Fludioxonil

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Fludioxonil
Names
IUPAC name
4-(2,2-Difluoro-1,3-benzodioxol-4-yl)-1H-pyrrole-3-carbonitrile
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.125.684 Edit this at Wikidata
UNII
  • InChI=1S/C12H6F2N2O2/c13-12(14)17-10-3-1-2-8(11(10)18-12)9-6-16-5-7(9)4-15/h1-3,5-6,16H
    Key: MUJOIMFVNIBMKC-UHFFFAOYSA-N
  • InChI=1/C12H6F2N2O2/c13-12(14)17-10-3-1-2-8(11(10)18-12)9-6-16-5-7(9)4-15/h1-3,5-6,16H
    Key: MUJOIMFVNIBMKC-UHFFFAOYAI
  • c1cc(c2c(c1)OC(O2)(F)F)c3c[nH]cc3C#N
Properties
C12H6F2N2O2
Molar mass 248.189 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Fludioxonil is a non-systemic fungicide, introduced in 1993 by Ciba-Geigy (now Syngenta). It is used for the treatment of crops (particularly cereals, fruits and vegetables, and ornamental plants; often in combination with another fungicide such as cyprodinil). Brand names include seed treatments: Celest, Agri Star Fludioxonil 41 ST, Dyna-shield Fludioxonil, Maxim 4 FS, and Spirato 480 FS, as well as foliar applications: Switch (fludioxonil + cyprodinil).[1] Fludioxonil is used against Fusarium, Rhizoctonia, Alternaria and Botrytis cinerea.

It is toxic to fish and other aquatic organisms.[2]

Its mode of action is to inhibit transport-associated phosphorylation of glucose, which reduces mycelial growth rate.[3]

References

  1. ^ https://ipcm.wisc.edu/download/pubsPM/Whats_on_your_seed_web.pdf
  2. ^ Paranjape, Kalyani, Vasant Gowariker, V. N. Krishnamurthy, and Sugha Gowariker. The Pesticide Encyclopedia. CABI, 2014.
  3. ^ http://sitem.herts.ac.uk/aeru/ppdb/en/Reports/330.htm