Basic Info

Common NameAnilofos(F05646)
2D Structure
FRCD IDF05646
CAS Number64249-01-0
PubChem CID91687
FormulaC13H19ClNO3PS2
IUPAC Name

N-(4-chlorophenyl)-2-dimethoxyphosphinothioylsulfanyl-N-propan-2-ylacetamide

InChI Key

NXQDBZGWYSEGFL-UHFFFAOYSA-N

InChI

InChI=1S/C13H19ClNO3PS2/c1-10(2)15(12-7-5-11(14)6-8-12)13(16)9-21-19(20,17-3)18-4/h5-8,10H,9H2,1-4H3

Canonical SMILES

CC(C)N(C1=CC=C(C=C1)Cl)C(=O)CSP(=S)(OC)OC

Isomeric SMILES

CC(C)N(C1=CC=C(C=C1)Cl)C(=O)CSP(=S)(OC)OC

Synonyms
        
            Rico
        
            EINECS 264-756-5
        
            Anilofos
        
            64249-01-0
        
            aniloguard
        
            Anilophos
        
            Arozin
        
            Anilofos [BSI:ISO]
        
            UNII-71W48U40S6
        
            HOE 574
        
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 homomonocyclic compounds
SubstituentsAnilide - Chlorobenzene - Halobenzene - Aryl halide - Dithiophosphate o-ester - Aryl chloride - Dithiophosphate s-ester - Organic dithiophosphate - Tertiary carboxylic acid amide - Carboxamide group - Carboxylic acid derivative - Organothiophosphorus compound - Sulfenyl compound - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Organic nitrogen compound - Organic oxygen compound - Hydrocarbon derivative - Carbonyl group - Organosulfur compound - Organopnictogen compound - Organic oxide - Aromatic homomonocyclic 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 Weight367.843
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Complexity382
Monoisotopic Mass367.023
Exact Mass367.023
XLogP3.8
Formal Charge0
Heavy Atom Count21
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+0.9834
Human Intestinal AbsorptionHIA+0.9843
Caco-2 PermeabilityCaco2+0.5078
P-glycoprotein SubstrateNon-substrate0.8732
P-glycoprotein InhibitorNon-inhibitor0.7925
Non-inhibitor0.9827
Renal Organic Cation TransporterNon-inhibitor0.8806
Distribution
Subcellular localizationMitochondria0.7547
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7035
CYP450 2D6 SubstrateNon-substrate0.7853
CYP450 3A4 SubstrateSubstrate0.7067
CYP450 1A2 InhibitorNon-inhibitor0.5563
CYP450 2C9 InhibitorNon-inhibitor0.5309
CYP450 2D6 InhibitorNon-inhibitor0.8959
CYP450 2C19 InhibitorInhibitor0.6176
CYP450 3A4 InhibitorInhibitor0.5971
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.7791
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9767
Non-inhibitor0.7415
AMES ToxicityNon AMES toxic0.7044
CarcinogensCarcinogens 0.5937
Fish ToxicityHigh FHMT0.7887
Tetrahymena Pyriformis ToxicityHigh TPT0.9901
Honey Bee ToxicityHigh HBT0.6854
BiodegradationNot ready biodegradable0.9898
Acute Oral ToxicityII0.7233
Carcinogenicity (Three-class)Non-required0.6586

Model Value Unit
Absorption
Aqueous solubility-4.3676LogS
Caco-2 Permeability1.2930LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.9232LD50, mol/kg
Fish Toxicity1.1349pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.3320pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Rice(Brown Rice)Japan0.05ppm
RiceIndia0.1mg/kg
RiceKorea0.05ppm

References

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Enhanced CD103 Expression and Reduced Frequencies of Virus-Specific CD8+ T Cells Among Airway Lymphocytes After Influenza Vaccination of Mice Deficient inVitamins A + D.Viral Immunol2017 Dec29130830
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