Flonicamid

Basic Info

Common NameFlonicamid(F05713)
2D Structure
FRCD IDF05713
CAS Number158062-67-0
PubChem CID9834513
FormulaC9H6F3N3O
IUPAC Name

N-(cyanomethyl)-4-(trifluoromethyl)pyridine-3-carboxamide

InChI Key

RLQJEEJISHYWON-UHFFFAOYSA-N

InChI

InChI=1S/C9H6F3N3O/c10-9(11,12)7-1-3-14-5-6(7)8(16)15-4-2-13/h1,3,5H,4H2,(H,15,16)

Canonical SMILES

C1=CN=CC(=C1C(F)(F)F)C(=O)NCC#N

Isomeric SMILES

C1=CN=CC(=C1C(F)(F)F)C(=O)NCC#N

Synonyms
        
            Flonicamid [ISO]
        
            N-(cyanomethyl)-4-(trifluoromethyl)nicotinamide
        
            Flonicamid
        
            158062-67-0
        
            Aria
        
            UNII-9500W2Z53J
        
            IKI 220
        
            CHEBI:39291
        
            F 1785
        
            9500W2Z53J
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassPyridines and derivatives
SubclassPyridinecarboxylic acids and derivatives
Intermediate Tree NodesPyridinecarboxamides
Direct ParentNicotinamides
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsNicotinamide - Heteroaromatic compound - Carboximidic acid - Carboximidic acid derivative - Carbonitrile - Nitrile - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Azacycle - Organonitrogen compound - Organofluoride - Organohalogen compound - Organic oxygen compound - Organooxygen compound - Alkyl halide - Organic nitrogen compound - Alkyl fluoride - Hydrocarbon derivative - Organopnictogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as nicotinamides. These are heterocyclic aromatic compounds containing a pyridine ring substituted at position 3 by a carboxamide group.

Properties

Property NameProperty Value
Molecular Weight229.162
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Complexity307
Monoisotopic Mass229.046
Exact Mass229.046
XLogP0.8
Formal Charge0
Heavy Atom Count16
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Citrus fruits0110000European Union0.1505/06/2018
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.1505/06/2018
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.1505/06/2018
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.1505/06/2018
Others (2)0110990European Union0.1505/06/2018
Tree nuts0120000European Union0.06*05/06/2018
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.06*05/06/2018
Brazil nuts0120020European Union0.06*05/06/2018
Cashew nuts0120030European Union0.06*05/06/2018
Chestnuts0120040European Union0.06*05/06/2018
Coconuts (Areca nuts/betel nuts,)0120050European Union0.06*05/06/2018
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.06*05/06/2018
Macadamias0120070European Union0.06*05/06/2018
Pecans (Hickory nuts,)0120080European Union0.06*05/06/2018
Pistachios0120100European Union0.06*05/06/2018
Walnuts0120110European Union0.06*05/06/2018
Others (2)0120990European Union0.06*05/06/2018
Pome fruits0130000European Union0.305/06/2018
Apples (Crab apples/wild apples, Tejocotes,)0130010European Union0.305/06/2018
Pears (Nashi pears/Oriental pears, Wild pears, Ya pears/Chinese white pears,)0130020European Union0.305/06/2018

References

TitleJournalDatePubmed ID
Determination of flonicamid and its metabolites in bell pepper usingultra-high-performance liquid chromatography coupled to high-resolution massspectrometry (Orbitrap).Food Addit Contam Part A Chem Anal Control Expo Risk Assess2016Nov27598508
Impact of Feeding on Contaminated Prey on the Life Parameters of NesidiocorisTenuis (Hemiptera: Miridae) Adults.J Insect Sci2016 Sep 3027694345
Rapid screening of flonicamid residues in environmental and agricultural samples by a sensitive enzyme immunoassay.Sci Total Environ2016 May 126897400
Effects of light shading and climatic conditions on the metabolic behavior offlonicamid in red bell pepper.Environ Monit Assess2016 Mar26846294
Effect of insecticide-treated potato plants on aphid behavior and potato virus Y acquisition.Pest Manag Sci2015 Aug25159012
Survival and growth of foodborne pathogens in pesticide solutions routinely used in leafy green vegetables and tomato production.J Sci Food Agric2014 Nov24615509
A modified QuEChERS method for simultaneous determination of flonicamid and itsmetabolites in paprika using tandem mass spectrometry.Food Chem2014 Aug 1524679799
Effects of irrigation levels on interactions among Lygus hesperus (Hemiptera:Miridae), insecticides, and predators in cotton.Environ Entomol2014 Apr24533912
Reduction of hazardous organic solvent in sample preparation for hydrophilicpesticide residues in agricultural products with conventional liquidchromatography.J Agric Food Chem2013 May 2223614723
Survey of neonicotinoids and fipronil in corn seeds for agriculture.Food Addit Contam Part B Surveill201324786619
Simultaneous determination of flonicamid and its metabolites in vegetables using QuEChERS and reverse-phase liquid chromatography-tandem mass spectrometry.J Chromatogr A2011 Sep 2321831390
Analysis of flonicamid and its metabolites in dried hops by liquidchromatography-tandem mass spectrometry.J Agric Food Chem2007 Oct 317803262