title: SAR studies directed toward the pyridine moiety of the sap-feeding insecticide sulfoxaflor (Isoclast™ active).
abstract: Sap-feeding insect pests constitute a major insect pest complex that includes a range of aphids, whiteflies, planthoppers and other insect species. Sulfoxaflor (Isoclast™ active), a new sulfoximine class insecticide, targets sap-feeding insect pests including those resistant to many other classes of insecticides. A structure activity relationship (SAR) investigation of the sulfoximine insecticides revealed the importance of a 3-pyridyl ring and a methyl substituent on the methylene bridge linking the pyridine and the sulfoximine moiety to achieving strong Myzus persicae activity. A more in depth QSAR investigation of pyridine ring substituents revealed a strong correlation with the calculated logoctanol/water partition coefficient (SlogP). Model development resulted in a highly predictive model for a set of 18 sulfoximines including sulfoxaflor. The model is consistent with and helps explain the highly optimized pyridine substitution pattern for sulfoxaflor.
authors.affiliation: Dow AgroSciences, Discovery Research, 9330 Zionsville Road, Indianapolis, IN 46268, United States. Electronic address: MRLoso@dow.com.
authors.forename: Michael R
authors.initials: MR
authors.lastname: Loso
authors.affiliation: Dow AgroSciences, Discovery Research, 9330 Zionsville Road, Indianapolis, IN 46268, United States.
authors.forename: Zoltan
authors.initials: Z
authors.lastname: Benko
authors.affiliation: Dow AgroSciences, Discovery Research, 9330 Zionsville Road, Indianapolis, IN 46268, United States.
authors.forename: Ann
authors.initials: A
authors.lastname: Buysse
authors.affiliation: Dow AgroSciences, Discovery Research, 9330 Zionsville Road, Indianapolis, IN 46268, United States.
authors.forename: Timothy C
authors.initials: TC
authors.lastname: Johnson
authors.affiliation: Dow AgroSciences, Discovery Research, 9330 Zionsville Road, Indianapolis, IN 46268, United States.
authors.forename: Benjamin M
authors.initials: BM
authors.lastname: Nugent
authors.affiliation: Dow AgroSciences, Discovery Research, 9330 Zionsville Road, Indianapolis, IN 46268, United States.
authors.forename: Richard B
authors.initials: RB
authors.lastname: Rogers
authors.affiliation: Dow AgroSciences, Discovery Research, 9330 Zionsville Road, Indianapolis, IN 46268, United States.
authors.forename: Thomas C
authors.initials: TC
authors.lastname: Sparks
authors.affiliation: Dow AgroSciences, Discovery Research, 9330 Zionsville Road, Indianapolis, IN 46268, United States.
authors.forename: Nick X
authors.initials: NX
authors.lastname: Wang
authors.affiliation: Dow AgroSciences, Discovery Research, 9330 Zionsville Road, Indianapolis, IN 46268, United States.
authors.forename: Gerald B
authors.initials: GB
authors.lastname: Watson
authors.affiliation: Dow AgroSciences, Discovery Research, 9330 Zionsville Road, Indianapolis, IN 46268, United States.
authors.forename: Yuanming
authors.initials: Y
authors.lastname: Zhu
mesh_terms: D000818:Animals; D001042:Aphids / Q000187:drug effects*; D004305:Dose-Response Relationship, Drug; D007306:Insecticides / Q000737:chemistry* / Q000494:pharmacology*; D015394:Molecular Structure; D011725:Pyridines / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013457:Sulfur Compounds / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D007306:Insecticides; D011725:Pyridines; D013457:Sulfur Compounds; C560328:sulfoxaflor
keywords: Insecticide; Isoclast; Sap-feeding; Structure activity relationship; Sulfoxaflor