title: Mesoionic pyrido[1,2-a]pyrimidinones: Discovery of triflumezopyrim as a potent hopper insecticide1.
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 which led to the discovery of triflumezopyrim as a highly potent insecticide controlling various hopper species. 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: 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: 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: James D
authors.initials: JD
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: E.I. DuPont India Pvt. Ltd., South Asia Field Experimental Station, Vadodara, Gujarat, India.
authors.forename: Vineet
authors.initials: V
authors.lastname: Singh
authors.affiliation: DuPont Crop Protection, Stine-Haskell Research Center, 1094 Elkton Road, Newark, DE 19711, USA.
authors.forename: Daniel R
authors.initials: DR
authors.lastname: Vicent
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: 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: 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
mesh_terms: D000818:Animals; D004305:Dose-Response Relationship, Drug; D055808:Drug Discovery; D007306:Insecticides / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D009987:Orthoptera / Q000187:drug effects*; D011725:Pyridines / Q000737:chemistry / Q000494:pharmacology*; D011744:Pyrimidinones / Q000737:chemistry / Q000494:pharmacology*; D013045:Species Specificity; D013329:Structure-Activity Relationship
chemical_list: D007306:Insecticides; D011725:Pyridines; D011744:Pyrimidinones; C000620847:triflumezopyrim
keywords: Acetylcholine receptor; Inhibitor; Insecticide; Mesoionic; Pyrido[1,2-a]pyrimidinone; Triflumezopyrim