Flucycloxuron

Basic Info

Common NameFlucycloxuron(F06278)
2D Structure
FRCD IDF06278
CAS Number
PubChem CID6537963
FormulaC25H20ClF2N3O3
IUPAC Name

N-[[4-[[(E)-[(4-chlorophenyl)-cyclopropylmethylidene]amino]oxymethyl]phenyl]carbamoyl]-2,6-difluorobenzamide

InChI Key

PCKNFPQPGUWFHO-UQRQXUALSA-N

InChI

InChI=1S/C25H20ClF2N3O3/c26-18-10-8-17(9-11-18)23(16-6-7-16)31-34-14-15-4-12-19(13-5-15)29-25(33)30-24(32)22-20(27)2-1-3-21(22)28/h1-5,8-13,16H,6-7,14H2,(H2,29,30,32,33)/b31-23+

Canonical SMILES

C1CC1C(=NOCC2=CC=C(C=C2)NC(=O)NC(=O)C3=C(C=CC=C3F)F)C4=CC=C(C=C4)Cl

Isomeric SMILES

C1CC1/C(=N\OCC2=CC=C(C=C2)NC(=O)NC(=O)C3=C(C=CC=C3F)F)/C4=CC=C(C=C4)Cl

Synonyms
        
            Flucycloxuron
        
            Andalin
        
            Flucycloxuron [ISO]
        
            (E)-flucycloxuron
        
            UBI-A 1335
        
            OMS 3041
        
            Flucycloxuron,(E)-isomer
        
            UNII-V8H544MV3H
        
            PH 70-23
        
            DU 319722
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassN-phenylureas
Intermediate Tree NodesN-acyl-phenylureas
Direct ParentN-benzoyl-N'-phenylureas
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsN-benzoyl-n'-phenylurea - Halobenzoic acid or derivatives - 2-halobenzoic acid or derivatives - Benzoic acid or derivatives - Benzoyl - Chlorobenzene - Fluorobenzene - Halobenzene - Aryl chloride - Aryl fluoride - Aryl halide - Vinylogous halide - Urea - Carbonic acid derivative - Carboxylic acid derivative - Organic nitrogen compound - Organohalogen compound - Organochloride - Organofluoride - Organonitrogen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as n-benzoyl-n'-phenylureas. These are n-acyl-phenylureas that have the acyl group substituted by a phenyl group.

