Isolation and structural identification of an impurity in fluconazole bulk drug substance.
Four impurities in fluconazole API sample obtained from a recently proposed synthetic process were detected by HPLC. One of the impurities was unknown having not been reported previously. This less polar unknown impurity was isolated from the crude sample of fluconazole bulk drug using semi-preparative HPLC. Structure of impurity was elucidated as 2-(2-(dimethylamino)-4-fluorophenyl)-1,3-di(3H-1,2,4-triazol-1-yl)propan-2-ol by using NMR spectroscopy(1H, 13C, 19F, 1H-1H, 1H-13C, HMBC and nOe) and mass spectrometry. The formation and synthesis of the impurity was discussed.
Dongre
Vaijanath G
VG
Department of Chemistry, University of Mumbai, Vidyanagari, Kalina, Santacruz (East), Mumbai 400098, India. dongrevg@yahoo.com
Ghugare
Pradeep D
PD
Karmuse
Pravin P
PP
Soudagar
Satish R
SR
Panda
Nalinakshya
N
Kumar
Ashok
A
D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid; D004340:Drug Contamination / Q000517:prevention & control*; D015725:Fluconazole / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D021241:Spectrometry, Mass, Electrospray Ionization; D053719:Tandem Mass Spectrometry
D000935:Antifungal Agents; D015725:Fluconazole