Tag: Chlorantraniliprole

Identification and Structural Elucidation of Forced Degradation Impurities in Agrochemical Technical by LC–MS

Volume 15, Issue 57, 2026 (January – March)


Research Article
Identification and Structural Elucidation of Forced Degradation Impurities in Agrochemical Technical by LC–MS
Uday Kumar Choudhry and Gopal Arora
Keywords: Chlorantraniliprole; Forced degradation; Degradation impurities; LC–MS; Structural elucidation; Green analytical chemistry; GAPI
DOI:10.37273/chesci.cs222057021


Full Text – PDF


Abstract

Understanding degradation pathways and impurity formation is critical for maintaining the quality, safety, and regulatory compliance of agrochemical active ingredients. In the present study, the forced degradation behavior of chlorantraniliprole technical material was systematically investigated under acidic, alkaline, oxidative, thermal, UV, and photolytic stress conditions using a UPLC–single quadrupole liquid chromatography–mass spectrometry (LC–MS) approach. Chromatographic separation was achieved using a short C18 column with a low-flow gradient system, enabling rapid analysis with minimal solvent consumption LC–MS analysis of the unstressed sample revealed only two trace-level impurities, indicating good inherent stability of the technical material. Significant degradation was observed exclusively under alkaline conditions, resulting in the formation of a major degradation product with an observed molecular ion at m/z 469.12 Based on accurate mass measurements and comparison with reported impurity data, this product was tentatively identified as impurity-3, suggesting a base-catalyzed degradation pathway. Comparative evaluation of LC–UV and LC–MS detection demonstrated the superior sensitivity of mass spectrometric analysis for identifying low-level degradation products with limited UV response. The environmental performance of the analytical method was evaluated using the Green Analytical Procedure Index (GAPI), revealing a high degree of greenness due to low solvent consumption, short run time, ambient temperature operation, minimal sample preparation, and complete solvent waste recycling. Overall, the study provides a robust and environmentally sustainable LC–MS-based strategy for impurity profiling and forced degradation assessment of chlorantraniliprole technical material.


References

[1] K. Karthikeyan, M. M. Christy. Efficacy of chlorantraniliprole 18.5 EC against major pests of rice. Indian Journal of Plant Protection, 2020, 42:1-6.
[2] M. S. Jaglan, O. P. Chaudhary, S. Ahlawat, J. Yadav. Bio-efficacy of chlorantraniliprole 0.4% GR against Cnaphalocrocis medinalis and Scirpophaga incertulas in rice (Oryza sativa). Indian Journal of Agricultural Sciences, 2023, 93:157-162.
[3] P. Maienfisch, et al. Impurity profiles—challenges and risks associated with impurity profiles in agrochemicals. Chemosphere, 2022, 308:136299.
[4] FAO/WHO Joint Meeting on Pesticide Residues. Chlorantraniliprole: Evaluation of hydrolysis and photolysis studies. FAO Plant Production and Protection Paper, FAO, Rome, 2008.
[5] V. Lavtižar, C. A. M. van Gestel, D. Dolenc, P. Trebše. Chemical and photochemical degradation of chlorantraniliprole and characterization of its transformation products. Chemosphere, 2014, 95:408-414.
[6] J. Kannoujia, et al. Identification and mass-spectral characterization of impurities in commercial chlorantraniliprole using LC–MS/MS. Rapid Communications in Mass Spectrometry, 2024, 38:e9729.
[7] M. Aliste, J. Fenoll, P. Flores, P. Hellín, S. Navarro. Photocatalytic degradation of chlorantraniliprole in water and identification of transformation products. Catalysts, 2021, 11:609.
[8] J. Płotka-Wasylka. A new tool for the evaluation of the analytical procedure: Green Analytical Procedure Index (GAPI). Talanta, 2018, 181:204-209.
[9] M. Faraji, M. Jafarzadeh, H. Rafiei. Application of the Green Analytical Procedure Index (GAPI) for assessment of sample preparation methods in LC–MS analysis. Journal of Chromatography A, 2019, 1607:460403.
[10] G. P. Lahm, T. P. Selby, J. H. Freudenberger, T. M. Stevenson, B. J. Myers, G. Seburyamo, B. K. Smith, L. Flexner, C. E. Clark, D. Cordova. Rynaxypyr®: A new insecticidal anthranilic diamide acting as a potent ryanodine receptor activator. Bioorganic & Medicinal Chemistry Letters, 2007, 17:6274-6279.
[11] D. Cordova, E. A. Benner, M. D. Sacher, J. J. Rauh, J. S. Sopa, G. P. Lahm, T. P. Selby, T. M. Stevenson, L. Flexner, S. Gutteridge, D. F. Rhoades. Anthranilic diamides: A new class of insecticides with a novel mode of action. Pesticide Biochemistry and Physiology, 2006, 84:196-214.
[12] T. C. Sparks, R. Nauen. IRAC: Mode of action classification and insecticide resistance management. Pesticide Biochemistry and Physiology, 2015, 121:122-128.
[13] N. Liu, Y. Li, Y. Chen. Identification of degradation products of chlorantraniliprole in environmental matrices by LC–MS. Environmental Science and Pollution Research, 2018, 25:24352-24360.
[14] J. Su, et al. Photolysis and hydrolysis pathways of chlorantraniliprole in aqueous systems. Journal of Environmental Science and Health Part B, 2017, 52:801-808.
[15] P. Wang, et al. Transformation products of diamide insecticides in environmental conditions. Chemosphere, 2016, 150:317-324.
[16] X. Liu, et al. Degradation behavior of chlorantraniliprole under environmental stress conditions. Environmental Monitoring and Assessment, 2019, 191:1-10.
[17] G. P. Lahm, et al. Rynaxypyr®: Discovery and characterization of a new class of insecticide. Pest Management Science, 2009, 65:1015-1024.
[18] C. Wang, Y. Li, H. Zhang, X. Liu, Z. Chen. Identification of degradation products of chlorantraniliprole in water using liquid chromatography coupled with high-resolution mass spectrometry. Journal of Agricultural and Food Chemistry, 2020, 68:12603-12611.
[19] A. J. Maldonado-Reina, R. López-Ruiz, J. Marín-Sáez, R. Romero-González, P. Marín-Membrive, A. Garrido-Frenich. Uncovering the dissipation of chlorantraniliprole in tomatoes: identification of transformation products by UHPLC-Q-Orbitrap-MS and GC-Q-Orbitrap-MS. Journal of Agricultural and Food Chemistry, 2023, 71:7230-7238.
[20] V. Lavtižar, P. Trebše, D. Dolenc. Environmental fate and transformation products of chlorantraniliprole. Chemosphere, 2015, 119:923-930.