Acetamiprid

Acetamiprid

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
CAS Number	135410-20-7 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:39164 Y
ChEMBL	ChEMBL265941 Y
ChemSpider	184719 Y
ECHA InfoCard	100.111.622
KEGG	C18507 Y
MeSH	acetamiprid
PubChem CID	213021
CompTox Dashboard (EPA)	DTXSID0034300
InChI 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+ Y Key: WCXDHFDTOYPNIE-RIYZIHGNSA-N Y 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
SMILES Clc1ncc(cc1)CN(\C(=N\C#N)C)C
Properties
Chemical formula	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)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

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 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.

Safety

Acetamiprid is classified as unlikely to be a human carcinogen. Acetamiprid has a low acute and chronic toxicity in mammals with no evidence of carcinogenicity, neurotoxicity or mutagenicity. It is classified as toxicity category rating II in acute oral studies with rats, toxicity category III in acute dermal and inhalation studies with rats, and toxicity category IV in primary eye and skin irritation studies with rabbits. It is mobile in soil, but degrades rapidly via aerobic soil metabolism, with studies showing its half life between <1 and 8.2 days. The U.S. Environmental Protection Agency (EPA) does not consider it to be environmentally persistent. The EPA considers it "only moderately toxic" to bees; however, some media sources and the recent documentary Vanishing of the Bees have blamed neonicotinoids like acetamiprid for colony collapse disorder.

A recent study has implicated acetamiprid as a cause of erectile dysfunction in human males and may be implicated in the problem of declining human fertility, and called into question its safety, particularly where its use may be subject to abuse.

External links

• PEA Fact sheet
• Acetamiprid in the Pesticide Properties DataBase (PPDB)