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Pirimiphos-methyl
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Pirimiphos-methyl

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Pirimiphos-methyl
Pirimiphos-methyl.svg
Names
Preferred IUPAC name
O-[2-(Diethylamino)-6-methylpyrimidin-4-yl] O,O-dimethyl phosphorothioate
Other names
Pirimifos-methyl
Identifiers
3D model (JSmol)
755726
ChEBI
ChemSpider
ECHA InfoCard 100.045.011
EC Number
  • 249-528-5
KEGG
PubChem CID
UNII
UN number 3082 2902
  • InChI=1S/C11H20N3O3PS/c1-6-14(7-2)11-12-9(3)8-10(13-11)17-18(19,15-4)16-5/h8H,6-7H2,1-5H3 checkY
    Key: QHOQHJPRIBSPCY-UHFFFAOYSA-N checkY
  • InChI=1/C11H20N3O3PS/c1-6-14(7-2)11-12-9(3)8-10(13-11)17-18(19,15-4)16-5/h8H,6-7H2,1-5H3
    Key: QHOQHJPRIBSPCY-UHFFFAOYAW
  • CCN(CC)c1nc(C)cc(OP(=S)(OC)OC)n1
Properties
C11H20N3O3PS
Molar mass 305.33 g·mol−1
Appearance Straw-colored liquid
Density 1.147 g/mL (30 °C)
Melting point 15 to 18 °C (59 to 64 °F; 288 to 291 K)
Boiling point decomposes before boiling
5.0 mg/L (30 °C)
Hazards
GHS labelling:
GHS07: Exclamation markGHS09: Environmental hazard
Warning
H302, H410
P264, P270, P273, P301+P312, P330, P391, P501
Flash point 46 °C (115 °F; 319 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Organophosphate insecticide with pirimiphos-methyl (no longer in production)

Pirimiphos-methyl, marketed as Actellic, and Sybol is a phosphorothioate used as an insecticide. It was originally developed by Imperial Chemical Industries Ltd., now Syngenta, at their Jealott's Hill site and first marketed in 1977, ten years after its discovery.

This is one of several compounds used for vector control of Triatoma. These insects are implicated in the transmission of Chagas disease in the Americas. Pirimiphos-methyl can be applied as an interior surface paint additive, in order to achieve a residual pesticide effect.

Pyrimiphos-ethyl is a related insecticide in which the methoxy groups are replaced with ethoxy groups.

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