(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Cefoperazone
CAS: 62893-19-0
Molecular Formula: C25H27N9O8S2
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Names and Identifiers
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Physico-chemical Properties
| Molecular Formula | C25H27N9O8S2 |
| Molar Mass | 645.67 |
| Density | 1.77±0.1 g/cm3(Predicted) |
| Melting Point | 169-171 C |
| Solubility | DMSO 129 mg/mL ;Water <1 mg/mL ;Ethanol <1 mg/mL. Soluble in acetone or dimethyl sulfoxide, slightly soluble in methanol or ethanol, very slightly soluble in ethyl acetate or water. |
| Appearance | White or white-like crystalline powder |
| Color | White to Off-White |
| Merck | 14,1930 |
| pKa | pKa 2.6 (Uncertain) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.819 |
| MDL | MFCD00865067 |
| Physical and Chemical Properties | White or off-white crystalline powder, odorless and slightly bitter in taste. Hygroscopicity. Soluble in acetone or dimethyl sulfoxide, methanol-soluble or ethanol, very slightly soluble in ethyl acetate or water. [Α] D20-30 ° ~-38 °(30mg of this product dissolved in 1 ml phosphate buffer solution (1mol/L potassium dihydrogen phosphate solution with 10mol/L potassium hydroxide solution to pH 6.0) and acetonitrile (90:10). It is stable at Ph = 4.0-7.0, slightly unstable at acid, and very unstable at alkaline. Melting point 169 171 °c (hydrate). Cefoperazone sodium (Cefoperazone SC,diuHl):C25H26N9O8S2Na. [62893-20-3]. White or off-white crystalline powder, odorless, bitter. Hygroscopicity. Soluble in water, slightly soluble in methanol, very slightly soluble in ethanol, insoluble in ethyl acetate, chloroform, ether, acetone and hexane. Melting point of 180 ° C (decomposition) [alpha] D20-15 ° ~-25 °(10mg of this product is dissolved in lml water). |
| Use | For semi-synthetic broad-spectrum antibiotics, antibacterial spectrum similar to cefotaxime |
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| RTECS | XI0373900 |
| HS Code | 29419000 |
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Upstream Downstream Industry
| Raw Materials | 1-Phenyl-1H-tetrazole-5-thiol Acetone |
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Reference
| Reference Show more | 1. Liu Min-Xuan, Zhao Xing-ran, Yu Lu, Lu Hao-Zhi, Wang Xiang-hong. Rapid detection of cefalexin residues in animal derived food by colloidal gold strip [J]. Food Research and Development, 2020,41(15):150-155. 2. [IF = 3.681] Rao Zhi et al."Determination of Total and Unbound Meropenem, Imipenem/Cilastatin, and Cefoperazone/Sulbactam in Human Plasma: Application for Therapeutic Drug Monitoring in Critically relevant." Ther Drug Monit. 2020 Aug;42(4):578-587 |
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Nature
Open Data Verified Data
white or off-white crystalline powder, odorless and slightly bitter in taste. mp16 9~171 °c (hydrate). Hygroscopicity. Soluble in acetone or dimethyl sulfoxide, methanol-soluble or ethanol, very slightly soluble in water. Stable at pH -4.0~7.0, alkaline not
Stable.
Cefoperazone sodium (Cefoperazone):CAS accession number [62893-20-3]. White or off-white crystalline powder, odorless, bitter. Hygroscopicity. Melting point 180 °c (decomposition). Soluble in water, methanol-soluble, very slightly soluble in ethanol, insoluble in ethyl acetate, chloroform, ether, acetone and hexane.
Last Update：2024-01-02 23:10:35
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Quality standards-Chinese Pharmacopoeia 2005 edition
Open Data Verified Data
cefoperazone: calculated according to anhydrous, containing C25 H26 N9 08 S2 shall not be less than 95.0%; PH value should be 2.0~4.0 (lOmg the product is dissolved in 1ml of water); Water shall not exceed 6.0%.
cefoperazone Sodium: calculated as anhydrous, containing C25 H26 Ng Oa s2 Na should not be less than 88.0%; The clarity and color of the solution should comply with the regulations; PH value should be 4.5~6.5(0. 25g of the product dissolved in 1ml of water); The sum of the impurity mass shall not exceed 5. 0%, water should not exceed 4.5% (crystalline) or 2.0% (lyophilized powder); Containing acetone should not exceed 2.0%; Containing cefoperazone polymer (based on cefoperazone) should not pass 0. 4%; Bacterial endotoxin, the amount of endotoxin in each 1mg of cefoperazone should be less than 0. 05EU. Sterility tests should be performed in accordance with the regulations.
Last Update：2022-01-01 08:52:20
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Standard
Authoritative Data Verified Data
This product is (6R,7R)-3-[[(l-methyl -1H-tetrazol-5-yl) thio] methyl} 7-[(R)-2-(4-ethyl-2, 3-dioxo + piperazinocarbonylamino)-2-p-hydroxyphenyl-acetamido]-8-oxo-5-thiazepane bicyclo [4.2.0] oct-2-ene-2-carboxylic acid. Calculated as anhydrous, containing cefoperazone (C25H27N9O8S2) shall not be less than 95.0%.
