Names | |
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IUPAC name
(E/Z)-[3-Chloro-4-(diethylamino)-4-oxobut-2-en-2-yl] dimethyl phosphate
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Other names
Dimecron
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Identifiers | |
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3D model (
JSmol)
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ChemSpider | |
ECHA InfoCard | 100.032.818 |
KEGG | |
PubChem
CID
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UNII |
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CompTox Dashboard (
EPA)
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Properties | |
C10H19ClNO5P | |
Molar mass | 299.69 g·mol−1 |
Density | 1.2132 g/cm3 [1] |
Melting point | 120 to 123 °C (248 to 253 °F; 393 to 396 K) [3] |
Boiling point | 162 °C (324 °F; 435 K) (1.5 mmHg) [2] |
Miscible | |
Hazards | |
Lethal dose or concentration (LD, LC): | |
LD50 (
median dose)
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13 mg/kg (mouse, oral)
[3] 6 mg/kg (mouse, IV) [3] 20 mg/kg (rat, oral) [3] 26 mg/kg (rat, subcut.) [3] |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Phosphamidon is an organophosphate insecticide first reported in 1960. [3] [2] It acts as a cholinesterase inhibitor.
The commercial product typically exists as a mixture of 70% (Z)- isomer and 30% (E)-isomer. [1]
Phosphamidon is very highly toxic to mammals and is listed as WHO Hazard Class Ia. [1] A harvester developed symptoms of moderately severe poisoning after working in a field that had been sprayed with the chemical 2 weeks earlier. He collapsed and exhibited significant depression of serum cholinesterase, but recovered completely within 2 days after successful treatment with atropine. [4] International trade of phosphamidon is covered by the Rotterdam Convention.