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Pirimicarb

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Pirimicarb
Names
Preferred IUPAC name 2-(Dimethylamino)-5,6-dimethylpyrimidin-4-yl dimethylcarbamate
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.041.285 Edit this at Wikidata
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C11H18N4O2/c1-7-8(2)12-10(14(3)4)13-9(7)17-11(16)15(5)6/h1-6H3Key: YFGYUFNIOHWBOB-UHFFFAOYSA-N
  • InChI=1/C11H18N4O2/c1-7-8(2)12-10(14(3)4)13-9(7)17-11(16)15(5)6/h1-6H3Key: YFGYUFNIOHWBOB-UHFFFAOYAL
SMILES
  • CC1=C(N=C(N=C1OC(=O)N(C)C)N(C)C)C
Properties
Chemical formula C11H18N4O2
Molar mass 238.29 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Pirimicarb is a selective carbamate insecticide used to control aphids on vegetable, cereal and orchard crops by inhibiting acetylcholinesterase activity but does not affect useful predators such as ladybirds that eat them. It was originally developed by Imperial Chemical Industries Ltd., now Syngenta, at their Jealott's Hill site and first marketed in 1969, four years after its discovery.

References

  1. McGregor, D. B. (2006), Pesticide Residues in Food - 2004, Food and Agriculture Organization, World Health Organization, p. 207, ISBN 92-4-166520-3, retrieved 2008-05-08
  2. Clayden; Greeves; Warren (2001). Organic chemistry. Oxford university press. p. 178. ISBN 978-0-19-850346-0.
  3. "Syngenta: Celebrating 75 years of scientific excellence at Jealott's Hill International Research Centre" (PDF). Archived from the original (PDF) on October 11, 2007. Retrieved June 26, 2012.
  4. Snell, B.K.; et al. (1978). "Chapter 11: Pyrimidine insecticides". In Peacock, F.C. (ed.). Jealott's Hill: Fifty years of Agricultural Research 1928-1978. Imperial Chemical Industries Ltd. pp. 98–109. ISBN 0901747017.

External links

  • Pirimicarb in the Pesticide Properties DataBase (PPDB)
Pest control: Insecticides
Carbamates
Inorganic compounds
Insect growth regulators
Neonicotinoids
Organochlorides
Organophosphorus
Pyrethroids
Diamides
Other chemicals
Metabolites
Biopesticides
Acetylcholine metabolism and transport modulators
Enzyme
(modulators)
ChATTooltip Choline acetyltransferase
AChETooltip Acetylcholinesterase
BChETooltip Butyrylcholinesterase
Transporter
(modulators)
CHTTooltip Choline transporter
VAChTTooltip Vesicular acetylcholine transporter
Release
(modulators)
Inhibitors
Enhancers
See also
Receptor/signaling modulators
Muscarinic acetylcholine receptor modulators
Nicotinic acetylcholine receptor modulators
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