5-(2-Chloro-4-(trifluoromethyl)phenoxy)-N-methylsulf| (CHEM004559)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 01:51:16 UTC
Update Date2016-11-09 01:09:22 UTC
Accession NumberCHEM004559
Identification
Common Name5-(2-Chloro-4-(trifluoromethyl)phenoxy)-N-methylsulf|
ClassSmall Molecule
DescriptionAn N-sulfonylcarboxamide that is N-(methylsulfonyl)benzamide in which the phenyl ring is substituted by a nitro group at position 2 and a 2-chloro-4-(trifluoromethyl)phenoxy group at position 5. A protoporphyrinogen oxidase inhibitor, it was specially developed for use (generally as the corresponding sodium salt, fomesafen-sodium) for post-emergence control of broad-leaf weeds in soya.
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
5-(2-Chloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)-N-mesyl-2-nitrobenzamideChEBI
5-[2-Chloro-4-(trifluoromethyl)phenoxy]-N-(methanesulfonyl)-2-nitrobenzamideChEBI
5-[2-Chloro-4-(trifluoromethyl)phenoxy]-N-mesyl-2-nitrobenzamideChEBI
FomesafeneChEBI
5-(2-Chloro-a,a,a-trifluoro-p-tolyloxy)-N-mesyl-2-nitrobenzamideGenerator
5-(2-Chloro-α,α,α-trifluoro-p-tolyloxy)-N-mesyl-2-nitrobenzamideGenerator
5-[2-Chloro-4-(trifluoromethyl)phenoxy]-N-(methanesulphonyl)-2-nitrobenzamideGenerator
5-(2-Chloro-4-(trifluoromethyl)-phenoxy)-N-(methylsulfonyl)-2-nitrobenzamideMeSH
Fomesafen potassiumMeSH
Fomesafen sodiumMeSH
FomesafenMeSH
Chemical FormulaC15H10ClF3N2O6S
Average Molecular Mass438.760 g/mol
Monoisotopic Mass437.990 g/mol
CAS Registry Number72178-02-0
IUPAC Name5-[2-chloro-4-(trifluoromethyl)phenoxy]-N-methanesulfonyl-2-nitrobenzene-1-carboximidic acid
Traditional Name5-[2-chloro-4-(trifluoromethyl)phenoxy]-N-methanesulfonyl-2-nitrobenzenecarboximidic acid
SMILESCS(=O)(=O)N=C(O)C1=C(C=CC(OC2=C(Cl)C=C(C=C2)C(F)(F)F)=C1)N(=O)=O
InChI IdentifierInChI=1S/C15H10ClF3N2O6S/c1-28(25,26)20-14(22)10-7-9(3-4-12(10)21(23)24)27-13-5-2-8(6-11(13)16)15(17,18)19/h2-7H,1H3,(H,20,22)
InChI KeyBGZZWXTVIYUUEY-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
  • Trifluoromethylbenzene
  • Nitrobenzene
  • Phenoxy compound
  • Nitroaromatic compound
  • Phenol ether
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Sulfonyl
  • C-nitro compound
  • Organic nitro compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Allyl-type 1,3-dipolar organic compound
  • Ether
  • Organic oxoazanium
  • Organic zwitterion
  • Organofluoride
  • Organochloride
  • Organonitrogen compound
  • Organohalogen compound
  • Alkyl halide
  • Alkyl fluoride
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organosulfur compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic 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 Solubility0.0011 g/LALOGPS
logP3.56ALOGPS
logP3.6ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)4.34ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area121.78 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity92.97 m³·mol⁻¹ChemAxon
Polarizability35.56 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-016s-4089300000-b93f9c0c70140472df95Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-000i-0000900000-2e8956bf4de416c66f72Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-00rf-4902100000-ae4489296b575bdfb2b3Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-0006-1910000000-21e60ed3dee75f328d42Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-0006-2910000000-effef051aa5e7e353e70Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0006-2910000000-6d706bee6cdc546f198aSpectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-006x-3900000000-1129bab6c42d56206807Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-0006-2900000000-34df6ea4b55fa2f4a887Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-006x-3900000000-570946b07c1e744dcbd3Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0006-2900000000-d0750c309fd13341640aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0000900000-762773aa15569fb79cd3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006x-0001900000-de92f8d42202b3ed0d30Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01pc-1967600000-a57a332281cbaf861c27Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0000900000-fc2571f4e2df262fcb2eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-1000900000-b19bd4b8b8706fe53a48Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01u0-9201000000-1eac92757a8b29954517Spectrum
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 IDHMDB0252429
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkFomesafen
Chemspider ID46694
ChEBI ID81925
PubChem Compound ID51556
Kegg Compound IDC18736
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=19846192
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21692513
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22585392
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22757645
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24362514
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=24731936
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25703508
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=26817647
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=27268304
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=28370968
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=28571854
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