Basic Info

Common NameProfoxydim(F06323)
2D Structure
FRCD IDF06323
CAS Number139001-49-3
PubChem CID197395
FormulaC24H32ClNO4S
IUPAC Name

2-[1-[2-(4-chlorophenoxy)propoxyamino]butylidene]-5-(thian-3-yl)cyclohexane-1,3-dione

InChI Key

NZYQPWCHQXECMD-UHFFFAOYSA-N

InChI

InChI=1S/C24H32ClNO4S/c1-3-5-21(26-29-14-16(2)30-20-9-7-19(25)8-10-20)24-22(27)12-18(13-23(24)28)17-6-4-11-31-15-17/h7-10,16-18,26H,3-6,11-15H2,1-2H3

Canonical SMILES

CCCC(=C1C(=O)CC(CC1=O)C2CCCSC2)NOCC(C)OC3=CC=C(C=C3)Cl

Isomeric SMILES

CCCC(=C1C(=O)CC(CC1=O)C2CCCSC2)NOCC(C)OC3=CC=C(C=C3)Cl

Synonyms
        
            DTXSID5057969
        
            2-[1-[2-(4-chlorophenoxy)propoxyamino]butylidene]-5-(thian-3-yl)cyclohexane-1,3-dione
        
            Profoxydim
        
            139001-49-3
        
            PROFOXYDIM-LITHIUM
        
            Profoxydim [ISO]
        
            AC1L53EH
        
            SCHEMBL53148
        
            SCHEMBL336137
        
            2-Cyclohexen-1-one, 2-(1-((2-(4-chlorophenoxy)propoxy)imino)butyl)-3-hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)-
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassPhenol ethers
SubclassNot available
Intermediate Tree NodesNot available
Direct ParentPhenol ethers
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsPhenoxy compound - Phenol ether - Alkyl aryl ether - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Thiane - Vinylogous amide - Ketone - Cyclic ketone - Ether - N-organohydroxylamine - Organoheterocyclic compound - Dialkylthioether - Thioether - Organohalogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Organochloride - Organonitrogen compound - Organooxygen compound - Organopnictogen compound - Organic oxide - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Properties

Property NameProperty Value
Molecular Weight466.033
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count9
Complexity628
Monoisotopic Mass465.174
Exact Mass465.174
XLogP6
Formal Charge0
Heavy Atom Count31
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.5908
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2-0.5659
P-glycoprotein SubstrateSubstrate0.8318
P-glycoprotein InhibitorInhibitor0.9392
Non-inhibitor0.7572
Renal Organic Cation TransporterNon-inhibitor0.7817
Distribution
Subcellular localizationMitochondria0.7419
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8411
CYP450 2D6 SubstrateNon-substrate0.7911
CYP450 3A4 SubstrateSubstrate0.6926
CYP450 1A2 InhibitorNon-inhibitor0.5603
CYP450 2C9 InhibitorNon-inhibitor0.5762
CYP450 2D6 InhibitorNon-inhibitor0.8169
CYP450 2C19 InhibitorInhibitor0.5579
CYP450 3A4 InhibitorInhibitor0.6215
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.7925
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionStrong inhibitor0.5057
Inhibitor0.5096
AMES ToxicityNon AMES toxic0.6005
CarcinogensNon-carcinogens0.8054
Fish ToxicityHigh FHMT0.9994
Tetrahymena Pyriformis ToxicityHigh TPT0.9990
Honey Bee ToxicityLow HBT0.5894
BiodegradationNot ready biodegradable0.9934
Acute Oral ToxicityIII0.6157
Carcinogenicity (Three-class)Non-required0.5389

Model Value Unit
Absorption
Aqueous solubility-4.0225LogS
Caco-2 Permeability0.9304LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.5743LD50, mol/kg
Fish Toxicity0.9185pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.7943pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Barley0500010European Union0.05*01/09/2008
Buckwheat and other pseudocereals (Amaranth/kiwicha, Amaranth/kiwicha, Amaranth/kiwicha, Kaniwa/canihua, Quinoa, Chia seeds,)0500020European Union0.05*01/09/2008
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 Union0.05*01/09/2008
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 Union0.05*01/09/2008
FRUITS, FRESH or FROZEN; TREE NUTS0100000European Union0.05*01/09/2008
Citrus fruits0110000European Union0.05*01/09/2008
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.05*01/09/2008
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.05*01/09/2008
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.05*01/09/2008
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.05*01/09/2008
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.05*01/09/2008
Others (2)0110990European Union0.05*01/09/2008
Tree nuts0120000European Union0.05*01/09/2008
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.05*01/09/2008
Brazil nuts0120020European Union0.05*01/09/2008
Cashew nuts0120030European Union0.05*01/09/2008
Chestnuts0120040European Union0.05*01/09/2008
Coconuts (Areca nuts/betel nuts,)0120050European Union0.05*01/09/2008
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.05*01/09/2008
Macadamias0120070European Union0.05*01/09/2008