Phosphamidon | |
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(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 | |
CAS number | 13171-21-6, 297-99-4 (E) 23783-98-4 (Z) |
PubChem | 25750 |
UNII | 7H857A6N6H |
KEGG | C18689 |
Jmol-3D images | Image 1 |
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Properties | |
Molecular formula | C10H19ClNO5P |
Molar mass | 299.69 g mol−1 |
Density | 1.2132 g/cm3[1] |
Melting point |
120-123 °C[2] |
Boiling point |
162 °C (1.5 mmHg)[3] |
Solubility in water | Miscible |
Hazards | |
LD50 | 13 mg/kg (mouse, oral)[2] 6 mg/kg (mouse, IV)[2] 20 mg/kg (rat, oral)[2] 26 mg/kg (rat, subcut.)[2] |
(verify) (what is: / ?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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Infobox references |
Phosphamidon is an organophosphate insecticide first reported in 1960.[2][3] 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.