Discovery of metaflumizone, a novel semicarbazone insecticide.
Metaflumizone, (EZ)-2'-[2-(4-cyanophenyl)-1-(alpha,alpha,alpha-trifluoro-m-tolyl)ethylidene]-4-(trifluoromethoxy) carbanilohydrazide, was discovered by Nihon Nohyaku in the early 1990s and belongs to the new class of semicarbazone insecticides. It is now being globally co-developed as the animal health product, ProMeris((R)), in cooperation with Fort Dodge Animal Health and as an agricultural and consumer insecticide in cooperation with BASF. Metaflumizone was developed in a synthesis program initiated from a pyrazoline insecticide lead. In this paper, we describe the development, discovery and structure activity relationships for metaflumizone and related compounds.
Takagi
K
K
Nihon Nohyaku Co. Ltd., 19 Sunayama, Kamisu, Ibaraki 314-0255, Japan. takagi-kazuhiro@nichino.ac.jp
Hamaguchi
H
H
Nishimatsu
T
T
Konno
T
T
D000818:Animals; D007306:Insecticides / Q000737:chemistry*; D007814:Larva; D007928:Lethal Dose 50; D012664:Semicarbazones / Q000737:chemistry*; D018411:Spodoptera
D007306:Insecticides; D012664:Semicarbazones; C528570:metaflumizone