Cyflumetofen

Basic Info

Common NameCyflumetofen(F06262)
2D Structure
FRCD IDF06262
CAS Number400882-07-7
PubChem CID11496052
FormulaC24H24F3NO4
IUPAC Name

2-methoxyethyl 2-(4-tert-butylphenyl)-2-cyano-3-oxo-3-[2-(trifluoromethyl)phenyl]propanoate

InChI Key

AWSZRJQNBMEZOI-UHFFFAOYSA-N

InChI

InChI=1S/C24H24F3NO4/c1-22(2,3)16-9-11-17(12-10-16)23(15-28,21(30)32-14-13-31-4)20(29)18-7-5-6-8-19(18)24(25,26)27/h5-12H,13-14H2,1-4H3

Canonical SMILES

CC(C)(C)C1=CC=C(C=C1)C(C#N)(C(=O)C2=CC=CC=C2C(F)(F)F)C(=O)OCCOC

Isomeric SMILES

CC(C)(C)C1=CC=C(C=C1)C(C#N)(C(=O)C2=CC=CC=C2C(F)(F)F)C(=O)OCCOC

Synonyms
        
            Cyflumetofen
        
            400882-07-7
        
            CHEBI:81798
        
            2-methoxyethyl 2-(4-tert-butylphenyl)-2-cyano-3-oxo-3-[2-(trifluoromethyl)phenyl]propanoate
        
            2-methoxyethyl (RS)-2-(4-tert-butylphenyl)-2-cyano-3-oxo-3-(alpha,alpha,alpha-trifluoro-o-tolyl)propionate
        
            Cyflumetofen [ISO]
        
            Cyflometofen
        
            SCHEMBL27174
        
            CHEMBL2268728
        
            DTXSID8058089
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
ClassStilbenes
SubclassNot available
Intermediate Tree NodesNot available
Direct ParentStilbenes
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsStilbene - Alkyl-phenylketone - Trifluoromethylbenzene - Phenylketone - Phenylpropane - Benzoyl - Aryl alkyl ketone - Aryl ketone - Beta-keto acid - Fatty acid ester - Monocyclic benzene moiety - Keto acid - Fatty acyl - Benzenoid - Carboxylic acid ester - Ketone - Carboxylic acid derivative - Dialkyl ether - Nitrile - Carbonitrile - Monocarboxylic acid or derivatives - Ether - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Alkyl halide - Organohalogen compound - Alkyl fluoride - Organofluoride - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Properties

Property NameProperty Value
Molecular Weight447.454
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count8
Rotatable Bond Count9
Complexity713
Monoisotopic Mass447.166
Exact Mass447.166
XLogP5.5
Formal Charge0
Heavy Atom Count32
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Citrus fruits0110000European Union0.305/05/2016
Fat1017020European Union0.01*05/05/2016
Liver1017030European Union0.0205/05/2016
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.305/05/2016
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.305/05/2016
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.305/05/2016
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.305/05/2016
Others (2)0110990European Union0.305/05/2016
Tree nuts0120000European Union0.01*05/05/2016
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.01*05/05/2016
Brazil nuts0120020European Union0.01*05/05/2016
Cashew nuts0120030European Union0.01*05/05/2016
Chestnuts0120040European Union0.01*05/05/2016
Coconuts (Areca nuts/betel nuts,)0120050European Union0.01*05/05/2016
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.01*05/05/2016
Macadamias0120070European Union0.01*05/05/2016
Pecans (Hickory nuts,)0120080European Union0.01*05/05/2016
Pistachios0120100European Union0.01*05/05/2016
Walnuts0120110European Union0.01*05/05/2016
Others (2)0120990European Union0.01*05/05/2016

References

TitleJournalDatePubmed ID
Residue and Dietary Risk Assessment of Chiral Cyflumetofen in Apple.Molecules2018 May 229724046
A glutathione-S-transferase (TuGSTd05) associated with acaricide resistance inTetranychus urticae directly metabolizes the complex II inhibitor cyflumetofen.Insect Biochem Mol Biol2017 Jan27932274
Distribution behaviour of acaricide cyflumetofen in tomato during home canning.Food Addit Contam Part A Chem Anal Control Expo Risk Assess2016May27032623
Degradation of cyflumetofen and formation of its main metabolites in soils andwater/sediment systems.Environ Sci Pollut Res Int2016 Nov27591884
Simultaneous determination of cyflumetofen and its main metabolite residues insamples of plant and animal origin using multi-walled carbon nanotubes indispersive solid-phase extraction and ultrahigh performance liquidchromatography-tandem mass spectrometry.J Chromatogr A2013 Jul 2623768653
Chiral determination of a novel acaricide cyflumetofen enantiomers in cucumber,tomato, and apple by HPLC.J Sep Sci2013 Jan23233416
Determination of cyflumetofen residue in water, soil, and fruits by modifiedquick, easy, cheap, effective, rugged, and safe method coupled to gaschromatography/tandem mass spectrometry.J Sep Sci2012 Oct22945859