Basic Info

Common NameProbenazole(F05863)
2D Structure
FRCD IDF05863
CAS Number27605-76-1
PubChem CID91587
FormulaC10H9NO3S
IUPAC Name

3-prop-2-enoxy-1,2-benzothiazole 1,1-dioxide

InChI Key

WHHIPMZEDGBUCC-UHFFFAOYSA-N

InChI

InChI=1S/C10H9NO3S/c1-2-7-14-10-8-5-3-4-6-9(8)15(12,13)11-10/h2-6H,1,7H2

Canonical SMILES

C=CCOC1=NS(=O)(=O)C2=CC=CC=C21

Isomeric SMILES

C=CCOC1=NS(=O)(=O)C2=CC=CC=C21

Synonyms
        
            3-(Allyloxy)benzo[d]isothiazole 1,1-dioxide
        
            Probenazole
        
            27605-76-1
        
            Oryzaemate
        
            Oryzemate
        
            3-(2-Propenyloxy)-1,2-benzisothiazole 1,1-dioxide
        
            PO-20
        
            BRN 1214464
        
            1,2-Benzisothiazole, 3-(2-propenyloxy)-, 1,1-dioxide
        
            CHEBI:81778
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassBenzothiazoles
SubclassNot available
Intermediate Tree NodesNot available
Direct ParentBenzothiazoles
Alternative Parents
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents1,2-benzothiazole - Benzenoid - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Azacycle - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as benzothiazoles. These are organic compounds containing a benzene fused to a thiazole ring (a five-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).

Properties

Property NameProperty Value
Molecular Weight223.246
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Complexity380
Monoisotopic Mass223.03
Exact Mass223.03
XLogP1.4
Formal Charge0
Heavy Atom Count15
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+0.9762
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2-0.5995
P-glycoprotein SubstrateNon-substrate0.7723
P-glycoprotein InhibitorNon-inhibitor0.8169
Non-inhibitor0.7969
Renal Organic Cation TransporterNon-inhibitor0.7850
Distribution
Subcellular localizationMitochondria0.3887
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6525
CYP450 2D6 SubstrateNon-substrate0.8071
CYP450 3A4 SubstrateNon-substrate0.6031
CYP450 1A2 InhibitorNon-inhibitor0.6118
CYP450 2C9 InhibitorNon-inhibitor0.6491
CYP450 2D6 InhibitorNon-inhibitor0.8650
CYP450 2C19 InhibitorNon-inhibitor0.6282
CYP450 3A4 InhibitorNon-inhibitor0.8960
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.6947
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9886
Non-inhibitor0.9493
AMES ToxicityNon AMES toxic0.5907
CarcinogensNon-carcinogens0.7484
Fish ToxicityHigh FHMT0.8908
Tetrahymena Pyriformis ToxicityHigh TPT0.9361
Honey Bee ToxicityHigh HBT0.6381
BiodegradationNot ready biodegradable0.9223
Acute Oral ToxicityIII0.7709
Carcinogenicity (Three-class)Non-required0.6356

Model Value Unit
Absorption
Aqueous solubility-2.8423LogS
Caco-2 Permeability0.7235LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.0723LD50, mol/kg
Fish Toxicity2.2902pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5377pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Turnip,LeavesJapan0.1ppm
Coffee BeansJapan0.03ppm
HuckleberryJapan0.03ppm
Other HerbsJapan0.1ppm
Other SpicesJapan0.1ppm
HopJapan0.03ppm
Cacao BeansJapan0.03ppm
Lettuce(Including Cos Lettuce And Leaf Lettuce)Japan0.1ppm
ShungikuJapan0.1ppm
EndiveJapan0.1ppm
ChicoryJapan0.1ppm
ArtichokeJapan0.1ppm
SalsifyJapan0.1ppm
BurdockJapan0.1ppm
Other Cruciferous VegetablesJapan0.1ppm
BroccoliJapan0.1ppm
CauliflowerJapan0.1ppm
Qing-Geng-CaiJapan0.1ppm
KyonaJapan0.1ppm
Komatsuna(Japanese Mustard Spinach)Japan0.1ppm