Quintozene (CHEM003494)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (11)XML
Record Information
Version1.0
Creation Date2014-08-29 06:51:45 UTC
Update Date2016-11-09 01:09:09 UTC
Accession NumberCHEM003494
Identification
Common NameQuintozene
ClassSmall Molecule
DescriptionQuintozene, also known as pentachloronitrobenzene, is a registered fungicide formally derived from nitrobenzene used as soil fungicide on lawns and ornamental crops, as a seed treatment of field crops and vegetables (e.g., barley, corn, cotton, oats, rice, and wheat), and as a slime inhibitor in industrial waters. It is also used to prevent the formation of slime in industrial waters. It is either an off-white or yellow solid, depending on its purity, with a musty odor. Residual amounts of the compound and its metabolites can be found in crops. The degradation products, PCA and PCTA have been found in farming soils and in river sediments. Its mode of action is through contact and interferes with mitotic division.
Contaminant Sources
  • Clean Air Act Chemicals
  • EPA Endocrine Screening
  • HPV EPA Chemicals
  • IARC Carcinogens Group 3
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Fungicide
  • Industrial/Workplace Toxin
  • Organic Compound
  • Organochloride
  • Pesticide
  • Pollutant
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2,3,4,5,6-PentachloronitrobenzeneChEBI
AvicolChEBI
BatrilexChEBI
BotrilexChEBI
BrassicolChEBI
EarthcideChEBI
FartoxChEBI
FolosanChEBI
FungiclorChEBI
NitropentachlorobenzeneChEBI
PCNBChEBI
PentachlornitrobenzolChEBI
PentagenChEBI
PhomasanChEBI
PKHNCChEBI
TerrachlorChEBI
TerraclorChEBI
TerrafunChEBI
TilcarexChEBI
PentachloronitrobenzeneKegg
Chemical FormulaC6Cl5NO2
Average Molecular Mass295.335 g/mol
Monoisotopic Mass292.837 g/mol
CAS Registry Number82-68-8
IUPAC Name1,2,3,4,5-pentachloro-6-nitrobenzene
Traditional Namepentachloronitrobenzene
SMILESClC1=C(Cl)C(Cl)=C(C(Cl)=C1Cl)N(=O)=O
InChI IdentifierInChI=1S/C6Cl5NO2/c7-1-2(8)4(10)6(12(13)14)5(11)3(1)9
InChI KeyLKPLKUMXSAEKID-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNitrobenzenes
Direct ParentNitrobenzenes
Alternative Parents
Substituents
  • Nitrobenzene
  • Nitroaromatic compound
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • C-nitro compound
  • Organic nitro compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Organic oxoazanium
  • Organic nitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
Applications
Biological Roles
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point44°C
Boiling Point328°C
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00046 g/LALOGPS
logP4.73ALOGPS
logP4.93ChemAxon
logS-5.8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area45.82 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity57.41 m³·mol⁻¹ChemAxon
Polarizability21.86 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-f4cb0522e4d8612a45d7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0090000000-20e54bfb70553245c935Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00lu-0090000000-8a992d3cd276832ef3acSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-bcd6d207d52046c14e47Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0090000000-ca089a8fe5a1cc59bd78Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01po-1090000000-a75ed7512fa2f592dc60Spectrum
MSMass Spectrum (Electron Ionization)splash10-000j-1290000000-20a7d6eea8dce105e239Spectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)3, not classifiable as to its carcinogenicity to humans. (1)
Uses/SourcesThis is a man-made compound that is used as a pesticide.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0256248
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPentachloronitrobenzene
Chemspider ID6464
ChEBI ID34908
PubChem Compound IDNot Available
Kegg Compound IDC14338
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=18294675
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=19298997
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=19429557
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=19959285
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=20022079
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=20131084
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=20560598
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=22074892
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=22112041
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23454455
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=23474338
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=3311683
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=7027636
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=7445521
15.