Thiamethoxam
(right click,save link as to download,it is a temp file,please download as soon as possible, you can also use CTRL+S to save the whole html page)
Basic Info
| Common Name | Thiamethoxam(F05769) |
| 2D Structure | |
| FRCD ID | F05769 |
| CAS Number | 153719-23-4 |
| PubChem CID | 5821911 |
| Formula | C8H10ClN5O3S |
| IUPAC Name | (NE)-N-[3-[(2-chloro-1,3-thiazol-5-yl)methyl]-5-methyl-1,3,5-oxadiazinan-4-ylidene]nitramide |
| InChI Key | NWWZPOKUUAIXIW-DHZHZOJOSA-N |
| InChI | InChI=1S/C8H10ClN5O3S/c1-12-4-17-5-13(8(12)11-14(15)16)3-6-2-10-7(9)18-6/h2H,3-5H2,1H3/b11-8+ |
| Canonical SMILES | CN1COCN(C1=N[N+](=O)[O-])CC2=CN=C(S2)Cl |
| Isomeric SMILES | CN\1COCN(/C1=N/[N+](=O)[O-])CC2=CN=C(S2)Cl |
| Synonyms |
Thiamethoxam
Diacloden
Adage 5FS
Actara
Cruiser
Adage
153719-23-4
Actara 2GR
Actara 25WG
Thiamethoxam [ISO]
|
| Classifies |
Pesticide
|
| Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
| Kingdom | Organic compounds |
| Superclass | Organoheterocyclic compounds |
| Class | Azoles |
| Subclass | Thiazoles |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 2,5-disubstituted thiazoles |
| Alternative Parents | |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | 2,5-disubstituted 1,3-thiazole - Aryl chloride - Aryl halide - Heteroaromatic compound - Guanidine - Organic nitro compound - Allyl-type 1,3-dipolar organic compound - Oxacycle - Azacycle - Organic 1,3-dipolar compound - Organic nitrogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as 2,5-disubstituted thiazoles. These are compounds containing a thiazole ring substituted at positions 2 and 5 only. |
Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 291.71 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 2 |
| Complexity | 352 |
| Monoisotopic Mass | 291.019 |
| Exact Mass | 291.019 |
| XLogP | 1.5 |
| 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 |
|---|---|---|---|---|---|
| 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* | 28/04/2017 | |
| (a) grapes | 0151000 | European Union | 0.4 | 28/04/2017 | |
| Dewberries (Boysenberries, Loganberries, Olallieberries, Salmonberries, Tayberries, Thimbleberries, Youngberries, Other species and hybrids of genus Rubus, not elsewhere mentioned,) | 0153020 | European Union | 0.01* | 28/04/2017 | |
| 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* | 28/04/2017 | |
| Others (2) | 0163990 | European Union | 0.01* | 28/04/2017 | |
| (a) potatoes (Andigena,) | 0211000 | European Union | 0.07 | 28/04/2017 | |
| Cassava roots/manioc (Blue taros/blue tannias, Canna, Chayotes/christophines roots, Dasheen taros, Eddoe taros, Konjac roots, Tannias/arrowleaf elephant ears/tajer,) | 0212010 | European Union | 0.01* | 28/04/2017 | |
| Others (2) | 0243990 | European Union | 0.02* | 28/04/2017 | |
| Lettuces (Crisp lettuces/iceberg lettuces, Cutting lettuces, Head lettuces/cabbage lettuces, Romaines/cos lettuces/lollo bionda/lollo rosso,) | 0251020 | European Union | 5 | 28/04/2017 | |
| 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* | 28/04/2017 | |
| Lentils (Lupins/lupini beans, Lupins/lupini beans, Lupins/lupini beans, Lupins/lupini beans,) | 0260050 | European Union | 0.02* | 28/04/2017 | |
| Cultivated fungi (Common mushrooms/button mushrooms/champignons mushrooms, Corn smuts/ Mexican truffles, Enokitake/winter mushrooms, Fusarium venenatum, Horse mushrooms, Jew's ears/hirneola, Nameko... | 0280010 | European Union | 0.01* | 28/04/2017 | |
| 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 | 0.05* | 28/04/2017 | |
| Strawberry (Absinth/common wormwood, Agrimony, Alfalfa/lucerne, Aloe (leaf gel), Alpine ladies mantle, Bearberry, Bilberry/European blueberry/whortleberry, Birch, Bitter orange/sour orange, Blackbe... | 0632010 | European Union | 0.05* | 28/04/2017 | |
