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Vol. 34 No. 5 (2022): Vol 34 Issue 5, 2022

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Pre-column Derivatization and Separation of Diastereomeric-Derivatives of Racemic Mexiletine and Confirmation of Elution Order and Molecular Configuration

https://doi.org/10.14233/ajchem.2022.23706
T.I. Ahmed
Department of Clinical Biochemistry, Sher-i-Kashmir Institute of Medical Sciences, Soura, Srinagar-190018, India
V. Alwera
Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee-247667, India
V.S. Talismanov
Depatment of Chemistry, Moscow Institute of Physics and Technology, Dolgoprudny, Moscow Region 141701, Russian Federation
N. Jaishetty
Department of Chemistry, SRM Institute of Science & Technology, SRM Nagar, Kattankulathur-603203, India
S. Sehlangia
School of Basic Science, Indian Institute of Technology Mandi, Kamand-175005, India
S. Alwera
Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee-247667, India ; Department of Chemical Sciences, Indian Institute of Science Education and Research, Mohali-140306, India

Corresponding Author(s) : S. Alwera

ashiv.kumalwera@gmail.com

Asian Journal of Chemistry, Vol. 34 No. 5 (2022): Vol 34 Issue 5, 2022

Abstract

Present study describes the synthesis of cyanuric chloride based four active chiral reagents (ACRs) and their application in the enantiomeric separation of (RS)-mexiletine. Herein, four cyanuric chloride-based ACRs were prepared by introducing L-proline derivatives under nucleophilic substitution reaction. The synthesized ACRs were characterized by different spectroscopic techniques. Racemic mexiletine hydrochloride was used for the enantio-recognition study. All the four ACRs were used to convert (RS)-mexiletine into related diastereomeric derivatives and then separated on the C18-column of RP-HPLC. The different parameters such as sample amount, the concentration of mobile phase, organic modifier and pump pressure were varied to optimize separation conditions. The energy-minimized structures of synthesized diasteromeric derivatives (DDs) were developed using DFT calculations. The validation study was conducted for the developed method and correlation-coefficient, calibration range, LOD and LOQ calculated. The stability and recovery were calculated by inter and intraday assay.

Keywords

Cyanuric chloride Activated chiral reagents Mexiletine Diastereomeric derivatives RP-HPLC Configuration
Ahmed, T., Alwera, V., Talismanov, V., Jaishetty, N., Sehlangia, S., & Alwera, S. (2022). Pre-column Derivatization and Separation of Diastereomeric-Derivatives of Racemic Mexiletine and Confirmation of Elution Order and Molecular Configuration. Asian Journal of Chemistry, 34(5), 1213–1219. https://doi.org/10.14233/ajchem.2022.23706
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