Properties

Property NameProperty Value
Molecular Weight483.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Complexity725
Monoisotopic Mass483.116
Exact Mass483.116
XLogP6.1
Formal Charge0
Heavy Atom Count34
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9798
Human Intestinal AbsorptionHIA+0.9925
Caco-2 PermeabilityCaco2-0.5458
P-glycoprotein SubstrateNon-substrate0.6958
P-glycoprotein InhibitorNon-inhibitor0.5423
Non-inhibitor0.8444
Renal Organic Cation TransporterNon-inhibitor0.7244
Distribution
Subcellular localizationMitochondria0.9002
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6606
CYP450 2D6 SubstrateNon-substrate0.8227
CYP450 3A4 SubstrateNon-substrate0.5642
CYP450 1A2 InhibitorInhibitor0.7008
CYP450 2C9 InhibitorInhibitor0.5162
CYP450 2D6 InhibitorNon-inhibitor0.8404
CYP450 2C19 InhibitorInhibitor0.6896
CYP450 3A4 InhibitorNon-inhibitor0.7878
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.6652
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9406
Non-inhibitor0.8429
AMES ToxicityNon AMES toxic0.5816
CarcinogensNon-carcinogens0.5058
Fish ToxicityHigh FHMT0.9653
Tetrahymena Pyriformis ToxicityHigh TPT0.9979
Honey Bee ToxicityLow HBT0.8860
BiodegradationNot ready biodegradable0.9880
Acute Oral ToxicityIII0.7726
Carcinogenicity (Three-class)Non-required0.5986
Model Value Unit
Absorption
Aqueous solubility-4.5805LogS
Caco-2 Permeability1.1832LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.0170LD50, mol/kg
Fish Toxicity0.8710pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.9305pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.01*30/12/2015
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.01*30/12/2015
Pine nut kernels (Pine nut kernels from other species than Pinus pinea, Pine nut kernels from other species than Pinus pinea, Pine nut kernels from other species than Pinus pinea, Pine nut kernels ...0120090European Union0.02*30/12/2015
Elderberries (Bayberries, Buffalo berries, Che berries, Dwarf elderberries, Guelder rose berries, Hawberries, Midland hawberries, Phalsa fruits, Riberries, Rowan berries, Saskatoons/saskatoons berr...0154080European Union0.01*30/12/2015
Salsifies (Burdocks, Rampion roots, Scorzonera/black salsifies, Skirrets, Spanish salsifies,)0213090European Union0.01*30/12/2015
Tomatoes (Alkekengi/Chinese lanterns/ground cherries, Cape gooseberries, Cherry tomatoes, Dwarf Cape gooseberries/strawberry tomatoes, Gojiberries/wolfberries, Gojiberries/wolfberries, Litchi tomat...0231010European Union0.01*30/12/2015
Baby leaf crops (including brassica species) (Chards/beet leaves, Escaroles/broad-leaved endives, Indian mustards/mustard greens, Lettuces, Spinaches, Other species harvested at baby leaf stage,)0251080European Union0.01*30/12/2015
Spinaches (Amaranths/Chinese spinaches/pak-khom, Amaranths/Chinese spinaches/pak-khom, Amaranths/Chinese spinaches/pak-khom, Amaranths/Chinese spinaches/pak-khom, Amaranths/Chinese spinaches/pak-kh...0252010European Union0.01*30/12/2015
Cultivated fungi (Common mushrooms/button mushrooms/champignons mushrooms, Corn smuts/ Mexican truffles, Enokitake/winter mushrooms, Fusarium venenatum, Horse mushrooms, Jew's ears/hirneola, Nameko...0280010European Union0.01*30/12/2015
Rose (Almond, Bee balm, Bitter orange/sour orange, Black locust, Cat’s foot, Chrysanthemum, Cinnamon, Clary sage, Cornflower, Cowslip/primrose, Daisy, Dyer’s broom, Elder, Field poppy, Great mullei...0631030European Union0.05*30/12/2015
Strawberry (Absinth/common wormwood, Agrimony, Alfalfa/lucerne, Aloe (leaf gel), Alpine ladies mantle, Bearberry, Bilberry/European blueberry/whortleberry, Birch, Bitter orange/sour orange, Blackbe...0632010European Union0.05*30/12/2015
Flower pistil spices0860000European Union0.05*30/12/2015
Sugar canes (Agave leaves, Sweet sorghum canes,)0900020European Union0.01*30/12/2015
(b) bovine (American buffalo, Banteng, Buffalo, European buffalo/wisent, Gayal, Yak (domestic), Zebu, Hybrids of genera Bison, Bos, Bubalus and Poëphagus,)1012000European Union0.01*30/12/2015
(f) poultry (Bobwhite quail, Chicken (including silkie chicken), Collared Dove, Duck, Geese, Green peafowl, Guinea fowl, Japanese quail, Muskovy duck, Mute swan, Partridge, Peafowl, Pheasant, Pigeo...1016000European Union0.01*30/12/2015
Geese1030030European Union0.01*30/12/2015
Others (2) (Emu, Nandu/greater rhea, Ostrich, Other eggs producer birds,)1030990European Union0.01*30/12/2015
Horseradishes (Dandelion roots, Gentiana roots, East Indian galangal/aromatic ginger/sand galangal, Fingerroot, Galangal roots, Galangal roots, Galangal roots, Galangal roots, Ginger roots, Greater...0213040European Union0.01*30/12/2015
Fungi, mosses and lichens0280000European Union0.01*30/12/2015
Citrus fruits0110000European Union0.01*30/12/2015