Thiamethoxam
Chemical compound / From Wikipedia, the free encyclopedia
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Thiamethoxam is the ISO common name[3] for a mixture of cis-trans isomers used as a systemic insecticide of the neonicotinoid class. It has a broad spectrum of activity against many types of insects and can be used as a seed dressing.
E isomer | |
Z isomer | |
Names | |
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Preferred IUPAC name
{3-[(2-Chloro-1,3-thiazol-5-yl)methyl]-5-methyl-1,3,5-oxadiazinan-4-ylidene}nitramide | |
Other names
CGA293343 | |
Identifiers | |
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3D model (JSmol) |
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8555232 | |
ChEBI |
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ChEMBL |
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ChemSpider | |
ECHA InfoCard | 100.102.703 |
EC Number |
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KEGG |
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PubChem CID |
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UNII |
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CompTox Dashboard (EPA) |
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Properties[1] | |
C8H10ClN5O3S | |
Molar mass | 291.71 g·mol−1 |
Density | 1.57 g/cm3 |
Melting point | 139.1 °C (282.4 °F; 412.2 K) |
4.1 g/L | |
log P | -0.13 |
Hazards[2] | |
GHS labelling: | |
Warning | |
H302, H410 | |
P264, P270, P273, P301+P312, P330, P391, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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A 2018 review by the European Food Safety Authority (EFSA) concluded that most uses of neonicotinoid pesticides such as Thiamethoxam represent a risk to wild bees and honeybees.[4][5] In 2022 the United States Environmental Protection Agency (EPA) concluded that Thiamethoxam is likely to adversely affect 77 percent of federally listed endangered or threatened species and 81 percent of critical habitats.[6] The pesticide has been banned for all outdoor use in the entire European Union since 2018, but has a partial approval in the U.S. and other parts of the world, where it is widely used.[7][8]