Basic Info

Common NameMepronil(F06108)
2D Structure
FRCD IDF06108
CAS Number55814-41-0
PubChem CID41632
FormulaC17H19NO2
IUPAC Name

2-methyl-N-(3-propan-2-yloxyphenyl)benzamide

InChI Key

BCTQJXQXJVLSIG-UHFFFAOYSA-N

InChI

InChI=1S/C17H19NO2/c1-12(2)20-15-9-6-8-14(11-15)18-17(19)16-10-5-4-7-13(16)3/h4-12H,1-3H3,(H,18,19)

Canonical SMILES

CC1=CC=CC=C1C(=O)NC2=CC(=CC=C2)OC(C)C

Isomeric SMILES

CC1=CC=CC=C1C(=O)NC2=CC(=CC=C2)OC(C)C

Synonyms
        
            2-Methyl-3'-isopropoxybenzanilide
        
            MEPRONIL
        
            Basitac
        
            55814-41-0
        
            3'-Isopropoxy-2-methylbenzanilide
        
            Mepronil [ISO]
        
            3'-Isopropoxy-o-toluanilide
        
            Mepronil (pesticide)
        
            UNII-QJK1MXY8DW
        
            KCO-1
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassAnilides
Intermediate Tree NodesAromatic anilides
Direct ParentBenzanilides
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsBenzanilide - Benzamide - Benzoic acid or derivatives - O-toluamide - Toluamide - Phenoxy compound - Benzoyl - Phenol ether - Alkyl aryl ether - Toluene - Carboxamide group - Secondary carboxylic acid amide - Ether - Carboxylic acid derivative - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene.

Properties

Property NameProperty Value
Molecular Weight269.344
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count4
Complexity316
Monoisotopic Mass269.142
Exact Mass269.142
XLogP3.7
Formal Charge0
Heavy Atom Count20
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+0.9768
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.8474
P-glycoprotein SubstrateNon-substrate0.8207
P-glycoprotein InhibitorNon-inhibitor0.5266
Non-inhibitor0.8921
Renal Organic Cation TransporterNon-inhibitor0.8941
Distribution
Subcellular localizationMitochondria0.9113
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6940
CYP450 2D6 SubstrateSubstrate0.6294
CYP450 3A4 SubstrateSubstrate0.6719
CYP450 1A2 InhibitorInhibitor0.8749
CYP450 2C9 InhibitorInhibitor0.8771
CYP450 2D6 InhibitorNon-inhibitor0.8146
CYP450 2C19 InhibitorInhibitor0.8647
CYP450 3A4 InhibitorNon-inhibitor0.7708
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.8490
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9729
Non-inhibitor0.7327
AMES ToxicityNon AMES toxic0.6383
CarcinogensNon-carcinogens0.6996
Fish ToxicityHigh FHMT0.9589
Tetrahymena Pyriformis ToxicityHigh TPT0.9107
Honey Bee ToxicityLow HBT0.5447
BiodegradationNot ready biodegradable0.8495
Acute Oral ToxicityIV0.6320
Carcinogenicity (Three-class)Warning0.3520

Model Value Unit
Absorption
Aqueous solubility-4.3890LogS
Caco-2 Permeability1.9282LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.4613LD50, mol/kg
Fish Toxicity0.1846pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.8319pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Red mustards0251070European Union0.01*26/04/2013
Other HerbsJapan1ppm
GrapeJapan5. oppm
PearJapan2. oppm
Japanese PearJapan2. oppm
SpinachJapan1.0ppm
Water MelonJapan2. oppm
Cucumber(Including Gherkin)Japan1.0ppm
TomatoJapan1.0ppm
Other Composite VegetablesJapan1.0ppm
Lettuce(Including Cos Lettuce And Leaf Lettuce)Japan1.0ppm
Japanese Radish,Leaves(Including Radish)Japan5. oppm
Japanese Radish,Roots(Including Radish)Japan1.0ppm
Sugar BeetJapan1.0ppm
KonjacJapan1.0ppm
PotatoJapan1.0ppm
RyeJapan2. oppm
BarleyJapan2. oppm
WheatJapan2. oppm
Rice(Brown Rice)Japan2. oppm