Dinotefuran
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Basic Info
| Common Name | Dinotefuran(F05951) |
| 2D Structure | |
| FRCD ID | F05951 |
| CAS Number | 165252-70-0 |
| PubChem CID | 197701 |
| Formula | C7H14N4O3 |
| IUPAC Name | 2-methyl-1-nitro-3-(oxolan-3-ylmethyl)guanidine |
| InChI Key | YKBZOVFACRVRJN-UHFFFAOYSA-N |
| InChI | InChI=1S/C7H14N4O3/c1-8-7(10-11(12)13)9-4-6-2-3-14-5-6/h6H,2-5H2,1H3,(H2,8,9,10) |
| Canonical SMILES | CN=C(NCC1CCOC1)N[N+](=O)[O-] |
| Isomeric SMILES | CN=C(NCC1CCOC1)N[N+](=O)[O-] |
| Synonyms |
1-Methyl-2-nitro-3-(tetrahydro-3-furylmethyl)guanidine
Dinotefuran
165252-70-0
1-Methyl-2-nitro-3-((tetrahydrofuran-3-yl)methyl)guanidine
Albarin
Mikeblock
MTI-446
Dinotefuran [ISO]
HSDB 7465
CHEBI:39183
|
| Classifies |
Pesticide
|
| Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
| Kingdom | Organic compounds |
| Superclass | Organic nitrogen compounds |
| Class | Organonitrogen compounds |
| Subclass | Guanidines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Nitroguanidines |
| Alternative Parents | |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Nitroguanidine - Nitramine - Tetrahydrofuran - Organic nitro compound - Dialkyl ether - Ether - Oxacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Carboximidamide - Organic oxygen compound - Organic zwitterion - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Imine - Organopnictogen compound - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as nitroguanidines. These are organonitrogen compounds containing a nitro group, which is N-linked to a guanidine. |
Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 202.214 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 4 |
| Complexity | 226 |
| Monoisotopic Mass | 202.107 |
| Exact Mass | 202.107 |
| XLogP | 0 |
| Formal Charge | 0 |
| Heavy Atom Count | 14 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
MRLs
| Food | Product Code | Country | MRLs | Application Date | Notes |
|---|---|---|---|---|---|
| Horse,Fat | Japan | 0.05ppm | |||
| Sheep,Fat | Japan | 0.05ppm | |||
| Pig,Fat | Japan | 0.05ppm | |||
| Cattle,Fat | Japan | 0.05ppm | |||
| Milk | Japan | 0.05ppm | |||
| Goat,Edible Offal | Japan | 0.05ppm | |||
| Horse,Edible Offal | Japan | 0.05ppm | |||
| Sheep,Edible Offal | Japan | 0.05ppm | |||
| Pig,Edible Offal | Japan | 0.05ppm | |||
| Cattle,Edible Offal | Japan | 0.05ppm | |||
| Goat,Kidney | Japan | 0.05ppm | |||
| Horse,Kidney | Japan | 0.05ppm | |||
| Sheep,Kidney | Japan | 0.05ppm | |||
| Pig,Kidney | Japan | 0.05ppm | |||
| Cattle,Kidney | Japan | 0.05ppm | |||
| Goat,Liver | Japan | 0.05ppm | |||
| Sheep,Liver | Japan | 0.05ppm | |||
| Pig,Liver | Japan | 0.05ppm | |||
| Cattle,Liver | Japan | 0.05ppm | |||
| Goat,Fat | Japan | 0.05ppm |
References
| Title | Journal | Date | Pubmed ID |
|---|---|---|---|
| Effects of processing and cooking on the reduction of dinotefuran concentrationin Japanese rice samples. | Food Addit Contam Part A Chem Anal Control Expo Risk Assess | 2018Jul | 29533147 |
| High-Throughput Quantitation of Neonicotinoids in Lyophilized Surface Water byLC-APCI-MS/MS. | J AOAC Int | 2018 May 21 | 29784072 |
| Enantioselective Bioaccumulation and Toxicity of the Neonicotinoid Insecticide Dinotefuran in Earthworms ( Eisenia fetida). | J Agric Food Chem | 2018 May 2 | 29652142 |
| Simultaneous determination of pyridaben, dinotefuran, DN and UF in eggplantecosystem under open-field conditions: Dissipation behaviour and residuedistribution. | Chemosphere | 2018 Mar | 29272793 |
| Direct determination of neonicotinoid insecticides in an analytically challengingcrop such as Chinese chives using selective ELISAs. | J Environ Sci Health B | 2018 Jun 5:1-6 | 29869926 |
| Comparison of uptake, translocation and accumulation of several neonicotinoids inkomatsuna (Brassica rapa var. perviridis) from contaminated soils. | Chemosphere | 2018 Jun | 29510368 |
| 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 |
| A quick and effective methodology for analyzing dinotefuran and its highly polar metabolites in plum using liquid chromatography-tandem mass spectrometry. | Food Chem | 2018 Jan 15 | 28873545 |
| Rapid multiresidue determination of pesticides in livestock muscle and livertissue via modified QuEChERS sample preparation and LC-MS/MS. | Food Addit Contam Part A Chem Anal Control Expo Risk Assess | 2017Jul | 28406073 |
| Risk assessment and monitoring of dinotefuran and its metabolites for Chineseconsumption of apples. | Environ Monit Assess | 2017 Sep 26 | 28948413 |
| Determination of Dinotefuran and Its Metabolites in Orange Pulp, Orange Peel, andWhole Orange Using Liquid Chromatography-Tandem Mass Spectrometry. | J AOAC Int | 2017 Sep 1 | 28429676 |
| 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 |
| Residue behaviors and dietary risk assessment of dinotefuran and its metabolites in Oryza sativa by a new HPLC-MS/MS method. | Food Chem | 2017 Nov 15 | 28554625 |
| Novel potentiometric sensors for the determination of the dinotefuran insecticideresidue levels in cucumber and soil samples. | Talanta | 2017 Mar 1 | 28107966 |
| Dinotefuran-induced morphophysiological changes in semi-engorged femalesRhipicephalus sanguineus Latreille, 1806 (Acari: Ixodidae) ticks:Ultra-structural evaluation. | Acta Trop | 2017 Feb | 27876644 |
| Potential application of immunoassays for simple, rapid and quantitativedetections of phytoavailable neonicotinoid insecticides in cropland soils. | Ecotoxicol Environ Saf | 2016 Oct | 27344017 |
| Optimized combination of dilution and refined QuEChERS to overcome matrix effectsof six types of tea for determination eight neonicotinoid insecticides by ultraperformance liquid chromatography-electrospray tandem mass spectrometry. | Food Chem | 2016 Nov 1 | 27211616 |
| 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 |
| Biological Monitoring of Human Exposure to Neonicotinoids Using Urine Samples, and Neonicotinoid Excretion Kinetics. | PLoS One | 2016 | 26731104 |