title: Mesoionic pyrido[1,2-a]pyrimidinones: A novel class of insecticides inhibiting nicotinic acetylcholine receptors.
abstract: A novel class of mesoionic pyrido[1,2-a]pyrimidinones has been discovered with exceptional insecticidal activity controlling a number of insect species, particularly hemiptera and lepidoptera. Mode-of-action studies showed that they act on nicotinic acetylcholine receptors (nAChRs) primarily as inhibitors. Here we report the discovery, evolution, and preparation of this class of chemistry. Our efforts in structure-activity relationship elucidation and biological activity evaluation are also presented.
authors: DuPont Crop Protection, Stine-Haskell Research Center, 1090 Elkton Road, Newark, DE 19711, USA. Electronic address: wenming.zhang@dupont.com.
authors: Wenming
authors: W
authors: Zhang
authors: DuPont Crop Protection, Stine-Haskell Research Center, 1090 Elkton Road, Newark, DE 19711, USA.
authors: Caleb W
authors: CW
authors: Holyoke
authors: DuPont Crop Protection, Stine-Haskell Research Center, 1090 Elkton Road, Newark, DE 19711, USA.
authors: James
authors: J
authors: Barry
authors: DuPont Crop Protection, Stine-Haskell Research Center, 1090 Elkton Road, Newark, DE 19711, USA.
authors: Robert M
authors: RM
authors: Leighty
authors: DuPont Crop Protection, Stine-Haskell Research Center, 1090 Elkton Road, Newark, DE 19711, USA.
authors: Daniel
authors: D
authors: Cordova
authors: DuPont Crop Protection, Stine-Haskell Research Center, 1090 Elkton Road, Newark, DE 19711, USA.
authors: Daniel R
authors: DR
authors: Vincent
authors: DuPont Crop Protection, Stine-Haskell Research Center, 1090 Elkton Road, Newark, DE 19711, USA.
authors: Kenneth A
authors: KA
authors: Hughes
authors: DuPont Crop Protection, Stine-Haskell Research Center, 1090 Elkton Road, Newark, DE 19711, USA.
authors: My-Hanh T
authors: MT
authors: Tong
authors: DuPont Crop Protection, Stine-Haskell Research Center, 1090 Elkton Road, Newark, DE 19711, USA.
authors: Stephen F
authors: SF
authors: McCann
authors: DuPont Crop Protection, Stine-Haskell Research Center, 1090 Elkton Road, Newark, DE 19711, USA.
authors: Ming
authors: M
authors: Xu
authors: DuPont Crop Protection, Stine-Haskell Research Center, 1090 Elkton Road, Newark, DE 19711, USA.
authors: Twyla A
authors: TA
authors: Briddell
authors: DuPont Crop Protection, Stine-Haskell Research Center, 1090 Elkton Road, Newark, DE 19711, USA.
authors: Thomas F
authors: TF
authors: Pahutski
authors: DuPont Crop Protection, Stine-Haskell Research Center, 1090 Elkton Road, Newark, DE 19711, USA.
authors: George P
authors: GP
authors: Lahm
mesh_terms: D000818:Animals; D006430:Hemiptera / Q000187:drug effects / Q000502:physiology; D019476:Insect Proteins / Q000378:metabolism; D007306:Insecticides / Q000737:chemistry* / Q000633:toxicity*; D007915:Lepidoptera / Q000187:drug effects / Q000502:physiology; D018733:Nicotinic Antagonists / Q000737:chemistry* / Q000633:toxicity*; D011744:Pyrimidinones / Q000737:chemistry* / Q000633:toxicity*; D011978:Receptors, Nicotinic / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D019476:Insect Proteins; D007306:Insecticides; D018733:Nicotinic Antagonists; D011744:Pyrimidinones; D011978:Receptors, Nicotinic
keywords: Acetylcholine receptor; Inhibitor; Insecticide; Mesoionic; Pyrido[1,2-a]pyrimidinone