 3.5 mol/L phosphoric acid solution)-methanol (95:5) as mobile phase; The detection wavelength was 265nm. The control solution 20 u1 was injected into the liquid chromatograph, and the chromatogram was recorded. The number of theoretical plates was not less than
calculated by flucytosine.
2000, the separation of flucytosine peak and fluorouracil peak should meet the requirements. 20ul of the test solution and the control solution were respectively injected into the liquid chromatograph, and the chromatogram was recorded to 5 times of the retention time of the main component peak. If there are chromatographic peaks in the test solution that are consistent with the retention time of fluorouracil, the peak area shall not exceed 0.2% based on the external standard method, and the sum of the peak areas of other impurities shall not be greater than the main peak area of the control solution (1.0%).
loss on drying
take this product, dry to constant weight at 105°C, weight loss shall not exceed 0.5% (General rule 0831).
ignition residue
take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.2%.
Heavy metals
The residue left under the item of taking the ignition residue shall not contain more than 20 parts per million of heavy metal when examined by law (General rule 0821, Law II).
Last Update：2022-01-01 13:40:59
5-fluorocytosin - Content determination
Authoritative Data Verified Data
take this product about 0.lg, precision weighing, add glacial acetic acid 0701 and acetic anhydride 10ml, slightly warm to dissolve, cool, according to the potential titration method (general rule), with perchloric acid titration solution (0.1 mol/L) titration, and the results of the titration were corrected with a blank test. Each 1 ml of perchloric acid titration solution (O.lmol/L) corresponds to 12.91mg of c4h4f n3o.
Last Update：2022-01-01 13:40:59
5-fluorocytosin - Category
Authoritative Data Verified Data
antifungal drugs.
Last Update：2022-01-01 13:41:00
5-fluorocytosin - Storage
Authoritative Data Verified Data
light shielding, sealed storage.
Last Update：2022-01-01 13:41:00
5-fluorocytosin - Flucytosine Tablets
Authoritative Data Verified Data
This product should contain 93.0% -107.0% of the labeled amount of flucytosine (C4H4FN3O).
trait
This product is white or off-white.
identification
- take an appropriate amount of fine powder of this product (about 0.lg of flucytosine), add 10ml of water, shake to dissolve flucytosine, filter, take 5ml of filtrate, add several drops of bromine test solution, and use blank control at the same time, the bromine in the test solution should disappear or be significantly lighter than the blank.
- take the appropriate amount of fine powder and flucytosine control, respectively, and add the mobile phase under the item of related substances to dissolve and dilute to make flucytosine 0 per 1 ml. lmg solution, as the test solution and the control solution, according to the related substances under the chromatographic conditions, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the control solution.
- take the test solution under the content determination item, according to UV-visible spectrophotometry (General rule 0401), there is a maximum absorption at the wavelength of 286nm, there is minimal absorption at a wavelength of 245Nm.
examination
- Related Substances: Take appropriate amount of fine powder of this product, precisely weigh it, add mobile phase to dissolve and quantitatively dilute it into a solution containing about 1 mg of fluorocytosine per 1 ml, filter it, the continued filtrate was taken as the test solution; An appropriate amount of fluorouracil control was taken, dissolved and diluted with mobile phase to make a solution containing about 0.2mg per 1 ml as the control solution; 1 ml of each of the test solution and the control solution was accurately measured, placed in a 100ml measuring flask, diluted to the scale with the mobile phase, and shaken to obtain a control solution. If there is a peak in the chromatogram of the test solution consistent with the retention time of fluorouracil, the peak area shall be calculated according to the external standard method, and the peak area shall not exceed 0.2% of the labeled amount, the sum of the peak areas of other impurities shall not be greater than the peak area of the flucytosine peak in the control solution (1.0%).
