Identification and characterization of new impurity in didanosine.
Didanosine is an antiviral drug. During the preparation of didanosine in our lab, six process related known impurities and one unknown impurity were detected in HPLC analysis at levels ranging from 0.05 to 0.8%. The same unknown impurity was also observed in commercial batches. This new impurity was isolated by preparative HPLC and co-injected with didanosine sample to confirm the retention times in HPLC. This impurity was characterized as, 9-(2,3,5-trideoxy-beta-D-glycero-pentofuranosyl)-9H-purin-6-one (2',3',5'-trideoxyinosine). Structural elucidation of this impurity by spectral data (1H NMR, 13C NMR, MS and IR) has been discussed.
Srinivasa Rao
D V N
DV
Department of Chemical Research, Aurobindo Pharma Research Centre, 313 Bachupally, Quthubullapur Mandal, Hyderabad 500072, India.
Srinivas
N
N
Bharathi
Ch
Ch
Prasad
Ch S
ChS
Dandala
Ramesh
R
Naidu
A
A
D019380:Anti-HIV Agents / Q000032:analysis*; D002851:Chromatography, High Pressure Liquid; D016049:Didanosine / Q000032:analysis*; D004340:Drug Contamination / Q000517:prevention & control; D007288:Inosine / Q000031:analogs & derivatives* / Q000032:analysis; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D017550:Spectroscopy, Fourier Transform Infrared; D053719:Tandem Mass Spectrometry
C526894:9-(2,3,5-trideoxypentofuranosyl)-9H-purin-6-one; D019380:Anti-HIV Agents; D007288:Inosine; D016049:Didanosine