Pirimicarb

Pirimicarb
Names
Preferred IUPAC name
2-(Dimethylamino)-5,6-dimethylpyrimidin-4-yl dimethylcarbamate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.041.285 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C11H18N4O2/c1-7-8(2)12-10(14(3)4)13-9(7)17-11(16)15(5)6/h1-6H3 ☒N
    Key: YFGYUFNIOHWBOB-UHFFFAOYSA-N ☒N
  • InChI=1/C11H18N4O2/c1-7-8(2)12-10(14(3)4)13-9(7)17-11(16)15(5)6/h1-6H3
    Key: YFGYUFNIOHWBOB-UHFFFAOYAL
  • CC1=C(N=C(N=C1OC(=O)N(C)C)N(C)C)C
Properties
C11H18N4O2
Molar mass 238.29 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Pirimicarb is a selective carbamate insecticide used to control aphids on vegetable, cereal and orchard crops by inhibiting acetylcholinesterase activity[1] but does not affect useful predators such as ladybirds that eat them.[2] 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.[3][4]

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.
  • Pirimicarb in the Pesticide Properties DataBase (PPDB)
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