The discovery of indazapyroxamet: a novel 3-pyridinyl insecticide targeting piercing/sucking insectsa
- PMID: 38899541
- DOI: 10.1002/ps.8259
The discovery of indazapyroxamet: a novel 3-pyridinyl insecticide targeting piercing/sucking insectsa
Abstract
In recent years, the registrations for a number of commercial insecticides utilized for piercing/sucking insects have been cancelled or restricted. To meet this growing need for new hemipteran controlling agrochemicals, we discovered a 2-(pyridin-3-yl)-thiazole compound, with limited insecticidal activity against cotton/melon aphid (Aphis gossypii). The 2-(pyridin-3-yl)-thiazole moiety offered us a basis to pursue the bicyclic 2-(pyridin-3-yl)-2H-indazole carboxamides. Evaluation of such 2-(pyridin-3-yl)-2H-indazole carboxamides revealed that even analogs containing only simple alkyl amides attached at the 4 or 5 positions possess promising insecticidal activity. Extensive optimization of this novel class of 2-(pyridin-3-yl)-2H-indazole carboxamides led to identifying indazapyroxamet for commercial development. © 2024 Society of Chemical Industry.
Keywords: 2‐(pyridin‐3‐yl)‐2H‐indazole; carboxamide; indazapyroxamet; insecticide; piercing/sucking.
© 2024 Society of Chemical Industry.
Similar articles
-
Synthesis and biological activity of pyridazine amides, hydrazones and hydrazides.Pest Manag Sci. 2017 Apr;73(4):782-795. doi: 10.1002/ps.4465. Epub 2017 Jan 30. Pest Manag Sci. 2017. PMID: 27766752
-
Synthesis and biological activity of a new class of insecticides: the N-(5-aryl-1,3,4-thiadiazol-2-yl)amides.Pest Manag Sci. 2017 Apr;73(4):761-773. doi: 10.1002/ps.4359. Epub 2016 Aug 30. Pest Manag Sci. 2017. PMID: 27414747
-
Discovery and biological characterization of a novel mesoionic insecticide fenmezoditiaz.Pest Manag Sci. 2025 May;81(5):2535-2552. doi: 10.1002/ps.8108. Epub 2024 Apr 10. Pest Manag Sci. 2025. PMID: 38554053 Free PMC article.
-
Innovation in insecticide discovery: Approaches to the discovery of new classes of insecticides.Pest Manag Sci. 2022 Aug;78(8):3226-3247. doi: 10.1002/ps.6942. Epub 2022 May 22. Pest Manag Sci. 2022. PMID: 35452182 Review.
-
Discovery, research and development of axalion® active insecticide: dimpropyridaz†.Pest Manag Sci. 2025 May;81(5):2529-2534. doi: 10.1002/ps.8385. Epub 2024 Sep 25. Pest Manag Sci. 2025. PMID: 39320022 Free PMC article. Review.
Cited by
-
Entomopathogenic fungi in crops protection with an emphasis on bioactive metabolites and biological activities.World J Microbiol Biotechnol. 2024 May 29;40(7):217. doi: 10.1007/s11274-024-04022-x. World J Microbiol Biotechnol. 2024. PMID: 38806748 Review.
References
REFERENCES
-
- https://www.science.org/content/article/european‐union‐expands‐ban‐three.... Accessed April 16, 2024.
-
- Arthropod Pesticide Resistance Database|Michigan State University. Accessed May 3, 2024.
-
- Pasteris RJ, Hanagan MA, Bisaha JJ, Finkelstein BL, Hoffman LE, Gregory V et al., Discovery of oxathiapiprolin, a new oomycete fungicide that targets an oxysterol binding protein. Bioorg Med Chem 24:354–361 (2016).
-
- Zhang W, Holyoke CW, Barry JD, Leighty RM, Cordova D, Vincent DR et al., Mesoionic pyrido[1,2‐a]pyrimidinones: a novel class of insecticides inhibiting nicotinic acetylcholine receptors. Bioorg Med Chem Lett 26:5444–5449 (2016).
-
- Zhang W, Holyoke CW, Pahutski TF, Lahm GP, Barry JD, Cordova D et al., Mesoionic pyrido[1,2‐a]pyrimidinones: discovery of triflumezopyrim as a potent hopper insecticide. Bioorg Med Chem Lett 27:16–20 (2017).
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources