Basic Info

Common NameFenpyrazamine(F06275)
2D Structure
FRCD IDF06275
CAS Number473798-59-3
PubChem CID11493665
FormulaC17H21N3O2S
IUPAC Name

S-prop-2-enyl 5-amino-4-(2-methylphenyl)-3-oxo-2-propan-2-ylpyrazole-1-carbothioate

InChI Key

UTOHZQYBSYOOGC-UHFFFAOYSA-N

InChI

InChI=1S/C17H21N3O2S/c1-5-10-23-17(22)20-15(18)14(16(21)19(20)11(2)3)13-9-7-6-8-12(13)4/h5-9,11H,1,10,18H2,2-4H3

Canonical SMILES

CC1=CC=CC=C1C2=C(N(N(C2=O)C(C)C)C(=O)SCC=C)N

Isomeric SMILES

CC1=CC=CC=C1C2=C(N(N(C2=O)C(C)C)C(=O)SCC=C)N

Synonyms
        
            S-allyl 5-amino-2,3-dihydro-2-isopropyl-3-oxo-4-(o-tolyl)pyrazole-1-carbothioate
        
            Fenpyrazamine
        
            UNII-2N3SPH9RQG
        
            2N3SPH9RQG
        
            473798-59-3
        
            S-2-propen-1-yl 5-amino-2,3-dihydro-2-(1-methylethyl)-4-(2-methylphenyl)-3-oxo-1H-pyrazole-1-carbothioate
        
            Fenpyrazamine [ISO]
        
            Botrycide
        
            SCHEMBL68482
        
            DTXSID2074742
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassAzoles
SubclassPyrazoles
Intermediate Tree NodesNot available
Direct ParentPhenylpyrazoles
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsPhenylpyrazole - Toluene - Monocyclic benzene moiety - Pyrazolinone - Benzenoid - Vinylogous amide - Heteroaromatic compound - Allyl sulfur compound - Carbonic acid derivative - Lactam - Azacycle - Sulfenyl compound - Amine - Organic oxide - Organopnictogen compound - Primary amine - Organic oxygen compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as phenylpyrazoles. These are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.

Properties

Property NameProperty Value
Molecular Weight331.434
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Complexity530
Monoisotopic Mass331.135
Exact Mass331.135
XLogP3.8
Formal Charge0
Heavy Atom Count23
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+0.9767
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.5142
P-glycoprotein SubstrateNon-substrate0.8274
P-glycoprotein InhibitorNon-inhibitor0.7874
Non-inhibitor0.8997
Renal Organic Cation TransporterNon-inhibitor0.9219
Distribution
Subcellular localizationMitochondria0.7683
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7671
CYP450 2D6 SubstrateNon-substrate0.8016
CYP450 3A4 SubstrateNon-substrate0.5000
CYP450 1A2 InhibitorNon-inhibitor0.7705
CYP450 2C9 InhibitorNon-inhibitor0.6718
CYP450 2D6 InhibitorNon-inhibitor0.9554
CYP450 2C19 InhibitorNon-inhibitor0.7812
CYP450 3A4 InhibitorNon-inhibitor0.8628
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7233
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9590
Non-inhibitor0.8241
AMES ToxicityNon AMES toxic0.6173
CarcinogensNon-carcinogens0.8255
Fish ToxicityHigh FHMT0.9997
Tetrahymena Pyriformis ToxicityHigh TPT0.9514
Honey Bee ToxicityLow HBT0.7816
BiodegradationNot ready biodegradable0.9931
Acute Oral ToxicityIII0.6384
Carcinogenicity (Three-class)Non-required0.4480

Model Value Unit
Absorption
Aqueous solubility-3.0109LogS
Caco-2 Permeability1.2705LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.5192LD50, mol/kg
Fish Toxicity1.4596pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5233pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Pine nut kernels (Pine nut kernels from other species than Pinus pinea, Pine nut kernels from other species than Pinus pinea, Pine nut kernels from other species than Pinus pinea, Pine nut kernels ...0120090European Union0.01*24/11/2016
Dewberries (Boysenberries, Loganberries, Olallieberries, Salmonberries, Tayberries, Thimbleberries, Youngberries, Other species and hybrids of genus Rubus, not elsewhere mentioned,)0153020European Union524/11/2016
Blueberries (Aronia berries/chokeberries (black, purple and red), Aronia berries/chokeberries (black, purple and red), Aronia berries/chokeberries (black, purple and red), Bearberries, Bilberries/E...0154010European Union424/11/2016
Cassava roots/manioc (Blue taros/blue tannias, Canna, Chayotes/christophines roots, Dasheen taros, Eddoe taros, Konjac roots, Tannias/arrowleaf elephant ears/tajer,)0212010European Union0.01*24/11/2016
Horseradishes (Dandelion roots, Gentiana roots, East Indian galangal/aromatic ginger/sand galangal, Fingerroot, Galangal roots, Galangal roots, Galangal roots, Galangal roots, Ginger roots, Greater...0213040European Union0.01*24/11/2016
Kales (Borecoles/collards greens/curly kales, Cow cabbages/stem kales, Cow cabbages/Jersey kales, Kohlrabies leaves (6), Rape kales/Siberian kales, Portuguese kales/tronchuda kales/Portuguese cabba...0243020European Union0.01*24/11/2016
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*24/11/2016
Beans (without pods) (Azuki beans, Black eyed peas/cowpeas, Broad beans/fava beans/horse beans/tic beans, Borlotti beans/cannelini beans/common beans/flageolets/French beans/slicing beans/snap bean...0260020European Union0.01*24/11/2016
Maize/corn (Indian corn/flint corn,)0500030European Union0.01*24/11/2016
Common millet/proso millet (Black fonio, Canary grass, Finger millet/African millet/koracan, Foxtail millet, Job's tears, Little millet, Pearl millet, Teff/tef, White fonio,)0500040European Union0.01*24/11/2016
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 Union0.01*24/11/2016
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 Union0.01*24/11/2016
Allspice/pimento0820010European Union0.01*24/11/2016
Peppercorn (black, green and white) (Brazilian pepper, Cubeb/tailed pepper, Grain of paradise, Long pepper/pipali, Pink pepper, Sumac, West African pepper,)0820060European Union0.01*24/11/2016
(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*24/11/2016
Kidney1016040European Union0.01*24/11/2016
(g) other farmed terrestrial animals (Alpaca, Bactrian camel, Capybara, Cottontail/American rabbit, Dromedary, Eland, Elk/moose, Emu, Fallow deer, Guinea pig, Hare (farmed), Llama, Nandu/greater rh...1017000European Union0.01*24/11/2016
Citrus fruits0110000European Union0.01*24/11/2016
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.01*24/11/2016
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.01*24/11/2016