Pinoxaden (CHEM017442)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 04:21:09 UTC
Update Date2016-11-09 01:15:35 UTC
Accession NumberCHEM017442
Identification
Common NamePinoxaden
ClassSmall Molecule
DescriptionA pyrazolooxadiazepine that is 7-oxo-1,2,4,5-tetrahydro-7H-pyrazolooxadiazepin which is substituted at positions 8 and 9 by 2,6-diethyl-4-methylphenyl and pivaloyloxy groups, respectively. A pro-herbicide (by hydrolysis of the pivalate ester to give the corresponding enol), it is used for control of grass weeds in cereal crops.
Contaminant Sources
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
8-(2,6-Diethyl-p-tolyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-D][1,4,5]oxadiazepin-9-yl 2,2-dimethylpropionateChEBI
8-(2,6-Diethyl-p-tolyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-D][1,4,5]oxadiazepin-9-yl 2,2-dimethylpropionic acidGenerator
[8-(2,6-Diethyl-4-methylphenyl)-7-oxo-1,2,4,5-tetrahydropyrazolo[1,2-D][1,4,5]oxadiazepin-9-yl] 2,2-dimethylpropanoic acidGenerator
PinoxadenMeSH
Chemical FormulaC23H32N2O4
Average Molecular Mass400.519 g/mol
Monoisotopic Mass400.236 g/mol
CAS Registry Number243973-20-8
IUPAC Name8-(2,6-diethyl-4-methylphenyl)-9-oxo-1H,2H,4H,5H,9H-pyrazolo[1,2-d][1,4,5]oxadiazepin-7-yl 2,2-dimethylpropanoate
Traditional Name8-(2,6-diethyl-4-methylphenyl)-9-oxo-1H,2H,4H,5H-pyrazolo[1,2-d][1,4,5]oxadiazepin-7-yl 2,2-dimethylpropanoate
SMILESCCC1=CC(C)=CC(CC)=C1C1=C(OC(=O)C(C)(C)C)N2CCOCCN2C1=O
InChI IdentifierInChI=1S/C23H32N2O4/c1-7-16-13-15(3)14-17(8-2)18(16)19-20(26)24-9-11-28-12-10-25(24)21(19)29-22(27)23(4,5)6/h13-14H,7-12H2,1-6H3
InChI KeyMGOHCFMYLBAPRN-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzoles
Sub ClassPyrazoles
Direct ParentPhenylpyrazoles
Alternative Parents
Substituents
  • Phenylpyrazole
  • Toluene
  • Monocyclic benzene moiety
  • Pyrazolinone
  • Benzenoid
  • Vinylogous amide
  • Heteroaromatic compound
  • Carboxylic acid ester
  • Lactam
  • Oxacycle
  • Carboxylic acid derivative
  • Azacycle
  • Dialkyl ether
  • Ether
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.21 g/LALOGPS
logP3.98ALOGPS
logP5.08ChemAxon
logS-3.3ALOGPS
pKa (Strongest Basic)-1.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area59.08 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity122.8 m³·mol⁻¹ChemAxon
Polarizability45.16 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0111900000-e2124424a0719dcd5fd0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0k92-9483400000-8187280a227330db6456Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0600-4920000000-b7c399b50a74c4b739a8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0019000000-32649b6e2d92eb01b6e8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0239000000-c1d322c54d6f8089cc79Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002r-1936000000-9e69baf223ce4bfc5222Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
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 LinkNot Available
Chemspider IDNot Available
ChEBI ID83524
PubChem Compound ID210326
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=24485310
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24759052
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=26449612