Basic Info

Common NameIsoxadifen-Ethyl(F06152)
2D Structure
FRCD IDF06152
CAS Number163520-33-0
PubChem CID6451155
FormulaC18H17NO3
IUPAC Name

ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate

InChI Key

MWKVXOJATACCCH-UHFFFAOYSA-N

InChI

InChI=1S/C18H17NO3/c1-2-21-17(20)16-13-18(22-19-16,14-9-5-3-6-10-14)15-11-7-4-8-12-15/h3-12H,2,13H2,1H3

Canonical SMILES

CCOC(=O)C1=NOC(C1)(C2=CC=CC=C2)C3=CC=CC=C3

Isomeric SMILES

CCOC(=O)C1=NOC(C1)(C2=CC=CC=C2)C3=CC=CC=C3

Synonyms
        
            3-Isoxazolecarboxylic acid, 4,5-dihydro-5,5-diphenyl-, ethyl ester
        
            Isoxadifen-ethyl
        
            163520-33-0
        
            Ethyl 5,5-diphenyl-4,5-dihydroisoxazole-3-carboxylate
        
            Isoxadifen-ethyl [ISO:BSI]
        
            UNII-71LF32W32E
        
            AE F122006
        
            MWKVXOJATACCCH-UHFFFAOYSA-N
        
            71LF32W32E
        
            ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassDiphenylmethanes
Intermediate Tree NodesNot available
Direct ParentDiphenylmethanes
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsDiphenylmethane - Isoxazoline - Carboxylic acid ester - Oxime ether - Oxacycle - Azacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Properties

Property NameProperty Value
Molecular Weight295.338
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Complexity402
Monoisotopic Mass295.121
Exact Mass295.121
XLogP3.5
Formal Charge0
Heavy Atom Count22
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+0.9600
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2-0.5187
P-glycoprotein SubstrateNon-substrate0.6244
P-glycoprotein InhibitorNon-inhibitor0.5410
Non-inhibitor0.7603
Renal Organic Cation TransporterNon-inhibitor0.6475
Distribution
Subcellular localizationMitochondria0.7181
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8189
CYP450 2D6 SubstrateNon-substrate0.8219
CYP450 3A4 SubstrateNon-substrate0.5000
CYP450 1A2 InhibitorNon-inhibitor0.5000
CYP450 2C9 InhibitorNon-inhibitor0.6422
CYP450 2D6 InhibitorNon-inhibitor0.9052
CYP450 2C19 InhibitorInhibitor0.6271
CYP450 3A4 InhibitorNon-inhibitor0.9338
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.8530
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9785
Non-inhibitor0.9102
AMES ToxicityNon AMES toxic0.6894
CarcinogensNon-carcinogens0.6152
Fish ToxicityHigh FHMT0.9472
Tetrahymena Pyriformis ToxicityHigh TPT0.9916
Honey Bee ToxicityLow HBT0.5294
BiodegradationNot ready biodegradable0.9748
Acute Oral ToxicityIII0.6240
Carcinogenicity (Three-class)Non-required0.5297

Model Value Unit
Absorption
Aqueous solubility-3.3310LogS
Caco-2 Permeability1.0465LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.5242LD50, mol/kg
Fish Toxicity0.8384pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.8102pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Corn(Maize)Japan0.09ppm
Rice(Brown Rice)Japan0.1ppm
Field CornCanada0.08mg/kg

References

TitleJournalDatePubmed ID
Several Pesticides Influence the Nutritional Content of Sweet Corn.J Agric Food Chem2018 Mar 2829432005