Flutolanil (CHEM002813)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (11)XML
Record Information
Version1.0
Creation Date2013-04-25 07:56:52 UTC
Update Date2016-11-09 01:08:58 UTC
Accession NumberCHEM002813
Identification
Common NameFlutolanil
ClassSmall Molecule
DescriptionFlutolanil is a systemic fungicide. It is an inhibitor of an enzyme complex that is required for the respiration, and thus inhibits the synthesis of glutamate and aspartate. Flutolanil is used as a dusting powder for disinfection of seed potatoes before or during planting, against black scurf. Flutolanil has low acute toxicity to mammals. It is not genotoxic, carcinogenic or teratogenic.
Contaminant Sources
  • EPA Endocrine Screening
  • HPV EPA Chemicals
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Amide
  • Amine
  • Ester
  • Ether
  • Fungicide
  • Organic Compound
  • Organofluoride
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3'-Isopropoxy-2-trifloromethylbenzoic acid anilideChEBI
alpha,alpha,alpha-Trifluoro-3'-isopropoxy-O-toluanilideChEBI
MoncutChEBI
N-(3-(1-Methylethoxy)phenyl)-2-(trifluoromethyl)benzamideChEBI
N-(3-Isopropoxyphenyl)-2-(trifluoromethyl)benzamideChEBI
NNF-136ChEBI
O-Trifluoromethyl-m'-isopropoxybenzoic anilideChEBI
3'-Isopropoxy-2-trifloromethylbenzoate anilideGenerator
a,a,a-Trifluoro-3'-isopropoxy-O-toluanilideGenerator
Α,α,α-trifluoro-3'-isopropoxy-O-toluanilideGenerator
Chemical FormulaC17H16F3NO2
Average Molecular Mass323.310 g/mol
Monoisotopic Mass323.113 g/mol
CAS Registry Number66332-96-5
IUPAC NameN-[3-(propan-2-yloxy)phenyl]-2-(trifluoromethyl)benzamide
Traditional Nameflutolanil
SMILESCC(C)OC1=CC=CC(NC(=O)C2=CC=CC=C2C(F)(F)F)=C1
InChI IdentifierInChI=1S/C17H16F3NO2/c1-11(2)23-13-7-5-6-12(10-13)21-16(22)14-8-3-4-9-15(14)17(18,19)20/h3-11H,1-2H3,(H,21,22)
InChI KeyPTCGDEVVHUXTMP-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAnilides
Direct ParentBenzanilides
Alternative Parents
Substituents
  • Benzanilide
  • Trifluoromethylbenzene
  • Benzamide
  • Benzoic acid or derivatives
  • Phenoxy compound
  • Benzoyl
  • Phenol ether
  • Alkyl aryl ether
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Ether
  • Organic nitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Alkyl halide
  • Alkyl fluoride
  • 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
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 Solubility0.0021 g/LALOGPS
logP4.32ALOGPS
logP4.56ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)11.2ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.33 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity83.2 m³·mol⁻¹ChemAxon
Polarizability29.39 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0339000000-861dd8a6b97fd2380469Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-1492000000-9cfdb354aef2c510963cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f72-4920000000-0aab7187f80b2e3b91c4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0109000000-339b8456cc6bfb6009ecSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0639000000-7fadd9acddac4f8dd8d8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001j-1920000000-ebbdd99d53b507137228Spectrum
MSMass Spectrum (Electron Ionization)splash10-00di-1910000000-700f65851992dc9b3764Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
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)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 IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD-15890
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID81792
PubChem Compound ID47898
Kegg Compound IDC18502
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21587472