Basic Info

Common NameCinosulfuron(F05678)
2D Structure
FRCD IDF05678
CAS Number94593-91-6
PubChem CID92420
FormulaC15H19N5O7S
IUPAC Name

1-(4,6-dimethoxy-1,3,5-triazin-2-yl)-3-[2-(2-methoxyethoxy)phenyl]sulfonylurea

InChI Key

WMLPCIHUFDKWJU-UHFFFAOYSA-N

InChI

InChI=1S/C15H19N5O7S/c1-24-8-9-27-10-6-4-5-7-11(10)28(22,23)20-13(21)16-12-17-14(25-2)19-15(18-12)26-3/h4-7H,8-9H2,1-3H3,(H2,16,17,18,19,20,21)

Canonical SMILES

COCCOC1=CC=CC=C1S(=O)(=O)NC(=O)NC2=NC(=NC(=N2)OC)OC

Isomeric SMILES

COCCOC1=CC=CC=C1S(=O)(=O)NC(=O)NC2=NC(=NC(=N2)OC)OC

Synonyms
        
            Cinosulfuron
        
            1-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-3-(2-(2-methoxyethoxy)phenylsulfonyl)urea (IUPAC)
        
            94593-91-6
        
            Cinosulfuron [ISO]
        
            UNII-53HYL452SB
        
            CGA 142464
        
            53HYL452SB
        
            1-(4,6-dimethoxy-1,3,5-triazin-2-yl)-3-[2-(2-methoxyethoxy)phenyl]sulfonylurea
        
            Benzenesulfonamide, N-(((4,6-dimethoxy-1,3,5-triazin-2-yl)amino)carbonyl)-2-(2-methoxyethoxy)-
        
            Benzenesulfonamide, N-[[(4,6-dimethoxy-1,3,5-triazin-2-yl)amino]carbonyl]-2-(2-methoxyethoxy)-
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassBenzenesulfonamides
Intermediate Tree NodesNot available
Direct ParentBenzenesulfonamides
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsBenzenesulfonamide - Benzenesulfonyl group - Phenol ether - Phenoxy compound - Alkoxy-s-triazine - 2-methoxy-1,3,5-triazine - Alkyl aryl ether - 1,3,5-triazine - Triazine - Organic sulfonic acid or derivatives - Heteroaromatic compound - Organosulfonic acid or derivatives - Sulfonyl - Ether - Azacycle - Organoheterocyclic compound - Dialkyl ether - Organic nitrogen compound - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Properties

Property NameProperty Value
Molecular Weight413.405
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count10
Rotatable Bond Count9
Complexity576
Monoisotopic Mass413.101
Exact Mass413.101
XLogP1.4
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+0.6410
Human Intestinal AbsorptionHIA+0.9050
Caco-2 PermeabilityCaco2-0.6590
P-glycoprotein SubstrateNon-substrate0.5484
P-glycoprotein InhibitorNon-inhibitor0.5912
Non-inhibitor0.7753
Renal Organic Cation TransporterNon-inhibitor0.7867
Distribution
Subcellular localizationMitochondria0.5605
Metabolism
CYP450 2C9 SubstrateNon-substrate0.5355
CYP450 2D6 SubstrateNon-substrate0.8260
CYP450 3A4 SubstrateNon-substrate0.5000
CYP450 1A2 InhibitorNon-inhibitor0.5835
CYP450 2C9 InhibitorInhibitor0.5278
CYP450 2D6 InhibitorNon-inhibitor0.8967
CYP450 2C19 InhibitorNon-inhibitor0.6534
CYP450 3A4 InhibitorInhibitor0.5242
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.5546
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9137
Non-inhibitor0.6442
AMES ToxicityNon AMES toxic0.6290
CarcinogensNon-carcinogens0.8032
Fish ToxicityHigh FHMT0.8096
Tetrahymena Pyriformis ToxicityHigh TPT0.8845
Honey Bee ToxicityLow HBT0.8034
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIV0.6192
Carcinogenicity (Three-class)Non-required0.5490

Model Value Unit
Absorption
Aqueous solubility-3.4062LogS
Caco-2 Permeability0.4678LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.6316LD50, mol/kg
Fish Toxicity1.4495pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5154pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Rice(Brown Rice)Japan0.1ppm
RiceKorea0.05ppm

References

TitleJournalDatePubmed ID
Multi-class methodology to determine pesticides and mycotoxins in green tea and royal jelly supplements by liquid chromatography coupled to Orbitrap high resolution mass spectrometry.Food Chem2016 Apr 1526617033