Phosphamidon

Basic Info

Common NamePhosphamidon(F05761)
2D Structure
FRCD IDF05761
CAS Number
PubChem CID3032604
FormulaC10H19ClNO5P
IUPAC Name

[(Z)-3-chloro-4-(diethylamino)-4-oxobut-2-en-2-yl] dimethyl phosphate

InChI Key

RGCLLPNLLBQHPF-HJWRWDBZSA-N

InChI

InChI=1S/C10H19ClNO5P/c1-6-12(7-2)10(13)9(11)8(3)17-18(14,15-4)16-5/h6-7H2,1-5H3/b9-8-

Canonical SMILES

CCN(CC)C(=O)C(=C(C)OP(=O)(OC)OC)Cl

Isomeric SMILES

CCN(CC)C(=O)/C(=C(\C)/OP(=O)(OC)OC)/Cl

Synonyms
        
            (Z)-Phosphamidon
        
            PHOSPHAMIDON
        
            Dimecron
        
            Fosfamidone
        
            Phosphamidone
        
            Apamidon
        
            Fosfamidon
        
            Famfos
        
            Merkon
        
            Dixon
Classifies
                

                  
                    Pollutant
                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
SubclassPhosphate esters
Intermediate Tree NodesAlkyl phosphates
Direct ParentDialkyl phosphates
Alternative Parents
Molecular FrameworkAliphatic acyclic compounds
SubstituentsDialkyl phosphate - N-acyl-amine - Tertiary carboxylic acid amide - Carboxamide group - Carboxylic acid derivative - Vinyl chloride - Chloroalkene - Haloalkene - Vinyl halide - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aliphatic acyclic compound
DescriptionThis compound belongs to the class of organic compounds known as dialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly two alkyl chain.

Properties

Property NameProperty Value
Molecular Weight299.688
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Complexity359
Monoisotopic Mass299.069
Exact Mass299.069
XLogP1.3
Formal Charge0
Heavy Atom Count18
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+0.9692
Human Intestinal AbsorptionHIA+0.9753
Caco-2 PermeabilityCaco2-0.5246
P-glycoprotein SubstrateNon-substrate0.6941
P-glycoprotein InhibitorNon-inhibitor0.6445
Non-inhibitor0.8537
Renal Organic Cation TransporterNon-inhibitor0.9066
Distribution
Subcellular localizationMitochondria0.7602
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8379
CYP450 2D6 SubstrateNon-substrate0.8094
CYP450 3A4 SubstrateSubstrate0.5744
CYP450 1A2 InhibitorNon-inhibitor0.7465
CYP450 2C9 InhibitorNon-inhibitor0.7829
CYP450 2D6 InhibitorNon-inhibitor0.9029
CYP450 2C19 InhibitorNon-inhibitor0.5811
CYP450 3A4 InhibitorNon-inhibitor0.8928
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8327
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9207
Non-inhibitor0.8486
AMES ToxicityAMES toxic0.9107
CarcinogensCarcinogens 0.7601
Fish ToxicityHigh FHMT0.7206
Tetrahymena Pyriformis ToxicityHigh TPT0.9749
Honey Bee ToxicityHigh HBT0.8451
BiodegradationNot ready biodegradable0.8038
Acute Oral ToxicityI0.7759
Carcinogenicity (Three-class)Danger0.4328
Model Value Unit
Absorption
Aqueous solubility-0.3589LogS
Caco-2 Permeability0.6327LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity4.2697LD50, mol/kg
Fish Toxicity0.9773pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.3687pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
TeaJapan0.1ppm
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 Union0.01*01/09/2008
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*01/09/2008
Jambuls/jambolans (Acerolas/Barbados cherries, Arbutus berries, Camu camus, Carandas, Coco plums, Grumichamas/Brazil cherries, Hog plums/yellow mombins, Java apples, Otaheite gooseberries, Sea grap...0161070European Union0.01*01/09/2008
Tomatoes (Alkekengi/Chinese lanterns/ground cherries, Cape gooseberries, Cherry tomatoes, Dwarf Cape gooseberries/strawberry tomatoes, Gojiberries/wolfberries, Gojiberries/wolfberries, Litchi tomat...0231010European Union0.01*01/09/2008
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 Union0.01*01/09/2008
(e) witloofs/Belgian endives (Dandelion leaves (forced),)0255000European Union0.01*01/09/2008
Celery leaves (Angelica (leaves and stems), Burnet, Caraway leaves, Coriander leaves, Culantro/false coriander leaves, Dill leaves, Fennel leaves, Fenugreek leaves, Herb of grace/rue, Lovage leaves...0256030European Union0.01*01/09/2008
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*01/09/2008
Beans (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, Ervils/lenti...0300010European Union0.01*01/09/2008
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*01/09/2008
AvocadoJapan0.2ppm
KiwifruitJapan0.2ppm
BananaJapan0.2ppm
Other NutsJapan0.2ppm
ChestnutJapan0.2ppm
Lettuce(Including Cos Lettuce And Leaf Lettuce)Japan0.1ppm
Rice(Brown Rice)Japan0.1ppm
FRUITS, FRESH or FROZEN; TREE NUTS0100000European Union0.01*01/09/2008
Citrus fruits0110000European Union0.01*01/09/2008

References

TitleJournalDatePubmed ID
Analysis of Insecticides in Dead Wild Birds in Korea from 2010 to 2013.Bull Environ Contam Toxicol2016 Jan26573839
Multiresidue method for the quantitation of 20 pesticides in aquatic products.Anal Bioanal Chem2015 Dec26466578
Method Development for Simultaneous Determination of 41 Pesticides in Rice Using LC-MS/MS Technique and Its Application for the Analysis of 60 Rice SamplesCollected from Tehran Market.Iran J Pharm Res2014 Summer25276193
Simultaneous determination of ten organophosphate pesticide residues in fruits bygas chromatography coupled with magnetic separation.J Sep Sci2014 Apr24470377
Determination of carbamate and organophosphorus pesticides in vegetable samplesand the efficiency of gamma-radiation in their removal.Biomed Res Int201424711991
Simultaneous determination of nine trace organophosphorous pesticide residues in fruit samples using molecularly imprinted matrix solid-phase dispersion followed by gas chromatography.J Agric Food Chem2013 Apr 2423544352
Purification and characterization of carboxylesterase from the seeds of Jatropha curcas.Protein J2012 Feb22173274
Determination of organophosphorous pesticide phosphamidon in environmental water with luminol chemiluminescence detection.J AOAC Int2009 May-Jun19610385
Organophosphorus pesticides: biochemical and toxic effects.Food Cosmet Toxicol1972 Jun4114672