Pydiflumetofen

Pydiflumetofen
Names
Preferred IUPAC name
3-(Difluoromethyl)-N-methoxy-1-methyl-N-[1-(2,4,6-trichlorophenyl)-2-propanyl]-1H-pyrazole-4-carboxamide
Other names
SYN545974
Identifiers
3D model (JSmol)
20345474
ChEBI
ChemSpider
ECHA InfoCard 100.252.186 Edit this at Wikidata
EC Number
  • 817-852-1
UNII
  • InChI=1S/C16H16Cl3F2N3O2/c1-8(4-10-12(18)5-9(17)6-13(10)19)24(26-3)16(25)11-7-23(2)22-14(11)15(20)21/h5-8,15H,4H2,1-3H3 checkY
    Key: DGOAXBPOVUPPEB-UHFFFAOYSA-N checkY
  • CC(CC1=C(C=C(C=C1Cl)Cl)Cl)N(C(=O)C2=CN(N=C2C(F)F)C)OC
Properties[1]
C16H16Cl3F2N3O2
Molar mass 426.67
Appearance Off-white solid
Density g/cm3
Melting point 113°C
1.5 mg/L (20 °C)
log P 3.8
Hazards
GHS labelling:[2]
GHS08: Health hazard GHS09: Environmental hazard
Warning
H351, H361f, H410
P203, P273, P280, P318, P391, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Pydiflumetofen is a broad spectrum fungicide used in agriculture to protect crops from fungal diseases. It was first marketed by Syngenta in 2016 using their brand name Miravis. The compound is an amide which combines a pyrazole acid with a substituted phenethylamine to give an inhibitor of succinate dehydrogenase,[3] an enzyme that inhibits cellular respiration in almost all living organisms.[4]

  1. ^ Pesticide Properties Database. "Pydiflumetofen". University of Hertfordshire.
  2. ^ "GHS Classification". pubchem.ncbi.nlm.nih.gov. 2023-07-22. Retrieved 2023-07-27.
  3. ^ Irie, Makoto (2017). "Pydiflumetofen" (PDF). FAO. Retrieved 2023-07-27.
  4. ^ Bénit, Paule; Kahn, Agathe; Chretien, Dominique; et al. (2019). "Evolutionarily conserved susceptibility of the mitochondrial respiratory chain to SDHI pesticides and its consequence on the impact of SDHIs on human cultured cells". PLOS ONE. 14 (11): e0224132. Bibcode:2019PLoSO..1424132B. doi:10.1371/journal.pone.0224132. PMC 6837341. PMID 31697708.