1H-Pyrazole-4-carboxamide, N-[2-[2,4-bis(trifluoromethyl)phenoxy]phenyl]-3-(difluoromethyl)-1-methyl-

Fungicide5 is a fungicide candidate targeting succinate dehydrogenase (Ki = 0.095 μM).

The commercial production of fenopyramid involves synthesising 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, which is then condensed with 2-[2,4-bis(trifluoromethyl)phenoxy]aniline to form the secondary carboxamide structure. This process typically uses coupling agents or dehydrating reagents in an organic solvent under controlled conditions to ensure high purity and yield. After synthesis, the product is purified by recrystallisation or solvent extraction to obtain technical-grade fenopyramid.

Unclear but thought to be via the inhibition of Complex II or MET II electron transport (SDHI –succinate dehydrogenase inhibition)

[1] Li H, et al. Discovery of a Fungicide Candidate Targeting Succinate Dehydrogenase via Computational Substitution Optimization. J Agric Food Chem. 2021 Nov 10;69(44):13227-13234. DOI:10.1021/acs.jafc.1c04536

Fungicide