Fluoride Action Network

Discovery of Broflanilide, a novel insecticide

Source: Journal of Pesticide Science 44(2):120-128. | Authors: Katsuta H, Nomura M, Wakita T, Daido H, Kobayashi Y, Kawahara A, Banba S.
Posted on May 20th, 2019
Location: International
Industry type: Pesticides

Note from Fluoride Action Network
Molecular structure of Broflanilide, an organofluorine insecticide
More information at PubChem
Formula: C25H14BrF11N2O2

Structural formula of broflanilide

Abstract

Broflanilide (1), discovered by Mitsui Chemicals Agro, Inc., has a unique chemical structure characterized as a meta-diamide and exhibits high activity against various pests, including Lepidopteran, Coleopteran, and Thysanopteran pests. Because broflanilide has a novel mode of action, the Insecticide Resistance Action Committee (IRAC) categorized it as a member of a new group: Group 30. The meta-diamide structure was generated via drastic structural modification of a lead compound, flubendiamide (2), and the subsequent structural optimization of meta-diamides on each of its three benzene rings led to the discovery of broflanilide. In the present study, the details of the generation of meta-diamides from the lead compound and the structural optimization of meta-diamides are described.

Figures (21)



Cited by (9)

Zhong-Qiang Jia, Yi-Chi Zhang, Qiu-Tang Huang, et al. Acute toxicity, bioconcentration, elimination, action mode and detoxification metabolism of broflanilide in zebrafish, Danio rerio. Journal of Hazardous Materials. 2020, Vol.394, p.122521.

Chunyan Luo, Qiong Xu, Chaoqun Huang, et al. Development of an Efficient Synthetic Process for Broflanilide. Organic Process Research & Development. 2020, Vol.24, No.6, p.1024.

Noriharu Umetsu, Yuichi Shirai. Development of novel pesticides in the 21st century. Journal of Pesticide Science. 2020, Vol.advpub, No.0, D20-201.

Noriharu Umetsu, Yuichi Shirai. Development of novel pesticides in the 21st century. Journal of Pesticide Science. 2020, Vol.45, No.2, p.54.

Emiliane Taillebois, Alison Cartereau, Jérôme Graton, et al. Synergic effect of a quinuclidine benzamide complexed with borane, the LMA10233, in combination with seven pesticides. Pesticide Biochemistry and Physiology. 2020, Vol.168, p.104633.

Peter Jeschke. Status and outlook for acaricide and insecticide discovery. Pest Management Science. 2021, Vol.77, No.1, p.64.

Rosemary Susan Lees, Pauline Ambrose, Jessica Williams, et al. Tenebenal: a meta-diamide with potential for use as a novel mode of action insecticide for public health. Malaria Journal. 2020, Vol.19, No.1,

Jae Gon Kim, On-Yu Kang, Sang Mee Kim, et al. Synthesis and Properties of Pentafluorosulfanyl Group (SF5)-Containing Meta-Diamide Insecticides. Molecules. 2020, Vol.25, No.23, p.5536.

Ya Gao, Yichi Zhang, Fengshou Wu, et al. Exploring the Interaction Mechanism of Desmethyl-broflanilide in Insect GABA Receptors and Screening Potential Antagonists by In Silico Simulations. Journal of Agricultural and Food Chemistry. 2020, Vol.68, No.50, p.14768.

© 2019 Pesticide Science Society of Japan