Last Update：2024-01-02 23:10:35
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Trait
Authoritative Data Verified Data
- This product is white or off-white crystalline powder; Odorless; With hygroscopicity.
- This product is dissolved in acetone or dimethyl sulfoxide, slightly soluble in methanol or ethanol, and slightly soluble in water or ethyl acetate.
specific rotation
take this product, precision weighing, add phosphate buffer (take lmol/L potassium dihydrogen phosphate solution, adjust the pH value to 6.0 with 10 mol/L potassium hydroxide solution)-acetonitrile (90:10) dissolve and quantitatively dilute to prepare a solution containing about 30mg per 1 ml, which is measured according to law (General rule 0621), and the specific rotation is from one 30 ° to one 38 °.
Last Update：2022-01-01 11:40:51
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Introduction
Cefoperazone is a cephalosporin antibiotic, which can inhibit the absorption of 17 βG [3 H]E2 regulated by rMrp2, and its IC50 is 199 μM.
Last Update：2022-10-16 17:27:26
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Preparation Method
Open Data Verified Data
with 7-ACA as raw material, first with 5 a mercapto 1 methyl tetrazolium reaction to generate 3 substituted 7-AT-CA intermediate, and then open (to hydroxyphenyl) [Cr4-ethyl -2. 3-= oxo -1-pyrazinyl) carboxamido] acetyl chloride condensation, adjusted by acidification pH to form cefoperazone free acid crystallization, dissolved with sodium bicarbonate, available cefoperazone sodium salt.
Last Update：2022-01-01 08:52:21
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Differential diagnosis
Authoritative Data Verified Data
- take about 10mg of this product, add 2ml of water and hydroxylamine hydrochloride solution [take 1 part of 34.8% hydroxylamine hydrochloride solution, sodium acetate-sodium hydroxide solution (take 10.3g of sodium acetate and 86.5g of sodium hydroxide, add water to dissolve into looml) 1 part, 4 parts of ethanol, mixed well] 3ml, shake to dissolve, place for 5 minutes, add acid ammonium ferric sulfate test solution 1ml, shake well, red-brown.
- in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.
Last Update：2022-01-01 11:40:51
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Use
Open Data Verified Data
The third generation of cephalosporin broad-spectrum antibiotics, a variety of gram-positive bacteria and negative bacteria have bactericidal effect, the activity of Pseudomonas aeruginosa is better than other cephalosporins, the beta-lactamase is very stable, the drug must be administered by injection. Clinical for the treatment of sepsis, respiratory infections, biliary tract infections, urinary tract infections, reproductive system infections, skin and soft tissue infections.
Last Update：2022-01-01 08:52:22
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Exam
Authoritative Data Verified Data
acidity
take this product, add water to make each lml containing lOmg suspension, according to the law (General 0631), pH value should be 2.0~4.0.
moisture
take this product, according to the moisture determination method (General 0832 first method 1), the water content shall not exceed 6.0%.
Last Update：2022-01-01 11:40:52
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Content determination
Authoritative Data Verified Data
measured by high performance liquid chromatography (General 0512).
chromatographic conditions and system suitability test
silica gel bonded with octa-alkyl silane as filler; Triethylamine acetic acid solution (take triethylamine 14ml and glacial acetic acid 5.7ml, dilute to 100ml with water, shake well)-acetonitrile-water (1.2:120:880), and the pH value was adjusted to 3.0±0.2 with glacial acetic acid as mobile phase; The detection wavelength was 254nm. Cefoperazone control, impurity A control (first dissolved in acetonitrile) and cefoperazone S isomer control, add a small amount of phosphate buffer (0.2mol/L sodium dihydrogen phosphate solution 39.0ml and 0.2mol/L disodium hydrogen phosphate solution 61.0ml, mix well, adjust pH value to 7.0 with phosphoric acid), the mixed solution containing 0.2mg in each lml was diluted with mobile phase, and 20u1 was injected into the liquid chromatograph. The peaks were obtained in the order of impurity A, cefoperazone and cefoperazone S isomer, the degree of separation between peaks shall meet the requirements.
assay
take about 50mg of this product, weigh it accurately, put it in a 100ml measuring flask, add appropriate amount of the above phosphate buffer solution, dilute it to the scale with mobile phase, and shake it well, as the test solution, 20u1 was injected into the liquid chromatograph with precision, and the chromatogram was recorded. Another cefoperazone reference substance was taken and determined by the same method. According to the external standard method to calculate the peak area, that is.
Last Update：2022-01-01 11:40:53
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Category
Authoritative Data Verified Data
B-lactam antibiotics, cephalosporins.
Last Update：2022-01-01 11:40:53
(6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid - Storage
Authoritative Data Verified Data
seal, cold preservation.
Last Update：2022-01-01 11:40:53
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Multiple SpecificationsSpot supply
Product Name: Cefoperazone Visit Supplier Webpage Request for quotationCAS: 62893-19-0
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
View History
Raw Materials for (6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid