Structure via PubChem · Public domain (PubChem)
imidacloprid
Sign in to saveAlso known as (2E)-1-[(6-chloropyridin-3-yl)methyl]-N-nitroimidazolidin-2-imine, 1-((6-Chloro-3-pyridinyl)methyl)-4,5-dihydro-N-nitro-imidazol-2-amine, Confidor, Gaucho, Merit, NTN33823, NTN 33893
Imidacloprid is a systemic insecticide belonging to a class of chemicals called the neonicotinoids which act on the central nervous system of insects. The chemical works by interfering with the transmission of stimuli in the insect nervous system. Specifically, it causes a blockage of the nicotinergic neuronal pathway. By blocking nicotinic acetylcholine receptors, imidacloprid prevents acetylcholine from transmitting impulses between nerves, resulting in the insect's paralysis and eventual death. It is effective on contact and via stomach action. Because imidacloprid binds much more strongly
Chemical data
- Formula
- C9H10ClN5O2
- Molecular weight
- 255.66 g/mol
- IUPAC name
- (NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide
- SMILES
- C1CN(/C(=N/[N+](=O)[O-])/N1)CC2=CN=C(C=C2)Cl
- InChIKey
- YWTYJOPNNQFBPC-UHFFFAOYSA-N
- XLogP
- 1.2
- Polar surface area
- 86.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
5,170 papers- Imidacloprid as reproductive toxicant and endocrine disruptor: investigations in laboratory animals.Arhiv za higijenu rada i toksikologiju · 2018
- An overview on the fate and behavior of imidacloprid in agricultural environments.Environmental science and pollution research international · 2024
- Insights into the ubiquity, persistence and microbial intervention of imidacloprid.Archives of microbiology · 2023
- Chronic Effects of Imidacloprid on Honey Bee Worker Development-Molecular Pathway Perspectives.International journal of molecular sciences · 2021
- Following Regulation, Imidacloprid Persists and Flupyradifurone Increases in Nontarget Wildlife.Environmental toxicology and chemistry · 2024
via PubMed
Wikidata facts
- Subclass of
- pyridine alkaloid
- Mass
- 255.052
- Has use
- insecticide
Show 5 more facts
- found in taxon
- Ganoderma lucidum
- Commons category
- Imidacloprid
- chemical formula
- C₉H₁₀ClN₅O₂
- canonical SMILES
- C1CN(C(=N1)N[N+](=O)[O-])CC2=CN=C(C=C2)Cl
- isomeric SMILES
- [O-][N+](=O)/N=C/1\NCCN1CC2=CC=C(Cl)N=C2
Sources (6)
via Wikidata · CC0
~19 min read
Encyclopedic overview
19 sectionsContents
- Use
- Application to trees
- Use in the United States
- History
- Registrations
- Biochemistry
- Toxicology
- Mammals
- Bees
- Birds
- Aquatic life
- Plant life
- Environmental fate
- Regulation
- European Union
- United States
- See also
- References
- External links
{{chembox | Watchedfields = changed | verifiedrevid = 443869457755 | Reference = | ImageFile =Imidacloprid.svg | ImageSize = | ImageFile2 =imidacloprid.png | ImageSize2 = | IUPACName =N-{1-[(6-Chloro-3-pyridyl)methyl]-4,5-dihydroimidazol-2-yl}nitramide | OtherNames = |Section1= |Section2= | Section6 = |Section7= }}
Imidacloprid is a systemic insecticide belonging to a class of chemicals called the neonicotinoids which act on the central nervous system of insects. The chemical works by interfering with the transmission of stimuli in the insect nervous system. Specifically, it causes a blockage of the nicotinergic neuronal pathway. By blocking nicotinic acetylcholine receptors, imidacloprid prevents acetylcholine from transmitting impulses between nerves, resulting in the insect's paralysis and eventual death. It is effective on contact and via stomach action. Because imidacloprid binds much more strongly to insect neuron receptors than to mammal neuron receptors, this insecticide is more toxic to insects than to mammals.
Excerpted from Wikipedia’s “imidacloprid” article, available under the CC BY-SA 4.0 licence.