Structure via PubChem · Public domain (PubChem)
thiamethoxam
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Thiamethoxam is the ISO common name 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.
Chemical data
- Formula
- C8H10ClN5O3S
- Molecular weight
- 291.72 g/mol
- IUPAC name
- N-[3-[(2-chloro-1,3-thiazol-5-yl)methyl]-5-methyl-1,3,5-oxadiazinan-4-ylidene]nitramide
- SMILES
- CN1COCN(C1=N[N+](=O)[O-])CC2=CN=C(S2)Cl
- InChIKey
- NWWZPOKUUAIXIW-UHFFFAOYSA-N
- XLogP
- 1.5
- Polar surface area
- 115 Ų
- H-bond donors
- 0
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
1,970 papers- Thiamethoxam intoxication due to occupational inhalational exposure.BMJ case reports · 2022
- Thiamethoxam-Loaded Ethyl Cellulose Microspheres for Extending the Efficacy Duration and Reducing the Toxicity on the Growth of Maize (Zea mays L.).Langmuir : the ACS journal of surfaces and colloids · 2024
- CYP6CX2 and CYP6CX3 mediate thiamethoxam resistance in field whitefly, Bemisia tabaci (Hemiptera:Aleyrodidae).Journal of economic entomology · 2023
- Embryonic Exposure to Thiamethoxam Reduces Survival and Alters Neurobehavior of Fathead Minnows.Environmental toxicology and chemistry · 2022
- Acute thiamethoxam exposure induces hepatotoxicity and neurotoxicity in juvenile Chinese mitten crab (Eriocheir sinensis).Ecotoxicology and environmental safety · 2023
via PubMed
Wikidata facts
- Subclass of
- neonicotinoids
- Mass
- 291.019288
Show 4 more facts
- chemical formula
- C₈H₁₀ClN₅O₃S
- canonical SMILES
- CN1COCN(C1=N[N+](=O)[O-])CC2=CN=C(S2)Cl
- subject has role
- insecticide
- Commons category
- Thiamethoxam
via Wikidata · CC0
~8 min read
Encyclopedic overview
10 sectionsContents
- History
- Synthesis
- Mechanisms of action
- Toxicity
- Regulation and use
- United States
- Neonicotinoids banned by the European Union
- Other countries
- Emergency use
- References
{{Chembox | ImageFile = Thiamethoxam E isomer.svg | ImageCaption = E isomer | ImageFile1 = Thiamethoxam Z isomer.svg | ImageCaption1 = Z isomer | PIN = {3-[(2-Chloro-1,3-thiazol-5-yl)methyl]-5-methyl-1,3,5-oxadiazinan-4-ylidene}nitramide | OtherNames = CGA293343 |Section1= |Section2= |Section3= }}
Thiamethoxam is the ISO common name 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.
Excerpted from Wikipedia’s “thiamethoxam” article, available under the CC BY-SA 4.0 licence.