Basic Info

Common NameForamsulfuron(F05726)
2D Structure
FRCD IDF05726
CAS Number173159-57-4
PubChem CID11419598
FormulaC17H20N6O7S
IUPAC Name

2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-formamido-N,N-dimethylbenzamide

InChI Key

PXDNXJSDGQBLKS-UHFFFAOYSA-N

InChI

InChI=1S/C17H20N6O7S/c1-23(2)15(25)11-6-5-10(18-9-24)7-12(11)31(27,28)22-17(26)21-16-19-13(29-3)8-14(20-16)30-4/h5-9H,1-4H3,(H,18,24)(H2,19,20,21,22,26)

Canonical SMILES

CN(C)C(=O)C1=C(C=C(C=C1)NC=O)S(=O)(=O)NC(=O)NC2=NC(=CC(=N2)OC)OC

Isomeric SMILES

CN(C)C(=O)C1=C(C=C(C=C1)NC=O)S(=O)(=O)NC(=O)NC2=NC(=CC(=N2)OC)OC

Synonyms
        
            2-(N-((4,6-Dimethoxypyrimidin-2-yl)carbamoyl)sulfamoyl)-4-formamido-N,N-dimethylbenzamide
        
            Foramsulfuron
        
            173159-57-4
        
            UNII-4XJD212JQB
        
            4XJD212JQB
        
            CHEMBL1243071
        
            CHEBI:83502
        
            2-[3-(4,6-Dimethoxy-2-pyrimidinyl)ureidosulfonyl]-4-(formamido)-N,N-dimethylbenzamide
        
            Formasulfuron
        
            2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-formamido-N,N-dimethylbenzamide
        
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 - Acylaminobenzoic acid or derivatives - Benzenesulfonamide - Anilide - Benzoic acid or derivatives - Benzenesulfonyl group - Benzamide - Benzoyl - N-arylamide - Alkyl aryl ether - Pyrimidine - Benzenoid - Monocyclic benzene moiety - Heteroaromatic compound - Organic sulfonic acid or derivatives - Aminosulfonyl compound - Tertiary carboxylic acid amide - Organosulfonic acid or derivatives - Sulfonyl - Carboxamide group - Carbonic acid derivative - Secondary carboxylic acid amide - Ether - Carboxylic acid derivative - Organoheterocyclic compound - Azacycle - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organosulfur compound - Organopnictogen compound - 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 Weight452.442
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Complexity732
Monoisotopic Mass452.111
Exact Mass452.111
XLogP0.5
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+0.5602
Human Intestinal AbsorptionHIA+0.9331
Caco-2 PermeabilityCaco2-0.6019
P-glycoprotein SubstrateNon-substrate0.6964
P-glycoprotein InhibitorNon-inhibitor0.6834
Non-inhibitor0.8988
Renal Organic Cation TransporterNon-inhibitor0.8873
Distribution
Subcellular localizationMitochondria0.6265
Metabolism
CYP450 2C9 SubstrateNon-substrate0.5000
CYP450 2D6 SubstrateNon-substrate0.8635
CYP450 3A4 SubstrateNon-substrate0.6450
CYP450 1A2 InhibitorNon-inhibitor0.8581
CYP450 2C9 InhibitorNon-inhibitor0.6839
CYP450 2D6 InhibitorNon-inhibitor0.9265
CYP450 2C19 InhibitorNon-inhibitor0.8431
CYP450 3A4 InhibitorNon-inhibitor0.8004
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7439
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9808
Non-inhibitor0.6659
AMES ToxicityNon AMES toxic0.7400
CarcinogensNon-carcinogens0.7301
Fish ToxicityHigh FHMT0.9193
Tetrahymena Pyriformis ToxicityHigh TPT0.6669
Honey Bee ToxicityLow HBT0.8477
BiodegradationNot ready biodegradable0.9967
Acute Oral ToxicityIII0.7332
Carcinogenicity (Three-class)Non-required0.5886

Model Value Unit
Absorption
Aqueous solubility-3.4542LogS
Caco-2 Permeability0.7268LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.9071LD50, mol/kg
Fish Toxicity1.6751pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.4541pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Sunflower SeedBritain0.01mg/kg
BeetrootBritain0.01mg/kg
Other Small Fruit & Berries (Other Than Wild)Britain0.01mg/kg
Sesame SeedBritain0.01mg/kg
Poppy SeedBritain0.01mg/kg
PeanutsBritain0.01mg/kg
LinseedBritain0.01mg/kg
Other PulsesBritain0.01mg/kg
LupinsBritain0.01mg/kg
PeasBritain0.01mg/kg
LentilsBritain0.01mg/kg
BeansBritain0.01mg/kg
Wild MushroomsBritain0.01mg/kg
Cultivated MushroomsBritain0.01mg/kg
Other Stem VegetablesBritain0.01mg/kg
RhubarbBritain0.01mg/kg
LeeksBritain0.01mg/kg
Globe ArtichokesBritain0.01mg/kg
FennelBritain0.01mg/kg
CeleryBritain0.01mg/kg