Fludioxonil

Fludioxonil

Names
IUPAC name 4-(2,2-Difluoro-1,3-benzodioxol-4-yl)-1H-pyrrole-3-carbonitrile
Identifiers
CAS Number	131341-86-1
3D model (JSmol)	Interactive image
ChemSpider	77916
ECHA InfoCard	100.125.684
PubChem CID	86398
InChI 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
SMILES c1cc(c2c(c1)OC(O2)(F)F)c3c[nH]cc3C#N
Properties
Chemical formula	C12H6F2N2O2
Molar mass	248.19 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Fludioxonil is a non-systemic fungicide, introduced in 1993 by Ciba-Geigy (now Syngenta). It is used for the treatment crops (particularly cereals, fruits and vegetables, and oramental plants; often in combination with another fungicide such as cyprodinil). Brand names from Syngenta include Celest (seed treatment) and Switch (fludioxonil + cyprodinil for spraying on crops). Fludioxonil is used against Fusarium, Rhizoctonia, Alternaria and Botrytis cinerea.

It is toxic to fish and other aquatic organisms.

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