Dichlofluanid

Basic Info

Common NameDichlofluanid(F05827)
2D Structure
FRCD IDF05827
CAS Number1085-98-9
PubChem CID14145
FormulaC9H11Cl2FN2O2S2
IUPAC Name

N-[dichloro(fluoro)methyl]sulfanyl-N-(dimethylsulfamoyl)aniline

InChI Key

WURGXGVFSMYFCG-UHFFFAOYSA-N

InChI

InChI=1S/C9H11Cl2FN2O2S2/c1-13(2)18(15,16)14(17-9(10,11)12)8-6-4-3-5-7-8/h3-7H,1-2H3

Canonical SMILES

CN(C)S(=O)(=O)N(C1=CC=CC=C1)SC(F)(Cl)Cl

Isomeric SMILES

CN(C)S(=O)(=O)N(C1=CC=CC=C1)SC(F)(Cl)Cl

Synonyms
        
            Euparene
        
            Dichlorfluanid
        
            DICHLOFLUANID
        
            Dichlofluanide
        
            1085-98-9
        
            Elvaron
        
            Euparen
        
            Oiparen
        
            Pecudin
        
            Eparen
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassSulfanilides
Intermediate Tree NodesNot available
Direct ParentSulfanilides
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsSulfanilide - Organic sulfuric acid or derivatives - Trihalomethane - Sulfenyl compound - Alkyl chloride - Organic oxide - Halomethane - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Organosulfur compound - Organonitrogen compound - Organofluoride - Organochloride - Organic nitrogen compound - Organohalogen compound - Alkyl halide - Alkyl fluoride - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1.

Properties

Property NameProperty Value
Molecular Weight333.217
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Complexity367
Monoisotopic Mass331.962
Exact Mass331.962
XLogP3.6
Formal Charge0
Heavy Atom Count18
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9587
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2-0.5053
P-glycoprotein SubstrateNon-substrate0.8568
P-glycoprotein InhibitorNon-inhibitor0.8218
Non-inhibitor0.9824
Renal Organic Cation TransporterNon-inhibitor0.9234
Distribution
Subcellular localizationMitochondria0.6857
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6179
CYP450 2D6 SubstrateNon-substrate0.7999
CYP450 3A4 SubstrateNon-substrate0.5492
CYP450 1A2 InhibitorNon-inhibitor0.6449
CYP450 2C9 InhibitorNon-inhibitor0.6377
CYP450 2D6 InhibitorNon-inhibitor0.9245
CYP450 2C19 InhibitorNon-inhibitor0.5785
CYP450 3A4 InhibitorNon-inhibitor0.9419
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.5774
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8695
Non-inhibitor0.7978
AMES ToxicityNon AMES toxic0.9133
CarcinogensNon-carcinogens0.6447
Fish ToxicityHigh FHMT0.8238
Tetrahymena Pyriformis ToxicityHigh TPT0.9451
Honey Bee ToxicityLow HBT0.6886
BiodegradationNot ready biodegradable0.9750
Acute Oral ToxicityII0.7397
Carcinogenicity (Three-class)Non-required0.5671
Model Value Unit
Absorption
Aqueous solubility-3.5192LogS
Caco-2 Permeability1.4269LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.7924LD50, mol/kg
Fish Toxicity1.4130pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.0914pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
FruitSweden5.00mg/kg
LettuceSweden10mg/kg
StrawberryCAC10 mg/kg
GooseberryCAC7mg/kg
PotatoMalaysia0.1mg/kg
ApplesMalaysia5mg/kg
RaspberryJapan15ppm
StrawberryJapan15ppm
CherryJapan2. oppm
Japanese Plum(Including Prune)Japan5. oppm
ApricotJapan5. oppm
NectarineJapan5. oppm
PeachJapan5. oppm
PearJapan5. oppm
Japanese PearJapan5. oppm
AppleJapan5. oppm
Other Citrus FruitsJapan5. oppm
LimeJapan5. oppm
GrapefruitJapan5. oppm
Orange(Including Navel Orange)Japan5. oppm

References

TitleJournalDatePubmed ID
A sensitive and selective method for the determination of selected pesticides in fruit by gas chromatography/mass spectrometry with negative chemical ionization.J Chromatogr A2012 Nov 1623058941
Simultaneous multiresidue analysis of 41 pesticide residues in cooked foodstuffusing QuEChERS: Comparison with classical method.Food Chem2011 Sep 125214356
Pesticide residues in dried table grapes from the Aegean region of Turkey.Environ Monit Assess2010 Aug19533395
Suitability of two laboratory testing methods to evaluate the side effects of pesticides on Typhlodromus pyri Scheuten (Acari: Phytoseiidae).Pest Manag Sci2008 Feb18069656
Occupational exposure during application and removal of antifouling paints.Ann Occup Hyg2007 Mar17077106
Measurement uncertainty associated with sample processing of oranges and tomatoesfor pesticide residue analysis.J Agric Food Chem2007 Feb 2117256954
Toxicity effects of fungicide residues on the wine-producing process.Food Microbiol2006 Jun16943029
Variation in concentrations of the fungicides tebuconazole and dichlofluanidfollowing successive applications to greenhouse-grown lettuces.J Agric Food Chem2005 Jun 115913313
Anthraquinones isolated from Cassia tora (Leguminosae) seed show an antifungalproperty against phytopathogenic fungi.J Agric Food Chem2004 Oct 615453672
Fungicidal property of Curcuma longa L. rhizome-derived curcumin againstphytopathogenic fungi in a greenhouse.J Agric Food Chem2003 Mar 1212617587
Assessment of the stability of pesticides during cryogenic sample processing. 1. Apples.J Agric Food Chem2002 Jan 3011804510
Solid phase microextraction of pesticide residues from strawberries.Food Addit Contam1999 Mar10492703
Fungicide residues in strawberry processing.J Agric Food Chem1999 Mar10552381
Effects of pesticides on isolated rat hepatocytes, mitochondria, and microsomes.Arch Environ Contam Toxicol1993 Aug8368870