Metofluthrin: a potent new synthetic pyrethroid with high vapor activity against mosquitoes.
(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.
Ujihara
Kazuya
K
Agricultural Chemicals Research Laboratory, Sumitomo Chemical Co., Ltd, Hyogo, Japan. ujihara@ssc.sumitomo-chem.co.jp
Mori
Tatsuya
T
Iwasaki
Tomonori
T
Sugano
Masayo
M
Shono
Yoshinori
Y
Matsuo
Noritada
N
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
D000487:Allethrins; D003521:Cyclopropanes; D005464:Fluorobenzenes; D007306:Insecticides; C492600:(2,3,5,6-tetrafluoro-4-methoxymethylphenyl)methyl-2,2-dimethyl-3-(1-propenyl)cyclopropanecarboxylate