
(E)-nitenpyram
Sign in to saveAlso known as nitenpyram, (1E)-N-((6-chloro-3-pyridinyl)methyl)-N-ethyl-N'-methyl-2-nitro-1,1-ethenediamine, TI 304, NIT
Nitenpyram is a chemical frequently used as an insecticide in agriculture and veterinary medicine. The compound is an insect neurotoxin belonging to the class of neonicotinoids which works by blocking neural signaling of the central nervous system. It does so by binding irreversibly to the nicotinic acetylcholine receptor (nACHr) causing a stop of the flow of ions in the postsynaptic membrane of neurons leading to paralysis and death. Nitenpyram is highly selective towards the variation of the nACHr which insects possess, and has seen extensive use in targeted, insecticide applications.
Research
1 papers- [Determination of eight neonicotinoid pesticides in wastewater by solid phase extraction combined with liquid chromatography-tandem mass spectrometry].Se pu = Chinese journal of chromatography · 2024
via PubMed
Wikidata facts
- Subclass of
- pyridine alkaloid
- Mass
- 270.088
- Has use
- insecticide
Show 6 more facts
- chemical formula
- C₁₁H₁₅ClN₄O₂
- canonical SMILES
- CCN(CC1=CN=C(C=C1)Cl)C(=C[N+](=O)[O-])NC
- NCI Thesaurus ID
- C80604
- Commons category
- Nitenpyram
- short name
- NIT
- isomeric SMILES
- CCN(Cc1ccc(Cl)nc1)/C(=C/[N+](=O)[O-])NC
Sources (2)
via Wikidata · CC0
~15 min read
Encyclopedic overview
17 sectionsContents
- Structure
- Mechanism of action
- Metabolism
- Synthesis
- Derivatives
- Toxicology
- Invertebrates
- Vertebrates
- Aquatic animals
- Mammals
- Degradation
- Veterinary applications
- Side effects
- Agricultural applications
- Side effects
- References
- External links
Nitenpyram is a chemical frequently used as an insecticide in agriculture and veterinary medicine. The compound is an insect neurotoxin belonging to the class of neonicotinoids which works by blocking neural signaling of the central nervous system. It does so by binding irreversibly to the nicotinic acetylcholine receptor (nACHr) causing a stop of the flow of ions in the postsynaptic membrane of neurons leading to paralysis and death. Nitenpyram is highly selective towards the variation of the nACHr which insects possess, and has seen extensive use in targeted, insecticide applications.
Known under the codename TI 304 during field testing starting in 1989, the compound's first documented commercial use was in 1995 under the name "Bestguard" as an agricultural insecticide. Later, nitenpyram was expanded for use as a flea treatment by the Novartis company under the trade name "Capstar", with a subsequent FDA approval for non-food producing animals in October 2000. The current producer of nitenpyram itself is the Sumitomo chemical company. Nitenpyram continues to be used commercially, though data from market surveys indicate a significant decrease in the global usage compared to other insecticides or neonicotinoids.
Excerpted from Wikipedia’s “(E)-nitenpyram” article, available under the CC BY-SA 4.0 licence.