Fenpyroximate

Basic Info

Common NameFenpyroximate(F05762)
2D Structure
FRCD IDF05762
CAS Number111812-58-9
PubChem CID9576412
FormulaC24H27N3O4
IUPAC Name

tert-butyl 4-[[(E)-(1,3-dimethyl-5-phenoxypyrazol-4-yl)methylideneamino]oxymethyl]benzoate

InChI Key

YYJNOYZRYGDPNH-MFKUBSTISA-N

InChI

InChI=1S/C24H27N3O4/c1-17-21(22(27(5)26-17)30-20-9-7-6-8-10-20)15-25-29-16-18-11-13-19(14-12-18)23(28)31-24(2,3)4/h6-15H,16H2,1-5H3/b25-15+

Canonical SMILES

CC1=NN(C(=C1C=NOCC2=CC=C(C=C2)C(=O)OC(C)(C)C)OC3=CC=CC=C3)C

Isomeric SMILES

CC1=NN(C(=C1/C=N/OCC2=CC=C(C=C2)C(=O)OC(C)(C)C)OC3=CC=CC=C3)C

Synonyms
        
            Fenpyroximate
        
            CHEBI:5011
        
            134098-61-6
        
            Fenpyroximate [ISO]
        
            UNII-9W557V4RYA
        
            FENPYROXYMATE
        
            NNI 850
        
            9W557V4RYA
        
            111812-58-9
        
            (E)-Fenpyroximate
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds
SubclassEthers
Intermediate Tree NodesNot available
Direct ParentDiarylethers
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsDiaryl ether - Benzoate ester - Benzoic acid or derivatives - Phenoxy compound - Benzoyl - Phenol ether - Benzenoid - Monocyclic benzene moiety - Pyrazole - Azole - Heteroaromatic compound - Carboxylic acid ester - Azacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organonitrogen compound - Organopnictogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.

Properties

Property NameProperty Value
Molecular Weight421.497
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count9
Complexity592
Monoisotopic Mass421.2
Exact Mass421.2
XLogP4.9
Formal Charge0
Heavy Atom Count31
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+0.7117
Human Intestinal AbsorptionHIA+0.9874
Caco-2 PermeabilityCaco2-0.5369
P-glycoprotein SubstrateNon-substrate0.7063
P-glycoprotein InhibitorNon-inhibitor0.6428
Non-inhibitor0.6912
Renal Organic Cation TransporterNon-inhibitor0.6440
Distribution
Subcellular localizationMitochondria0.7736
Metabolism
CYP450 2C9 SubstrateNon-substrate0.5878
CYP450 2D6 SubstrateNon-substrate0.8123
CYP450 3A4 SubstrateSubstrate0.7477
CYP450 1A2 InhibitorNon-inhibitor0.7336
CYP450 2C9 InhibitorInhibitor0.6123
CYP450 2D6 InhibitorNon-inhibitor0.9196
CYP450 2C19 InhibitorInhibitor0.6755
CYP450 3A4 InhibitorInhibitor0.5566
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.7917
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9957
Non-inhibitor0.8547
AMES ToxicityAMES toxic0.5628
CarcinogensNon-carcinogens0.7761
Fish ToxicityHigh FHMT0.9110
Tetrahymena Pyriformis ToxicityHigh TPT0.8772
Honey Bee ToxicityLow HBT0.6621
BiodegradationNot ready biodegradable0.9700
Acute Oral ToxicityII0.7151
Carcinogenicity (Three-class)Non-required0.4653
Model Value Unit
Absorption
Aqueous solubility-3.6217LogS
Caco-2 Permeability0.9070LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.2051LD50, mol/kg
Fish Toxicity0.7035pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.6539pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Oriental Pickling Melon(Vegetable)Japan0.02ppm
Cucumber(Including Gherkin)Japan0.5ppm
Other Poultry Animals,Edible OffalJapan0.005ppm
Peaches (Flat peaches/saturn peaches/paraguayas, Nectarines, Other hybrids of Persica vulgaris; syn: Prunus persica, not elsewhere mentioned,)0140030European Union0.327/10/2017
Plums (American plums, Beach plums, Cherry plums /myrabolans, Chickasaw plums, Chinese jujubes/red dates/Chinese dates, Damsons/ bullaces, Gages/greengages/Reine Claudes, Japanese plums, Klamath pl...0140040European Union0.127/10/2017
Blueberries (Aronia berries/chokeberries (black, purple and red), Aronia berries/chokeberries (black, purple and red), Aronia berries/chokeberries (black, purple and red), Bearberries, Bilberries/E...0154010European Union0.427/10/2017
Cherimoyas (Elephant apples, Ilamas, Mammey sapotes, Marmeladedos, Pulasans, Rambutans/hairy litchis, Sapodillas, Sweetsops/sugar apples, Wild sweetsops/custard apples,)0163060European Union0.01*27/10/2017
Broccoli (Calabrese, Chinese broccoli/kai-lan, Choi sum/tsoi sam, Rapini/broccoletti/broccoli raab,)0241010European Union0.01*27/10/2017
Chinese cabbages/pe-tsai (Chinese flat cabbages/tatsoi/tai goo choi, Indian mustards/mustard greens, Komatsuna/mustard spinaches, Mizuna (4), Pak-choi/paksoi, Turnip greens/turnip tops (5), Seakale,)0243010European Union0.01*27/10/2017
Basil and edible flowers (Apple mint, Asiatic pennywort, Bergamot mint/eau-de-Cologne mint, Corsican mint, Courgette (edible flowers), Gingermint, Greek bush basil, Hoary basil, Holy basil/tulsi, L...0256080European Union0.02*27/10/2017
Tarragon (Aztec sweet herb, Epazote/Mexican tea/wormseed, Hyssop, Lemongrass, Mexican oregano, Nettle, Other species of the genus Urtica, not elsewhere mentioned, Russian tarragon, Stevia,)0256100European Union0.02*27/10/2017
Beans (with pods) (Azuki beans, Black eyed peas/cowpeas, Broad beans/fava beans/horse beans/tic beans, Borlotti beans/cannelini beans/common beans/flageolets/French beans/slicing beans/snap beans, ...0260010European Union0.727/10/2017
Olives for oil production0402010European Union0.01*27/10/2017
Common millet/proso millet (Black fonio, Canary grass, Finger millet/African millet/koracan, Foxtail millet, Job's tears, Little millet, Pearl millet, Teff/tef, White fonio,)0500040European Union0.01*27/10/2017
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*27/10/2017
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*27/10/2017
Black caraway/black cumin (Nigella,)0810020European Union0.05*27/10/2017
Peppercorn (black, green and white) (Brazilian pepper, Cubeb/tailed pepper, Grain of paradise, Long pepper/pipali, Pink pepper, Sumac, West African pepper,)0820060European Union0.05*27/10/2017
(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*27/10/2017
Citrus fruits0110000European Union0.527/10/2017

References

TitleJournalDatePubmed ID
Acaricide, fungicide and drug interactions in honey bees (Apis mellifera).PLoS One201323382869