U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C12H6F2N2O2
Molecular Weight 248.185
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUDIOXONIL

SMILES

FC1(F)OC2=C(O1)C(=CC=C2)C3=CNC=C3C#N

InChI

InChIKey=MUJOIMFVNIBMKC-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C12H6F2N2O2
Molecular Weight 248.185
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

FLUDIOXONIL, a phenylpyrrole derivative, is a broad-spectrum fungicide for control of a range of diseases on fruit and vegetables. It may represent a health threat to consumers.

Approval Year

PubMed

PubMed

TitleDatePubMed
Endocrine disruptors fludioxonil and fenhexamid stimulate miR-21 expression in breast cancer cells.
2013-01
Genotoxicity of pesticide mixtures present in the diet of the French population.
2012-04
A preliminary investigation into the impact of a pesticide combination on human neuronal and glial cell lines in vitro.
2012
Environmental impact on vascular development predicted by high-throughput screening.
2011-11
Widely used pesticides with previously unknown endocrine activity revealed as in vitro antiandrogens.
2011-06
Chemical and biological control of Sclerotinia sclerotiorum in witloof chicory culture.
2010-12
The effect of fungicides on yeast communities associated with grape berries.
2010-08-01
Determination of natural resistance frequencies in Penicillium digitatum using a new air-sampling method and characterization of fludioxonil- and pyrimethanil-resistant isolates.
2010-08
Turgor and net ion flux responses to activation of the osmotic MAP kinase cascade by fludioxonil in the filamentous fungus Neurospora crassa.
2010-08
Use of chemosensitization to overcome fludioxonil resistance in Penicillium expansum.
2010-08
Disruption of signaling in a fungal-grass symbiosis leads to pathogenesis.
2010-08
Chemical, physical and biological approaches to prevent ochratoxin induced toxicoses in humans and animals.
2010-07
Effects of pesticides on the bacterial production of pyrrolnitrin.
2010-05-12
Laser nephelometry applied in an automated microplate system to study filamentous fungus growth.
2010-05
Role of the osmotic stress regulatory pathway in morphogenesis and secondary metabolism in filamentous fungi.
2010-04
Postinfection activity, residue levels, and persistence of azoxystrobin, fludioxonil, and pyrimethanil applied alone or in combination with heat and imazalil for green mold control on inoculated oranges.
2010-03-24
Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program.
2010-03-15
Solarization and biosolarization enhance fungicide dissipation in the soil.
2010-03
Comparative transcriptome analysis reveals novel roles of the Ras and cyclic AMP signaling pathways in environmental stress response and antifungal drug sensitivity in Cryptococcus neoformans.
2010-03
Effect of reduced risk pesticides for use in greenhouse vegetable production on Bombus impatiens (Hymenoptera: Apidae).
2010-02
Integrative analysis of the heat shock response in Aspergillus fumigatus.
2010-01-15
The antifungal protein PAF interferes with PKC/MPK and cAMP/PKA signalling of Aspergillus nidulans.
2010-01
Fungicide-driven evolution and molecular basis of multidrug resistance in field populations of the grey mould fungus Botrytis cinerea.
2009-12
Development of a rapid determination of pesticides in coated seeds using a high-performance liquid chromatography-UV detection system.
2009-11-11
Chemometric study and optimization of extraction parameters in single-drop microextraction for the determination of multiclass pesticide residues in grapes and apples by gas chromatography mass spectrometry.
2009-11-06
The properties of adaptive walks in evolving populations of fungus.
2009-11
Transcriptional profiling for Aspergillusnidulans HogA MAPK signaling pathway in response to fludioxonil and osmotic stress.
2009-11
Retention capacity of an organic bio-mixture against different mixtures of fungicides used in vineyards.
2009-09
First occurrence of resistance to strobilurin fungicides in Microdochium nivale and Microdochium majus from French naturally infected wheat grains.
2009-08
Antimutagenic and antigenotoxic effects of vegetable matrices on the activity of pesticides.
2009-07
Characterization of NikA histidine kinase and two response regulators with special reference to osmotic adaptation and asexual development in Aspergillus nidulans.
2009-07
Efflux in fungi: la pièce de résistance.
2009-06
