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Discovery of metaflumizone, a novel semicarbazone insecticide
K Takagi1, H Hamaguchi, T Nishimatsu
1Nihon Nohyaku Co. Ltd., 19 Sunayama, Kamisu, Ibaraki 314-0255, Japan. takagi-kazuhiro@nichino.ac.jp
Abstract:
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.
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