Pyriproxyfen (CHEM002877)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (10)XML
Record Information
Version1.0
Creation Date2013-04-25 07:56:54 UTC
Update Date2016-11-09 01:08:59 UTC
Accession NumberCHEM002877
Identification
Common NamePyriproxyfen
ClassSmall Molecule
DescriptionPyriproxyfen is a pyridine-based pesticide which is found to be effective against a variety of arthropoda. It was introduced to the US in 1996, to protect cotton crops against whitefly. It has also been found useful for protecting other crops. It is also used as a prevention for fleas on household pets.
Contaminant Sources
  • EPA Endocrine Screening
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ether
  • Household Toxin
  • Insecticide
  • Organic Compound
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-Phenoxyphenyl (RS)-2-(2-pyridyloxy)propyl etherChEBI
CyclioKegg
JuvinalMeSH
Pyriproxyfen, (R)-isomerMeSH
2-(1-Methyl-2-(4-phenoxyphenoxy)ethoxy)pyridineMeSH
Pyriproxyfen, (S)-isomerMeSH
Chemical FormulaC20H19NO3
Average Molecular Mass321.370 g/mol
Monoisotopic Mass321.136 g/mol
CAS Registry Number95737-68-1
IUPAC Name2-{[1-(4-phenoxyphenoxy)propan-2-yl]oxy}pyridine
Traditional Namepyriproxyfen
SMILESCC(COC1=CC=C(OC2=CC=CC=C2)C=C1)OC1=NC=CC=C1
InChI IdentifierInChI=1S/C20H19NO3/c1-16(23-20-9-5-6-14-21-20)15-22-17-10-12-19(13-11-17)24-18-7-3-2-4-8-18/h2-14,16H,15H2,1H3
InChI KeyNHDHVHZZCFYRSB-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylethers
Direct ParentDiphenylethers
Alternative Parents
Substituents
  • Diphenylether
  • Diaryl ether
  • Phenoxy compound
  • Phenol ether
  • Alkyl aryl ether
  • Pyridine
  • Heteroaromatic compound
  • Ether
  • Organoheterocyclic compound
  • Azacycle
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxygen 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
Applications
Biological Roles
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point46°C
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.016 g/LALOGPS
logP4.89ALOGPS
logP4.75ChemAxon
logS-4.3ALOGPS
pKa (Strongest Basic)2.86ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area40.58 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity91.89 m³·mol⁻¹ChemAxon
Polarizability35.13 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-00di-0029000000-105db237aae3b4cec5fbSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, positivesplash10-004i-0890000000-d65c99d15e8c4ad8bd7cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 30V, positivesplash10-000i-0900000000-bc887af3f02f60771723Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 50V, positivesplash10-004i-0900000000-3996d9a2c343546a8129Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 27V, positivesplash10-000b-5920000000-4960506801bd42b099a3Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0002-9400000000-68c655d4827ea58f4bacSpectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-0002-9300000000-d3a480866a5c670326bbSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-004i-0890000000-559198b195e2dc63c1f5Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-004i-0890000000-bd769e64011f9c7b9396Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00di-0029000000-105db237aae3b4cec5fbSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-000i-0900000000-4e910d48ff3a2d4f9ea6Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-004i-0900000000-3996d9a2c343546a8129Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-0002-9500000000-dccabe99c6280a0a57dbSpectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0002-9600000000-613e7f4016c399795ed5Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-006t-9014000000-7a6cd76d9f2f3d5bd990Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0002-9310000000-d8b2b5b5b87d139d377aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00dr-2629000000-b67cf0e5e1a77a7772cdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-549eecf92219d9242631Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4u-8900000000-44556c3420df41967899Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1319000000-5fb4cc9adfabeab19dbdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004s-8893000000-07a6b2277d60a43baf17Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f9b-9500000000-3d4ab8142f0985b2b1f1Spectrum
MSMass Spectrum (Electron Ionization)splash10-000i-4900000000-b21fb0ff69049c4250e7Spectrum
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/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 IDHMDB0256983
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPyriproxyfen
Chemspider ID82851
ChEBI ID39260
PubChem Compound IDNot Available
Kegg Compound IDC18605
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11466738
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11754538
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=15756702
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=15969518
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=17437255
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=17569108
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=17582630
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=18485359
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=21036621