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Concept
Acetamiprid
Summary
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| ImageFile = Acetamiprid Structural Formulae V.1.svg
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| ImageFile1 = Acetamiprid 3D ball.png
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| ImageAlt1 = Ball-and-stick model of the acetamiprid molecule
|IUPACName=N-[(6-chloro-3-pyridyl)methyl]-N'''-cyano-N-methyl-acetamidine
|OtherNames= (1E)-N-[(6-Chlor-3-pyridinyl)methyl]-N-cyan-N-methylethanimidamid;
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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 control 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 is an insecticide belonging to the chloropyridinyl neonicotinoids, this family of insecticides was introduced in the early 1990s. This compound is an insecticide that is introduced for controlling pests, but also for domestic use to control fleas on cats and dogs.
Acetamiprid is an α-chloro-N-heteroaromatic compound. It is a neonicotinoid with a chloropyridinyl group and it is comparable to other neonicotinoids such as imidacloprid, nitenpyram and thiacloprid. These substances all have a 6-chloro-3-pyridine methyl group but differ in the nitroguanidine, nitromethylene, or cyanoamidine substituent on an acyclic or cyclic moiety.
There are two isomeric forms in acetamiprid with E and Z-configurations of the cyanoimino group. There are also a variety of stable conformers due to the rotation of single bonds in the N-pyridylmethylamino group. The E-conformer is more stable than the Z-conformer and assumed to be the active form. In solution, two different E-conformers exist which slowly change into each other.
Official source
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