title: N-haloacetylimino neonicotinoids: potency and molecular recognition at the insect nicotinic receptor.
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.
authors.affiliation: Department of Chemistry, Faculty of Education, Gifu University, Gifu, Japan. mtomizaw@gifu-u.ac.jp
authors.forename: Motohiro
authors.initials: M
authors.lastname: Tomizawa
authors.forename: Kathleen A
authors.initials: KA
authors.lastname: Durkin
authors.forename: Ikuya
authors.initials: I
authors.lastname: Ohno
authors.forename: Kyoko
authors.initials: K
authors.lastname: Nagura
authors.forename: Mio
authors.initials: M
authors.lastname: Manabe
authors.forename: Satoru
authors.initials: S
authors.lastname: Kumazawa
authors.forename: Shinzo
authors.initials: S
authors.lastname: Kagabu
mesh_terms: D000107:Acetylation; D000691:Anabasine / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D006219:Halogens / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D057927:Hydrophobic and Hydrophilic Interactions; D007097:Imines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D007313:Insecta / Q000187:drug effects; D007306:Insecticides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008958:Models, Molecular; D015394:Molecular Structure; D011978:Receptors, Nicotinic / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D006219:Halogens; D007097:Imines; D007306:Insecticides; D011978:Receptors, Nicotinic; D000691:Anabasine