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CC BY 4.0 · Journal of Health and Allied Sciences NU 2024; 14(04): 532-537
DOI: 10.1055/s-0044-1779616
Original Article

RP-HPLC-DAD Method Development and Validation for 1,3,4-Oxadiazole Derivative to Evaluate Its Forced Degradation Behavior and Stability

Shridhar Narayan Deshpande
1   Department of Pharmaceutical Chemistry, NGSM Institute of Pharmaceutical Sciences (NGSMIPS) Nitte (Deemed to be university), Mangalore, Karnataka, India
,
Revana Siddappa BC
1   Department of Pharmaceutical Chemistry, NGSM Institute of Pharmaceutical Sciences (NGSMIPS) Nitte (Deemed to be university), Mangalore, Karnataka, India
,
Kartik Bhairu Khot
2   Department of Pharmaceutics, NGSM Institute of Pharmaceutical Sciences (NGSMIPS) Nitte (Deemed to be university), Mangalore, Karnataka, India
,
Gupta Dheeraj Rajesh
1   Department of Pharmaceutical Chemistry, NGSM Institute of Pharmaceutical Sciences (NGSMIPS) Nitte (Deemed to be university), Mangalore, Karnataka, India
,
Cynthia Lizzie Lobo
2   Department of Pharmaceutics, NGSM Institute of Pharmaceutical Sciences (NGSMIPS) Nitte (Deemed to be university), Mangalore, Karnataka, India
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Abstract

In the current study, a straightforward high-performance liquid chromatographic (HPLC) approach was developed and validated to identify a novel drug compound called 5-(4-bromophenyl)-N-(2-chloro-4-nitrophenyl)-1,3,4-oxadiazol-2-amine (A3). By putting the compound's solution under hydrolytic, oxidative, and photolytic stress, the method's capacity to detect stability was put to the test. A gradient mobile phase of acetonitrile, orthophosphoric acid, and methanol (90:051:05 v/v), at a flow rate of 1.00 mL/min, was used for the chromatographic separation on a C18 column (Promosil, 5μ, 4.60 250 mm), which was maintained at 40°C and a photodiode array detector was used for detection. At concentrations between 10 and 100.00 μg/mL, Beer's rule was observed. The recovery (99.25–100%, standard deviation [SD] 5%), intraday accuracy and precision (98.62–99.91%, relative standard deviation [RSD] 5%), interday accuracy and precision (96.25–99.91%, RSD 5%), and intermediate accuracy and precision (98.10–99.91%, RSD 5%) all indicated that the developed method was reliable, repeatable, reproducible, and robust. In cases of thermal and moisture deterioration, respectively, the compound's peak resolution and selectivity factors from the nearest resolving peak revealed specificity and selectivity. The selected synthesized compound barely broke down under oxidative and alkaline hydrolytic stress. However, the compound was resistant to photolysis in neutral and acidic environments. The results of this study demonstrate the sensitivity, specificity, and selectivity of the established approach for quality control, stability testing, and preformulation investigations.

Keywords

1,3,4-oxadiazole derivative - column chromatography - RP-HPLC - forced degradation


Publikationsverlauf

Artikel online veröffentlicht:
10. Juni 2024

© 2024. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting unrestricted use, distribution, and reproduction so long as the original work is properly cited. (https://creativecommons.org/licenses/by/4.0/)