- the dissolution of this product, according to the dissolution and release determination method (General rule 0931 second method), with water 1000ml as the dissolution medium, the speed is 50 rpm, according to the law, after 45 minutes, the solution was filtered, and the filtrate was quantitatively diluted with water to prepare a solution containing about 10ug of flucytosine per 1 ml. According to UV-Vis spectrophotometry (General 0401), the absorbance was measured at a wavelength of 276nm; An appropriate amount of flucytosine reference substance was weighed accurately, dissolved with water and quantitatively diluted to prepare a solution containing about lOug per 1 ml, and the dissolution amount of each tablet was calculated by the same method. The limit is 80% of the labeled amount and shall be in accordance with the provisions.
- others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).
Content determination
Take 20 tablets (0.25g specification) or 10 tablets (0.5g specification) of this product, precise weighing, fine grinding, precise weighing appropriate amount (about 0.lg equivalent to flucytosine), and put it in a 250ml measuring flask, add 0. About 150ml of 1 mol/L hydrochloric acid solution, flucytosine was dissolved by shaking, and 0. Dilute 1 mol/L hydrochloric acid solution to the scale, shake well, filter, Take 5ml of continuous filtrate accurately, put it in 200ml measuring flask, use 0.lmol/L hydrochloric acid solution diluted to the scale, shake. According to UV-visible spectrophotometry (General rule 0401), measure the absorbance at the wavelength of 286nm; Take an appropriate amount of flucytosine control, precision weighing, add 0.1 mol /L hydrochloric acid solution dissolved and quantitatively diluted to prepare a solution containing about 10ul per 1 ml, which was determined and calculated by the same method.
category
Same as flucytosine.
specification
(1)0.25g (2) 0.5g
storage
light shielding, sealed storage.
Last Update：2022-01-01 13:41:01
5-fluorocytosin - Flucytosine injection
Authoritative Data Verified Data
This product is made into an isotonic sterile aqueous solution by adding an appropriate amount of sodium chloride to flucytosine. Flucytosine-containing (c4h4f N30) shall be between 93.0% and 107.0% of the nominal amount.
trait
This product is colorless or almost colorless clear liquid.
identification
- take 1 ~ 2ml of saturated sulfuric acid solution of potassium dichromate, put it in a small test tube, turn the test tube, the solution should be evenly coated on the glass tube wall, and there is no oil at this time, then add 1 drop of this product, slightly heat, turn the test tube, the solution is no longer stick to the wall and there is similar grease on the glass wall.
- take about 5ml of this product, add several drops of bromine test solution, and compare with the blank. The bromine color in the test solution should disappear or be significantly lighter than the blank.
- take the solution under the content determination item, according to UV-visible spectrophotometry (General 0401), there is a maximum absorption at the wavelength of 286nm, there is minimal absorption at a wavelength of 245Nm.
examination
- the pH value should be 6.0 to 8.0 (General 0631).
- precise amount of related substances: Take appropriate amount of this product and quantitatively dilute it with mobile phase to make a solution containing 1 mg of flucytosine per 1 ml as a test solution, add the mobile phase to dissolve and quantitatively dilute to make a solution containing about 0.5mg per 1 ml, which is used as the reference solution; Take each 1 ml of the test solution and the reference solution, and put it in a 100ml measuring flask, dilute to the scale with the mobile phase, shake, and serve as a control solution. If there is a peak in the chromatogram of the test solution consistent with the retention time of fluorouracil, the peak area shall be calculated according to the external standard method, and 0.5% of the labeled amount shall not be exceeded, the sum of the peak areas of other impurities shall not be greater than the main peak area of the control solution (1.0%).
- pyrogen to take this product, according to the law (General rule 1142), the dose of rabbit body weight per lkg injection 10ml, should comply with the provisions.
- others should comply with the relevant provisions under injection (General 0102).
Content determination
precision take the right amount of this product, with O. 1 M l/L hydrochloric acid solution is quantitatively diluted to prepare a solution containing about 5ug of flucytosine per 1 ml, and the absorbance is measured at the wavelength of 0401 nm by ultraviolet-visible spectrophotometry (general rule), it is obtained by calculating the absorption coefficient of c4h4f N30 as 709.
category
Same as flucytosine.
specification
250ml:2.5g
storage
shade, close, and store in a cool place.
Last Update：2022-01-01 13:41:02
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