Triflusulfuron-methyl (CHEM002902)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (5)XML
Record Information
Version1.0
Creation Date2013-04-25 07:56:55 UTC
Update Date2016-11-09 01:08:59 UTC
Accession NumberCHEM002902
Identification
Common NameTriflusulfuron-methyl
ClassSmall Molecule
DescriptionTriflusulfuron-methyl is a selective postemergence sulfonylurea herbicide for the control of annual and perennial broadleaf weeds and grasses in sugar beets (Beta vulgaris). Similar to other sulfonylureas, the site of action of triflusulfuron methyl is acetolactate synthase (ALS), an enzyme involved in branched-chain amino acid biosynthesis.
Contaminant Sources
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Amide
  • Amine
  • Ester
  • Ether
  • Herbicide
  • Organic Compound
  • Organofluoride
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Methyl 2-[[[[[4-(dimethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]amino]carbonyl]amino]sulfonyl]-3-methylbenzoateChEBI
Methyl 2-[[[[[4-(dimethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]amino]carbonyl]amino]sulfonyl]-3-methylbenzoic acidGenerator
Methyl 2-[[[[[4-(dimethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]amino]carbonyl]amino]sulphonyl]-3-methylbenzoateGenerator
Methyl 2-[[[[[4-(dimethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]amino]carbonyl]amino]sulphonyl]-3-methylbenzoic acidGenerator
Triflusulphuron-methylGenerator
Methyl-2-(4-(dimethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazine-2-ylcarbamoysulfamoyl)-m-toluateMeSH
Chemical FormulaC17H19F3N6O6S
Average Molecular Mass492.430 g/mol
Monoisotopic Mass492.104 g/mol
CAS Registry Number126535-15-7
IUPAC Namemethyl 2-[({[4-(dimethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]carbamoyl}amino)sulfonyl]-3-methylbenzoate
Traditional Nametriflusulfuron-methyl
SMILESCOC(=O)C1=C(C(C)=CC=C1)S(=O)(=O)NC(=O)NC1=NC(OCC(F)(F)F)=NC(=N1)N(C)C
InChI IdentifierInChI=1S/C17H19F3N6O6S/c1-9-6-5-7-10(12(27)31-4)11(9)33(29,30)25-15(28)22-13-21-14(26(2)3)24-16(23-13)32-8-17(18,19)20/h5-7H,8H2,1-4H3,(H2,21,22,23,24,25,28)
InChI KeyIMEVJVISCHQJRM-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as s-triazinyl-2-sulfonylureas. These are aromatic heterocyclic compounds containing a s-triazine ring which is substituted with a urea at the ring 2-position.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassSulfonylureas
Direct ParentS-triazinyl-2-sulfonylureas
Alternative Parents
Substituents
  • S-triazinyl-2-sulfonylurea
  • Benzenesulfonamide
  • Benzoate ester
  • Benzoic acid or derivatives
  • Benzenesulfonyl group
  • Alkoxy-s-triazine
  • Benzoyl
  • Dialkylarylamine
  • Alkyl aryl ether
  • Aminotriazine
  • Amino-1,3,5-triazine
  • Toluene
  • N-aliphatic s-triazine
  • 1,3,5-triazine
  • Monocyclic benzene moiety
  • Benzenoid
  • Triazine
  • Heteroaromatic compound
  • Methyl ester
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Sulfonyl
  • Aminosulfonyl compound
  • Carboxylic acid ester
  • Carbonic acid derivative
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Ether
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organic oxide
  • Carbonyl group
  • Alkyl fluoride
  • Organopnictogen compound
  • Organic oxygen compound
  • Organohalogen compound
  • Organofluoride
  • Organooxygen compound
  • Organosulfur compound
  • Alkyl halide
  • Hydrocarbon derivative
  • 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 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 Solubility0.039 g/LALOGPS
logP2.58ALOGPS
logP3.82ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)3.46ChemAxon
pKa (Strongest Basic)1.28ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area152.71 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity112.62 m³·mol⁻¹ChemAxon
Polarizability44.19 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01p9-3290400000-c08e4438f00882703eaaSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-000i-0190000000-88fa8ce5acf0f5607b6cSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-000i-0490000000-6787ed88169b889b4c24Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-03di-0090000000-9b4f94f85638316b6016Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-03fs-0900000000-2621452d6a9f50bdd17fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-0002-0910000000-6207aa8acf303fecd873Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-03di-0090000000-0fd577deb3d0d3deaafdSpectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-03di-1090000000-6f0fcc20545568c6f124Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-01ot-9140000000-8441dc974f092c459306Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000x-0060900000-f6c80327ef12225a78b6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-02ai-3090000000-cbe665bffa4aee6b2b80Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0g4i-7590000000-b86a77d31894a3d6d89eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000f-0091800000-5086fb002e0f72402381Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0590200000-c2d4aa19224d8c6533adSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fi0-5940000000-69df3e1037ac1e0f7feeSpectrum
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 IDHMDB0259213
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 ID83452
ChEBI ID82047
PubChem Compound IDNot Available
Kegg Compound IDC18901
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10956179
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11407029
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21837154
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22058947
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=25151846
6.