Revision as of 12:34, 10 August 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,084 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'UNII').← Previous edit | Revision as of 12:44, 10 August 2011 edit undoCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'ChemSpiderID_Ref', 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per [[Misplaced Pages:WikiProject Chemicals/Chembox validatiNext edit → | ||
Line 1: | Line 1: | ||
{{distinguish|phosphoramidon}} | {{distinguish|phosphoramidon}} | ||
{{chembox | {{chembox | ||
| verifiedrevid = |
| verifiedrevid = 444050677 | ||
|ImageFile=Phosphamidon.png | |ImageFile=Phosphamidon.png | ||
|ImageSize=200px | |ImageSize=200px | ||
Line 12: | Line 12: | ||
| KEGG_Ref = {{keggcite|correct|kegg}} | | KEGG_Ref = {{keggcite|correct|kegg}} | ||
| KEGG = C18689 | | KEGG = C18689 | ||
| UNII_Ref = {{fdacite|correct|FDA}} | |||
| |
| UNII = 7H857A6N6H | ||
| SMILES=CCN(CC)C(=O)C(=C(C)OP(=O)(OC)OC)Cl | | SMILES=CCN(CC)C(=O)C(=C(C)OP(=O)(OC)OC)Cl | ||
}} | }} |
Revision as of 12:44, 10 August 2011
Not to be confused with phosphoramidon.Names | |
---|---|
IUPAC name (E/Z)- dimethyl phosphate | |
Other names Dimecron | |
Identifiers | |
CAS Number | |
3D model (JSmol) | |
ECHA InfoCard | 100.032.818 |
KEGG | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
SMILES
| |
Properties | |
Chemical formula | C10H19ClNO5P |
Molar mass | 299.69 g·mol |
Density | 1.2132 g/cm |
Melting point | 120-123 °C |
Boiling point | 162 °C (1.5 mmHg) |
Solubility in water | Miscible |
Hazards | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) | 13 mg/kg (mouse, oral) 6 mg/kg (mouse, IV) 20 mg/kg (rat, oral) 26 mg/kg (rat, subcut.) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references |
Phosphamidon is an organophosphate insecticide first reported in 1960. It acts as a cholinesterase inhibitor.
The commercial product typically exists as a mixture of 70% (Z)-isomer and 30% (E)-isomer.
Toxicity and regulation
Phosphamidon is very highly toxic to mammals and is listed as WHO Hazard Class Ia. 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. International trade of phosphamidon is covered by the Rotterdam Convention.
References
- ^ Data Sheet on Pesticides No. 74: Phosphamidon, International Programme on Chemical Safety
- ^ Jacques, R.; Bein, H. J. (1960). "Toxicology and pharmacology of a new systemic phosphoric acid ester insecticide phosphamidon (2-chloro-2-diethylcarbamoyl-1-methylvinyl dimethyl phosphate)". Archiv fuer Toxikologie. 18: 316–330.
{{cite journal}}
: CS1 maint: multiple names: authors list (link) - ^ Bachmann, Fritz (1960). "Phosphamidon, a new phosphate ester with systemic action". Proc. Intern. Cong. Crop. Protection, 4th Congr., Hamburg. 2: P1153-1155.
- S. Gitelson, J. T. Davidson, A. Werczberger. Phosphamidon poisoning. Brit. J. Ind. Med. 22: 236-239, 1965.