Nitenpyram
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Basic Info
| Common Name | Nitenpyram(F05804) |
| 2D Structure | |
| FRCD ID | F05804 |
| CAS Number | 150824-47-8 |
| PubChem CID | 3034287 |
| Formula | C11H15ClN4O2 |
| 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 Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
| Kingdom | Organic compounds |
| Superclass | Organoheterocyclic compounds |
| Class | Pyridines and derivatives |
| Subclass | Halopyridines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 2-halopyridines |
| Alternative Parents | |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | 2-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 |
| Description | This 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 Name | Property Value |
|---|---|
| Molecular Weight | 270.717 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 5 |
| Complexity | 306 |
| Monoisotopic Mass | 270.088 |
| Exact Mass | 270.088 |
| XLogP | 2.4 |
| Formal Charge | 0 |
| Heavy Atom Count | 18 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
MRLs
| Food | Product Code | Country | MRLs | Application Date | Notes |
|---|---|---|---|---|---|
| Peas | Japan | 0.03ppm | |||
| Beans,Dry | Japan | 0.03ppm | |||
| Hop | Japan | 0.03ppm | |||
| Cacao Beans | Japan | 0.03ppm | |||
| Coffee Beans | Japan | 0.03ppm | |||
| Other Nuts | Japan | 0.03ppm | |||
| Walnut | Japan | 0.03ppm | |||
| Almond | Japan | 0.03ppm | |||
| Pecan | Japan | 0.03ppm | |||
| Chestnut | Japan | 0.03ppm | |||
| Ginkgo Nut | Japan | 0.03ppm | |||
| Other Oil Seeds | Japan | 0.03ppm | |||
| Rapeseeds | Japan | 0.03ppm | |||
| Cotton Seeds | Japan | 0.03ppm | |||
| Safflower Seeds | Japan | 0.03ppm | |||
| Sesame Seeds | Japan | 0.03ppm | |||
| Sunflower Seeds | Japan | 0.03ppm | |||
| Passion Fruit | Japan | 1ppm | |||
| Mango | Japan | 1ppm | |||
| Guava | Japan | 1ppm |
References
| Title | Journal | Date | Pubmed 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 Assess | 2018May | 29447587 |
| Sub-lethal effects of six neonicotinoids on avoidance behavior and reproduction of earthworms (Eisenia fetida). | Ecotoxicol Environ Saf | 2018 Oct 30 | 30015188 |
| High-Throughput Quantitation of Neonicotinoids in Lyophilized Surface Water byLC-APCI-MS/MS. | J AOAC Int | 2018 May 21 | 29784072 |
| Simultaneous determination of neonicotinoid insecticides and insect growthregulators residues in honey using LC-MS/MS with anion exchanger-disposablepipette extraction. | J Chromatogr A | 2018 Jul 6 | 29735281 |
| Semiautomated determination of neonicotinoids and characteristic metabolite inurine samples using TurboFlow™ coupled to ultra high performance liquidchromatography coupled to Orbitrap analyzer. | J Pharm Biomed Anal | 2017 Nov 30 | 28918328 |
| Exposure characterization of three major insecticide lines in urine of youngchildren in Japan-neonicotinoids, organophosphates, and pyrethroids. | Environ Res | 2016 May | 26855126 |
| Nitenpyram, Dinotefuran, and Thiamethoxam Used as Seed Treatments Act asEfficient Controls against Aphis gossypii via High Residues in Cotton Leaves. | J Agric Food Chem | 2016 Dec 14 | 27960287 |
| Determination of neonicotinoid insecticides and their metabolites in honey beeand honey by liquid chromatography tandem mass spectrometry. | J Chromatogr B Analyt Technol Biomed Life Sci | 2015 May 15 | 25864015 |
| In-coupled syringe assisted octanol-water partition microextraction coupled with high-performance liquid chromatography for simultaneous determination ofneonicotinoid insecticide residues in honey. | Talanta | 2015 Jul 1 | 25882403 |
| Multi-residue method for determination of selected neonicotinoid insecticides in honey using optimized dispersive liquid-liquid microextraction combined withliquid chromatography-tandem mass spectrometry. | Talanta | 2013 Jul 15 | 23622535 |
| Vortex-assisted surfactant-enhanced-emulsification liquid-liquid microextraction with solidification of floating organic droplet combined with HPLC for the determination of neonicotinoid pesticides. | Talanta | 2013 Dec 15 | 24209333 |
| UHPLC/MS-MS Analysis of Six Neonicotinoids in Honey by Modified QuEChERS: Method Development, Validation, and Uncertainty Measurement. | Int J Food Sci | 2013 | 26904611 |
| 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 Agric | 2012 Apr | 22083888 |
| [Detection of chloropyridinyl neonicotinoid insecticide metabolite6-chloronicotinic acid in the urine: six cases with subacute nicotinic symptoms]. | Chudoku Kenkyu | 2011 Sep | 21950025 |
| Chemistry of clothianidin and related compounds. | J Agric Food Chem | 2011 Apr 13 | 20873771 |
| Desorption electrospray ionization mass spectrometry for trace analysis of agrochemicals in food. | Anal Chem | 2009 Jan 15 | 19090743 |
| Simultaneous determination of neonicotinoid insecticides in agricultural samples by solid-phase extraction cleanup and liquid chromatography equipped withdiode-array detection. | J Agric Food Chem | 2007 May 16 | 17439140 |
| Development of polyclonal antibody based enzyme-linked immunosorbent assay forthe analysis of the agricultural insecticide imidacloprid: food quality andsafety. | Asia Pac J Clin Nutr | 2007 | 17392085 |
| Determination of neonicotinoid pesticide residues in vegetables and fruits withsolid phase extraction and liquid chromatography mass spectrometry. | J Agric Food Chem | 2003 Apr 23 | 12696927 |
| Determination of acetamiprid, imidacloprid, and nitenpyram residues in vegetablesand fruits by high-performance liquid chromatography with diode-array detection. | J Agric Food Chem | 2002 Jul 31 | 12137461 |