Phoxim
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Basic Info
| Common Name | Phoxim(F05674) |
| 2D Structure | |
| FRCD ID | F05674 |
| CAS Number | |
| PubChem CID | 9570290 |
| Formula | C12H15N2O3PS |
| IUPAC Name | (Z)-N-diethoxyphosphinothioyloxybenzenecarboximidoyl cyanide |
| InChI Key | ATROHALUCMTWTB-WYMLVPIESA-N |
| InChI | InChI=1S/C12H15N2O3PS/c1-3-15-18(19,16-4-2)17-14-12(10-13)11-8-6-5-7-9-11/h5-9H,3-4H2,1-2H3/b14-12+ |
| Canonical SMILES | CCOP(=S)(OCC)ON=C(C#N)C1=CC=CC=C1 |
| Isomeric SMILES | CCOP(=S)(OCC)O/N=C(\C#N)/C1=CC=CC=C1 |
| Synonyms |
Valexon
Bayer 77488
PHOXIM
Baythion
Phoxime
Valexone
Volaton
Foxima
BAY sra 7502
BAY 77488
|
| Classifies |
Veterinary Drug
Pesticide
|
| Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
| Kingdom | Organic compounds |
| Superclass | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzene and substituted derivatives |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Organic thiophosphoric acid or derivatives - Thiophosphoric acid ester - Monocyclic benzene moiety - Nitrile - Carbonitrile - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. |
Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 298.297 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 7 |
| Complexity | 389 |
| Monoisotopic Mass | 298.054 |
| Exact Mass | 298.054 |
| XLogP | 4.4 |
| Formal Charge | 0 |
| Heavy Atom Count | 19 |
| 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 |
|---|---|---|---|---|---|
| Okra | Japan | 0.02ppm | |||
| Pine nut kernels (Pine nut kernels from other species than Pinus pinea, Pine nut kernels from other species than Pinus pinea, Pine nut kernels from other species than Pinus pinea, Pine nut kernels ... | 0120090 | European Union | 0.01* | 01/09/2008 | |
| (d) other small fruits and berries | 0154000 | European Union | 0.01* | 01/09/2008 | |
| Blueberries (Aronia berries/chokeberries (black, purple and red), Aronia berries/chokeberries (black, purple and red), Aronia berries/chokeberries (black, purple and red), Bearberries, Bilberries/E... | 0154010 | European Union | 0.01* | 01/09/2008 | |
| Yams (Amazonian yam beans/potato beans, American groundnuts tubers, Andean yam beans, Mexican yam beans,) | 0212030 | European Union | 0.01* | 01/09/2008 | |
| Horseradishes (Dandelion roots, Gentiana roots, East Indian galangal/aromatic ginger/sand galangal, Fingerroot, Galangal roots, Galangal roots, Galangal roots, Galangal roots, Ginger roots, Greater... | 0213040 | European Union | 0.01* | 01/09/2008 | |
| Kales (Borecoles/collards greens/curly kales, Cow cabbages/stem kales, Cow cabbages/Jersey kales, Kohlrabies leaves (6), Rape kales/Siberian kales, Portuguese kales/tronchuda kales/Portuguese cabba... | 0243020 | European Union | 0.01* | 01/09/2008 | |
| Cresses and other sprouts and shoots (Alfalfa/lucerne sprouts, Chinese chives/oriental garlic/garlic chives sprouts, Broccoli sprouts, Daikon/Japanese radish sprouts, Ginger shoots, Mung bean sprou... | 0251040 | European Union | 0.01* | 01/09/2008 | |
| Beans (without pods) (Azuki beans, Black eyed peas/cowpeas, Broad beans/fava beans/horse beans/tic beans, Borlotti beans/cannelini beans/common beans/flageolets/French beans/slicing beans/snap bean... | 0260020 | European Union | 0.01* | 01/09/2008 | |
| Maize/corn (Indian corn/flint corn,) | 0500030 | European Union | 0.01* | 01/09/2008 | |
| Common millet/proso millet (Black fonio, Canary grass, Finger millet/African millet/koracan, Foxtail millet, Job's tears, Little millet, Pearl millet, Teff/tef, White fonio,) | 0500040 | European Union | 0.01* | 01/09/2008 | |
| Rose (Almond, Bee balm, Bitter orange/sour orange, Black locust, Cat’s foot, Chrysanthemum, Cinnamon, Clary sage, Cornflower, Cowslip/primrose, Daisy, Dyer’s broom, Elder, Field poppy, Great mullei... | 0631030 | European Union | 0.1 | 01/09/2008 | |
| Lemons (Buddha's hands/Buddha's fingers, Citrons,) | 0110030 | European Union | 0.01* | 01/09/2008 | |
| FRUITS, FRESH or FROZEN; TREE NUTS | 0100000 | European Union | 0.01* | 01/09/2008 | |
| Citrus fruits | 0110000 | European Union | 0.01* | 01/09/2008 | |
| Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,) | 0110010 | European Union | 0.01* | 01/09/2008 | |
| Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,) | 0110020 | European Union | 0.01* | 01/09/2008 | |
| Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,) | 0110040 | European Union | 0.01* | 01/09/2008 | |
| Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,) | 0110050 | European Union | 0.01* | 01/09/2008 | |
| Others (2) | 0110990 | European Union | 0.01* | 01/09/2008 |
References
| Title | Journal | Date | Pubmed ID |
|---|---|---|---|
| Vitamin E alleviates phoxim-induced toxic effects on intestinal oxidative stress, barrier function, and morphological changes in rats. | Environ Sci Pollut Res Int | 2018 Jul 12 | 30003487 |
| Chlorfenapyr, a Potent Alternative Insecticide of Phoxim To Control Bradysiaodoriphaga (Diptera: Sciaridae). | J Agric Food Chem | 2017 Jul 26 | 28672113 |
| Effects of phoxim on nutrient metabolism and insulin signaling pathway insilkworm midgut. | Chemosphere | 2016 Mar | 26741554 |
| Phoxim Microcapsules Prepared with Polyurea and Urea-Formaldehyde Resins Differin Photostability and Insecticidal Activity. | J Agric Food Chem | 2016 Apr 13 | 27010712 |
| Rapid biodegradation of organophosphorus pesticides by Stenotrophomonas sp. G1. | J Hazard Mater | 2015 Oct 30 | 25938642 |
| Poly(ionic liquid) immobilized magnetic nanoparticles as new adsorbent forextraction and enrichment of organophosphorus pesticides from tea drinks. | J Chromatogr A | 2014 Sep 5 | 25022482 |
| Characterization and expression analysis of peroxiredoxin family genes from thesilkworm Bombyx mori in response to phoxim and chlorpyrifos. | Pestic Biochem Physiol | 2014 Sep | 25175646 |
| [Determination of seven pesticide residues in bamboo shoots by high performanceliquid chromatography-tandem mass spectrometry coupled with solid-phaseextraction]. | Se Pu | 2013 Feb | 23697174 |
| Titanium dioxide nanoparticles relieve silk gland damage and increase cocooningof Bombyx mori under phoxim-induced toxicity. | J Agric Food Chem | 2013 Dec 18 | 24224746 |
| Development of a solid-phase extraction coupling chemiluminescent enzymeimmunoassay for determination of organophosphorus pesticides in environmentalwater samples. | J Agric Food Chem | 2012 Mar 7 | 22329773 |
| Development of a broad-specificity monoclonal antibody-based immunoaffinitychromatography cleanup for organophosphorus pesticide determination inenvironmental samples. | J Agric Food Chem | 2012 Jun 13 | 22612520 |
| Determination of organophosphorus pesticide residues in vegetables by an enzyme inhibition method using α-naphthyl acetate esterase extracted from wheat flour. | J Zhejiang Univ Sci B | 2012 Apr | 22467368 |
| Dynamics of phoxim residues in green onion and soil as influenced by arbuscularmycorrhizal fungi. | J Hazard Mater | 2011 Jan 15 | 20870354 |
| Degradation mechanisms of phoxim in river water. | J Agric Food Chem | 2011 Jan 12 | 21142082 |
| Inoculations with arbuscular mycorrhizal fungi increase vegetable yields anddecrease phoxim concentrations in carrot and green onion and their soils. | PLoS One | 2011 Feb 9 | 21347374 |
| A new 1,3-dibutylimidazolium hexafluorophosphate ionic liquid-based dispersiveliquid-liquid microextraction to determine organophosphorus pesticides in waterand fruit samples by high-performance liquid chromatography. | J Chromatogr A | 2010 Jul 30 | 20580010 |
| Simultaneous determination of phoxim and its photo-transformation metaboliteresidues in eggs using liquid chromatography coupled with electrospray ionizationtandem mass spectrometry. | Anal Chim Acta | 2010 Jul 26 | 20638501 |
| Acute toxicity to zebrafish of two organophosphates and four pyrethroids andtheir binary mixtures. | Pest Manag Sci | 2010 Jan | 19728319 |
| Effects of four host plants on susceptibility of Spodoptera litura (Lepidoptera: Noctuidae) larvae to five insecticides and activities of detoxificationesterases. | Pest Manag Sci | 2010 Dec | 20672333 |
| Acetylcholinesterase biosensor based on Prussian blue-modified electrode fordetecting organophosphorous pesticides. | Biosens Bioelectron | 2010 Aug 15 | 20466535 |