Penthiopyrad

Basic Info

Common NamePenthiopyrad(F06315)
2D Structure
FRCD IDF06315
CAS Number183675-82-3
PubChem CID11388558
FormulaC16H20F3N3OS
IUPAC Name

1-methyl-N-[2-(4-methylpentan-2-yl)thiophen-3-yl]-3-(trifluoromethyl)pyrazole-4-carboxamide

InChI Key

PFFIDZXUXFLSSR-UHFFFAOYSA-N

InChI

InChI=1S/C16H20F3N3OS/c1-9(2)7-10(3)13-12(5-6-24-13)20-15(23)11-8-22(4)21-14(11)16(17,18)19/h5-6,8-10H,7H2,1-4H3,(H,20,23)

Canonical SMILES

CC(C)CC(C)C1=C(C=CS1)NC(=O)C2=CN(N=C2C(F)(F)F)C

Isomeric SMILES

CC(C)CC(C)C1=C(C=CS1)NC(=O)C2=CN(N=C2C(F)(F)F)C

Synonyms
        
            Penthiopyrad
        
            183675-82-3
        
            CHEBI:83138
        
            (rs)-n-[2-(1,3-dimethylbutyl)-3-thienyl]-1-methyl-3-(trifluoromethyl)pyrazole-4-carboxamide
        
            Vertisan
        
            Gaia
        
            Penthiopyrad [ISO]
        
            DPX-LEM 17
        
            SCHEMBL18701
        
            C16H20F3N3OS
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassAzoles
SubclassPyrazoles
Intermediate Tree NodesNot available
Direct ParentPyrazoles
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsPyrazole - Thiophene - Heteroaromatic compound - Carboximidic acid - Carboximidic acid derivative - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Azacycle - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Alkyl fluoride - Alkyl halide - Organopnictogen compound - Hydrocarbon derivative - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as pyrazoles. These are compounds containing a pyrazole ring, which is a five-member aromatic ring with two nitrogen atoms (at positions 1 and 2) and three carbon atoms.

Properties

Property NameProperty Value
Molecular Weight359.411
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Complexity447
Monoisotopic Mass359.128
Exact Mass359.128
XLogP4
Formal Charge0
Heavy Atom Count24
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9895
Human Intestinal AbsorptionHIA+0.9966
Caco-2 PermeabilityCaco2-0.5448
P-glycoprotein SubstrateNon-substrate0.8499
P-glycoprotein InhibitorNon-inhibitor0.6475
Inhibitor0.5558
Renal Organic Cation TransporterNon-inhibitor0.9180
Distribution
Subcellular localizationMitochondria0.7528
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6892
CYP450 2D6 SubstrateNon-substrate0.8179
CYP450 3A4 SubstrateSubstrate0.6058
CYP450 1A2 InhibitorInhibitor0.8308
CYP450 2C9 InhibitorNon-inhibitor0.6347
CYP450 2D6 InhibitorNon-inhibitor0.8654
CYP450 2C19 InhibitorInhibitor0.6527
CYP450 3A4 InhibitorInhibitor0.6542
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.5975
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9973
Non-inhibitor0.6470
AMES ToxicityNon AMES toxic0.6048
CarcinogensNon-carcinogens0.7646
Fish ToxicityHigh FHMT0.9969
Tetrahymena Pyriformis ToxicityHigh TPT0.8456
Honey Bee ToxicityLow HBT0.8167
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIII0.5040
Carcinogenicity (Three-class)Non-required0.4259
Model Value Unit
Absorption
Aqueous solubility-3.3254LogS
Caco-2 Permeability1.0861LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.8060LD50, mol/kg
Fish Toxicity1.1896pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5636pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Peanuts/groundnuts0401020European Union0.0511/07/2017
Rapeseeds/canola seeds (Radish seeds, Turnip rape seeds,)0401060European Union0.511/07/2017
Castor beans (Grape seeds, Sea buckthorn/sallow thorn seeds,)0401150European Union0.01*11/07/2017
Buckwheat and other pseudocereals (Amaranth/kiwicha, Amaranth/kiwicha, Amaranth/kiwicha, Kaniwa/canihua, Quinoa, Chia seeds,)0500020European Union0.01*11/07/2017
Rose (Almond, Bee balm, Bitter orange/sour orange, Black locust, Cat’s foot, Chrysanthemum, Cinnamon, Clary sage, Cornflower, Cowslip/primrose, Daisy, Dyer’s broom, Elder, Field poppy, Great mullei...0631030European Union0.02*11/07/2017
Strawberry (Absinth/common wormwood, Agrimony, Alfalfa/lucerne, Aloe (leaf gel), Alpine ladies mantle, Bearberry, Bilberry/European blueberry/whortleberry, Birch, Bitter orange/sour orange, Blackbe...0632010European Union0.02*11/07/2017
Black caraway/black cumin (Nigella,)0810020European Union0.02*11/07/2017
Nutmeg (Annatto, Candlenut, Wattleseeds, Calabash nutmeg,)0810090European Union0.02*11/07/2017
Liver1015030European Union0.01*11/07/2017
Edible offals (other than liver and kidney)1015050European Union0.01*11/07/2017
(f) poultry (Bobwhite quail, Chicken (including silkie chicken), Collared Dove, Duck, Geese, Green peafowl, Guinea fowl, Japanese quail, Muskovy duck, Mute swan, Partridge, Peafowl, Pheasant, Pigeo...1016000European Union0.01*11/07/2017
Rye0500070European Union0.111/07/2017
Poppy seeds0401030European Union0.01*11/07/2017
Sesame seeds0401040European Union0.01*11/07/2017
Sunflower seeds0401050European Union1.511/07/2017
Soyabeans (Moringa/drumstick tree seeds,)0401070European Union0.311/07/2017
Mustard seeds0401080European Union0.01*11/07/2017
Cotton seeds0401090European Union0.511/07/2017
Pumpkin seeds (Watermelon seeds, Other seeds of species of familia Cucurbitaceae, not elsewhere mentioned,)0401100European Union0.01*11/07/2017
Others (2)0401990European Union0.01*11/07/2017