Evaluation of food additives as alternative or complementary chemicals to conventional fungicides for the control of major postharvest diseases of stone fruit.
2009-05
Effectiveness of control strategies against Botrytis cinerea in vineyard and evaluation of the residual fungicide concentrations.
2009-05
Evaluation of the field dissipation of fungicides and insecticides used on fruit bearing trees in northern Italy.
2009-02
Botryticides affect grapevine leaf photosynthesis without inducing defense mechanisms.
2009-02
Influence of post-harvest treatments with fludioxonil and soy lecithin co-application in controlling blue and grey mould and fludioxonil residues in Coscia pears.
2009-01
Gating in grapevine: relationship between application of the fungicide fludioxonil and circadian rhythm on photosynthesis.
2009-01
ATF-1 transcription factor regulates the expression of ccg-1 and cat-1 genes in response to fludioxonil under OS-2 MAP kinase in Neurospora crassa.
2008-12
Phenylpyrrole-resistance and aflatoxin production in Aspergillus parasiticus Speare.
2008-10-31
Involvement of putative response regulator genes of the rice blast fungus Magnaporthe oryzae in osmotic stress response, fungicide action, and pathogenicity.
2008-10
Photosynthesis limitations of grapevine after treatment with the fungicide fludioxonil.
2008-08-13
Fungicide seed treatment efficacy against Microdochium nivale and M. majus in vitro and in vivo.
2008-08
Determination of 23 pesticide residues in leafy vegetables using gas chromatography-ion trap mass spectrometry and analyte protectants.
2008-07-04
Cloning and functional characterization of BcatrA, a gene encoding an ABC transporter of the plant pathogenic fungus Botryotinia fuckeliana (Botrytis cinerea).
2008-06
Efficacy of heat treatments with water and fludioxonil for postharvest control of blue and gray molds on inoculated pears and fludioxonil residues in fruit.
2008-05
Characterization of fludioxonil-resistant and pyrimethanil-resistant phenotypes of Penicillium expansum from apple.
2008-04
Pesticide residues in grapes from vineyards included in integrated pest management in Slovenia.
2008-04
Characterization of genetic and biochemical mechanisms of fludioxonil and pyrimethanil resistance in field isolates of Penicillium digitatum.
2008-02
The Slt2-type MAP kinase Bmp3 of Botrytis cinerea is required for normal saprotrophic growth, conidiation, plant surface sensing and host tissue colonization.
2007-03
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Toxicity data.
Acute LD50 in rat: >5000 mg/kg.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:01:18 GMT 2025
Edited
by admin
on Mon Mar 31 19:01:18 GMT 2025
Record UNII
ENS9J0YM16
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CELEST
Preferred Name English
FLUDIOXONIL
ISO   MI  
Common Name English
3-(2,2-DIFLUOROBENZODIOXOL-4-YL)-4-CYANOPYRROLE
Common Name English
FLUDIOXONIL [ISO]
Common Name English
4-(2,2-DIFLUORO-1,3-BENZODIOXOL-4-YL)-1H-PYRROLE-3-CARBONITRILE
Systematic Name English
MAXIM
Brand Name English
FLUDIOXONIL [MI]
Common Name English
CGA-173506
Code English
SCHOLAR
Brand Name English
MEDALLION
Brand Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 71503
Created by admin on Mon Mar 31 19:01:18 GMT 2025 , Edited by admin on Mon Mar 31 19:01:18 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID2032398
Created by admin on Mon Mar 31 19:01:18 GMT 2025 , Edited by admin on Mon Mar 31 19:01:18 GMT 2025
PRIMARY
MERCK INDEX
m5430
Created by admin on Mon Mar 31 19:01:18 GMT 2025 , Edited by admin on Mon Mar 31 19:01:18 GMT 2025
PRIMARY Merck Index
HSDB
8246
Created by admin on Mon Mar 31 19:01:18 GMT 2025 , Edited by admin on Mon Mar 31 19:01:18 GMT 2025
PRIMARY
FDA UNII
ENS9J0YM16
Created by admin on Mon Mar 31 19:01:18 GMT 2025 , Edited by admin on Mon Mar 31 19:01:18 GMT 2025
PRIMARY
CHEBI
81763
Created by admin on Mon Mar 31 19:01:18 GMT 2025 , Edited by admin on Mon Mar 31 19:01:18 GMT 2025
PRIMARY
WIKIPEDIA
Fludioxonil
Created by admin on Mon Mar 31 19:01:18 GMT 2025 , Edited by admin on Mon Mar 31 19:01:18 GMT 2025
PRIMARY
PUBCHEM
86398
Created by admin on Mon Mar 31 19:01:18 GMT 2025 , Edited by admin on Mon Mar 31 19:01:18 GMT 2025
PRIMARY
CAS
131341-86-1
Created by admin on Mon Mar 31 19:01:18 GMT 2025 , Edited by admin on Mon Mar 31 19:01:18 GMT 2025
PRIMARY
ALANWOOD
fludioxonil
Created by admin on Mon Mar 31 19:01:18 GMT 2025 , Edited by admin on Mon Mar 31 19:01:18 GMT 2025
PRIMARY