Basic Info

Common NameNitenpyram(F05804)
2D Structure
FRCD IDF05804
CAS Number150824-47-8
PubChem CID3034287
FormulaC11H15ClN4O2
IUPAC Name

(E)-1-N'-[(6-chloropyridin-3-yl)methyl]-1-N'-ethyl-1-N-methyl-2-nitroethene-1,1-diamine

InChI Key

CFRPSFYHXJZSBI-DHZHZOJOSA-N

InChI

InChI=1S/C11H15ClN4O2/c1-3-15(11(13-2)8-16(17)18)7-9-4-5-10(12)14-6-9/h4-6,8,13H,3,7H2,1-2H3/b11-8+

Canonical SMILES

CCN(CC1=CN=C(C=C1)Cl)C(=C[N+](=O)[O-])NC

Isomeric SMILES

CCN(CC1=CN=C(C=C1)Cl)/C(=C/[N+](=O)[O-])/NC

Synonyms
        
            Nitenpyram
        
            150824-47-8
        
            (E)-Nitenpyram
        
            (E)-N-((6-Chloropyridin-3-yl)methyl)-N-ethyl-N'-methyl-2-nitroethene-1,1-diamine
        
            Niterndipoine
        
            Bestguard
        
            Capstar
        
            TI 304
        
            Nitenpyram [ISO]
        
            UNII-3A837VZ81Y
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassPyridines and derivatives
SubclassHalopyridines
Intermediate Tree NodesNot available
Direct Parent2-halopyridines
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents2-halopyridine - Aryl chloride - Aryl halide - Heteroaromatic compound - C-nitro compound - Organic nitro compound - Secondary aliphatic amine - Organic oxoazanium - Secondary amine - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Azacycle - Organonitrogen compound - Organochloride - Hydrocarbon derivative - Organic nitrogen compound - Organic oxygen compound - Organic oxide - Amine - Organohalogen compound - Organopnictogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 2-halopyridines. These are organic compounds containing a pyridine ring substituted at the 2-position by a halogen atom.

Properties

Property NameProperty Value
Molecular Weight270.717
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Complexity306
Monoisotopic Mass270.088
Exact Mass270.088
XLogP2.4
Formal Charge0
Heavy Atom Count18
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
PeasJapan0.03ppm
Beans,DryJapan0.03ppm
HopJapan0.03ppm
Cacao BeansJapan0.03ppm
Coffee BeansJapan0.03ppm
Other NutsJapan0.03ppm
WalnutJapan0.03ppm
AlmondJapan0.03ppm
PecanJapan0.03ppm
ChestnutJapan0.03ppm
Ginkgo NutJapan0.03ppm
Other Oil SeedsJapan0.03ppm
RapeseedsJapan0.03ppm
Cotton SeedsJapan0.03ppm
Safflower SeedsJapan0.03ppm
Sesame SeedsJapan0.03ppm
Sunflower SeedsJapan0.03ppm
Passion FruitJapan1ppm
MangoJapan1ppm
GuavaJapan1ppm

References

TitleJournalDatePubmed ID
A photochemically induced fluorescence based flow-through optosensor forscreening of nitenpyram residues in cruciferous vegetables.Food Addit Contam Part A Chem Anal Control Expo Risk Assess2018May29447587
Sub-lethal effects of six neonicotinoids on avoidance behavior and reproduction of earthworms (Eisenia fetida).Ecotoxicol Environ Saf2018 Oct 3030015188
High-Throughput Quantitation of Neonicotinoids in Lyophilized Surface Water byLC-APCI-MS/MS.J AOAC Int2018 May 2129784072
Simultaneous determination of neonicotinoid insecticides and insect growthregulators residues in honey using LC-MS/MS with anion exchanger-disposablepipette extraction.J Chromatogr A2018 Jul 629735281
Semiautomated determination of neonicotinoids and characteristic metabolite inurine samples using TurboFlow™ coupled to ultra high performance liquidchromatography coupled to Orbitrap analyzer.J Pharm Biomed Anal2017 Nov 3028918328
Exposure characterization of three major insecticide lines in urine of youngchildren in Japan-neonicotinoids, organophosphates, and pyrethroids.Environ Res2016 May26855126
Nitenpyram, Dinotefuran, and Thiamethoxam Used as Seed Treatments Act asEfficient Controls against Aphis gossypii via High Residues in Cotton Leaves.J Agric Food Chem2016 Dec 1427960287
Determination of neonicotinoid insecticides and their metabolites in honey beeand honey by liquid chromatography tandem mass spectrometry.J Chromatogr B Analyt Technol Biomed Life Sci2015 May 1525864015
In-coupled syringe assisted octanol-water partition microextraction coupled with high-performance liquid chromatography for simultaneous determination ofneonicotinoid insecticide residues in honey.Talanta2015 Jul 125882403
Multi-residue method for determination of selected neonicotinoid insecticides in honey using optimized dispersive liquid-liquid microextraction combined withliquid chromatography-tandem mass spectrometry.Talanta2013 Jul 1523622535
Vortex-assisted surfactant-enhanced-emulsification liquid-liquid microextraction with solidification of floating organic droplet combined with HPLC for the determination of neonicotinoid pesticides.Talanta2013 Dec 1524209333
UHPLC/MS-MS Analysis of Six Neonicotinoids in Honey by Modified QuEChERS: Method Development, Validation, and Uncertainty Measurement.Int J Food Sci201326904611
Highly sensitive and specific detection of neonicotinoid insecticide imidacloprid in environmental and food samples by a polyclonal antibody-based enzyme-linked immunosorbent assay.J Sci Food Agric2012 Apr22083888
[Detection of chloropyridinyl neonicotinoid insecticide metabolite6-chloronicotinic acid in the urine: six cases with subacute nicotinic symptoms].Chudoku Kenkyu2011 Sep21950025
Chemistry of clothianidin and related compounds.J Agric Food Chem2011 Apr 1320873771
Desorption electrospray ionization mass spectrometry for trace analysis of agrochemicals in food.Anal Chem2009 Jan 1519090743
Simultaneous determination of neonicotinoid insecticides in agricultural samples by solid-phase extraction cleanup and liquid chromatography equipped withdiode-array detection.J Agric Food Chem2007 May 1617439140
Development of polyclonal antibody based enzyme-linked immunosorbent assay forthe analysis of the agricultural insecticide imidacloprid: food quality andsafety.Asia Pac J Clin Nutr200717392085
Determination of neonicotinoid pesticide residues in vegetables and fruits withsolid phase extraction and liquid chromatography mass spectrometry.J Agric Food Chem2003 Apr 2312696927
Determination of acetamiprid, imidacloprid, and nitenpyram residues in vegetablesand fruits by high-performance liquid chromatography with diode-array detection.J Agric Food Chem2002 Jul 3112137461