Ketan Gadani, Paras Tak, Mayank Mehta, Neetu Shorgar
Ketan Gadani1, Paras Tak1, Mayank Mehta2, Neetu Shorgar1*
1Department of Chemistry, Pacific University, Udaipur (Rajasthan) – 313003.
2Department of Chemistry, Shri P. H. Goswami Muncipal Arts and Science College, Kalol (Gujarat) – 382721.
Volume - 14,
Issue - 12,
Year - 2021
A reproducible isolation method by Reverse Phase (RP) preparative HPLC technique for the isolation of one crucial impurity at 1.65 RRT (Relative Retention Time) in sulfonamide stage of Glyburide API (Active Pharmaceuticals Ingredient) was developed. Preparative chromatography was done on Luna C8, 10µm (250 mm x 21.2mm) preparative HPLC column with acetonitrile: water in 70:30 % v/v proportion as a mobile phase and 8 ml/min as a flow rate. This impurity was detected at 300 nm UV-wavelength maximum. This impurity was isolated from synthesized crude impurity of sulfonamide stage of Glyburide substance by preparative HPLC by injecting 50 mg/ml concentration over 5 ml fixed loop. Isolated impurity was elucidated as N-methyl impurity of sulfonamide intermediate of Glyburide API by means of chromatographic and spectral data. Structural elucidation carried out by spectral data was reviewed. This impurity was analyzed by reverse phase HPLC for purity analysis. A Inertsil C8 (250 x 4.6) mm, 5µ particle size was employed for separation. The mobile phase consisted of Water: Acetonitrile: Methanol in the ratio of 60:15:25 % v/v. The flow rate was set at 1 ml/min. Detection was carried out at 300 nm. 10µL of 2 mg/ml concentration of sample in methanol was injected. The column oven temperature was at 25°C.
Cite this article:
Ketan Gadani, Paras Tak, Mayank Mehta, Neetu Shorgar. Isolation and Structural Elucidation of Impurity in Sulfonamide Intermediate of Glyburide. Research Journal of Pharmacy and Technology. 2021; 14(12):6471-4. doi: 10.52711/0974-360X.2021.01118
Ketan Gadani, Paras Tak, Mayank Mehta, Neetu Shorgar. Isolation and Structural Elucidation of Impurity in Sulfonamide Intermediate of Glyburide. Research Journal of Pharmacy and Technology. 2021; 14(12):6471-4. doi: 10.52711/0974-360X.2021.01118 Available on: https://www.rjptonline.org/AbstractView.aspx?PID=2021-14-12-48
1. Bhanushali SM, Modh KM, Anand IS, Patel CN, Dave JB. Novel Approaches for Diabetes Mellitus: A Review. Research Journal of Pharmacology and Pharmacodynamics. 2010; 2(2): 141-147.
2. Chatterjee T, Sahu PK, Chatterjee S, and Godheja J. Current and Future Biotechnological Approaches for Diabetes Mellitus. Asian Journal of Pharmacy and Technology. 2011; 1(4): 94-98.
3. Ju YK, Young SK, Hyun JK, Nga TT, Woorim K, Bomi J, Tae YH, Myung KL and Kyung EL. Oral diabetes medication and risk of dementia in elderly patients with type 2 diabetes. Diabetes Research and Clinical Practice. 2019; 154: 116-123.
4. Panchal I, Panigrahi B and Patel CN. Recent Advancement towards Treatment of Diabetes. Research Journal of Pharmacology and Pharmacodynamics. 2010; 2 (1): 12-22.
5. Sameer SJ, Vijay RS and Chandrakant SM. Daily consumption of antioxidants:-prevention of disease is better than cure. Asian Journal of Pharmaceutical Research. 2013; 3(1): 34-40.
6. Mukherjee S, Maity S, Ghosh B, and Mondal A. Accelerated Stability study of Preformulated glyburide loaded Lyophilized lipid Nanoparticles. Research Journal of Pharmacy and Technology. 2020; 13(7): 3323-25.
7. Asha S, Thirunavukkarasu P, and Sadiq AM. Preparative HPLC method for the isolation of compounds from Euphorbia hirta Linn. ethanol extract. Research Journal of Pharmacy and Technology. 2018; 11(6): 2541-45.
