Cyflufenamid

Basic Info

Common NameCyflufenamid(F06055)
2D Structure
FRCD IDF06055
CAS Number180409-60-3
PubChem CID9844539
FormulaC20H17F5N2O2
IUPAC Name

N-[(cyclopropylmethoxyamino)-[2,3-difluoro-6-(trifluoromethyl)phenyl]methylidene]-2-phenylacetamide

InChI Key

ACMXQHFNODYQAT-UHFFFAOYSA-N

InChI

InChI=1S/C20H17F5N2O2/c21-15-9-8-14(20(23,24)25)17(18(15)22)19(27-29-11-13-6-7-13)26-16(28)10-12-4-2-1-3-5-12/h1-5,8-9,13H,6-7,10-11H2,(H,26,27,28)

Canonical SMILES

C1CC1CONC(=NC(=O)CC2=CC=CC=C2)C3=C(C=CC(=C3F)F)C(F)(F)F

Isomeric SMILES

C1CC1CONC(=NC(=O)CC2=CC=CC=C2)C3=C(C=CC(=C3F)F)C(F)(F)F

Synonyms
        
            CHEBI:81797
        
            (N(Z))-N-(((Cyclopropylmethoxy)amino)(2,3-difluoro-6-(trifluoromethyl)phenyl)methylene)benzeneacetamide
        
            Cyflufenamid
        
            180409-60-3
        
            UNII-79ID05OQ82
        
            79ID05OQ82
        
            Cyflufenamid [ISO]
        
            [N(Z)]-N-[[(cyclopropylmethoxy)amino][2,3-difluoro-6-(trifluoromethyl)phenyl]methylene]benzeneacetamide
        
            N-[(Z)-N-(cyclopropylmethoxy)-C-[2,3-difluoro-6-(trifluoromethyl)phenyl]carbonimidoyl]-2-phenylacetamide
        
            SCHEMBL21751
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassTrifluoromethylbenzenes
Intermediate Tree NodesNot available
Direct ParentTrifluoromethylbenzenes
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsTrifluoromethylbenzene - Fluorobenzene - Halobenzene - Aryl fluoride - Aryl halide - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Alkyl fluoride - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Alkyl halide - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups.

Properties

Property NameProperty Value
Molecular Weight412.36
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count7
Complexity588
Monoisotopic Mass412.121
Exact Mass412.121
XLogP5.3
Formal Charge0
Heavy Atom Count29
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+0.9870
Human Intestinal AbsorptionHIA+0.9954
Caco-2 PermeabilityCaco2-0.5497
P-glycoprotein SubstrateNon-substrate0.6412
P-glycoprotein InhibitorInhibitor0.5771
Non-inhibitor0.8993
Renal Organic Cation TransporterNon-inhibitor0.7387
Distribution
Subcellular localizationMitochondria0.8739
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7199
CYP450 2D6 SubstrateNon-substrate0.7878
CYP450 3A4 SubstrateNon-substrate0.5082
CYP450 1A2 InhibitorInhibitor0.6897
CYP450 2C9 InhibitorNon-inhibitor0.5476
CYP450 2D6 InhibitorNon-inhibitor0.7947
CYP450 2C19 InhibitorInhibitor0.6845
CYP450 3A4 InhibitorNon-inhibitor0.7512
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.8816
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9718
Non-inhibitor0.5690
AMES ToxicityNon AMES toxic0.5416
CarcinogensNon-carcinogens0.7021
Fish ToxicityHigh FHMT0.6838
Tetrahymena Pyriformis ToxicityHigh TPT0.9966
Honey Bee ToxicityLow HBT0.8096
BiodegradationNot ready biodegradable0.9954
Acute Oral ToxicityIII0.5939
Carcinogenicity (Three-class)Non-required0.5257
Model Value Unit
Absorption
Aqueous solubility-3.8889LogS
Caco-2 Permeability1.1714LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.7007LD50, mol/kg
Fish Toxicity1.2164pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.8310pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Melons (Kiwanos/horned melons,)0233010European Union0.0423/02/2017
SUGAR PLANTS0900000European Union0.02*23/02/2017
Others (2)0220990European Union0.02*23/02/2017
Sweet peppers/bell peppers (Chili peppers,)0231020European Union0.0423/02/2017
Aubergines/eggplants (Antroewas/African eggplants/gboma, Ethiopian eggplants/gilo', Pepinos, Thorn apples, Turkey berries/devil's figs/pea eggplants/pea aubergines, Kangaroo apples/poroporo,)0231030European Union0.02*23/02/2017
Okra/lady's fingers0231040European Union0.02*23/02/2017
Others (2)0231990European Union0.02*23/02/2017
Cucumbers (Armenian cucumbers, Dosakayi/Indian curry cucumbers,)0232010European Union0.0423/02/2017
Gherkins (Bur gherkins,)0232020European Union0.0823/02/2017
Courgettes (Angled luffas/teroi, Bottle gourds/calabashes/lauki, Chayotes/christophines, Ivy gourds, Pointed gourds/parwals, Snake gourds, Sopropos/bitter melons/balsam pears, Summer squashes/zucch...0232030European Union0.0523/02/2017
Others (2)0232990European Union0.02*23/02/2017
(c) cucurbits with inedible peel0233000European Union0.0423/02/2017
Pumpkins (Butternut squashes, Winter melons/winter gourds/white gourds, Winter squashes/red kuri squashes/marrows (late varieties),)0233020European Union0.0423/02/2017
Watermelons0233030European Union0.0423/02/2017
Others (2)0233990European Union0.0423/02/2017
(d) sweet corn (Baby corn,)0234000European Union0.02*23/02/2017
(e) other fruiting vegetables0239000European Union0.02*23/02/2017
Brassica vegetables (excluding brassica roots and brassica baby leaf crops)0240000European Union0.02*23/02/2017
(a) flowering brassica0241000European Union0.02*23/02/2017
Broccoli (Calabrese, Chinese broccoli/kai-lan, Choi sum/tsoi sam, Rapini/broccoletti/broccoli raab,)0241010European Union0.02*23/02/2017