title: Metofluthrin: a potent new synthetic pyrethroid with high vapor activity against mosquitoes.
abstract: (1R)-trans-Norchrysanthemic acid fluorobenzyl esters are synthesized and their structure-activity relationships are discussed. These esters show outstanding insecticidal activity against mosquitoes. In particular, the 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl analog (metofluthrin) exhibits the highest potency, being approximately forty times as potent as d-allethrin in a mosquito coil formulation when tested against southern house mosquitoes (Culex quinquefasciatus). Metofluthrin also exhibits a significant vapor action at room temperature.
authors.affiliation: Agricultural Chemicals Research Laboratory, Sumitomo Chemical Co., Ltd, Hyogo, Japan. ujihara@ssc.sumitomo-chem.co.jp
authors.forename: Kazuya
authors.initials: K
authors.lastname: Ujihara
authors.forename: Tatsuya
authors.initials: T
authors.lastname: Mori
authors.forename: Tomonori
authors.initials: T
authors.lastname: Iwasaki
authors.forename: Masayo
authors.initials: M
authors.lastname: Sugano
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Shono
authors.forename: Noritada
authors.initials: N
authors.lastname: Matsuo
mesh_terms: D000487:Allethrins / Q000494:pharmacology; D000818:Animals; D003465:Culex / Q000187:drug effects*; D003521:Cyclopropanes / Q000737:chemistry* / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical / Q000379:methods; D005260:Female; D005464:Fluorobenzenes / Q000737:chemistry* / Q000494:pharmacology*; D007306:Insecticides / Q000008:administration & dosage / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014835:Volatilization
chemical_list: D000487:Allethrins; D003521:Cyclopropanes; D005464:Fluorobenzenes; D007306:Insecticides; C492600:(2,3,5,6-tetrafluoro-4-methoxymethylphenyl)methyl-2,2-dimethyl-3-(1-propenyl)cyclopropanecarboxylate