Basic Info

Common NameTriforine(F05682)
2D Structure
FRCD IDF05682
CAS Number26644-46-2
PubChem CID33565
FormulaC10H14Cl6N4O2
IUPAC Name

N-[2,2,2-trichloro-1-[4-(2,2,2-trichloro-1-formamidoethyl)piperazin-1-yl]ethyl]formamide

InChI Key

RROQIUMZODEXOR-UHFFFAOYSA-N

InChI

InChI=1S/C10H14Cl6N4O2/c11-9(12,13)7(17-5-21)19-1-2-20(4-3-19)8(18-6-22)10(14,15)16/h5-8H,1-4H2,(H,17,21)(H,18,22)

Canonical SMILES

C1CN(CCN1C(C(Cl)(Cl)Cl)NC=O)C(C(Cl)(Cl)Cl)NC=O

Isomeric SMILES

C1CN(CCN1C(C(Cl)(Cl)Cl)NC=O)C(C(Cl)(Cl)Cl)NC=O

Synonyms
        
            Caswell No. 890AA
        
            TRIFORINE
        
            Triforin
        
            Funginex
        
            Saprol
        
            26644-46-2
        
            Biformylchlorazin
        
            CELA 50
        
            CW 524
        
            Triforine [ANSI:BSI:ISO]
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassDiazinanes
SubclassPiperazines
Intermediate Tree NodesNot available
Direct ParentN-alkylpiperazines
Alternative Parents
Molecular FrameworkAliphatic heteromonocyclic compounds
SubstituentsN-alkylpiperazine - Carboximidic acid - Carboximidic acid derivative - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Azacycle - Alkyl halide - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Alkyl chloride - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Aliphatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as n-alkylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an alkyl group.

Properties

Property NameProperty Value
Molecular Weight434.948
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Complexity345
Monoisotopic Mass431.925
Exact Mass433.922
XLogP2.8
Formal Charge0
Heavy Atom Count22
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9300
Human Intestinal AbsorptionHIA+0.9708
Caco-2 PermeabilityCaco2-0.5795
P-glycoprotein SubstrateSubstrate0.5988
P-glycoprotein InhibitorNon-inhibitor0.8782
Non-inhibitor0.9208
Renal Organic Cation TransporterNon-inhibitor0.6366
Distribution
Subcellular localizationMitochondria0.6875
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8900
CYP450 2D6 SubstrateNon-substrate0.7113
CYP450 3A4 SubstrateNon-substrate0.6421
CYP450 1A2 InhibitorNon-inhibitor0.8918
CYP450 2C9 InhibitorNon-inhibitor0.7867
CYP450 2D6 InhibitorNon-inhibitor0.9591
CYP450 2C19 InhibitorNon-inhibitor0.6484
CYP450 3A4 InhibitorNon-inhibitor0.9225
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9455
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8092
Non-inhibitor0.6279
AMES ToxicityAMES toxic0.5601
CarcinogensNon-carcinogens0.9382
Fish ToxicityLow FHMT0.9538
Tetrahymena Pyriformis ToxicityHigh TPT0.9374
Honey Bee ToxicityLow HBT0.8836
BiodegradationNot ready biodegradable0.9672
Acute Oral ToxicityIV0.6166
Carcinogenicity (Three-class)Non-required0.5476

Model Value Unit
Absorption
Aqueous solubility-4.1276LogS
Caco-2 Permeability0.8209LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.8916LD50, mol/kg
Fish Toxicity2.5973pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.3281pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
PearsBritain2mg/kg
ApplesBritain2mg/kg
Other Legume Vegetables (Fresh)Britain0.05mg/kg
FludioxonilNew Zealand3mg/kg
CeleryNew Zealand10mg/kg
Milk & Dairy ProduceBritain0.05mg/kg
Meat, Fat & Preparations Of MeatBritain0.05mg/kg
Other Cereals Do Not Include RiceBritain0.05mg/kg
RiceBritain0.05mg/kg
MilletBritain0.05mg/kg
BuckwheatBritain0.05mg/kg
MaizeBritain0.05mg/kg
TriticaleBritain0.1mg/kg
OatsBritain0.1mg/kg
SorghumBritain0.05mg/kg
BarleyBritain0.1mg/kg
RyeBritain0.1mg/kg
WheatBritain0.1mg/kg
HopBritain30mg/kg
TeaBritain0.1mg/kg