Isolation and structural elucidation of two impurities from a diacerein bulk drug.
Two impurities were found in the crude sample of diacerein. The level of these impurities 1.14% and 1.24% were detected by isocratic reverse-phase high performance liquid chromatography (HPLC). The molecular weights of the impurities were determined by liquid chromatography-mass spectroscopy (LC-MS) analysis. These impurities were isolated from crude sample of diacerein by reverse-phase preparative liquid chromatography. These impurities were characterized as 5-acetoxy-4-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid (Impurity-1) and 4-acetoxy-5-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid (Impurity-2) respectively. Structural elucidation of both the impurities were carried out by (1)H NMR, (13)C NMR, DEPT, 1D NOESY, MS and IR spectroscopy.
Ashok
Chaudhari
C
API Research Centre, Emcure Pharmaceutical Limited, Hinjawadi, Pune 411057, India. Ashok.Chaudhari@emcure.co.in
Golak
Maikap
M
Adwait
Deo
D
Krishna
Vivek
V
Himani
Agrawal
A
Umesh
Peshawe
P
Amol
Gawande
G
Srinivas
Sompalli
S
Sharad
Mane
M
Deepali
Jadhav
J
Atul
Chaudhari
C
D000880:Anthraquinones / Q000737:chemistry*; D000893:Anti-Inflammatory Agents / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D004340:Drug Contamination; D013058:Mass Spectrometry / Q000379:methods; D015394:Molecular Structure; D008970:Molecular Weight; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods; D013055:Spectrophotometry, Infrared / Q000379:methods
D000880:Anthraquinones; D000893:Anti-Inflammatory Agents; C025292:diacerein