phosphamidon

Also known as Phosphoric acid, 2-chloro-3-(diethylamino)-1-methyl-3-oxo-1-propenyl dimethyl ester, 2-Chloro-2-dimethylcarbamoyl-1-methylvinyl dimethyl phosphate, 2-Chloro-3-dimethoxyphosphinoyloxy-N,N-diethylbut-2-enamide, O,O-Dimethyl O-(2-chloro-2-(N,N-diethylcarbamoyl)-1-methylvinyl) phosphate

Phosphamidon is an organophosphate insecticide first reported in 1960. It acts as a cholinesterase inhibitor.

Chemical data

Formula: C10H19ClNO5P
Molecular weight: 299.69 g/mol
IUPAC name: [3-chloro-4-(diethylamino)-4-oxobut-2-en-2-yl] dimethyl phosphate
SMILES: CCN(CC)C(=O)C(=C(C)OP(=O)(OC)OC)Cl
InChIKey: RGCLLPNLLBQHPF-UHFFFAOYSA-N
XLogP: 1.3
Polar surface area: 65.1 Å²
H-bond donors: 0
H-bond acceptors: 5
Formal charge: 0

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Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

195 papers

Phosphamidon residue methods.Residue reviews · 1971
Toxicology of phosphamidon.Residue reviews · 1971
The setting of an occupational exposure limit for phosphamidon in the workplace--a Chinese approach.The Annals of occupational hygiene · 1993
Attenuation of phosphamidon-induced oxidative stress and immune dysfunction in rats treated with N-acetylcysteine.Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas · 2008
Organophosphate-induced delayed polyneuropathy.Toxicological reviews · 2005

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 299.069
Has use: insecticide

Show 5 more facts

chemical formula: C₁₀H₁₉ClNO₅P
canonical SMILES: CCN(CC)C(=O)C(=C(C)OP(=O)(OC)OC)Cl
isomeric SMILES: CCN(CC)C(=O)/C(=C(\C)/OP(=O)(OC)OC)/Cl
subject has role: acetylcholinesterase inhibitor
Commons category: Phosphamidon

Sources (3)

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Encyclopedic overview

2 sections

Contents

Toxicity and regulation
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.

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