title: Affinity to the nicotinic acetylcholine receptor and insecticidal activity of chiral imidacloprid derivatives with a methylated imidazolidine ring.
abstract: Four imidacloprid derivatives with an asymmetrically methylated imidazolidine ring were synthesized. Their affinity to the nicotinic acetylcholine receptor of housefly Musca domestica and insecticidal activity against the housefly were measured. The compound with a 5R-methylated imidazolidine ring demonstrated intrinsic activity comparable to that of the unsubstituted compound. Most of the compounds were synergized by oxygenase inhibitors.
authors.affiliation: Faculty of Agriculture, Ehime University, Ehime, Japan.
authors.forename: Hisashi
authors.initials: H
authors.lastname: Nishiwaki
authors.forename: Hikaru
authors.initials: H
authors.lastname: Nagaoka
authors.forename: Mituhiro
authors.initials: M
authors.lastname: Kuriyama
authors.forename: Satoshi
authors.initials: S
authors.lastname: Yamauchi
authors.forename: Yoshihiro
authors.initials: Y
authors.lastname: Shuto
mesh_terms: D000818:Animals; D006793:Houseflies; D007093:Imidazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D048288:Imidazolines / Q000737:chemistry*; D007306:Insecticides / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D008745:Methylation; D000073943:Neonicotinoids; D009574:Nitro Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D011485:Protein Binding; D011978:Receptors, Nicotinic / Q000378:metabolism*; D013237:Stereoisomerism
chemical_list: D007093:Imidazoles; D048288:Imidazolines; D007306:Insecticides; D000073943:Neonicotinoids; D009574:Nitro Compounds; D011978:Receptors, Nicotinic; C082359:imidacloprid