Basic Info

Common NameAllidochlor(F05683)
2D Structure
FRCD IDF05683
CAS Number93-71-0
PubChem CID7157
FormulaC8H12ClNO
IUPAC Name

2-chloro-N,N-bis(prop-2-enyl)acetamide

InChI Key

MDBGGTQNNUOQRC-UHFFFAOYSA-N

InChI

InChI=1S/C8H12ClNO/c1-3-5-10(6-4-2)8(11)7-9/h3-4H,1-2,5-7H2

Canonical SMILES

C=CCN(CC=C)C(=O)CCl

Isomeric SMILES

C=CCN(CC=C)C(=O)CCl

Synonyms
        
            Alidochlor
        
            Diallylchloroacetamide
        
            Allidochlor
        
            N,N-Diallyl-2-chloroacetamide
        
            93-71-0
        
            CDAA
        
            Alidochlore
        
            Cdaat
        
            2-Chloro-N,N-diallylacetamide
        
            Rantox T
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
SubclassCarboxylic acid derivatives
Intermediate Tree NodesCarboxylic acid amides
Direct ParentTertiary carboxylic acid amides
Alternative Parents
Molecular FrameworkAliphatic acyclic compounds
SubstituentsChloroacetamide - Tertiary carboxylic acid amide - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Carbonyl group - Alkyl halide - Alkyl chloride - Aliphatic acyclic compound
DescriptionThis compound belongs to the class of organic compounds known as tertiary carboxylic acid amides. These are compounds containing an amide derivative of carboxylic acid, with the general structure RN(R1)C(R2)=O (R1-R2 any atom but H).

Properties

Property NameProperty Value
Molecular Weight173.64
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count5
Complexity146
Monoisotopic Mass173.061
Exact Mass173.061
XLogP1.6
Formal Charge0
Heavy Atom Count11
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+0.9956
Human Intestinal AbsorptionHIA+0.9872
Caco-2 PermeabilityCaco2+0.6679
P-glycoprotein SubstrateNon-substrate0.7709
P-glycoprotein InhibitorNon-inhibitor0.8694
Non-inhibitor0.9703
Renal Organic Cation TransporterNon-inhibitor0.6762
Distribution
Subcellular localizationMitochondria0.5634
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8218
CYP450 2D6 SubstrateNon-substrate0.7844
CYP450 3A4 SubstrateNon-substrate0.5313
CYP450 1A2 InhibitorNon-inhibitor0.5807
CYP450 2C9 InhibitorNon-inhibitor0.8128
CYP450 2D6 InhibitorNon-inhibitor0.9453
CYP450 2C19 InhibitorNon-inhibitor0.5385
CYP450 3A4 InhibitorNon-inhibitor0.8188
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7564
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9126
Non-inhibitor0.9469
AMES ToxicityAMES toxic0.5441
CarcinogensCarcinogens 0.6813
Fish ToxicityLow FHMT0.5275
Tetrahymena Pyriformis ToxicityLow TPT0.6218
Honey Bee ToxicityLow HBT0.6266
BiodegradationNot ready biodegradable0.9654
Acute Oral ToxicityIII0.8200
Carcinogenicity (Three-class)Danger0.4920

Model Value Unit
Absorption
Aqueous solubility-1.0723LogS
Caco-2 Permeability1.4807LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.4263LD50, mol/kg
Fish Toxicity1.4833pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.7788pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Corn(Maize)Japan0.05ppm

References

TitleJournalDatePubmed ID
Serum and whole blood Zn, Cu and Mn profiles and their relation to redox statusin lung cancer patients.J Trace Elem Med Biol2018 Jan29173487
Evaluation and validation of a multi-residue method based on biochip technologyfor the simultaneous screening of six families of antibiotics in muscle andaquaculture products.Food Addit Contam Part A Chem Anal Control Expo Risk Assess201626612266
Effect of short-term zinc supplementation on zinc and selenium tissuedistribution and serum antioxidant enzymes.Acta Sci Pol Technol Aliment2015 Jul-Sep28068034
Validation of ELISA test kits for detection of beta-agonist residues in meat.Southeast Asian J Trop Med Public Health2004 Jun15691160
[Dietary antioxidants and total antioxidant status in children with nephroticsyndrome].Pol Merkur Lekarski2001 Apr11434165
[Levels of Cu, Zn, Se and their relation to levels of ceruloplasmin and theactivity of antioxidative enzymes].Bratisl Lek Listy1997 Jan9264806