title: Structure-activity relationship development of dihaloaryl triazole compounds as insecticides and acaricides. 1. Phenyl thiophen-2-yl triazoles.
abstract: An extended lipophilic system that incorporated some key elements of first-generation 2,6-dihaloaryl actives, such as 1, demonstrated desirable efficacy against chewing insects as well as sap-feeding insects. These four-ring systems, based on 2, were accessed primarily via Suzuki couplings of halothiophene derivatives with appropriately substituted boronic acids. In particular, phenylthiophene systems that incorporated haloxyether groups, such as those in 3, 4, and 5, had the broadest spectrum of activity across chewing and sap-feeding insect pests. Expansion of this structure-activity relationship to include compounds with differing substitution patterns on the thiophene-C-ring and aryl-D-rings was undertaken. The synthesis and insecticidal activity of 3-aryl-5-(thiophen-2-yl)-1-methyl-1H-[1,2,4]triazoles will be described.
authors: Dow AgroSciences LLC, 9330 Zionsville Road, Indianapolis, Indiana 46268, USA. dpcudworth@dow.com
authors: Denise P
authors: DP
authors: Cudworth
authors: Vidyadhar B
authors: VB
authors: Hegde
authors: Maurice C H
authors: MC
authors: Yap
authors: Katherine A
authors: KA
authors: Guenthenspberger
authors: Christopher T
authors: CT
authors: Hamilton
authors: James T
authors: JT
authors: Pechacek
authors: Peter L
authors: PL
authors: Johnson
authors: Scott J
authors: SJ
authors: Bis
authors: F Eugene
authors: FE
authors: Tisdell
authors: James E
authors: JE
authors: Dripps
authors: Timothy J
authors: TJ
authors: Bruce
authors: Leonard P
authors: LP
authors: Dintenfass
authors: James M
authors: JM
authors: Gifford
authors: Laura L
authors: LL
authors: Karr
authors: Margaret K
authors: MK
authors: Kempe
authors: D'Lee C
authors: DC
authors: McCormick
authors: Joseph R
authors: JR
authors: Schoonover
mesh_terms: D000053:Acari; D000818:Animals; D007306:Insecticides / Q000138:chemical synthesis / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013876:Thiophenes / Q000737:chemistry*; D014230:Triazoles / Q000737:chemistry*
chemical_list: D007306:Insecticides; D013876:Thiophenes; D014230:Triazoles