Basic Info

Common NameNitrapyrin(F05803)
2D Structure
FRCD IDF05803
CAS Number1929-82-4
PubChem CID16004
FormulaC6H3Cl4N
IUPAC Name

2-chloro-6-(trichloromethyl)pyridine

InChI Key

DCUJJWWUNKIJPH-UHFFFAOYSA-N

InChI

InChI=1S/C6H3Cl4N/c7-5-3-1-2-4(11-5)6(8,9)10/h1-3H

Canonical SMILES

C1=CC(=NC(=C1)Cl)C(Cl)(Cl)Cl

Isomeric SMILES

C1=CC(=NC(=C1)Cl)C(Cl)(Cl)Cl

Synonyms
        
            2-Chloro-6-(trichloromethyl)pyridine
        
            NITRAPYRIN
        
            1929-82-4
        
            N-Serve
        
            Pyridine, 2-chloro-6-(trichloromethyl)-
        
            Dowco-163
        
            N-Serve nitrogen stabilizer
        
            2-chloro-6-trichloromethylpyridine
        
            Caswell No. 217
        
            Nitrapyrine [ISO-French]
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassPyridines and derivatives
SubclassHalopyridines
Intermediate Tree NodesNot available
Direct Parent2-halopyridines
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents2-halopyridine - Aryl halide - Aryl chloride - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Organochloride - Organohalogen compound - Alkyl halide - Alkyl chloride - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 2-halopyridines. These are organic compounds containing a pyridine ring substituted at the 2-position by a halogen atom.

Properties

Property NameProperty Value
Molecular Weight230.897
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Complexity133
Monoisotopic Mass228.902
Exact Mass230.899
XLogP3.4
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+0.9904
Human Intestinal AbsorptionHIA+0.9927
Caco-2 PermeabilityCaco2+0.8196
P-glycoprotein SubstrateNon-substrate0.8506
P-glycoprotein InhibitorNon-inhibitor0.9824
Non-inhibitor0.9927
Renal Organic Cation TransporterNon-inhibitor0.8332
Distribution
Subcellular localizationMitochondria0.6843
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8654
CYP450 2D6 SubstrateNon-substrate0.7352
CYP450 3A4 SubstrateNon-substrate0.6978
CYP450 1A2 InhibitorInhibitor0.5884
CYP450 2C9 InhibitorNon-inhibitor0.5411
CYP450 2D6 InhibitorNon-inhibitor0.9369
CYP450 2C19 InhibitorInhibitor0.6544
CYP450 3A4 InhibitorNon-inhibitor0.9369
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8280
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9451
Non-inhibitor0.9198
AMES ToxicityNon AMES toxic0.5895
CarcinogensNon-carcinogens0.8919
Fish ToxicityHigh FHMT0.5691
Tetrahymena Pyriformis ToxicityHigh TPT0.9777
Honey Bee ToxicityHigh HBT0.5819
BiodegradationNot ready biodegradable0.9229
Acute Oral ToxicityIII0.7969
Carcinogenicity (Three-class)Non-required0.6423

Model Value Unit
Absorption
Aqueous solubility-3.4644LogS
Caco-2 Permeability1.8054LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.4212LD50, mol/kg
Fish Toxicity1.4776pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5355pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Pig,KidneyJapan0.05ppm
Other Terrestrial Mammals,LiverJapan0.05ppm
Other Poultry Animals,Edible OffalJapan0.05ppm
Chicken,Edible OffalJapan0.05ppm
Other Poultry Animals,KidneyJapan0.05ppm
Chicken,KidneyJapan0.05ppm
Other Poultry Animals,LiverJapan0.05ppm
Chicken,LiverJapan0.05ppm
Other Poultry Animals,FatJapan0.05ppm
Chicken,FatJapan0.05ppm
Other Poultry Animals,MuscleJapan0.05ppm
Chicken,MuscleJapan0.05ppm
Other Terrestrial Mammals,Edible OffalJapan0.05ppm
Pig,Edible OffalJapan0.05ppm
Cattle,Edible OffalJapan0.05ppm
Other Terrestrial Mammals,KidneyJapan0.05ppm
Cattle,KidneyJapan0.05ppm
Pig,LiverJapan0.05ppm
Cattle,LiverJapan0.05ppm
Other Terrestrial Mammals,FatJapan0.05ppm