Saflufenacil

Basic Info

Common NameSaflufenacil(F06120)
2D Structure
FRCD IDF06120
CAS Number372137-35-4
PubChem CID11571392
FormulaC17H17ClF4N4O5S
IUPAC Name

2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]-N-[methyl(propan-2-yl)sulfamoyl]benzamide

InChI Key

GNHDVXLWBQYPJE-UHFFFAOYSA-N

InChI

InChI=1S/C17H17ClF4N4O5S/c1-8(2)25(4)32(30,31)23-15(28)9-5-12(11(19)6-10(9)18)26-14(27)7-13(17(20,21)22)24(3)16(26)29/h5-8H,1-4H3,(H,23,28)

Canonical SMILES

CC(C)N(C)S(=O)(=O)NC(=O)C1=CC(=C(C=C1Cl)F)N2C(=O)C=C(N(C2=O)C)C(F)(F)F

Isomeric SMILES

CC(C)N(C)S(=O)(=O)NC(=O)C1=CC(=C(C=C1Cl)F)N2C(=O)C=C(N(C2=O)C)C(F)(F)F

Synonyms
        
            UNII-189U20M808
        
            2-chloro-5-(3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl)-4-fluoro-N-((methyl(1-methylethyl)amino)sulfonyl)benzamide
        
            Saflufenacil
        
            372137-35-4
        
            189U20M808
        
            Kixor
        
            Kixor Herbicide
        
            Saflufenacil [ISO]
        
            2-Chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-4-fluoro-N-{[methyl(1-methylethyl)amino]sulfonyl}benzamide
        
            SCHEMBL712168
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassBenzoic acids and derivatives
Intermediate Tree NodesHalobenzoic acids and derivatives
Direct Parent4-halobenzoic acids and derivatives
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents4-halobenzoic acid or derivatives - 2-halobenzoic acid or derivatives - Benzoyl - Chlorobenzene - Fluorobenzene - Halobenzene - Pyrimidone - Aryl chloride - Aryl fluoride - Aryl halide - Hydropyrimidine - Pyrimidine - Heteroaromatic compound - Organic sulfuric acid or derivatives - Vinylogous amide - Vinylogous halide - Urea - Lactam - Carboxylic acid derivative - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Organohalogen compound - Alkyl halide - Organochloride - Alkyl fluoride - Hydrocarbon derivative - Organofluoride - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organic nitrogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 4-halobenzoic acids and derivatives. These are benzoic acids or derivatives carrying a halogen atom at the 4-position of the benzene ring.

Properties

Property NameProperty Value
Molecular Weight500.85
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count10
Rotatable Bond Count5
Complexity921
Monoisotopic Mass500.054
Exact Mass500.054
XLogP2.1
Formal Charge0
Heavy Atom Count32
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+0.7373
Human Intestinal AbsorptionHIA+0.9923
Caco-2 PermeabilityCaco2-0.5497
P-glycoprotein SubstrateNon-substrate0.8359
P-glycoprotein InhibitorNon-inhibitor0.7227
Non-inhibitor0.9729
Renal Organic Cation TransporterNon-inhibitor0.9315
Distribution
Subcellular localizationMitochondria0.6285
Metabolism
CYP450 2C9 SubstrateNon-substrate0.5504
CYP450 2D6 SubstrateNon-substrate0.8138
CYP450 3A4 SubstrateNon-substrate0.5056
CYP450 1A2 InhibitorNon-inhibitor0.7694
CYP450 2C9 InhibitorInhibitor0.5000
CYP450 2D6 InhibitorNon-inhibitor0.9033
CYP450 2C19 InhibitorNon-inhibitor0.6800
CYP450 3A4 InhibitorNon-inhibitor0.6838
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.6179
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9706
Non-inhibitor0.7222
AMES ToxicityNon AMES toxic0.7170
CarcinogensNon-carcinogens0.5676
Fish ToxicityHigh FHMT0.9766
Tetrahymena Pyriformis ToxicityHigh TPT0.9207
Honey Bee ToxicityLow HBT0.8912
BiodegradationNot ready biodegradable0.9920
Acute Oral ToxicityIII0.6760
Carcinogenicity (Three-class)Non-required0.6077
Model Value Unit
Absorption
Aqueous solubility-3.8932LogS
Caco-2 Permeability1.1428LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.3116LD50, mol/kg
Fish Toxicity1.5260pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.6507pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
LoquatsCanada0.03mg/kg
AlmondsCanada0.03mg/kg
ApplesCanada0.03mg/kg
ApricotsCanada0.03mg/kg
Asian PearsCanada0.03mg/kg
Australian Desert LimesCanada0.03mg/kg
Australian Finger LimesCanada0.03mg/kg
Australian Round LimesCanada0.03mg/kg
BarleyCanada0.03mg/kg
BeechnutsCanada0.03mg/kg
Black WalnutsCanada0.03mg/kg
Brazil NutsCanada0.03mg/kg
Brown River Finger LimesCanada0.03mg/kg
BuckwheatCanada0.03mg/kg
ButternutsCanada0.03mg/kg
CalamondinsCanada0.03mg/kg
Cashew NutsCanada0.03mg/kg
ChestnutsCanada0.03mg/kg
ChinquapinsCanada0.03mg/kg
Citrus CitronsCanada0.03mg/kg

References

TitleJournalDatePubmed ID
Synthesis, Herbicidal Activity, and QSAR of Novel N-Benzothiazolyl-pyrimidine-2,4-diones as Protoporphyrinogen Oxidase Inhibitors.J Agric Food Chem2016 Jan 2726728549
Bases for interactions between saflufenacil and glyphosate in plants.J Agric Food Chem2010 Jun 2320481603