title: Mesoionic pyrido[1,2-a]pyrimidinones: Discovery of dicloromezotiaz as a lepidoptera insecticide acting on nicotinic acetylcholine receptors1,2.
abstract: A novel class of mesoionic pyrido[1,2-a]pyrimidinones has been discovered with exceptional insecticidal activity controlling a number of insect species. In this communication, we report the part of the optimization program that led to the identification of dicloromezotiaz as a potent insecticide to control a broad range of lepidoptera. Our efforts in discovery, synthesis, structure-activity relationship elucidation, and biological activity evaluation are also presented.
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA. Electronic address: wenming.zhang@dupont.com.
authors.forename: Wenming
authors.initials: W
authors.lastname: Zhang
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA.
authors.forename: Caleb W
authors.initials: CW
authors.lastname: Holyoke
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA.
authors.forename: James
authors.initials: J
authors.lastname: Barry
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA.
authors.forename: Daniel
authors.initials: D
authors.lastname: Cordova
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA.
authors.forename: Robert M
authors.initials: RM
authors.lastname: Leighty
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA.
authors.forename: My-Hanh T
authors.initials: MT
authors.lastname: Tong
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA.
authors.forename: Kenneth A
authors.initials: KA
authors.lastname: Hughes
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA.
authors.forename: George P
authors.initials: GP
authors.lastname: Lahm
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA.
authors.forename: Thomas F
authors.initials: TF
authors.lastname: Pahutski
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA.
authors.forename: Ming
authors.initials: M
authors.lastname: Xu
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA.
authors.forename: Twyla A
authors.initials: TA
authors.lastname: Briddell
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA.
authors.forename: Stephen F
authors.initials: SF
authors.lastname: McCann
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA.
authors.forename: Yewande T
authors.initials: YT
authors.lastname: Henry
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA.
authors.forename: Yuzhong
authors.initials: Y
authors.lastname: Chen
mesh_terms: D000818:Animals; D007306:Insecticides / Q000737:chemistry / Q000494:pharmacology; D007915:Lepidoptera / Q000187:drug effects*; D011485:Protein Binding / Q000187:drug effects; D011744:Pyrimidinones / Q000737:chemistry* / Q000494:pharmacology*; D011978:Receptors, Nicotinic / Q000737:chemistry / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D007306:Insecticides; D011744:Pyrimidinones; D011978:Receptors, Nicotinic
keywords: Acetylcholine receptor; Dicloromezotiaz; Inhibitor; Insecticide; Mesoionic; Pyrido[1,2-a]pyrimidinone