Oxadixyl

Basic Info

Common NameOxadixyl(F05924)
2D Structure
FRCD IDF05924
CAS Number77732-09-3
PubChem CID53735
FormulaC14H18N2O4
IUPAC Name

N-(2,6-dimethylphenyl)-2-methoxy-N-(2-oxo-1,3-oxazolidin-3-yl)acetamide

InChI Key

UWVQIROCRJWDKL-UHFFFAOYSA-N

InChI

InChI=1S/C14H18N2O4/c1-10-5-4-6-11(2)13(10)16(12(17)9-19-3)15-7-8-20-14(15)18/h4-6H,7-9H2,1-3H3

Canonical SMILES

CC1=C(C(=CC=C1)C)N(C(=O)COC)N2CCOC2=O

Isomeric SMILES

CC1=C(C(=CC=C1)C)N(C(=O)COC)N2CCOC2=O

Synonyms
        
            77732-09-3
        
            Oxadixyl [BSI:ISO]
        
            OXADIXYL
        
            Sandofan
        
            Recoil
        
            Ripost
        
            Wakil
        
            SAN 371F
        
            SAN 371
        
            UNII-236CMA8A12
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassAnilides
Intermediate Tree NodesNot available
Direct ParentAnilides
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsAnilide - M-xylene - Xylene - Phenylhydrazine - Oxazolidinone - Oxazolidine - Carboxylic acid hydrazide - Carbonic acid derivative - Carboxylic acid derivative - Dialkyl ether - Ether - Organoheterocyclic compound - Oxacycle - Azacycle - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic nitrogen compound - Carbonyl group - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution.

Properties

Property NameProperty Value
Molecular Weight278.308
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Complexity364
Monoisotopic Mass278.127
Exact Mass278.127
XLogP1.8
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+0.9557
Human Intestinal AbsorptionHIA+0.9809
Caco-2 PermeabilityCaco2+0.5000
P-glycoprotein SubstrateNon-substrate0.6409
P-glycoprotein InhibitorInhibitor0.7018
Non-inhibitor0.6418
Renal Organic Cation TransporterNon-inhibitor0.8671
Distribution
Subcellular localizationMitochondria0.6822
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7869
CYP450 2D6 SubstrateNon-substrate0.8438
CYP450 3A4 SubstrateSubstrate0.6951
CYP450 1A2 InhibitorNon-inhibitor0.7893
CYP450 2C9 InhibitorNon-inhibitor0.7295
CYP450 2D6 InhibitorNon-inhibitor0.9172
CYP450 2C19 InhibitorNon-inhibitor0.7102
CYP450 3A4 InhibitorNon-inhibitor0.9712
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9371
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.7787
Non-inhibitor0.8443
AMES ToxicityNon AMES toxic0.5057
CarcinogensNon-carcinogens0.9113
Fish ToxicityHigh FHMT0.9916
Tetrahymena Pyriformis ToxicityHigh TPT0.9651
Honey Bee ToxicityLow HBT0.8687
BiodegradationNot ready biodegradable0.8577
Acute Oral ToxicityIII0.7716
Carcinogenicity (Three-class)Non-required0.5163
Model Value Unit
Absorption
Aqueous solubility-2.7312LogS
Caco-2 Permeability0.8603LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.2064LD50, mol/kg
Fish Toxicity1.1148pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.4213pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
YamJapan1ppm
Japanese Plum(Including Prune)Japan1ppm
TomatoMalaysia0. 5mg/kg
Quinces (Chinese quinces, Japanese quinces,)0130030European Union0.01*08/02/2016
Cherries (sweet) (Black cherries, Capulins, Chokecherries, Cornelian cherries/European corniols, Nanking cherries, Sour cherries/morello cherries,)0140020European Union0.01*08/02/2016
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 Union0.01*08/02/2016
American persimmons/Virginia kaki (Black sapotes, Green sapotes, White sapotes, Yellow sapotes/canistels,)0162060European Union0.01*08/02/2016
Bananas (Cavendishes/grand nains, Cavendishes/grand nains, Cavendishes/grand nains, Dwarf bananas/lady fingers bananas, Plantains, Plantains, Plantains,)0163020European Union0.01*08/02/2016
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 Union0.01*08/02/2016
Cresses and other sprouts and shoots (Alfalfa/lucerne sprouts, Chinese chives/oriental garlic/garlic chives sprouts, Broccoli sprouts, Daikon/Japanese radish sprouts, Ginger shoots, Mung bean sprou...0251040European Union0.0508/02/2016
Rosemary (Santolina/green lavander cotton, Green santolina,)0256060European Union0.01*08/02/2016
Thyme (Creeping thyme, Cretan oregano/Turkish oregano, Lemon savory, Lemon thyme/citrus thyme, Marjoram, Mastic thyme, Oregano, Summer savory, Syrian oregano/bible hyssop/za'atar, Winter savory,)0256070European Union0.01*08/02/2016
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 Union0.01*08/02/2016
Rapeseeds/canola seeds (Radish seeds, Turnip rape seeds,)0401060European Union0.02*08/02/2016
Borage seeds (Corn gromwell seeds, Evening primrose seeds, Honesty seeds, Honesty seeds, Perilla seeds, Purple viper's bugloss seeds,)0401120European Union0.02*08/02/2016
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 Union0.02*08/02/2016
(d) any other parts of the plant (Blond psyllium (seeds, husks), Chamomile (seeds), Cherries (sweet) (stems), China/Jesuit's bark (bark), China/Jesuit's bark (bark), Cocoa (husks), Condurango (bark...0639000European Union0.02*08/02/2016
Muscle1013010European Union0.01*08/02/2016
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 Union0.02*08/02/2016
Edible offals (other than liver and kidney)1013050European Union0.01*08/02/2016

References

TitleJournalDatePubmed ID
Simultaneous multiresidue analysis of 41 pesticide residues in cooked foodstuffusing QuEChERS: Comparison with classical method.Food Chem2011 Sep 125214356
Solid-phase microextraction for the gas chromatography mass spectrometricdetermination of oxazole fungicides in malt beverages.Anal Bioanal Chem2008 Jun18344070
Effects of the benzoxazoid DIMBOA, selected degradation products, andstructure-related pesticides on soil organisms.Ecotoxicol Environ Saf2006 Sep16406583
Fate of pesticides during the winemaking process in relation to malolacticfermentation.J Agric Food Chem2005 Apr 2015826054
[Effect of pesticides on field-controlling root rot of Vicia faba].Ying Yong Sheng Tai Xue Bao2002 Aug12418252