Penconazole

Basic Info

Common NamePenconazole(F05913)
2D Structure
FRCD IDF05913
CAS Number66246-88-6
PubChem CID91693
FormulaC13H15Cl2N3
IUPAC Name

1-[2-(2,4-dichlorophenyl)pentyl]-1,2,4-triazole

InChI Key

WKBPZYKAUNRMKP-UHFFFAOYSA-N

InChI

InChI=1S/C13H15Cl2N3/c1-2-3-10(7-18-9-16-8-17-18)12-5-4-11(14)6-13(12)15/h4-6,8-10H,2-3,7H2,1H3

Canonical SMILES

CCCC(CN1C=NC=N1)C2=C(C=C(C=C2)Cl)Cl

Isomeric SMILES

CCCC(CN1C=NC=N1)C2=C(C=C(C=C2)Cl)Cl

Synonyms
        
            Penconazole
        
            66246-88-6
        
            Topaze
        
            Penconazol
        
            Onmex
        
            Topaze C
        
            Topas C
        
            Topas MZ
        
            Penconazole [BSI:ISO]
        
            CGA 71818
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassHalobenzenes
Intermediate Tree NodesChlorobenzenes
Direct ParentDichlorobenzenes
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents1,3-dichlorobenzene - Aryl halide - Aryl chloride - Heteroaromatic compound - 1,2,4-triazole - Azole - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Organochloride - Organohalogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as dichlorobenzenes. These are compounds containing a benzene with exactly two chlorine atoms attached to it.

Properties

Property NameProperty Value
Molecular Weight284.184
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Complexity252
Monoisotopic Mass283.064
Exact Mass283.064
XLogP4.4
Formal Charge0
Heavy Atom Count18
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9409
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.6006
P-glycoprotein SubstrateNon-substrate0.5317
P-glycoprotein InhibitorNon-inhibitor0.8190
Non-inhibitor0.8265
Renal Organic Cation TransporterInhibitor0.5793
Distribution
Subcellular localizationMitochondria0.6314
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8073
CYP450 2D6 SubstrateNon-substrate0.8416
CYP450 3A4 SubstrateNon-substrate0.5068
CYP450 1A2 InhibitorInhibitor0.8486
CYP450 2C9 InhibitorNon-inhibitor0.7028
CYP450 2D6 InhibitorNon-inhibitor0.8636
CYP450 2C19 InhibitorInhibitor0.5641
CYP450 3A4 InhibitorNon-inhibitor0.6464
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.5103
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.6550
Non-inhibitor0.6486
AMES ToxicityNon AMES toxic0.5906
CarcinogensNon-carcinogens0.8107
Fish ToxicityHigh FHMT0.9813
Tetrahymena Pyriformis ToxicityHigh TPT0.9893
Honey Bee ToxicityLow HBT0.8984
BiodegradationNot ready biodegradable0.9936
Acute Oral ToxicityIII0.7971
Carcinogenicity (Three-class)Non-required0.5678
Model Value Unit
Absorption
Aqueous solubility-3.0982LogS
Caco-2 Permeability1.2098LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.1575LD50, mol/kg
Fish Toxicity1.2249pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.8883pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Mandarins (Inc Clementines & Similar Hybrids)Britain0.05mg/kg
Other Poultry Animals,FatJapan0.05ppm
Other Legumes/PulsesJapan0.05ppm
Muscle Of ChickensKorea0.05ppm
ChicoryJapan0.05ppm
SalsifyJapan0.05ppm
BurdockJapan0.05ppm
MilkCAC0.01 mg/kg
LimesBritain0.05mg/kg
LemonsBritain0.05mg/kg
GrapefruitBritain0.05mg/kg
HopBritain0. 5mg/kg
TeaBritain0.1mg/kg
Ware PotatoesBritain0.05mg/kg
Early PotatoesBritain0.05mg/kg
Other OilseedsBritain0.05mg/kg
Hemp SeedBritain0.05mg/kg
Cotton SeedBritain0.05mg/kg
Mustard SeedBritain0.05mg/kg
Soya BeanBritain0.05mg/kg

References

TitleJournalDatePubmed ID
Occurrence of multiclass pesticide residues in tomato samples collected fromdifferent markets of Iran.J Environ Health Sci Eng2018 May 729983989
Development of magnetic dispersive solid phase extraction using toner powder asan efficient and economic sorbent in combination with dispersive liquid-liquidmicroextraction for extraction of some widely used pesticides in fruit juices.J Chromatogr A2018 Jan 1229174132
Compatibility of insecticides and fungicides with the zoophytophagous miridpredator Nesidiocoris tenuis.PLoS One2017 Nov 229095873
Determination of a broad spectrum of endocrine-disrupting pesticides in fishsamples by UHPLC-MS/MS using the pass-through cleanup approach.J Sep Sci2017 Mar28098419
Nitraria retusa fruit prevents penconazole-induced kidney injury in adult ratsthrough modulation of oxidative stress and histopathological changes.Pharm Biol2017 Dec28198206
Polyethylene glycol grafted flower-like cupric nano oxide for the hollow-fibersolid-phase microextraction of hexaconazole, penconazole, and diniconazole invegetable samples.J Sep Sci2016 Aug27383849
Proficiency test on the determination of pesticide residues in grapes withmulti-residue methods.J Chromatogr A2015 May 2225888097
A long term field study of the effect of fungicides penconazole and sulfur onyeasts in the vineyard.Int J Food Microbiol2014 Oct 1725171112
The application of chitosan and benzothiadiazole in vineyard (Vitis vinifera L.cv Groppello Gentile) changes the aromatic profile and sensory attributes ofwine.Food Chem2014 Nov 124874376
Cancer-related genes transcriptionally induced by the fungicide penconazole.Toxicol In Vitro2014 Feb23811263
Three years monitoring survey of pesticide residues in Sardinia wines followingintegrated pest management strategies.Environ Monit Assess2013 May22976121
Probing the molecular interaction of triazole fungicides with human serum albuminby multispectroscopic techniques and molecular modeling.J Agric Food Chem2013 Jul 3123834846
[Toxic hepatitis after intake of raspberries].Med Clin (Barc)2013 Jul 2123276616
Dissipation of penconazole in peach, plum, apricot, and mango by HPLC-DAD.Bull Environ Contam Toxicol2013 Feb23242260
Processing factor for a selected group of pesticides in a wine-making process:distribution of pesticides during grape processing.Food Addit Contam Part A Chem Anal Control Expo Risk Assess201323875669
Optimization and validation of a simple and fast method for the determination of fungicides in must and wine samples by SPE and GC/MS.J AOAC Int2012 Sep-Oct23175987
Planar solid phase extraction clean-up for pesticide residue analysis in tea byliquid chromatography-mass spectrometry.J Chromatogr A2012 Oct 1922981507
[Determination of 11 triazole fungicides in fruits using solid phase extractionand gas chromatography-tandem mass spectrometry].Se Pu2012 Mar22715691
Dissipation of fungicides in a vineyard soil amended with different spentmushroom substrates.J Agric Food Chem2012 Jul 1822715816
Residues behavior of some fungicides applied on two greenhouse tomato varietiesdifferent in shape and weight.J Environ Sci Health B201222424061