Abstract
The insecticide world market, worth about 7 billion at the beginning of the 1990s, has long been dominated by old and well-established products belonging to the organophosphate, carbamate, and organochlorine classes and the newer class of pyrethroids. All these commercially important insecticides act at targets in the central nervous system and were responsible for more than 85% of worldwide insecticide sales. Inhibitors of the nicotinic acetylcholine receptor, the target of chloronicotinyl insecticides, were represented by earlier products like nicotine itself or nereistoxin analogs without any real commercial relevance at that time (Figure 1).
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References
Bedford ID, Pinner M, Liu S, Markham P G (1994) Bemisia tubaci-potential infestation, phototoxicity and virus transmission within European agriculture. Proceedings of the Brighton Crop Protection Conference-Pests and Diseases 7C-4, pp 911–916
Canili M, Denholm I, Byrne F, Devonshire A L (1996a) Insecticide resistance in Bemisia tabaci-current status and implications for management. Proceedings of the Brighton Crop Protection Conference-Pests and Diseases 2B-3, pp 75–80
Cahill M, Gorman K, Day S, Denholm I, Elbert A, Nauen R (1996b) Baseline determination and detection of resistance to imidacloprid in Bemisia tabaci (Homoptera: Aleyrodidae). Bull Entomol Res 86:343–349.
Devine GJ, Harling ZK, Scarr AW, Devonshire AL (1996) Lethal and sublethal effects of imidacloprid on nicotine-tolerant Myzus rdcotianae and Myzus persicae. Pestic Sci 48:57–62
Diehr H-J, Gallenkamp B, Jelich K, Lantech R, Shiokawa K (1991) Synthesis and chemical properties of the insecticide imidacloprid (NTN 33893) PflanzNachr Bayer (Engl Ed) 44:107–112
Drinkwater TW (1994) Comparison of imidaclopird with carbamate insecticides, and the role of planting depth in the control of false wireworms, Somaticus species, in maize. Crop Prot 13:341–345
Drinkwater TW, Groenewald LH (1994) Comparison of imidacloprid and furathiocarb seed dressing insecticides for the control of the black maize beetle, Heteronychus arator Fabricius (Coleoptera: Scarabaeidae), in maize. Crop Prot 13:421–424
Elbert A, Becker B, Hartwig J, Erdelen C (1991) Imidacloprid-a new systemic insecticide. PflanzNachr Bayer 44:113–136
Elbert A, Nauen R, Canili M, Devonshire A, Scarr A, Sone S, Steffens R (1996) Resistance management for chloronicotinyl insecticides using imidacloprid as an example. PflanzNachr Bayer 49:5–54
Elbert A, Nauen R (1996) Bioassays for imidacloprid for a resistance monitoring against the whitefly Bemisia tubaci. Proceedings Brighton Crop Prot Conf, Pests and Diseases 6D-8, pp 731–738
Elbert A, Nauen R, Leicht W (1998) Imidacloprid, a novel chloronicotinyl insecticide: biological activity and agricultural importance. In: Ishaaya I, Degheele D (Eds) Insecticides with novel modes of action, mechanism and application. Spinger, Berlin Heidelberg New York, pp 50–73
Eldefrawi ME, Eldefrawi AT (1997) Comparative molecular and pharmacological properties of cholinergic receptors in insects and mammals. ACS Symp Ser 658:327–338
Hornberg U (1994) Distribution of neurotransmitters in the insect brain. Gustav Fischer, Stuttgart Jena New York, pp 47–49
Kagabu S (1996) Studies on the synthesis and insecticidal activity of neonicotinoid compounds. Pestic Sci 21:231–239
Liu MY, Casida JE (1993) High affinity binding of [3H]imidacloprid in the insect acetylcholine receptor. Pestic Biochem Physiol 46:40–46
Lösel PM, Goodman LJ (1993) Effects on the feeding behaviour of Nilaparvata lugens (Stål) of sublethal concentrations of the foliarly applied nitromethylene heterocycle 2-nitromethylene-l,3-thiazinan-3-yl-carbamaldehyde. Physiol Entomol 18:67–74
Mansour NA, Pessah IN, Eldefrawi AT (1980) Binding of [125I]α-bungarotoxin and reversible cholinergic ligands to proteins in housefly brains. In: Insect neurobiological pesticide action. Society of Chemical Industry, London, pp 201–207
