Isolation, structural elucidation and characterization of impurities in Cefdinir.
Three unknown impurities in Cefdinir bulk drug at levels below 0.2% (ranging from 0.05 to 0.2%) have been detected by high performance liquid chromatography (HPLC). These impurities were isolated from crude sample of Cefdinir using preparative HPLC. Based on the spectral data (NMR, IR and MS) the structures of these impurities were characterized as (6R, 7R)-7-[(z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-8-oxo-3-vinyl-5-thia-1-azabicyclo [4.2.0] oct-2-ene-2-carboxylic acid-5-oxide (I). (6R, 7R)-7-[(z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-8-oxo-3-vinyl-5-thia-1-azabi-cyclo [4.2.0] oct-3-ene-2-carboxylic acid (II). (6R, 7R)-7-[(z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-8-oxo-3-methyl-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylic acid (III), respectively. The origin and structural elucidation of all impurities have been discussed.
Rao
K V V Prasada
KV
Department of Chemical Research, Aurobindo Pharma Research Centre, 313 Bachupally, Quthubullapur Mandal, Hyderabad 500072, India.
Rani
A
A
Reddy
A V Raghava
AV
Bharathi
C H
CH
Dandala
Ramesh
R
Naidu
A
A
D000900:Anti-Bacterial Agents / Q000032:analysis* / Q000737:chemistry / Q000592:standards; D000077525:Cefdinir; D002511:Cephalosporins / Q000032:analysis* / Q000737:chemistry / Q000592:standards; D002851:Chromatography, High Pressure Liquid; D004340:Drug Contamination; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D017550:Spectroscopy, Fourier Transform Infrared
D000900:Anti-Bacterial Agents; D002511:Cephalosporins; D000077525:Cefdinir