Basic Info

Common NameEthametsulfuron Methyl(F05412)
2D Structure
Description

Ethametsulfuron-methyl is a selective herbicide for the control of wild mustard, stinkweed and other broad-leaved weeds especially in canola. It is moderately soluble in water, non-volatile and, based on its chemical properties, presents a high risk of leaching to groundwater. It is relatively persistent in both soil and aqueous systems. It has a low mammalian toxicity but may bio-accumulate. It has a low toxicity to birds and most aquatic species, the exception being aquatic plants including algae. It is moderately toxic to honeybees

FRCD IDF05412
CAS Number97780-06-8
PubChem CID91756
FormulaC15H18N6O6S
IUPAC Name

methyl 2-[[4-ethoxy-6-(methylamino)-1,3,5-triazin-2-yl]carbamoylsulfamoyl]benzoate

InChI Key

ZINJLDJMHCUBIP-UHFFFAOYSA-N

InChI

InChI=1S/C15H18N6O6S/c1-4-27-15-19-12(16-2)17-13(20-15)18-14(23)21-28(24,25)10-8-6-5-7-9(10)11(22)26-3/h5-8H,4H2,1-3H3,(H3,16,17,18,19,20,21,23)

Canonical SMILES

CCOC1=NC(=NC(=N1)NC)NC(=O)NS(=O)(=O)C2=CC=CC=C2C(=O)OC

Isomeric SMILES

CCOC1=NC(=NC(=N1)NC)NC(=O)NS(=O)(=O)C2=CC=CC=C2C(=O)OC

Synonyms
        
            Ethametsulfuron-methyl
        
            methyl 2-[[4-ethoxy-6-(methylamino)-1,3,5-triazin-2-yl]carbamoylsulfamoyl]benzoate
        
            Ethametsulfuron methyl
        
            97780-06-8
        
            UNII-C54ZP2XRYX
        
            DPX-A 7881
        
            C54ZP2XRYX
        
            CHEMBL1885280
        
            Methyl 2-(((((4-ethoxy-6-(methylamino)-1,3,5-triazin-2-yl)amino)carbonyl)amino)sulfonyl)benzoate
        
            Methyl 2-((4-ethoxy-6-methylamino-1,3,5-triazin-2-yl)carbamoylsulfamoyl)benzoate (IUPAC)
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic nitrogen compounds
ClassOrganonitrogen compounds
SubclassSulfonylureas
Intermediate Tree NodesNot available
Direct ParentS-triazinyl-2-sulfonylureas
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsS-triazinyl-2-sulfonylurea - Benzenesulfonamide - Benzoate ester - Benzenesulfonyl group - Benzoic acid or derivatives - Alkoxy-s-triazine - Benzoyl - Alkyl aryl ether - Amino-1,3,5-triazine - Aminotriazine - Secondary aliphatic/aromatic amine - N-aliphatic s-triazine - Monocyclic benzene moiety - 1,3,5-triazine - Triazine - Benzenoid - Sulfonyl - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Methyl ester - Aminosulfonyl compound - Heteroaromatic compound - Carbonic acid derivative - Carboxylic acid ester - Amino acid or derivatives - Secondary amine - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Ether - Carboxylic acid derivative - Azacycle - Organosulfur compound - Amine - Hydrocarbon derivative - Organic oxygen compound - Organic oxide - Carbonyl group - Organopnictogen compound - Organooxygen compound - Aromatic heteromonocyclic compound
DescriptionThis compound 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.

Properties

Property NameProperty Value
Molecular Weight410.405
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count8
Complexity641
Monoisotopic Mass410.101
Exact Mass410.101
XLogP1.8
Formal Charge0
Heavy Atom Count28
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB-0.6668
Human Intestinal AbsorptionHIA+0.7030
Caco-2 PermeabilityCaco2-0.6272
P-glycoprotein SubstrateNon-substrate0.7594
P-glycoprotein InhibitorNon-inhibitor0.7401
Non-inhibitor0.9329
Renal Organic Cation TransporterNon-inhibitor0.8941
Distribution
Subcellular localizationMitochondria0.5856
Metabolism
CYP450 2C9 SubstrateNon-substrate0.5110
CYP450 2D6 SubstrateNon-substrate0.8601
CYP450 3A4 SubstrateNon-substrate0.6626
CYP450 1A2 InhibitorNon-inhibitor0.7218
CYP450 2C9 InhibitorNon-inhibitor0.5260
CYP450 2D6 InhibitorNon-inhibitor0.8896
CYP450 2C19 InhibitorNon-inhibitor0.7013
CYP450 3A4 InhibitorNon-inhibitor0.5936
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7274
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9804
Non-inhibitor0.7860
AMES ToxicityNon AMES toxic0.7023
CarcinogensNon-carcinogens0.7850
Fish ToxicityHigh FHMT0.8715
Tetrahymena Pyriformis ToxicityHigh TPT0.8143
Honey Bee ToxicityLow HBT0.7811
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIII0.7814
Carcinogenicity (Three-class)Non-required0.5631

Model Value Unit
Absorption
Aqueous solubility-3.6160LogS
Caco-2 Permeability0.4063LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.9696LD50, mol/kg
Fish Toxicity1.6138pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.4606pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Citrus fruits0110000European Union0.01*14/08/2011
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.01*14/08/2011
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.01*14/08/2011
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.01*14/08/2011
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.01*14/08/2011
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.01*14/08/2011
Others (2)0110990European Union0.01*14/08/2011
Tree nuts0120000European Union0.01*14/08/2011
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.01*14/08/2011
Brazil nuts0120020European Union0.01*14/08/2011
Cashew nuts0120030European Union0.01*14/08/2011
Chestnuts0120040European Union0.01*14/08/2011
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.01*14/08/2011
Macadamias0120070European Union0.01*14/08/2011
Pecans (Hickory nuts,)0120080European Union0.01*14/08/2011
Pistachios0120100European Union0.01*14/08/2011
Walnuts0120110European Union0.01*14/08/2011
Others (2)0120990European Union0.01*14/08/2011
Pome fruits0130000European Union0.01*14/08/2011
Apples (Crab apples/wild apples, Tejocotes,)0130010European Union0.01*14/08/2011