Enantioselective HPLC analysis of escitalopram oxalate and its impurities using a cellulose‐based chiral stationary phase under normal‐ and green reversed‐phase conditions

Abstract

Normal‐phase and reversed‐phase high‐performance liquid chromatography methods for the separation of the active pharmaceutical ingredient escitalopram from its (R)‐enantiomer impurity have been developed on the cellulose‐based Chiralcel OJ‐H chiral stationary phase. Both methods share two features: they use ethanol as a cosolvent and are able to give a complete enantioseparation without interference from other associated chiral impurities. With the green eluent mixture ethanol–water–diethylammine 70:30:0.1 (v/v/v), the resolution between escitalopram and (R)‐enantiomer was 2.09 at 30°C. The limits of quantification for the (S) and (R) enantiomers were 4.5 and 3.8 μg mL−1, respectively.

Recent Advances in Separation and Analysis of Chiral Compounds

“…Polysaccharide derivatives are also promising candidates for HPLC CSPs. − A series of amylose derivatives including amylose tris-[(S)-α-methylbenzylcarbamate], 2,3-bis­(3,5-dimethylphenylcarbamate)-amylose, and amylose tris­(3,5-dimethylphenylcarbamate) were covalently bound on silica particles and further packed into a stainless steel column for HPLC separation of α-lipoic acid/α-dihydrolipoic acid, chiral drugs, and nonsteroidal anti-inflammatory drugs, respectively. − Mixed-mode HPLC shows potential in the separation of complex analytes owing to its multiple separation mechanisms. In this regard, a C18 ionic liquid and cellulose cofunctionalized silica packed column was prepared for mixed-mode (reverse-phase/chiral) HPLC separation of hydrophobic and ionic compounds as well as racemates, including warfarin, 1-phenyl-1-propanol, ketoprofen, and styrene oxide, indicating the great potential of cellulose derivative-based multimode CSPs in chiral separation .…”

Single‐run chemo‐ and enantio‐selective high‐performance liquid chromatography separation of tramadol and its principal metabolite, O‐desmethyltramadol, using a chlorinated immobilized amylose‐based chiral stationary phase under multimodal elution conditions

“…To explore the chiral ability of the Chiralpak IG‐3 CSP in green elution mode, an analytical strategy based on ethanol as an organic modifier and gradual, step‐by‐step, changes in chromatographic conditions was developed [18]. As reported in Figure 3, under the polar organic mobile phase ethanol/DEA 100/0.1 a good enantioseparation of M1 and the critical pair TRMD*/M1* was achieved (Rs > 1.73).…”

“…Variable-temperature high-performance liquid chromatography (HPLC) single-run resolution of tramadol and O-desmethyltramadol using n-hexane-ethanol-diethylamine (DEA) 100:5:0.1 (v/v/v) (left side) and n-hexane-ethanol-DEA 100:10:0.1 (v/v/v) (right side) as mobile phases. Chromatographic conditions: column, Chiralpak IG-3 250 mm × 4.6 mm -; flow-rate, 1.0 mL min −1 ; temperature, from 15 to 35 • C; detection, UV at 270 nmethanol as an organic modifier and gradual, step-by-step, changes in chromatographic conditions was developed[18]. As reported in Figure3, under the polar organic mobile phase ethanol/DEA 100/0.1 a good enantioseparation of M1 and the critical pair TRMD*/M1* was achieved (Rs > 1.73).…”

Development and validation of a novel stability‐indicating reverse phase HPLC method for the determination of sacubitril–valsartan premix stereoisomers: Cellulosetris(4‐methyl benzoate) stationary phase

“…Based on the drawbacks associated with normal phase HPLC, a new stability indicating gradient reverse phase HPLC method has been developed, optimized and validated for the determination of stereoisomers in SVTC. Better separation was achieved on derivatized polysaccharidebased chiral stationary phase (CSP) [13][14][15] cellulose tris(4methylbenzoate) coated on silica-gel column Chiralcel OJ-RH. Different mobile phase compositions, CSPs with proper ratio of acidic additive, temperature, and flow rate on the retention and separation of stereoisomers have been studied and optimized.…”