Nitrapyrin (CHEM002853)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (30)XML
Record Information
Version1.0
Creation Date2013-04-25 07:56:53 UTC
Update Date2026-08-23 09:06:02 UTC
Accession NumberCHEM002853
Identification
Common NameNitrapyrin
ClassSmall Molecule
DescriptionNitrapyrin is an exogenous organic compound with the formula C6H3Cl4N and an average molecular weight of 230.91 g/mol. It exists as a solid at room temperature. Nitrapyrin belongs to the halopyridines, a subclass of pyridines and derivatives within the organic compounds. Used as an agricultural chemical, nitrapyrin inhibits nitrification in grain and reduces nitrogen losses from arable land. It inhibits or kills Nitrosomonas bacteria and is registered by the U.S. Environmental Protection Agency (EPA) as a nitrification inhibitor to slow and reduce the loss of nitrogen from soil when used in conjunction with urea and other ammoniacal fertilizers. The compound is found in or released from five recorded sources, including soap detergents in household cleaning and consumer products, ceilings in building and construction, and antennas, radio transmission systems, and television systems in electrical and electronic equipment. Nitrapyrin interacts with five recorded protein targets: Cytochrome P450 1A1 (CYP1A1), Cytochrome P450 2B6 (CYP2B6), Cytochrome P450 3A4 (CYP3A4), Nuclear receptor subfamily 1 group I member 2 (NR1I2), and one other protein.
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • My Exposome Chemicals
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Fertilizer
  • Industrial/Workplace Toxin
  • Organic Compound
  • Organochloride
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
N-ServeMeSH
alpha,alpha,alpha-6-Tetrachloro-2-picolineMeSH
Chemical FormulaC6H3Cl4N
Average Molecular Mass230.907 g/mol
Monoisotopic Mass228.902 g/mol
CAS Registry Number1929-82-4
IUPAC Name2-chloro-6-(trichloromethyl)pyridine
Traditional Namenitrapyrin
SMILESClC1=CC=CC(=N1)C(Cl)(Cl)Cl
InChI IdentifierInChI=1S/C6H3Cl4N/c7-5-3-1-2-4(11-5)6(8,9)10/h1-3H
InChI KeyDCUJJWWUNKIJPH-UHFFFAOYSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassHalopyridines
Direct Parent2-halopyridines
Alternative Parents
Substituents
  • 2-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
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.1 g/LALOGPS
logP3.87ALOGPS
logP3.46ChemAxon
logS-3.4ALOGPS
pKa (Strongest Basic)-0.98ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.89 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity49.87 m³·mol⁻¹ChemAxon
Polarizability18.78 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-3f0ef5b7d6086e875a24Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0090000000-a318e2223770cc23932aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01p9-9010000000-0a1e369e47e1e9e8528dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-155efc8e21abb42dd2ebSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0090000000-155efc8e21abb42dd2ebSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00or-6790000000-3fd94cce028cd14d4d25Spectrum
MSMass Spectrum (Electron Ionization)splash10-0005-3900000000-fd79ba4a23f5397d6cc2Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesNitrapyrin (trade name N-Serve) is used as an agricultural chemical. Nitrapyrin is currently registered by the U.S. Environmental Protection Agency (EPA) as a nitrification inhibitor to slow and reduce the loss of nitrogen from soil when used together with urea and other ammoniacal (ammonia containing) fertilizers.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNitrapyrin
Chemspider IDNot Available
ChEBI IDNot Available
PubChem Compound ID16004
Kegg Compound IDC18751
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available