Acetamiprid

Acetamiprid
Ball-and-stick model of the acetamiprid molecule
Names
IUPAC name
N-[(6-chloro-3-pyridyl)methyl]-N'-cyano-N-methyl-acetamidine
Other names
(1E)-N-[(6-Chlor-3-pyridinyl)methyl]-N'-cyan-N-methylethanimidamid;
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.111.622 Edit this at Wikidata
KEGG
MeSH acetamiprid
UNII
  • InChI=1S/C10H11ClN4/c1-8(14-7-12)15(2)6-9-3-4-10(11)13-5-9/h3-5H,6H2,1-2H3/b14-8+ checkY
    Key: WCXDHFDTOYPNIE-RIYZIHGNSA-N checkY
  • InChI=1/C10H11ClN4/c1-8(14-7-12)15(2)6-9-3-4-10(11)13-5-9/h3-5H,6H2,1-2H3/b14-8+
    Key: WCXDHFDTOYPNIE-RIYZIHGNBY
  • Clc1ncc(cc1)CN(\C(=N\C#N)C)C
Properties
C10H11ClN4
Molar mass 222.678
Appearance white powder
Density 1.17 g/cm3
Melting point 98.9 °C (210.0 °F; 372.0 K)
Hazards
Flash point 166.9 °C (332.4 °F; 440.0 K)
Pharmacology
Legal status
  • AU: S6 (Poison)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

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[1]) 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.[2] It is also used for controlling domestic pests (such as fleas on cats and dogs).

  1. ^ Yao, Xiao-hua; Min, Hang; Lü, Zhen-hua; Yuan, Hai-Ping (2006-04-01). "Influence of acetamiprid on soil enzymatic activities and respiration". European Journal of Soil Biology. 42 (2): 120–126. doi:10.1016/j.ejsobi.2005.12.001. ISSN 1164-5563.
  2. ^ Brunet, Jean-Luc; Badiou, Alexandra; Belzunces, Luc P (2005-08-01). "In vivo metabolic fate of [14C]-acetamiprid in six biological compartments of the honeybee, Apis mellifera L". Pest Management Science. 61 (8): 742–748. doi:10.1002/ps.1046. ISSN 1526-4998. PMID 15880574.