| 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 |
|
| KEGG |
|
| UNII | |
| UN number | 3082 2902 |
| |
| |
| 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: | |
| 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 theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Pirimiphos-methyl, marketed as Actellic[1][2][3][4] and Sybol, is aphosphorothioate used as aninsecticide. It was originally developed byImperial Chemical Industries Ltd., nowSyngenta, at theirJealott's Hill site and first marketed in 1977, ten years after its discovery.[5][6]
This is one of several compounds used for vector control ofTriatoma. These insects are implicated in the transmission ofChagas disease in the Americas.[7] Pirimiphos-methyl can be applied as an interior surface paint additive, in order to achieve a residual pesticide effect.
Pirimiphos methyl is manufactured in a two-step process in whichN,N-diethylguanidine is reacted withethyl acetoacetate to form apyrimidine ring and itshydroxy group is combined withdimethyl chlorothiophosphate to form the insecticide.[8]
Pyrimiphos-ethyl is a related insecticide in which themethoxy groups are replaced withethoxy groups.