Phosphamidon

Synonyms

(2-Chloor-3-diethylamino-1-methyl-3-oxo-prop-1-en-yl)-dimethyl-fosfaat [Dutch]; (2-Chlor-3-diaethylamino-1-methyl-3-oxo-prop-1-en-yl)-dimethyl-phosphat [German]; (2-Cloro-3-dietilamino-1-metil-3-oxo-prop-1-en-il)-dimetil-fosfato [Italian]; (O,O-Dimethyl-O-(1-methyl-2-chloro-2-diethylcarbamoyl-vinyl) phosphate); 1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate; 2-Chloro-2-diethylcarbamoyl-1-methylvinyl dimethylphosphate; 2-Chloro-2-diethylcarbamyl-1-methylvinyl-dimethyl phosphate; 2-Chloro-3-(diethylamino)-1-methyl-3-oxo-1-propenyl dimethyl phosphate; 2-Chloro-3-dimethoxyphosphinoyloxy-N,N-diethylbut-2-enamide; 2-Chloro-N,N-diethyl-3-hydroxycrotonamide dimethyl phosphate; 2-Chloro-N,N-diethyl-3-hydroxycrotonamide ester with dimethyl phosphate; Apamidon; C 570; Ciba 570; Crotonamide, 2-chloro-N,N-diethyl-3-hydroxy-, dimethyl phosphate; Dimecron; Dimecron 100; Dimethyl 2-chloro-2-diethylcarbamoyl-1-methylvinyl phosphate; Dimethyl diethylamido-1-chlorocrotonyl (2) phosphate; Dimethyl phosphate ester with 2-chloro-N,N-diethyl-3-hydroxycrotonamide (8CI); Dimethyl phosphate of 2-chloro-N,N-diethyl-3-hydroxycrotonamide; Dixon; ENT 25515; Famfos; Fosfamidon [Dutch]; Fosfamidone [Italian]; Foszfamidon (Hungarian); ML 97; Merkon; O,O-Dimethyl O-(2-chloro-2-(N,N-diethylcarbamoyl)-1-methylvinyl) phosphate; O,O-Dimethyl-O-(1-methyl-2-chlor-2-N,N-diaethyl-carbamoyl)-vinyl-phosphat [German]; OMS 1325; OR 1191; Phosphamidon 85 WSC; Phosphamidone; Phosphate de dimethyle et de (2-chloro-2-diethylcarbamoyl-1-methyl-vinyle) [French]; Sundaram 1975; Phosphoric acid, 2-chloro-3-(diethylamino)-1-methyl-3-oxo-1-propenyl dimethyl ester; [ChemIDplus] UN3018

Category

Organophosphate Insecticides

Description

Colorless to yellow liquid; [ICSC]

Sources/Uses

Used as systemic insecticide for deciduous fruits and nuts, cotton, rice, cereals, potatoes, soy beans, and other crops; [HSDB] Used as acaricide; [CAMEO]

Comments

An eye irritant; Can be absorbed through skin; A cholinesterase inhibitor that may cause CNS effects resulting in convulsions and respiratory depression; [ICSC] Gamma-Chlorophosphamidon, present as an impurity at a level of 1-2% in the technical product, is approximately 20 times more potent as a human cholinesterase inhibitor; In a human test involving unprotected exposure from aircraft spraying in a paddy field, volunteers experienced immediate eye irritation and depression of plasma cholinesterase by as much as 50%; No evidence of delayed neurotoxicity in hens; [HSDB] “The average of two baseline respective cholinesterase activity determinations three days apart, with no exposures to enzyme inhibiting pesticides for at least 30 days, is recommended for each worker prior to exposure to cholinesterase inhibitors because of large inter-individual differences in published baseline values. To be established at least once a year. Removal from workplace exposures is recommended until the cholinesterase activity returns to within 20% of baseline.” [TLVs and BEIs]

Cancelled--no longer registered as a pesticide for use in the US; [HSDB] Banned in the EU for use as a biocide and agricultural insecticide; [eChemPortal: ESIS]

Biomedical References

Acetylcholinesterase activity in red blood cells = 70% of individual's baseline; Butylcholinesterase activity in serum or plasma = 60% of individual's baseline; Sample at end of shift; [TLVs and BEIs]

1.65E-05 mm Hg

LC50 (rat) = 135 mg/m3/4h

Explanatory Notes

The Guide in the Emergency Response Guidebook is for "Organophosphorus pesticide, liquid, toxic."

Other Poison

Organophosphate

Diseases

Occupational diseases associated with exposure to this agent:

• Organophosphates & carbamates, acute poisoning

Processes

Industrial Processes with risk of exposure:

• Farming (Pesticides)