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N-haloacetylimino neonicotinoids: potency and molecular recognition at the insect nicotinic receptor |
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| Authors: | Tomizawa Motohiro Durkin Kathleen A Ohno Ikuya Nagura Kyoko Manabe Mio Kumazawa Satoru Kagabu Shinzo |
| Affiliation: | a Department of Chemistry, Faculty of Education, Gifu University, Gifu 501-1193, Japan b College of Chemistry, University of California, Berkeley, CA 94720-1460, USA c The United Graduate School of Agricultural Science, Gifu University, Gifu 501-1193, Japan d Research Center, Kureha Corporation, 16 Ochiai, Nishiki-machi, Iwaki, Fukushima 974-8686, Japan |
| Abstract: | This structure-activity relationship study for neonicotinoids with an N-haloacetylimino pharmacophore identifies several candidate compounds showing outstanding insecticidal potency and consequently leads to establishing their molecular recognition at an insect nicotinic receptor structural model, wherein the neonicotinoid halogen atoms (fluorine, chlorine, bromine, and iodine) variously interact with the receptor loops C-D interfacial niche via H-bonding and/or hydrophobic interactions. |
| Keywords: | Imidacloprid Neonicotinoid insecticides Nicotinic acetylcholine receptor Haloacetylimino pharmacophore |
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