8. Maruthi R, Chandan RS, and Tengli AK. Characterization of impurities in Teneligliptin hydrobromide hydrate by using LCMS/MS and NMR. Research Journal of Pharmacy and Technology 2020; 13(8): 3569-3576.
9. Harikrishnan N, Muralikrishna U, Shaik B, Bhavsar V, and Kumar VR. Development and Validation of UV Spectrophotometric Method of Glibenclamide (Glyburide) in Bulk and Pharmaceutical Formulation. Asian Journal of Research in Chemistry. 2010; 3(2): 316-318.
10. Sanjay BB, Bharati RK, Yogini SJ and Atul AS. Impurity profile: Significance in active pharmaceutical ingredient. Eurasian Journal of Analytical Chemistry. 2007; 2 (1): 32-53.
11. William RL. HPLC Instrumentation. In Reference Module in Chemistry, Molecular Science and Chemical Engineering, https://doi.org/10.1016/B978-0-12-409547-2.11123-0.
12. Qingqing W, Hong T, Fan Z, Wenbo S, Yang G, Xiangdong G and Wenbing Y. Establishment of an HPLC-based method to identify key proteases of proteins in vitro. Analytical Biochemistry. 2019; 573: 1-7.
13. International Conference on Harmonization, Draft Revised Guidance On impurities in New Drug Substances. Federal Register Q3A(R). 2000; 65 (139): 44791-44797.
14. International conference on Harmonization, Draft revised guidance on impurities in new drug products. Federal register Q3B(R). 2000; 65 (140): 45085-45090.
15. International Conference on Harmonization Impurities, Q3C- Guidelines for residual Solvents, Federal Register Q3C. 1997; 62(247): 67377-67388.
16. Michal D, Jan S, Stanislav R, JosefˇC, Ondˇrej K, Jaroslav H, Marcela T, Tomáˇs P, Petr G and Lucie N. Identification, characterization, synthesis and HPLC quantification of new process-related impurities and degradation products in retigabine. Journal of Pharmaceutical and Biomedical Analysis. 2014; 94: 71–76.
17. Neeraj K, Subba RD, Gurmeet S, Kadirappa A, Shailendra KD and Pramod K. Identification, isolation and characterization of potential process-related impurity and its degradation product in vildagliptin. Journal of Pharmaceutical and Biomedical Analysis. 2016; 119: 114-121.
18. Tao Z, Wen Z, Longji C, Kai H, Yu W, Jing L, Liang C, Bifeng L and Guisen Z. Isolation, identification and characterization of two novelprocess-related impurities in olanzapine. Journal of Pharmaceutical and Biomedical Analysis. 2018; 152: 188–196.
19. Jeremy RE. NMR-based pharmacometabonomics: A new paradigm for personalised or precision medicine. Progress in Nuclear Magnetic Resonance Spectroscopy. 2017; 102-103: 1-14.
20. Jesus AA, Zulema CC, Durcy VR and Tania IC. HPLC profile and simultaneous quantitative analysis of tingenone and pristimerin in four Celastraceae species using HPLC-UV-DAD-MS. Brazilian Journal of Pharmacognosia. 2019; 29: 171-176.
21. Wenling Y, Xiaomei Y, Fangbua S, Zhigang L, Yongkun L, Liangzbong Y, Ruixun W, Qing L and Kaisbun B. Qualitative and Quantitative Assessment of Related Substances in the Compound Ketoconazole and Clobetasol Propionate Cream by HPLC-TOF-MS and HPLC. Journal of Pharmaceutical Analysis. https://doi.org/10.1016/j.jpha.2018.08.006.
22. Hongyue G, Wahab MF, A1ain B and Daniel WA. Mass spec1rome1ry detection of basic drugs in fast chiral analyses with vancomycin stationary phases. Journal of Pharmaceutical Analysis. 2018; 8 (5): 324-332.
23. Mohamed MA, Jaafar. J, Ismail AF, Othman MH and Rahman MA. Fourier Transform Infrared (FTIR) Spectroscopy, Membrane Characterization. https://doi.org/10.1016/B978-0-444-63776-5.00001-2.
24. Alotaibi J, Saji S and Swain MV. FTIR characterization of the setting reaction of biodentine TM. Dental Materials. 2018; 34(11): 1645-1651.