Benzonitrile, 4-[[6-[2-(2,4-difluorophenyl)-3-(2,5-dihydro-5-thioxo-1H-1,2,4-triazol-1-yl)-1,1-difluoro-2-hydroxypropyl]-3-pyridinyl]oxy]-

ChEBI: 4-({6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-sulfanyl-1H-1,2,4-triazol-1-yl)propyl]pyridin-3-yl}oxy)benzonitrile is a difluorobenzene, a member of triazoles, a thiol, a tertiary alcohol, a member of pyridines, an aromatic ether and a nitrile. It is a tautomer of a 4-({6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-sulfanylidene-2,5-dihydro-1H-1,2,4-triazol-1-yl)propyl]pyridin-3-yl}oxy)benzonitrile.

Production of fluoxytioconazole typically begins with preparing the substituted phenoxy or phenyl ether intermediate via nucleophilic aromatic substitution or Williamson ether synthesis under basic conditions. In parallel, the chloromethyl or bromomethyl-triazole fragment is generated from a protected triazole precursor using standard halomethylation chemistry. The key bond-forming step is then carried out by reacting the phenoxy intermediate with the activated triazole alkylating agent in a polar aprotic solvent, with temperature and base carefully managed to suppress over alkylation. After the coupling, the crude product undergoes neutralisation, solvent exchange, and purification, usually crystallisation, to yield technical-grade fluoxytioconazole.

Works by inhibiting sterol biosynthesis in fungal cells, disrupting their ability to maintain cell membrane integrity, A SBI Class I fungicide (inhibitor of sterol C14-demethylase).

Fungicide