| Cinnamon (Cassia, Cassia, Cassia,) | 0830010 | European Union | 0.05* | 28/04/2017 | |
| Turmeric/curcuma (Asafetida, Temulawak, Zedoary,) | 0840030 | European Union | 0.05* | 28/04/2017 | |
| (f) poultry (Bobwhite quail, Chicken (including silkie chicken), Collared Dove, Duck, Geese, Green peafowl, Guinea fowl, Japanese quail, Muskovy duck, Mute swan, Partridge, Peafowl, Pheasant, Pigeo... | 1016000 | European Union | 0.01* | 28/04/2017 | |
| Others (2) (Emu, Nandu/greater rhea, Ostrich, Other eggs producer birds,) | 1030990 | European Union | 0.01* | 28/04/2017 | |
| Kyona | Japan | 2ppm | |||
| Oriental Pickling Melon(Vegetable) | Japan | 0.5ppm |
References
| Title | Journal | Date | Pubmed ID |
|---|---|---|---|
| Selective toxicity of the mesoionic insecticide, triflumezopyrim, to rice planthoppers and beneficial arthropods. | Ecotoxicology | 2018 May | 29404868 |
| Modeling the effects of thiamethoxam on Midwestern farm ponds and emergent wetlands. | Environ Toxicol Chem | 2018 Mar | 29044673 |
| Concentrations of imidacloprid and thiamethoxam in pollen, nectar and leaves from seed-dressed cotton crops and their potential risk to honeybees (Apis mellifera L.). | Chemosphere | 2018 Jun | 29524816 |
| Neonicotinoids act like endocrine disrupting chemicals in newly-emerged bees and winter bees. | Sci Rep | 2017 Sep 8 | 28887455 |
| Thiamethoxam and picoxystrobin reduce the survival and overload the hepato-nephrocitic system of the Africanized honeybee. | Chemosphere | 2017 Nov | 28835008 |
| Effects of Thiamethoxam-Treated Seed on Mexican Bean Beetle (Coleoptera: Coccinellidae), Nontarget Arthropods, and Crop Performance in Southwestern Virginia Snap Beans. | Environ Entomol | 2017 Dec 8 | 29069307 |
| Degradation Processes of Pesticides Used in Potato Cultivations. | Rev Environ Contam Toxicol | 2017 | 27718007 |
| Exposure to neonicotinoids influences the motor function of adult worker honeybees. | Ecotoxicology | 2014 Oct | 25011924 |
| Polyacrylamide hydrogels: an effective tool for delivering liquid baits to pest ants (Hymenoptera: Formicidae). | J Econ Entomol | 2014 Apr | 24772557 |
| 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 |
| Physiological, anatomical, biochemical, and cytogenetic effects of thiamethoxam treatment on Allium cepa (amaryllidaceae) L. | Environ Toxicol | 2012 Nov | 21374786 |
| Toxicity of thiamethoxam to Tetranychus urticae Koch and Phytoseiulus persimilis Athias-Henriot (Acari Tetranychidae, Phytoseiidae) through different routes of exposure. | Pest Manag Sci | 2011 Mar | 21308961 |
| Adulticidal activity of phthalides identified in Cnidium officinale rhizome to B- and Q-biotypes of Bemisia tabaci. | J Agric Food Chem | 2011 Aug 10 | 21728333 |
| Field trial for evaluating the effects on honeybees of corn sown using Cruiser and Celest xl treated seeds. | Bull Environ Contam Toxicol | 2010 Sep | 20658226 |
| Effects of six selected orchard insecticides on Neoseiulus fallacis (Acari: Phytoseiidae) in the laboratory. | Pest Manag Sci | 2010 Nov | 20715016 |
| Risk assessment for side-effects of neonicotinoids against bumblebees with and without impairing foraging behavior. | Ecotoxicology | 2010 Jan | 19757031 |
| Effect of seven new orchard pesticides on Galendromus occidentalis in laboratory studies. | Pest Manag Sci | 2009 Jun | 19206104 |
| Mortality of a wireworm, Agriotes obscurus (Coleoptera: Elateridae), after topical application of various insecticides. | J Econ Entomol | 2008 Apr | 18459401 |
| Susceptibility of pest Nezara viridula (Heteroptera: Pentatomidae) and parasitoid Trichopoda pennipes (Diptera: Tachinidae) to selected insecticides. | J Econ Entomol | 2006 Jun | 16813294 |
| The intrinsic toxicity of several neonicotinoids to Lygus lineolaris and Hyaliodes vitripennis, a phytophagous and a predacious mirid. | Pest Manag Sci | 2005 Oct | 15912570 |