Basic Info

Common NameFlazasulfuron(F05800)
2D Structure
FRCD IDF05800
CAS Number104040-78-0
PubChem CID93539
FormulaC13H12F3N5O5S
IUPAC Name

1-(4,6-dimethoxypyrimidin-2-yl)-3-[3-(trifluoromethyl)pyridin-2-yl]sulfonylurea

InChI Key

HWATZEJQIXKWQS-UHFFFAOYSA-N

InChI

InChI=1S/C13H12F3N5O5S/c1-25-8-6-9(26-2)19-11(18-8)20-12(22)21-27(23,24)10-7(13(14,15)16)4-3-5-17-10/h3-6H,1-2H3,(H2,18,19,20,21,22)

Canonical SMILES

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

Isomeric SMILES

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

Synonyms
        
            104040-78-0
        
            1-(4,6-Dimethoxypyrimidin-2-yl)-3-(3-trifluoromethyl-2-pyridylsulfonyl)urea
        
            Flazasulfuron
        
            Shibagen [Japanese]
        
            Flazasulfuron [ISO]
        
            UNII-3SB13WWV30
        
            SL-160
        
            OK-1166
        
            3SB13WWV30
        
            CHEBI:81749
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassPyridines and derivatives
SubclassPyridinesulfonamides
Intermediate Tree NodesNot available
Direct ParentPyridinesulfonamides
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsPyridine-2-sulfonamide - Alkyl aryl ether - Sulfonylurea - Pyrimidine - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Heteroaromatic compound - Sulfonyl - Aminosulfonyl compound - Carboximidic acid derivative - Ether - Azacycle - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organopnictogen compound - Organic oxygen compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Alkyl fluoride - Organic oxide - Hydrocarbon derivative - Alkyl halide - Organic nitrogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as pyridinesulfonamides. These are heterocyclic compounds containing a pyridine ring substituted by one or more sulfonamide groups.

Properties

Property NameProperty Value
Molecular Weight407.324
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count11
Rotatable Bond Count5
Complexity602
Monoisotopic Mass407.051
Exact Mass407.051
XLogP2
Formal Charge0
Heavy Atom Count27
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-0.7427
Human Intestinal AbsorptionHIA+0.8420
Caco-2 PermeabilityCaco2-0.5771
P-glycoprotein SubstrateNon-substrate0.7302
P-glycoprotein InhibitorNon-inhibitor0.7564
Non-inhibitor0.9721
Renal Organic Cation TransporterNon-inhibitor0.9057
Distribution
Subcellular localizationMitochondria0.6246
Metabolism
CYP450 2C9 SubstrateNon-substrate0.5935
CYP450 2D6 SubstrateNon-substrate0.8631
CYP450 3A4 SubstrateNon-substrate0.6582
CYP450 1A2 InhibitorNon-inhibitor0.8269
CYP450 2C9 InhibitorNon-inhibitor0.6803
CYP450 2D6 InhibitorNon-inhibitor0.9093
CYP450 2C19 InhibitorNon-inhibitor0.7512
CYP450 3A4 InhibitorNon-inhibitor0.9134
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7015
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9920
Non-inhibitor0.8088
AMES ToxicityNon AMES toxic0.7299
CarcinogensNon-carcinogens0.7353
Fish ToxicityHigh FHMT0.9525
Tetrahymena Pyriformis ToxicityHigh TPT0.8872
Honey Bee ToxicityLow HBT0.8940
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIII0.8013
Carcinogenicity (Three-class)Non-required0.6104

Model Value Unit
Absorption
Aqueous solubility-3.7299LogS
Caco-2 Permeability0.6464LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.9420LD50, mol/kg
Fish Toxicity1.6381pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5505pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Cresses and other sprouts and shoots (Alfalfa/lucerne sprouts, Chinese chives/oriental garlic/garlic chives sprouts, Broccoli sprouts, Daikon/Japanese radish sprouts, Ginger shoots, Mung bean sprou...0251040European Union0.01*11/10/2014
FRUITS, FRESH or FROZEN; TREE NUTS0100000European Union0.01*11/10/2014
Citrus fruits0110000European Union0.01*11/10/2014
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.01*11/10/2014
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.01*11/10/2014
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.01*11/10/2014
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.01*11/10/2014
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.01*11/10/2014
Others (2)0110990European Union0.01*11/10/2014
Tree nuts0120000European Union0.01*11/10/2014
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.01*11/10/2014
Brazil nuts0120020European Union0.01*11/10/2014
Cashew nuts0120030European Union0.01*11/10/2014
Chestnuts0120040European Union0.01*11/10/2014
Coconuts (Areca nuts/betel nuts,)0120050European Union0.01*11/10/2014
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.01*11/10/2014
Macadamias0120070European Union0.01*11/10/2014
Pecans (Hickory nuts,)0120080European Union0.01*11/10/2014
Jambuls/jambolans (Acerolas/Barbados cherries, Arbutus berries, Camu camus, Carandas, Coco plums, Grumichamas/Brazil cherries, Hog plums/yellow mombins, Java apples, Otaheite gooseberries, Sea grap...0161070European Union0.01*11/10/2014
Pistachios0120100European Union0.01*11/10/2014