Δ2-Cefuroxime Axetil

• CAT Number: R046647
• CAS Number: 123458-61-7
• Molecular Formula: C20H22N4O10S
• Molecular Weight: 510.474
• Purity: ≥95%
• Synonyms: (6R,7R)-3-[[(Aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-(2-furanyl)-2-(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic Acid 1-(Acetyloxy)ethyl Ester
• Storage: -20°C
• IUPAC Name: 1-acetyloxyethyl (6R,7R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylate
• InChI: InChI=1S/C20H22N4O10S/c1-9(25)33-10(2)34-19(28)15-11(7-32-20(21)29)8-35-18-14(17(27)24(15)18)22-16(26)13(23-30-3)12-5-4-6-31-12/h4-6,8,10,14-15,18H,7H2,1-3H3,(H2,21,29)(H,22,26)/b23-13-/t10?,14-,15?,18-/m1/s1
• InChIKey: AQVGUOHUYICCIZ-WDVFJNCVSA-N
• SMILES: CC(OC(=O)C)OC(=O)C1C(=CSC2N1C(=O)C2NC(=O)C(=NOC)C3=CC=CO3)COC(=O)N

Δ2-Cefuroxime Axetil is an orally bioavailable prodrug of cefuroxime, a second-generation cephalosporin antibiotic. It is used to treat a range of bacterial infections, including respiratory tract infections, skin infections, and urinary tract infections. The acetyl ester enhances the drug’s absorption in the gastrointestinal tract, allowing for effective systemic delivery. Once metabolized, cefuroxime exerts its antibacterial effects by inhibiting bacterial cell wall synthesis, leading to cell lysis and death. With a favorable pharmacokinetic profile, Δ2-Cefuroxime Axetil offers the advantage of convenient oral dosing while maintaining efficacy against both Gram-positive and Gram-negative bacteria. Ongoing studies evaluate its use in treating resistant infections.