(6R)-3-[[(Aminocarbonyl)oxy]methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-acetoxyethyl ester
Cefuroxime axetil
CAS: 64544-07-6
Molecular Formula: C20H22N4O10S
(6R)-3-[[(Aminocarbonyl)oxy]methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-acetoxyethyl ester - Names and Identifiers
(6R)-3-[[(Aminocarbonyl)oxy]methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-acetoxyethyl ester - Physico-chemical Properties
| Molecular Formula | C20H22N4O10S |
| Molar Mass | 510.47 |
| Density | 1.3927 (rough estimate) |
| Melting Point | 175-180 °C |
| Boling Point | 250°C (rough estimate) |
| Solubility | DMSO: soluble1mg/mL |
| Appearance | powder |
| Color | white to off-white |
| pKa | 8.31±0.60(Predicted) |
| Storage Condition | -20°C |
| Refractive Index | 1.6000 (estimate) |
| Physical and Chemical Properties | White to light yellow powder, slightly odorous, bitter taste. Soluble in dioxane, more soluble in methanol, ethanol-soluble, very slightly soluble in ether, a few insoluble in water. [Α] D 84 °(C = 0.87, dimethyl sulfoxide). |
| Use | Content determination |
(6R)-3-[[(Aminocarbonyl)oxy]methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-acetoxyethyl ester - Risk and Safety
| WGK Germany | 2 |
| HS Code | 2941906000 |
| Toxicity | LD50 oral in rabbit: 200mg/kg |
(6R)-3-[[(Aminocarbonyl)oxy]methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-acetoxyethyl ester - Standard
Authoritative Data Verified Data
(6R,7R)-7-[2-furyl (methoxyimino) acetamido]-3-carbamoyloxymethyl-8-oxo-5-thia-1-azabicyclo [4.2.0] oct-2-ene-2-carboxylic acid,(lRS) + acetoxyethyl. Calculated as anhydrous, containing cefuroxime (C16H16N408S) should not be less than 75.0%.
Last Update：2024-01-02 23:10:35
(6R)-3-[[(Aminocarbonyl)oxy]methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-acetoxyethyl ester - Trait
Authoritative Data Verified Data
- This product is white or off-white powder; Almost odorless.
- This product is soluble in acetone, slightly soluble in methanol or ethanol, slightly soluble in ether, insoluble in water.
absorption coefficient
take an appropriate amount of this product, accurately weigh, add methanol to dissolve and quantitatively dilute to make a solution containing about 15ug per lml, according to UV-Vis spectrophotometry (General 0401), the absorbance was measured at a wavelength of 276nm, and the absorption coefficient was 390 to 420.
Last Update：2022-01-01 11:40:22
(6R)-3-[[(Aminocarbonyl)oxy]methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-acetoxyethyl ester - Differential diagnosis
Authoritative Data Verified Data
- in the chromatogram recorded under the content determination item, the retention times of the two main peaks of the test solution should be consistent with the retention times of the isomer peaks A and B of the control solution respectively.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 923).
Last Update：2022-01-01 11:40:23
(6R)-3-[[(Aminocarbonyl)oxy]methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-acetoxyethyl ester - Exam
Authoritative Data Verified Data
crystallinity
take this product, according to the determination (General 0981), should be no extinction and birefringence phenomenon.
isomer
In the chromatogram of the test solution recorded under the content determination item, the ratio of the peak area of cefuroxime axetil A isomer to the peak area sum of cefuroxime axetil A, B isomer should be 0.48 to 0.55.
Related substances
take an appropriate amount of this product (about 50mg equivalent to cefuroxime), put it in a 100ml measuring flask, add 10ml of methanol, shake strongly to dissolve it, dilute it to the scale with mobile phase, and shake well, as a test solution; 1ml of the test solution was accurately measured, placed in a 100ml measuring flask, diluted to the scale with the mobile phase, and shaken, as a control solution. According to the chromatographic conditions under the content determination item, immediately take 20 u1 of the test solution and the control solution, and inject the human liquid chromatograph respectively, the chromatogram was recorded to 3.5 times the retention time of cefuroxime axetil A isomer peak. If there are impurity peaks in the chromatogram of the test solution, the area of the two peaks of E isomer shall not be greater than the area of the two main peaks of the control solution (1.0% ) , the Peak area of A3-isomer shall not be greater than 1.5 times (1.5%) of the sum of the two main peaks of the control solution, and the peak area of other individual impurities shall not be greater than 0.5 times (0.5%) of the sum of the two main peaks of the control solution, the sum of each impurity peak area shall not be greater than 3 times (3.0%) of the sum of the two main peak areas of the control solution, and the peaks smaller than the two main peak areas and 0.05 times in the chromatogram of the test solution shall be ignored.
moisture
take this product, according to the moisture determination method (General 0832 first method 1), the water content shall not exceed 1.5%.
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 burning residual Tong shall be inspected according to law (General rule 0821, second law), and the heavy metal content shall not exceed 20 parts per million.
