Identification, isolation and characterization of new impurity in rabeprazole sodium.
Rabeprazole sodium [1] is a proton pump inhibitor, used as an antiulcerative. During the manufacturing of rabeprazole sodium, we observed an unknown impurity at levels 0.05-0.1% in HPLC analysis along with the known potential impurities. This new unknown impurity was isolated using preparative liquid chromatography. Based on the complete spectral analysis ((1)H NMR, (13)C NMR, DEPT, Mass and IR), this new impurity was designated as 2-[[(3-methyl-4-(methylthio)-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole (methylthio impurity of rabeprazole). Impurity isolation, structure elucidation and probable formation mechanism was discussed.
Department of Chemical Research, Aurobindo Pharma Ltd. Research Centre, 313, Bachupally, Quthubullapur Mandal, Hyderabad 500090, India.
P Sreenivasa
PS
Rao
Uttam Kumar
UK
Ray
P Badarinadh
PB
Gupta
D V N Srinivasa
DV
Rao
Aminul
A
Islam
Pradeep
P
Rajput
K
K
Mukkanti
D053799:2-Pyridinylmethylsulfinylbenzimidazoles / Q000737:chemistry* / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid; D004340:Drug Contamination; D064750:Rabeprazole; D013678:Technology, Pharmaceutical / Q000379:methods
D053799:2-Pyridinylmethylsulfinylbenzimidazoles; D064750:Rabeprazole