FLUDIOXONIL

Investigational

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 Search

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

Description
Sources: http://sitem.herts.ac.uk/aeru/ppdb/en/Reports/330.htm | https://www.ncbi.nlm.nih.gov/pubmed/30458269

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
The ABC transporter BcatrB from Botrytis cinerea is a determinant of the activity of the phenylpyrrole fungicide fludioxonil.	2001 May	11374155
Fungal ABC transporters and microbial interactions in natural environments.	2002 Nov	12423022
Effects of iprodione and fludioxonil on glycerol synthesis and hyphal development in Candida albicans.	2002 Oct	12450134
Fungicide activity through activation of a fungal signalling pathway.	2004 Sep	15341655
Evaluation of fungicides for the control of carrot cavity spot.	2005 Aug	15880371
Residue level, persistence, and storage performance of citrus fruit treated with fludioxonil.	2005 Aug 24	16104790
Targeting antioxidative signal transduction and stress response system: control of pathogenic Aspergillus with phenolics that inhibit mitochondrial function.	2006 Jul	16834605
Reducing the cost of resistance; experimental evolution in the filamentous fungus Aspergillus nidulans.	2006 Jul	16780512
Enhanced activity of strobilurin and fludioxonil by using berberine and phenolic compounds to target fungal antioxidative stress response.	2007 Aug	17651208
Ssk2 mitogen-activated protein kinase kinase kinase governs divergent patterns of the stress-activated Hog1 signaling pathway in Cryptococcus neoformans.	2007 Dec	17951522
On-line preconcentration strategies for analyzing pesticides in fruits and vegetables by micellar electrokinetic chromatography.	2007 Jun 15	17306816
Pesticide residues in grapes from vineyards included in integrated pest management in Slovenia.	2008 Apr	18348043
Determination of 23 pesticide residues in leafy vegetables using gas chromatography-ion trap mass spectrometry and analyte protectants.	2008 Jul 4	18343389
Cloning and functional characterization of BcatrA, a gene encoding an ABC transporter of the plant pathogenic fungus Botryotinia fuckeliana (Botrytis cinerea).	2008 Jun	18515055
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 May	18522031
Involvement of putative response regulator genes of the rice blast fungus Magnaporthe oryzae in osmotic stress response, fungicide action, and pathogenicity.	2008 Oct	18726099
First occurrence of resistance to strobilurin fungicides in Microdochium nivale and Microdochium majus from French naturally infected wheat grains.	2009 Aug	19431150
Evaluation of the field dissipation of fungicides and insecticides used on fruit bearing trees in northern Italy.	2009 Feb	19130372
Evaluation of food additives as alternative or complementary chemicals to conventional fungicides for the control of major postharvest diseases of stone fruit.	2009 May	19517732
The properties of adaptive walks in evolving populations of fungus.	2009 Nov	19956798
Transcriptional profiling for Aspergillusnidulans HogA MAPK signaling pathway in response to fludioxonil and osmotic stress.	2009 Nov	19596074
Development of a rapid determination of pesticides in coated seeds using a high-performance liquid chromatography-UV detection system.	2009 Nov 11	19842656
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 Nov 6	19783253
Role of the osmotic stress regulatory pathway in morphogenesis and secondary metabolism in filamentous fungi.	2010 Apr	22069590
Determination of natural resistance frequencies in Penicillium digitatum using a new air-sampling method and characterization of fludioxonil- and pyrimethanil-resistant isolates.	2010 Aug	20626277
Turgor and net ion flux responses to activation of the osmotic MAP kinase cascade by fludioxonil in the filamentous fungus Neurospora crassa.	2010 Aug	20546911
The effect of fungicides on yeast communities associated with grape berries.	2010 Aug 1	20491940
Chemical and biological control of Sclerotinia sclerotiorum in witloof chicory culture.	2010 Dec	20839264
The antifungal protein PAF interferes with PKC/MPK and cAMP/PKA signalling of Aspergillus nidulans.	2010 Jan	19889092
Chemical, physical and biological approaches to prevent ochratoxin induced toxicoses in humans and animals.	2010 Jul	22069658
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 Mar 24	20166660
Laser nephelometry applied in an automated microplate system to study filamentous fungus growth.	2010 May	20569213
Widely used pesticides with previously unknown endocrine activity revealed as in vitro antiandrogens.	2011 Jun	21310686
Environmental impact on vascular development predicted by high-throughput screening.	2011 Nov	21788198
A preliminary investigation into the impact of a pesticide combination on human neuronal and glial cell lines in vitro.	2012	22880100
Genotoxicity of pesticide mixtures present in the diet of the French population.	2012 Apr	22389207
Endocrine disruptors fludioxonil and fenhexamid stimulate miR-21 expression in breast cancer cells.	2013 Jan	23052036

Patents

Sample Use Guides

In Vivo Use Guide

Acute LD50 in rat: >5000 mg/kg.

Route of Administration: Oral

Name

Type

Language

FLUDIOXONIL

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

CELEST

Brand 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