Cefpimizole
Cefpimizole
CAS: 84880-03-5
Molecular Formula: C28H26N6O10S2
Cefpimizole - Names and Identifiers
Cefpimizole - Physico-chemical Properties
| Molecular Formula | C28H26N6O10S2 |
| Molar Mass | 670.67 |
| Storage Condition | 2-8℃ |
| Physical and Chemical Properties | Chemical properties cefimidazole sodium, white to yellowish powder or crystal, odorless or slightly smelly. Easily soluble in water, very slightly soluble in methanol, almost insoluble in acetone, ether or n-hexanol. Melting point 197~210 ℃. [α]D20-28.2((C = 0.5, water). UV maximum absorption (water):257nm(ε22400). Soluble in water. Acute toxicity LD50 male and female mice, male and female rats (g/kg):2.7,2.9,4.2,3.5 intravenous injection; 8.2,6.8,12.2,11.5 subcutaneous injection; All> 15.0 oral. |
| Use | Uses for Pneumonia cocci, digestive Streptococcus, Escherichia coli, Pseudomonas aeruginosa, influenza and other sensitive bacteria caused by acute bronchitis, chronic bronchitis, Pneumonia, cholecystitis, cholangitis, peritonitis, sepsis and so on. |
Cefpimizole - Upstream Downstream Industry
| Raw Materials | N,N-Dimethylformamide Thionyl chloride cefaloglycin |
Cefpimizole - 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. |
Cefpimizole - Production method
Imidazol-4, 5-dicarboxylic acid (I)(7.8g,50mmol) was suspended in 100ml of dry benzene containing 4ml of dimethylformamide, 30ml of thionyl chloride was added, and stirred and refluxed at 85°C for 6h. Steam off the solvent and add 50mi dry benzene to the remainder. Vacuum concentration to obtain a solid, add another 50ml of benzene to the solid, and stir at room temperature for 30min. Insoluble matter was filtered and collected, washed with benzene, and dried to obtain 7.0g compound (II) with 89% yield.
Compound (II)(62.6g,200 mmo1) was suspended in 800ml of water and stirred at 40 ℃ for 6 hours. Filter to collect insoluble solids, wash with 100ml of water, and then wash with acetone (5 × 100ml). 60.8g compound (III) was obtained by vacuum drying with 97% yield and melting point of 284 ℃ (decomposition).
Cefosporin ((3ephaloglycin)(12.2g,30 mmo1) was suspended in 50ml of water and carefully adjusted to Ph = 8.5 with 13.5% sodium hydroxide under ice bath cooling. Under cooling and stirring, compound (III)(9.36g,30 mmo1) was added in small batches, and the Ph value of the reaction solution was maintained at 7.30~7.60 with 13.5% sodium hydroxide solution. The reaction solution was cooled in an ice bath, stirred for 40min, and then adjusted to Ph = 6.3 with 6% hydrochloric acid. Stirring: After 10min, filter to remove the precipitate, and adjust the filtrate to Ph = 2 with 6% hydrochloric acid. Filter and collect the resulting solids, wash with water, and vacuum dry. The solid was suspended in a mixture of ethyl acetate-methanol (1:1), stirred at 40°C for 20mim, filtered to remove the insoluble matter, and the filtrate was concentrated to about 50ml under reduced pressure. Add 500nnl ether and leave overnight in the fridge. Filter to collect the precipitate, wash with petroleum ether, and dry. 12.5g compound (Ⅳ) was obtained. 75% yield.
Compound (Ⅳ)(7.13g,12.8 mmo1) and 4-pyridyl ethanesulfonic acid (4.9g,26.3 mmo1) were suspended in 30ml of water, 2mol/L was added, sodium hydroxide aqueous solution was added to dissolve it, and adjusted to Ph = 6.5. Add 87.5g of sodium iodide and stir at 65 ℃ for 70min. Cool, under ice bath cooling and stirring, drop it to 330ml acetone, and then cool overnight. Filter to collect solids, dissolve in water, add acetone to make precipitation again. Water and ethanol are precipitated again by the previous method. The precipitate was then dissolved in 400ml of water at 30°C and adjusted to Ph = 2 with 6mol/L hydrochloric acid. After stirring for 30min, centrifuged to remove the precipitate. The mother liquor was adjusted to Ph = 4 with 2mol/L sodium hydroxide aqueous solution and concentrated to 80ml under vacuum 30 ℃. Add 400ml of ethanol and filter to collect the precipitate. The precipitate was dissolved in 40ml of water and adjusted to Ph = 3.3 with 2mol/L hydrochloric acid. Chromatography with 120ml Ambelilite XAD-7 and elution with water. The eluent containing the product was collected and concentrated under reduced pressure. The concentrate was adjusted to Ph = 3.2 with 2mol/L hydrochloric acid, and 300ml of acetone was added under cooling and stirring. Filter to collect precipitate and vacuum dry. Then dissolve in water and freeze-dry to obtain 2.7g cefimidazole sodium with 28% yield.
Last Update：2024-04-10 22:29:15
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Raw Materials for Cefpimizole