Δ2-Cefuroxime Axetil (Cefuroxime Axetil Delta-3 Isomer)

CAS: 123458-61-7

Ref. TR-C248070

Product Information

• Name: Δ2-Cefuroxime Axetil (Cefuroxime Axetil Delta-3 Isomer)
• Synonyms: 5-Thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic acid, 3-[[(aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-(2-furanyl)-2-(methoxyimino)acetyl]amino]-8-oxo-, 1-(acetyloxy)ethyl ester, (6R,7R)-, 5-Thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic acid, 3-[[(aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-furanyl(methoxyimino)acetyl]amino]-8-oxo-, 1-(acetyloxy)ethyl ester, (6R,7R)- (9CI), 5-Thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic acid, 3-[[(aminocarbonyl)oxy]methyl]-7-[[2-furanyl(methoxyimino)acetyl]amino]-8-oxo-, 1-(acetyloxy)ethyl ester, [6R-[6α,7β(Z)]]-
• Brand: TRC

Description

Impurity Cefuroxime Axetil EP Impurity A
Applications 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.
References Nguyen, N., et al.: Pharm. Res., 8, 893 (1991), Stoeckel, K., et al.: Antimicrob. Agents Chemother., 42, 2602 (1998), Scott, L., et al.: Drugs, 61, 1455 (2001),

Chemical properties

• Molecular weight: 510.47
• Formula: C₂₀H₂₂N₄O₁₀S
• Color/Form: Neat
• 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
• InChI key: InChIKey=AQVGUOHUYICCIZ-WDVFJNCVSA-N
• SMILES: CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)OC(C)OC(C)=O)C(COC(N)=O)=CS[C@H]12)c1ccco1