3-Desacetyl Cefotaxime is a desacetylated derivative of the cephalosporin antibiotic Cefotaxime, characterized by the absence of the acetyl group at the 3-position of the beta-lactam ring. Its structure retains the 7-aminocephalosporanic acid (7-ACA) core, featuring a thiazole ring fused to the beta-lactam, a sulfur-containing side chain, and a 2-aminothiazolyl group at position 3. The molecule contains multiple functional groups, including a free amino group, carboxylic acid, and sulfhydryl moiety, critical for its role as a synthetic intermediate. This impurity arises during Cefotaxime synthesis via partial deacetylation and serves as an HPLC reference standard for quantifying process-related impurities in parenteral formulations.
On RequestCO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)CO)C(=O)O
InChI=1S/C14H15N5O6S2/c1-25-18-7(6-4-27-14(15)16-6)10(21)17-8-11(22)19-9(13(23)24)5(2-20)3-26-12(8)19/h4,8,12,20H,2-3H2,1H3,(H2,15,16)(H,17,21)(H,23,24)/b18-7-/t8-,12-/m1/s1
FHYWAOQGXIZAAF-GHXIOONMSA-N