Cloransulam-Methyl

Basic Info

Common NameCloransulam-Methyl(F05811)
2D Structure
FRCD IDF05811
CAS Number147150-35-4
PubChem CID86453
FormulaC15H13ClFN5O5S
IUPAC Name

methyl 3-chloro-2-[(5-ethoxy-7-fluoro-[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)sulfonylamino]benzoate

InChI Key

BIKACRYIQSLICJ-UHFFFAOYSA-N

InChI

InChI=1S/C15H13ClFN5O5S/c1-3-27-15-18-10(17)7-11-19-14(20-22(11)15)28(24,25)21-12-8(13(23)26-2)5-4-6-9(12)16/h4-7,21H,3H2,1-2H3

Canonical SMILES

CCOC1=NC(=CC2=NC(=NN21)S(=O)(=O)NC3=C(C=CC=C3Cl)C(=O)OC)F

Isomeric SMILES

CCOC1=NC(=CC2=NC(=NN21)S(=O)(=O)NC3=C(C=CC=C3Cl)C(=O)OC)F

Synonyms
        
            Cloransulam - methyl
        
            Methyl 3-chloro-2-(((5-ethoxy-7-fluoro(1,2,4)triazolo(1,5-c)pyrimidin-2-yl)sulfonyl)amino)benzoate
        
            Cloransulam-methyl
        
            147150-35-4
        
            First Rate
        
            Cloransulam-methyl [ISO]
        
            UNII-N9P737Z6HO
        
            DE 565
        
            N9P737Z6HO
        
            methyl 3-chloro-2-[(5-ethoxy-7-fluoro-[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)sulfonylamino]benzoate
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassBenzoic acids and derivatives
Intermediate Tree NodesNot available
Direct ParentBenzoic acid esters
Alternative Parents
Molecular FrameworkAromatic heteropolycyclic compounds
SubstituentsBenzoate ester - Sulfanilide - 3-halobenzoic acid or derivatives - Halobenzoic acid or derivatives - Triazolopyrimidine - Benzoyl - Alkyl aryl ether - Chlorobenzene - Halobenzene - Halopyrimidine - Organosulfonic acid amide - Aryl halide - Pyrimidine - Aryl chloride - Aryl fluoride - Aminosulfonyl compound - Heteroaromatic compound - Vinylogous amide - Methyl ester - 1,2,4-triazole - Triazole - Sulfonyl - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Azole - Carboxylic acid ester - Azacycle - Organoheterocyclic compound - Carboxylic acid derivative - Ether - Monocarboxylic acid or derivatives - Organic oxide - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Organic nitrogen compound - Organosulfur compound - Organonitrogen compound - Organofluoride - Organopnictogen compound - Organohalogen compound - Organochloride - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Properties

Property NameProperty Value
Molecular Weight429.807
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Complexity668
Monoisotopic Mass429.031
Exact Mass429.031
XLogP3.1
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-0.7609
Human Intestinal AbsorptionHIA+0.9724
Caco-2 PermeabilityCaco2-0.5562
P-glycoprotein SubstrateNon-substrate0.7783
P-glycoprotein InhibitorNon-inhibitor0.7582
Non-inhibitor0.9058
Renal Organic Cation TransporterNon-inhibitor0.8831
Distribution
Subcellular localizationLysosome0.5685
Metabolism
CYP450 2C9 SubstrateNon-substrate0.5827
CYP450 2D6 SubstrateNon-substrate0.8135
CYP450 3A4 SubstrateNon-substrate0.5000
CYP450 1A2 InhibitorNon-inhibitor0.5541
CYP450 2C9 InhibitorInhibitor0.7161
CYP450 2D6 InhibitorNon-inhibitor0.8718
CYP450 2C19 InhibitorInhibitor0.5635
CYP450 3A4 InhibitorInhibitor0.7214
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.7203
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9397
Non-inhibitor0.7522
AMES ToxicityNon AMES toxic0.6324
CarcinogensNon-carcinogens0.6392
Fish ToxicityHigh FHMT0.9975
Tetrahymena Pyriformis ToxicityHigh TPT0.9230
Honey Bee ToxicityLow HBT0.8272
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIII0.6317
Carcinogenicity (Three-class)Non-required0.5927
Model Value Unit
Absorption
Aqueous solubility-4.1996LogS
Caco-2 Permeability0.7475LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.5084LD50, mol/kg
Fish Toxicity1.4228pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5785pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Soybeans,DryJapan0.06ppm
SoybeansCanada0.01mg/kg

References

TitleJournalDatePubmed ID
Penoxsulam--structure-activity relationships of triazolopyrimidine sulfonamides.Bioorg Med Chem2009 Jun 1519464188
Rapid analysis of triazolopyrimidine sulfoanilide herbicides in waters and soils by high-performance liquid chromatography with UV detection using a C18monolithic column.J Sep Sci2007 Jan17313135
Analysis of pesticides in soy milk combining solid-phase extraction and capillaryelectrophoresis-mass spectrometry.J Sep Sci2005 Jun16013821
Analysis of triazolopyrimidine herbicides in soils using field-enhanced sampleinjection-coelectroosmotic capillary electrophoresis combined with solid-phaseextraction.J Chromatogr A2005 Dec 3016212970
Determination of herbicides in mineral and stagnant waters at ng/L levels usingcapillary electrophoresis and UV detection combined with solid-phase extractionand sample stacking.J Chromatogr A2005 Apr 815861801
A comparison of crop and non-crop plants as sensitive indicator species forregulatory testing.Pest Manag Sci2002 Dec12476989
Nature of the residue of [(14)C]Cloransulam-methyl in lactating goats.J Agric Food Chem2000 Jun10888581