Δ2-Cefuroxime Axetil Chemical Properties

Melting point:

64-71°C

Density 

1.61±0.1 g/cm3(Predicted)

storage temp. 

Hygroscopic, -20°C Freezer, Under inert atmosphere

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

8.33±0.60(Predicted)

color 

White to Pale Yellow

Stability:

Hygroscopic

Major Application

pharmaceutical (small molecule)

InChIKey

AQVGUOHUYICCIZ-WDVFJNCVSA-N

SMILES

S1[C@H]2N(C(C(=C1)COC(=O)N)C(=O)OC(OC(=O)C)C)C(=O)[C@H]2NC(=O)\C(=N/OC)\c3[o]ccc3

Safety Information

WGK Germany 

WGK 3

Storage Class

11 - Combustible Solids

Δ2-Cefuroxime Axetil Usage And Synthesis

Uses

It is an oral prodrug of Cefuroxime (C248060), an injectable second generation cephalosporin with an excellent antibacterial activity. This ester is applied in therapy as a mixture of the R and S diastereoisomers.

Uses

Δ2-Cefuroxime Axetil (Cefuroxime Axetil EP Impurity A) is an oral prodrug of Cefuroxime (C248060), an injectable second generation cephalosporin with an excellent antibacterial activity. This ester is applied in therapy as a mixture of the R and S diastereoisomers.

Synthesis

The ethyl acetate solution of ??2-cefuroxime was concentrated to 30% under vacuum -0.99 MPa to obtain ??2-cefuroxime concentrate. To 25 ml of isopropyl ether or petroleum ether, add 0.2 g of ??2- cefuroxime crystalline seed and stir rapidly to obtain cefuroxime isopropyl ether or ??2- cefuroxime petroleum ether suspension. In the ??2- cefuroxime isopropyl ether or ??2- cefuroxime petroleum ether suspension, add the above ??2- cefuroxime concentrate and 800 ml of isopropyl ether or petroleum ether solution at the same time and uniformly over a period of 2.5h, and then raise the crystals for 1h and then filter. The crystals obtained by filtration were washed with 40 ml of ethyl acetate isopropyl ether or ethyl acetate petroleum ether solution in the ratio of 1:5 by volume, and then washed with 40 ml of isopropyl ether or petroleum ether, and then dried in a vacuum at 40?? C., obtaining a white product. The white product was prepared into amorphous ?2-2-cephemofuroxin ester by spray drying, which can then be made into oral preparations such as capsules, tablets, granules or dispersible tablets.

Δ2-Cefuroxime Axetil(123458-61-7)Related Product Information

• Cefuroxime Sodium EP Impurity G
• (αZ)-α-(MethoxyiMino)-N-[(5aR,6R)-1,4,5a,6-tetrahydro-1,7-dioxo-3H,7H-azeto[2,1-b]furo[3,4-d][1,3]thiazin-6-yl]-2-furanacetaMide
• Cefuroxime 1-acetoxyethyl ester