Last Update：2022-01-01 11:40:23
(6R)-3-[[(Aminocarbonyl)oxy]methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-acetoxyethyl ester - Content determination
Authoritative Data Verified Data
measured by high performance liquid chromatography (General 0512).
color feeding condition and system suitability test
silica gel bonded with decylsilane was used as a filler; 0.2mol /L ammonium dihydrogen phosphate solution-methanol (62:38) was used as a mobile phase; The detection wavelength was 278nm. An appropriate amount of cefuroxime axetil reference substance was taken, dissolved and diluted with mobile phase to prepare a solution containing about 0.2mg per 1 ml, heated in a 60°C water bath for at least 1 hour, and cooled to obtain a solution containing Cefuroxime Axetil Delta-isomer; another appropriate amount of cefuroxime axetil reference substance was taken, dissolved and diluted with mobile phase to prepare a solution containing about 0.2mg per 1 ml, and irradiated with ultraviolet light for 24 hours to obtain a solution containing two E isomers of cefuroxime axetil. 20 u1 of each of the above two solutions were injected into the liquid chromatograph respectively, and the chromatograms were recorded. The relative retention times of cefuroxime axetil A, B isomers, isomers and two E isomer peaks were about 1.0, 0.9, 1.2 and 1.7 and 2.1, respectively. Cefuroxime Axetil A, B isomer, Cefuroxime Axetil A isomer and isomer between the separation degree should meet the requirements.
assay
take an appropriate amount of this product, accurately weigh it (about 25mg equivalent to cefuroxime), put it in a 100ml measuring flask, add 5ml methanol to dissolve, dilute it to the scale with mobile phase, and shake it well, as a test solution, immediately take a 20ul injection liquid chromatograph, record the chromatogram; Another appropriate amount of cefuroxime axetil reference substance, the same method for determination. Two main peak areas of cefuroxime axetil were used to calculate the content of C16HI6N4O8S in the sample according to the external standard method.
Last Update：2022-01-01 11:40:24
(6R)-3-[[(Aminocarbonyl)oxy]methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-acetoxyethyl ester - Category
Authoritative Data Verified Data
B-lactam antibiotics, cephalosporins.
Last Update：2022-01-01 11:40:25
(6R)-3-[[(Aminocarbonyl)oxy]methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-acetoxyethyl ester - Storage
Authoritative Data Verified Data
shade, seal, and store in a cool place.
Last Update：2022-01-01 11:40:25
(6R)-3-[[(Aminocarbonyl)oxy]methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-acetoxyethyl ester - Zinacef (Cefuroxime Axetil Tablets)
Authoritative Data Verified Data
This product contains Cefuroxime Axetil according to the calculation of cefuroxime (C16H16N4O8S), should be 90.0% ~ 110.0% of the label amount.
trait
This product is a film-coated tablet, which shows off-white color after removing the coating.
identification
In the chromatogram recorded under the content determination item, the retention time of the two main peaks of the test solution should be consistent with the retention time of the isomer peaks of the control solution A and B respectively.
examination
- isomer in the chromatogram of the test solution recorded under the content determination item, the ratio of the peak area of cefuroxime axetil A isomer to the peak area of cefuroxime axetil A isomer should be 0.48 to 0.55.
- relevant substances: take an appropriate amount of the fine powder of this product (about 50mg equivalent to cefuroxime), put it in a 100ml measuring flask, add 10ml of methanol, shake strongly to dissolve it, dilute it to scale with mobile phase, and shake well, filter, take the filtrate as the test solution; According to the method under the item of cefuroxime axetil, if there are impurity peaks in the chromatogram of the test solution, the peak areas of the two E isomers shall not be greater than 1.5 times (1.5%) the area of the two main peaks of the control solution shall not be greater than 2 times (2.0%) the area of the two main peaks of the control solution, the other single impurity peak area shall not be greater than the two main peak areas of the control solution and (1.0% ) , and the sum of each impurity peak area shall not be greater than 4.5 times (4.5%) of the sum of the two main peak areas of the control solution.
- water content: take an appropriate amount of the fine powder of this product and determine the moisture content according to the moisture determination method (General rule 0832, first method 1). The moisture content shall not exceed 6.0%.
- dissolution of this product, according to the dissolution and release determination method (General 0931 second method), with 0.lmol/L hydrochloric acid solution 900ml as the dissolution medium, the speed is 50 rpm, according to the law, in 15 minutes and 45 minutes, respectively, take the solution 5ml, filtered, 5ml of the dissolution medium was replenished in the operating container in time. Precision children take the appropriate amount of each filtrate and quantitatively dilute it with the dissolution medium to prepare a solution containing about 15ug of cefuroxime per lml as the test solution (1) and (2 ), according to UV-visible spectrophotometry (General rule 0401), the absorbance was measured at 278mn wavelength respectively; Another precision weighing Cefuroxime Axetil standard appropriate amount, plus the right amount of ethanol (every 5mg Cefuroxime Axetil plus ethanol lml) after dissolution, the solution containing about 15ug of cefuroxime per 1 ml was prepared by quantitative dilution with dissolution medium, and the dissolution amount of each tablet at different times was calculated by the same method. The limit of 15 minutes is 60% of the labeled amount; 45 minutes is 75% of the labeled amount, shall comply with the provisions.
