Impurity profile study of dutasteride.
During the process development of dutasteride in the laboratory analysis showed some impurity peaks in HPLC ranging from 0.05 to 0.1%. The same samples were analyzed by LCMS method and identified peak at m/z 508 (desmethyl dutasteride), 530 (dihydro dutasteride) and 528 (isomer of dutasteride). These impurities were synthesized individually and characterized based on the spectroscopic data (HPLC, IR, NMR and MS). The structures of these impurities were 17beta-N-[2,5-bis(trifluoromethyl) phenyl]carbamoyl-3-hydroxyl-4-azaestra-1,3,5,7,9-pentaene (desmethyl of dutasteride 2), 17beta-N-[2,5-bis(trifluoromethyl)phenyl]carbamoyl-4-aza-5alpha-androstane-3-one (dihydro impurity of dutasteride 3), and 17beta-N-[2,5-bis(trifluoromethyl) phenyl] carbamoyl-4-aza-5beta-androst-1-ene-3-one (beta-isomer of dutasteride 4), respectively. The formation and synthesis of dutasteride impurities are discussed.
Satyanarayana
K
K
Dr. Reddy's Laboratories Ltd, Jinnaram, India.
Srinivas
K
K
Himabindu
V
V
Mahesh Reddy
G
G
D001378:Azasteroids / Q000032:analysis* / Q000138:chemical synthesis; D002851:Chromatography, High Pressure Liquid; D002853:Chromatography, Liquid; D004340:Drug Contamination; D000068538:Dutasteride; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013055:Spectrophotometry, Infrared; D017550:Spectroscopy, Fourier Transform Infrared
D001378:Azasteroids; D007202:Indicators and Reagents; D000068538:Dutasteride