McLane KE, Dunn SJM, Manfredi AA, Conti-Tronconi BM, Raftery MA (1996) The nicotinic acetylcholine receptor as a model for a superfamily of ligand-gated ion channel proteins. In: Carey PR (Ed), Protein engineerung Des, Academic Press, San Diego, pp 289–352
Methfessel C (1992) Action of imidacloprid on the nicotinergic acetylcholine receptors in rat muscle. PflanzNachr Bayer (Germ. Ed), 45:369–380
Moriya K, Shibuya K, Hattori Y, Tsuboi S, Shiokawa K, Kagabu S (1992) l-(6-Chloronicotinyl)-2-nitroimino-imidazolidines and related compounds as potential new insecticides. Biosci Biotechnol Biochem 56:364–365
Nauen R (1995) Behaviour modifying effects of low systemic concentrations of imidacloprid on Myzus persicae with special reference to antifeeding response. Pestic Sci 44:145–153
Nauen R, Strobel J, Otsu K, Tietjen K, Erdelen C, Elbert A (1996) aphicidal activity of imidacloprid against a carbamate and organophosphate resistant Japanese strain of the tobacco feeding form of Myzus persicae (Homptera: Aphididae) closely related to Myzus nicotianae. Bull Entomol Res 86:165–171
Nauen R, Elbert A (1997) Apparent tolerance of a field-collected strain of Myzus nicotianae to imidacloprid due to strong antifeeding response. Pestic Sci 49:252–258
Nauen R, Hungenberg H, Tollo B, Tietjen K, Elbert A (1998) Antifeedant effect, biological efficacy and high affinity binding of imidacloprid to acetylcholine receptors in tobacco-associateci Myzus persicae (Sulzer) and Myzus nicotianae Blackman (Homoptera: Aphididae). Pestic Sci 53:133–140
Nauen R, Koob B, Klüver T, Elbert A (1997) Biochemical characterization of insecticide resistant strains of the tobacco whitefly Bemisia tabaci (Homoptera: Aleyrodidae). MittDtschGes Allgemeine Angewandte Entomol 11:217–221
Nauen R, Koob B, Elbert A (in press) Behavioural effects of sublethal concentrations of imidacloprid to Bemisia tabaci (Homoptera: Aleyrodidae). Entomol Exp Appl
Olson ER, Dively GP, Nelson JO (1996) Survey of susceptibility to imidacloprid (Admire) in Colorado potato beetle (Coleoptera: Chrysomelidae). Resis Pest Manage 8:39–41
Perring TM, Cooper AD, Rodriguez RJ, Farrar CA, Bellows TS Jr (1993) Identification of a whitefly species by genomic and behavioural studies. Science (Washington DC) 259:74–77.
Pflüger W, Schmuck R (1991) Ecotoxicological profile of imidacloprid. PflanzNachr Bayer 44:145–158
Salgado VL, Watson GB, Sheets J J (1997) Studies on the mode of action of spinosad, the active ingredient in tracer insect control. Proceedings Beltwide Cotton Conferences (Vol 2). National Cotton Council, Memphis, pp 1082–1084
Sattelle DB, David JA, Harrow ID, Hue B (1980) Actions of α-bungarotoxin on identified insect central neurones. In: Sattelle DB, Hall LM, Hildebrand JG (Eds) Receptors for neurotransmitters, hormones and pheromones in insects. Elsevier, Amsterdam, pp 125–139
Schroeder ME, Flattum RF (1984) The mode of action of neurotoxic properties of the nitromethylene heterocycle insecticides. Pestic Biochem Physiol 22:148–160
Tomizawa M, Latli B, Casida JE (1996) Novel neonicotinoid-agarose affinity column for Drosophila and Musca nicotinic acetylcholine receptors. J Neurochem 67:1669–1676
Tsigelny I, Sugiyama N, Sine SM, Taylor P (1997) A model of the nicotinic receptor extracellular domain based on sequence identity and residue location. Biophys J 73:52–66
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Wollweber, D., Tietjen, K. (1999). Chloronicotinyl Insecticides: A Success of the New Chemistry. In: Yamamoto, I., Casida, J.E. (eds) Nicotinoid Insecticides and the Nicotinic Acetylcholine Receptor. Springer, Tokyo. https://doi.org/10.1007/978-4-431-67933-2_5
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DOI: https://doi.org/10.1007/978-4-431-67933-2_5
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