- others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).
Content determination
Take 10 tablets of this product, precision weighing, fine, mixed evenly, precision weighing an appropriate amount (equivalent to cefuroxime 0.125g), put it in a 100ml measuring flask, add methanol 25ml, strong shaking to dissolve, and then dilute to the scale with mobile phase, shake well, filter, Take 5ml of continuous filtrate accurately, put it in a 25ml measuring flask, dilute to the scale with mobile phase, shake well, as a test solution, 20 u1 was immediately accurately measured and determined according to the method under the item of cefuroxime axetil.
category
Same as cefuroxime axetil.
specification
Based on C16H16N4O8S (1)0.125g (2 )0.25g(3)0.5g
storage
shade, seal, and store in a cool place.
Last Update：2022-01-01 11:40:26
(6R)-3-[[(Aminocarbonyl)oxy]methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-acetoxyethyl ester - Cefuroxime Axetil capsules
Authoritative Data Verified Data
This product contains Cefuroxime Axetil according to the calculation of cefuroxime (C16H16N4O8S), should be 90.0% ~ 110.0% of the label amount.
trait
The content of this product is A color or white powder or granules.
identification
In the chromatogram recorded under the content determination item, the retention time of the two main peaks of the test solution should be consistent with the retention time of the isomer peaks of the control solution A and B respectively.
examination
- isomer in the chromatogram of the test solution recorded under the content determination item, the ratio of the peak area of cefuroxime axetil A isomer to the peak area and area of cefuroxime axetil A, B isomer should be 0.48-0.55.
- the contents under the item of difference in loading amount of related substances were extracted, ground finely and mixed evenly, then the weight of the Child (about 50mg equivalent to cefuroxime) was weighed and placed in a 100ml measuring flask, with 10ml of toluene, strong shaking to dissolve, and then diluted to the scale with mobile phase, shake, filter, take the filtrate as a test solution; According to the method of cefuroxime axetil, if there are impurity peaks in the chromatogram of the test solution, the area of the two peaks of E isomer shall not be greater than 1.5 times (1.5%) of the area of the two main peaks of the control solution, the Peak area of β-isomer shall not be greater than 2 times (2.0%) of the sum of the two main peaks of the control solution, and the peak area of other individual impurities shall not be greater than the area of the two main peaks of the control solution (1.0% ) ; the sum of each impurity peak area shall not be greater than 4.5 times (4.5%) of the sum of the two main peak areas of the control solution.
- water content of this product is appropriate, according to the moisture determination method (General 0832 first method 1), the water content shall not exceed 6.0%.
- dissolution of this product, according to the dissolution and release determination method (General 0931 second method), with 0.lmol/L hydrochloric acid solution 900ml as the dissolution medium, the speed is 50 rpm, according to the law, in 15 minutes and 45 minutes, respectively, take the solution 5ml, filtered, 5ml of the dissolution medium was replenished in the operating container in time. The appropriate amount of each continuous filtrate is accurately taken, and the solution containing about 15ug of cefuroxime per lml is prepared by quantitative dilution with dissolution medium, respectively, as the test solution (1), (2 ) , according to UV-visible spectrophotometry (General rule 0401), the absorbance was measured at 278mn wavelength respectively; Another precision weighing Cefuroxime Axetil standard children, plus an appropriate amount of ethanol (every 5mg Cefuroxime Axetil plus ethanol lml) after dissolution, the solution containing about 15ug of cefuroxime per 1 ml was prepared by quantitative dilution with dissolution medium, and the dissolution amount of each particle at different times was calculated by the same method. The limit of 15 minutes is 60% of the labeled amount; 45 minutes is 75% of the labeled amount, shall comply with the provisions.
- others should comply with the relevant provisions under the capsule (General 0103).
Content determination
The contents under the item of difference in loading were extracted, ground finely and mixed evenly, and then a proper amount (equivalent to 0.125g of cefuroxime) was accurately weighed, placed in a 100ml measuring flask, and added 25ml of methanol, strong shaking to dissolve, and then dilute to the scale with mobile phase, shake well, filter, Take 5ml of continuous filtrate accurately, put it in a 25ml measuring flask, dilute to the scale with mobile phase, shake well, as a test solution, 20 u1 was immediately accurately measured and determined according to the method under the item of cefuroxime axetil.
category
Same as cefuroxime axetil.
specification
by C16HI6N408S (1)0.125g (2)0.25g
storage
shade, seal, and store in a cool place.
Last Update：2022-01-01 11:40:27
![(6R)-3-[[(Aminocarbonyl)oxy]methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-acetoxyethyl ester](http://res.chembk.com/assets/str/2d/6/64/64544-07-6.png)
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