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  • References

  • 1 Boström J, Hogner A, Llinàs A, Wellner E, Plowright AT. Oxadiazoles in medicinal chemistry. J Med Chem 2012; 55 (05) 1817-1830
    CrossrefPubMedSuche in Google Scholar
  • 2 Roy PP, Bajaj S, Maity TK, Singh J. Synthesis and evaluation of anticancer activity of 1,3,4-oxadiazole derivatives against Ehrlich ascites carcinoma bearing mice and their correlation with histopathology of liver. Ind J Pharm EduRes. 2017; 15 (02) 16-25
    Suche in Google Scholar
  • 3 Ananth AH, Manikandan N, Rajan RK. et al. Design, synthesis and biological evaluation of 2- (2-Bromo-3- nitrophenyl) -5-phenyl-1, 3, 4-oxadiazole derivatives as possible anti- breast cancer agents. Chem Biodivers 2020; 17 (02) e1900659
    CrossrefPubMedSuche in Google Scholar
  • 4 Dash S, Kumar BA, Singh J. Synthesis of some novel 3,5-disubstituted 1,3,4-oxadiazole derivatives and anticancer activity on EAC animal model. Med Chem Res 2011; 20: 1206-1213
    CrossrefSuche in Google Scholar
  • 5 Qamar S, Hussain K, Bukhari NI, Shehzadi N, Islam M, Siddique SZ. Method development and stress degradation profile of 5-benzyl-1,3,4-oxadiazole-2-thiolstudied by UVspectroscopy. Pharm Chem J 2018; 52: 278-283
    CrossrefSuche in Google Scholar
  • 6 Bakshi M, Singh S. Development of validated stability-indicating assay methods: critical review. J Pharm Biomed Anal 2002; 28 (06) 1011-1040
    CrossrefPubMedSuche in Google Scholar
  • 7 Shehzadi N, Hussain K, Islam M. et al. Development and validation of a stability-indicating RP-HPLC-FLD oxadiazole-2-thiol; a novel drug candidate. Pak J Pharm Sci 2018; 34 (02) 31-45
    Suche in Google Scholar
  • 8 Ahsan MJ, Sharma J, Singh M, Jadav SS, Yasmin S. Synthesis and anticancer activity of N-aryl-5-substituted-1,3,4-oxadiazol-2-amine analogues. BioMed Res Int 2014; 2014 (01) 814984
    PubMedSuche in Google Scholar
  • 9 Ilangovan P, Sekaran A, Chenniappan S, Chaple BK. Synthesis, characterization and antimicrobial activity of 1, 3, 4-oxadiazole derivatives. J Pharm Res 2011; 4 (06) 1696-1698
    Suche in Google Scholar
  • 10 Ashtekar H, Aggarwal N, Raviraj C, Rajesh GD, Varghese N. Synthesis characterization, RP-HPLC method development and validation for qualitative estimation of (4Z) 3-methyl hydrazone. Int J Pharm Investig 2023; 13 (02) 313-320
    CrossrefSuche in Google Scholar
  • 11 Li P, Wang X, Li J. et al. Quantitative and qualitative analysis of the novel antitumor and its metabolites using HPLC-UV and UPLC-QTOF-MS. Sci Rep 2015; 5 (01) 11906-11912
    CrossrefPubMedSuche in Google Scholar
  • 12 Curie M. A simple HPLC method for determining brain and plasma of animals: application to a pharmacokinetic study. Acta Chromatogr 2014; 26 (02) 255-266
    CrossrefSuche in Google Scholar
  • 13 Sipkina NY, Yakovlev MVPIP. Development and validation of a new HPLC method for quantification of a novel antifungal drug based on 1, 3,4-thiadiazole and its impurities. Acta Chromatogr 2019; 3 (03) 45-56
    Suche in Google Scholar
  • 14 Zhang X, Hu C. Application of quality by design concept to develop a dual gradient elution stability-indicating method for cloxacillin forced degradation studies using combined mixture-process variable models. J Chromatogr A 2017; 1514 (14) 44-53
    CrossrefPubMedSuche in Google Scholar
  • 15 Dziopa F, Ahern K. A systematic literature review of the applications of Q-technique and its methodology. The Fundamentals of Q methodology 2011; 1 (07) 39-55
    Suche in Google Scholar
  • 16 Saini B, Bansal G. Isolation and characterization of a degradation product in leflunomide and a validated selective stability-indicating HPLC-UV method for their quantification. J Pharm Anal 2015; 5 (03) 207-212
    CrossrefPubMedSuche in Google Scholar
  • 17 Calbiani F, Careri M, Elviri L, Mangia A, Pistarà L, Zagnoni I. Development and in-house validation of a liquid chromatography-electrospray-tandem mass spectrometry method for the simultaneous determination of Sudan I, Sudan II, Sudan III and Sudan IV in hot chilli products. J Chromatogr A 2004; 1042 (1–2): 123-130
    CrossrefPubMedSuche in Google Scholar
  • 18 Singh RM, Saini PK, Mathur SC, Singh GN, Lal B. Development and validation of a RP-HPLC method for estimation of montelukast sodium in bulk and in tablet dosage form. Indian J Pharm Sci 2010; 72 (02) 235-237
    CrossrefPubMedSuche in Google Scholar
  • 19 Wichitnithad W, Jongaroonngamsang N, Pummangura S, Rojsitthisak P. A simple isocratic HPLC method for the simultaneous determination of curcuminoids in commercial turmeric extracts. Phytochem Anal 2009; 20 (04) 314-319
    CrossrefPubMedSuche in Google Scholar
  • 20 Panchal CR, Prajapati Y, Sakhreliya MB. Development and validation of stability Indicating RP-HPLC method for estimation etizolam in tablet dosage form. J Pharm Sci Bio Sci Res. 2014; 3 (04) 270-275
    Suche in Google Scholar
  • 21 Kanta N, Sahu M, Srinivasa P, Ghosh G. Validation of stability indicating RP-HPLC method for the estimation of mesalamine in bulk and tablet dosage form. Pharm Methods 2014; 13 (04) 56-61
    Suche in Google Scholar
  • 22 Gbylik-Sikorska M, Sniegocki T, Posyniak A. Determination of neonicotinoid insecticides and their metabolites in honey bee and honey by liquid chromatography tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci 2015; 990 (990) 132-140
    CrossrefPubMedSuche in Google Scholar