Basic Info

Common NameFlupyrsulfuron-Methyl(F06076)
2D Structure
FRCD IDF06076
CAS Number144740-53-4
PubChem CID170354
FormulaC15H14F3N5O7S
IUPAC Name

methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-6-(trifluoromethyl)pyridine-3-carboxylate

InChI Key

DTVOKYWXACGVGO-UHFFFAOYSA-N

InChI

InChI=1S/C15H14F3N5O7S/c1-28-9-6-10(29-2)21-13(20-9)22-14(25)23-31(26,27)11-7(12(24)30-3)4-5-8(19-11)15(16,17)18/h4-6H,1-3H3,(H2,20,21,22,23,25)

Canonical SMILES

COC1=CC(=NC(=N1)NC(=O)NS(=O)(=O)C2=C(C=CC(=N2)C(F)(F)F)C(=O)OC)OC

Isomeric SMILES

COC1=CC(=NC(=N1)NC(=O)NS(=O)(=O)C2=C(C=CC(=N2)C(F)(F)F)C(=O)OC)OC

Synonyms
        
            Flupyrsulfuron-methyl [ISO]
        
            3-Pyridinecarboxylicacid,2-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]-6-(trifluoromethyl)-,methyl ester
        
            Flupyrsulfuron-methyl
        
            UNII-8D7IY4M255
        
            144740-53-4
        
            8D7IY4M255
        
            3-Pyridinecarboxylic acid, 2-(((((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)-6-(trifluoromethyl)-, methyl ester
        
            3-Pyridinecarboxylic acid, 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]-6-(trifluoromethyl)-, methyl ester
        
            ACMC-20d5yw
        
            AC1L55GF
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic nitrogen compounds
ClassOrganonitrogen compounds
SubclassSulfonylureas
Intermediate Tree NodesNot available
Direct ParentPyrimidinyl-2-sulfonylureas
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsPyrimidinyl-2-sulfonylurea - Pyridine-2-sulfonamide - Pyridine carboxylic acid - Pyridine carboxylic acid or derivatives - Alkyl aryl ether - Pyridine - Pyrimidine - Heteroaromatic compound - Methyl ester - Aminosulfonyl compound - Sulfonyl - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Carboxylic acid ester - Carbonic acid derivative - Carboxylic acid derivative - Ether - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Organofluoride - Organohalogen compound - Organic oxide - Alkyl halide - Alkyl fluoride - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organosulfur compound - Hydrocarbon derivative - Carbonyl group - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as pyrimidinyl-2-sulfonylureas. These are aromatic heterocyclic compounds containing a pyrimidine ring which is substituted with a sulfonylurea at the ring 2-position.

Properties

Property NameProperty Value
Molecular Weight465.36
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count13
Rotatable Bond Count7
Complexity736
Monoisotopic Mass465.057
Exact Mass465.057
XLogP1.9
Formal Charge0
Heavy Atom Count31
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-0.7958
Human Intestinal AbsorptionHIA+0.6049
Caco-2 PermeabilityCaco2-0.5874
P-glycoprotein SubstrateNon-substrate0.7588
P-glycoprotein InhibitorNon-inhibitor0.7470
Non-inhibitor0.9756
Renal Organic Cation TransporterNon-inhibitor0.9233
Distribution
Subcellular localizationMitochondria0.5704
Metabolism
CYP450 2C9 SubstrateNon-substrate0.5797
CYP450 2D6 SubstrateNon-substrate0.8546
CYP450 3A4 SubstrateNon-substrate0.6529
CYP450 1A2 InhibitorNon-inhibitor0.8130
CYP450 2C9 InhibitorNon-inhibitor0.6589
CYP450 2D6 InhibitorNon-inhibitor0.9095
CYP450 2C19 InhibitorNon-inhibitor0.7106
CYP450 3A4 InhibitorNon-inhibitor0.8658
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7228
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9938
Non-inhibitor0.8107
AMES ToxicityNon AMES toxic0.7085
CarcinogensNon-carcinogens0.7305
Fish ToxicityHigh FHMT0.9669
Tetrahymena Pyriformis ToxicityHigh TPT0.8503
Honey Bee ToxicityLow HBT0.8822
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIII0.7819
Carcinogenicity (Three-class)Non-required0.6022

Model Value Unit
Absorption
Aqueous solubility-3.9005LogS
Caco-2 Permeability0.4837LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.9950LD50, mol/kg
Fish Toxicity1.5634pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5615pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
FRUITS, FRESH or FROZEN; TREE NUTS0100000European Union0.02*13/05/2015
Citrus fruits0110000European Union0.02*13/05/2015
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.02*13/05/2015
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.02*13/05/2015
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.02*13/05/2015
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.02*13/05/2015
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.02*13/05/2015
Others (2)0110990European Union0.02*13/05/2015
Tree nuts0120000European Union0.02*13/05/2015
Brazil nuts0120020European Union0.02*13/05/2015
Cashew nuts0120030European Union0.02*13/05/2015
Chestnuts0120040European Union0.02*13/05/2015
Coconuts (Areca nuts/betel nuts,)0120050European Union0.02*13/05/2015
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.02*13/05/2015
Macadamias0120070European Union0.02*13/05/2015
Pecans (Hickory nuts,)0120080European Union0.02*13/05/2015
Pistachios0120100European Union0.02*13/05/2015
Walnuts0120110European Union0.02*13/05/2015
Others (2)0120990European Union0.02*13/05/2015
Pome fruits0130000European Union0.02*13/05/2015