Paraoxon

Paraoxon

Systematic (IUPAC) name
diethyl 4-nitrophenyl phosphate
Clinical data
Legal status	Uncontrolled
Identifiers
CAS Number	311-45-5 Y
ATC code	S01EB10 (WHO)
PubChem	CID: 9395
ChemSpider	9026 Y
UNII	Q9CX8P80JW N
ChEBI	CHEBI:27827 N
ChEMBL	CHEMBL23838 Y
Chemical data
Formula	C10H14NO6P
Molecular mass	275.195 g/mol
SMILES [O-][N+](=O)c1ccc(OP(=O)(OCC)OCC)cc1
InChI InChI=1S/C10H14NO6P/c1-3-15-18(14,16-4-2)17-10-7-5-9(6-8-10)11(12)13/h5-8H,3-4H2,1-2H3 Y Key:WYMSBXTXOHUIGT-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Paraoxon is a parasympathomimetic which acts as an acetylcholinesterase inhibitor. It is an organophosphate oxon, and the active metabolite of the insecticide parathion. It is also used as an ophthalmological drug against glaucoma. Paraoxon is one of the most potent acetylcholinesterase-inhibiting insecticides available, around 70% as potent as the nerve agent sarin, and so is now rarely used as an insecticide due to the risk of poisoning to humans and other animals. It is easily absorbed through skin, and was used as an assassination weapon by the apartheid-era South African chemical weapons program Project Coast.