97232-97-8

Basic information

• Product Name: Desethyl Acetate (E)-CefuroxiMe Axetil
• Synonyms: Desethyl Acetate (E)-CefuroxiMe Axetil;Cefuroxime Sodium EP Impurity E;Desacetyloxyethyl (E)-Cefuroxime Axetil;Cefuroxime sodium impurity E;Cefuroxime EP Impurity E
• CAS NO: 97232-97-8
• Molecular Formula: C₁₆H₁₆N₄O₈S
• Molecular Weight: 424.38524
• Mol File: 97232-97-8.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: Desethyl Acetate (E)-CefuroxiMe Axetil(CAS DataBase Reference)
• NIST Chemistry Reference: Desethyl Acetate (E)-CefuroxiMe Axetil(97232-97-8)
• EPA Substance Registry System: Desethyl Acetate (E)-CefuroxiMe Axetil(97232-97-8)

Safety Data

• Hazardous Substances Data: 97232-97-8(Hazardous Substances Data)

Usage

Uses

Desethyl Acetate (E)-Cefuroxime Axetil (Cefuroxime Sodium EP Impurity E) is a product from the photoisomerization of Cefuroxime Axetil (C248065), which is s widely used to treat respiratory tract infections. Antibacterial.

Upstream product

• 55268-75-2 Cefuroxime 
• 1189-71-5 isocyanate de chlorosulfonyle 
• 97148-39-5 (Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt 
• 97232-96-7 trans-cefuroxime axetil 

Downstream Products

• 55268-75-2 Cefuroxime 

Relevant articles and documents

Preparation method of anti-form cefuroxime derivative

The invention relates to a preparation method of an anti-form cefuroxime derivative. The preparation method comprises the steps that A, phosphorus pentachloride is dissolved in a solvent, in the presence of an acidamide reagent, cis-form methoxyiminofurylacetic acid amonium salt is added, and through a reaction, a cis-form methoxy-imino furan acetyl chloride solution is obtained; B, a solvent is added to the cis-form methoxy-imino furan acetyl chloride solution, then strong acid or strong base is added, stirring is conducted, and the cis-form methoxy-imino furan acetyl chloride solution is converted into anti-form methoxy-imino furan acetyl chloride. According to the preparation method of the anti-form cefuroxime derivative, on the basis of original preparation of the anti-form methoxy-imino furan acetyl chloride, an innovative method is provided, by adding a proper quantity of solvent, in the presence of the strong acid or strong base, cis-trans isomerism conversion is conducted, andaccordingly the high-purity anti-form cefuroxime derivative can be efficiently prepared through a synthesis method.

Photoisomerization kinetics of cefuroxime axetil and related compounds

The photoisomerization kinetics of aqueous solutions of cefuroxime axetil under irradiation at 254 nm was investigated by HPLC. The overall degradation is the result of a competition between the isomerization of the alkoxyimino group and the photolysis of the β-lactam ring. Cefuroxime axetil exists as a mixture of two diastereomers which are shown to react at different rates. This is true not only for the photoisomerization step but also for ground- state hydrolysis in alkaline conditions. Photoisomerization of the alkoxyimino group is also observed for the anti isomer of cefuroxime axetil and for some of its degradation products. The quantum yields for all these photoisomerizations are always lower than 1%, which explains the relative importance of the photolysis step. A stationary syn to anti ratio of 1 is measured for cefuroxime axetil and of 2.1 for cefuroxime. From this and previous studies, it appears that cefuroxime axetil is the most sensitive under irradiation at 254 nm when compared to other antibiotics bearing the alkoxyimino group. Aztreonam is the most stable followed by cefotaxime, cefuroxime, and cefuroxime axetil.

Syn/anti isomerization of cefuroxime by ultraviolet light

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