Bixafen

Basic Info

Common NameBixafen(F06254)
2D Structure
FRCD IDF06254
CAS Number581809-46-3
PubChem CID11434448
FormulaC18H12Cl2F3N3O
IUPAC Name

N-[2-(3,4-dichlorophenyl)-4-fluorophenyl]-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide

InChI Key

LDLMOOXUCMHBMZ-UHFFFAOYSA-N

InChI

InChI=1S/C18H12Cl2F3N3O/c1-26-8-12(16(25-26)17(22)23)18(27)24-15-5-3-10(21)7-11(15)9-2-4-13(19)14(20)6-9/h2-8,17H,1H3,(H,24,27)

Canonical SMILES

CN1C=C(C(=N1)C(F)F)C(=O)NC2=C(C=C(C=C2)F)C3=CC(=C(C=C3)Cl)Cl

Isomeric SMILES

CN1C=C(C(=N1)C(F)F)C(=O)NC2=C(C=C(C=C2)F)C3=CC(=C(C=C3)Cl)Cl

Synonyms
        
            Bixafen
        
            581809-46-3
        
            UNII-28XK2L8M3B
        
            28XK2L8M3B
        
            N-(3,4-dichloro-5-fluorobiphenyl-2-yl)-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide
        
            N-(3',4'-dichloro-5-fluorobiphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide
        
            Bixafen [ISO]
        
            bixafene
        
            SCHEMBL68043
        
            DTXSID6058134
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassAnilides
Intermediate Tree NodesNot available
Direct ParentAromatic anilides
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsAromatic anilide - Polychlorinated biphenyl - Chlorinated biphenyl - Biphenyl - Pyrazole-4-carboxamide - 1,2-dichlorobenzene - Halobenzene - Fluorobenzene - Chlorobenzene - Aryl chloride - Aryl fluoride - Aryl halide - Azole - Heteroaromatic compound - Pyrazole - Vinylogous amide - Secondary carboxylic acid amide - Carboxamide group - Azacycle - Carboxylic acid derivative - Organoheterocyclic compound - Organonitrogen compound - Organooxygen compound - Alkyl halide - Alkyl fluoride - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organofluoride - Organochloride - Organohalogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as aromatic anilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with an aromatic group. They have the general structure RNC(=O)R', where R= benzene, and R = aryl group.

Properties

Property NameProperty Value
Molecular Weight414.209
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Complexity530
Monoisotopic Mass413.031
Exact Mass413.031
XLogP4.7
Formal Charge0
Heavy Atom Count27
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+0.9936
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.5550
P-glycoprotein SubstrateNon-substrate0.8815
P-glycoprotein InhibitorNon-inhibitor0.7351
Non-inhibitor0.7177
Renal Organic Cation TransporterNon-inhibitor0.8021
Distribution
Subcellular localizationMitochondria0.8798
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6810
CYP450 2D6 SubstrateNon-substrate0.8821
CYP450 3A4 SubstrateSubstrate0.6500
CYP450 1A2 InhibitorInhibitor0.8952
CYP450 2C9 InhibitorInhibitor0.9048
CYP450 2D6 InhibitorNon-inhibitor0.9242
CYP450 2C19 InhibitorInhibitor0.8950
CYP450 3A4 InhibitorNon-inhibitor0.7561
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.9245
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9813
Non-inhibitor0.5573
AMES ToxicityNon AMES toxic0.7187
CarcinogensNon-carcinogens0.7057
Fish ToxicityHigh FHMT0.9970
Tetrahymena Pyriformis ToxicityHigh TPT0.9390
Honey Bee ToxicityLow HBT0.9491
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIII0.7444
Carcinogenicity (Three-class)Danger0.4348
Model Value Unit
Absorption
Aqueous solubility-3.9786LogS
Caco-2 Permeability1.4562LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.1810LD50, mol/kg
Fish Toxicity1.1449pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.8076pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Others (2)0260990European Union0.01*05/06/2018
Stem vegetables0270000European Union0.01*05/06/2018
Asparagus (Hop sprouts,)0270010European Union0.01*05/06/2018
Cardoons (Borage stems,)0270020European Union0.01*05/06/2018
Celeries0270030European Union0.01*05/06/2018
Florence fennels0270040European Union0.01*05/06/2018
Globe artichokes (Banana flowers,)0270050European Union0.01*05/06/2018
Leeks (Kurrat/Egyptian leek,)0270060European Union0.01*05/06/2018
Rhubarbs0270070European Union0.01*05/06/2018
Bamboo shoots (European bamboo /Japanese knotweed,)0270080European Union0.01*05/06/2018
Palm hearts0270090European Union0.01*05/06/2018
Others (2)0270990European Union0.01*05/06/2018
Fungi, mosses and lichens0280000European Union0.01*05/06/2018
(b) leaves and herbs0632000European Union0.01*05/06/2018
SUGAR PLANTS0900000European Union0.01*05/06/2018
Sugar beet roots0900010European Union0.01*05/06/2018
Wild fungi (Ceps/porcino mushrooms, Chanterelles, Hedgehog mushrooms, Horns of plenty/black trumpets, Morels, Périgord black truffles, Piemont white truffles, Saint George's mushrooms, Scotch bonne...0280020European Union0.01*05/06/2018
Mosses and lichens (Icelandic mosses, Other mosses and lichens,)0280990European Union0.01*05/06/2018
Algae and prokaryotes organisms (Carrageen mosses/Irish mosses, Kombu, Spirulina, Spirulina, Other algae, Other procaryotes organisms, Rockweed /knotted kelp,)0290000European Union0.01*05/06/2018
PULSES0300000European Union0.01*05/06/2018