Structure via PubChem · Public domain (PubChem)
(E)-acetamiprid
Sign in to saveAlso known as Acetamiprid, (1E)-N-[(6-Chloro-3-pyridinyl)methyl]-N'-cyano-N-methylethanimidamide
Acetamiprid is an organic compound with the chemical formula C10H11ClN4. It is an odorless neonicotinoid insecticide produced under the trade names Assail, and Chipco by Aventis CropSciences. It is systemic and intended to kill sucking insects (Thysanoptera, Hemiptera, mainly aphids) on crops such as leafy vegetables, citrus fruits, pome fruits, grapes, cotton, cole crops, and ornamental plants. It is also a key pesticide in commercial cherry farming due to its effectiveness against the larvae of the cherry fruit fly.
Chemical data
- Formula
- C10H11ClN4
- Molecular weight
- 222.67 g/mol
- IUPAC name
- N-[(6-chloro-3-pyridinyl)methyl]-N'-cyano-N-methylethanimidamide
- SMILES
- CC(=NC#N)N(C)CC1=CN=C(C=C1)Cl
- InChIKey
- WCXDHFDTOYPNIE-UHFFFAOYSA-N
- XLogP
- 1.4
- Polar surface area
- 52.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
183 papers- Protective effects of melatonin and vitamin E in acetamiprid-induced nephrotoxicity.Environmental science and pollution research international · 2020
- Biochemical and histopathological investigation of the protective effects of melatonin and vitamin E against the damage caused by acetamiprid in Balb-c mouse testicles at light and electron microscopic level.Environmental science and pollution research international · 2022
- Alternatives to neonicotinoids.Environment international · 2019
- Non-acute exposure of neonicotinoids, health risk assessment, and evidence integration: a systematic review.Critical reviews in toxicology · 2024
- Berberine mitigates acetamiprid-induced hepatotoxicity and inflammation via regulating endogenous antioxidants and NF-κB/TNF-α signaling in rats.Environmental science and pollution research international · 2023
via PubMed
Wikidata facts
- Mass
- 222.06722403199998
- Has use
- insecticide
Show 4 more facts
- canonical SMILES
- N#CN=C(N(C)CC1=CN=C(Cl)C=C1)C
- chemical formula
- C₁₀H₁₁ClN₄
- Commons category
- Acetamiprid
- isomeric SMILES
- C(N(/C(=N/C#N)/C)C)C=1C=CC(Cl)=NC1
via Wikidata · CC0
~13 min read
Encyclopedic overview
14 sectionsContents
- Structure and reactivity
- Mechanism of action
- Metabolism
- Efficacy and side effects
- Efficacy
- Adverse effects
- Toxicity
- Insect studies
- Humans
- Mammals
- Safety indications
- Politics and Policy
- References
- External links
Acetamiprid is an organic compound with the chemical formula C10H11ClN4. It is an odorless neonicotinoid insecticide produced under the trade names Assail, and Chipco by Aventis CropSciences. It is systemic and intended to kill sucking insects (Thysanoptera, Hemiptera, mainly aphids) on crops such as leafy vegetables, citrus fruits, pome fruits, grapes, cotton, cole crops, and ornamental plants. It is also a key pesticide in commercial cherry farming due to its effectiveness against the larvae of the cherry fruit fly.
Acetamiprid belongs to the family of chloropyridinyl neonicotinoid insecticides introduced in the early 1990s. It is also used for controlling domestic pests (such as fleas on cats and dogs).
Excerpted from Wikipedia’s “(E)-acetamiprid” article, available under the CC BY-SA 4.0 licence.