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.
Rao
P Sreenivasa
PS
Department of Chemical Research, Aurobindo Pharma Ltd. Research Centre, 313, Bachupally, Quthubullapur Mandal, Hyderabad 500090, India.
Ray
Uttam Kumar
UK
Gupta
P Badarinadh
PB
Rao
D V N Srinivasa
DV
Islam
Aminul
A
Rajput
Pradeep
P
Mukkanti
K
K
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