Pyridaben (CHEM002876)

Record Information
Version1.0
Creation Date2013-04-25 07:56:54 UTC
Update Date2026-08-20 03:54:25 UTC
Accession NumberCHEM002876
Identification
Common NamePyridaben
ClassSmall Molecule
Description
Pyridaben is an insecticide and acaricide that is effective against thrips, mites, aphids and leafhoppers. It can be used to treat insect infestations in citrus and other fruit orchards. It was discovered and introduced by Nissan Chemical Industries, Ltd and first marketed in Belgium in 1990. It has a low aqueous solubility, not considered particulatly volatile and, based on its chemical properties, is not expected to leach to groundwater. It is moderately toxic to mammals and not expected to bioaccumulate. It is highly toxic to most aquatic organisms and honey bees but less so to earthworms and birds. (1)
Contaminant Sources
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ester
  • Ether
  • Insecticide
  • Organic Compound
  • Organochloride
  • Pesticide
  • Synthetic Compound
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-Chloro-2-(1,1-dimethylethyl)-5-(((4-(1,1-dimethylethyl)phenyl)methyl)thio)-3(2H)-pyridazinoneChEBI
SanmiteChEBI
2-Tert-butyl-5-(4-tert-butyl-benzylthio)-4-chloropyridazin-3(2H)-oneMeSH
Chemical FormulaC19H25ClN2OS
Average Molecular Mass364.933 g/mol
Monoisotopic Mass364.138 g/mol
CAS Registry Number96489-71-3
IUPAC Name2-tert-butyl-5-{[(4-tert-butylphenyl)methyl]sulfanyl}-4-chloro-2,3-dihydropyridazin-3-one
Traditional Namepyridaben
SMILESCC(C)(C)N1N=CC(SCC2=CC=C(C=C2)C(C)(C)C)=C(Cl)C1=O
InChI IdentifierInChI=1S/C19H25ClN2OS/c1-18(2,3)14-9-7-13(8-10-14)12-24-15-11-21-22(19(4,5)6)17(23)16(15)20/h7-11H,12H2,1-6H3
InChI KeyDWFZBUWUXWZWKD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpropanes
Direct ParentPhenylpropanes
Alternative Parents
Substituents
  • Phenylpropane
  • Aryl thioether
  • Pyridazinone
  • Alkylarylthioether
  • Aryl chloride
  • Aryl halide
  • Pyridazine
  • Vinylogous thioester
  • Heteroaromatic compound
  • Lactam
  • Azacycle
  • Thioether
  • Sulfenyl compound
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • 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 Roles
Chemical Roles
Physical Properties
StateSolid
AppearanceWhite crystals.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00024 g/LALOGPS
logP5.52ALOGPS
logP5.2ChemAxon
logS-6.2ALOGPS
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area32.67 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity105.53 m³·mol⁻¹ChemAxon
Polarizability38.97 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesLD50: 161 mg/kg (acute, rat) (1)
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesThis is a man-made compound that is used as an insecticide effective against thrips, mites, aphids and leafhoppers.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0256960
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID82852
ChEBI ID38626
PubChem Compound IDNot Available
Kegg Compound IDC18614
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References