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phosalone

Structure via PubChem · Public domain (PubChem)

EntityQ413116· pop 12· linked from 384 articles

Also known as Agria 1060 A, S-[(6-chloro-2-oxo-1,3-benzoxazol-3(2H)-yl)methyl] O,O-diethyl dithiophosphate, Phosphorodithioic acid, S-((6-chloro-2-oxo-3(2H)-benzoxazolyl)methyl) O,O-diethyl ester, 3-[O,O-(Diethyldithiophosphoryl)methyl]-6-chlorobenzoxazolinone

Phosalone is an organophosphate chemical commonly used as an insecticide and acaricide. It is developed by Rhône-Poulenc in France but EU eliminated it from pesticide registration in December 2006.

Chemical data

Formula
C12H15ClNO4PS2
Molecular weight
367.8 g/mol
IUPAC name
6-chloro-3-(diethoxyphosphinothioylsulfanylmethyl)-1,3-benzoxazol-2-one
SMILES
CCOP(=S)(OCC)SCN1C2=C(C=C(C=C2)Cl)OC1=O
InChIKey
IOUNQDKNJZEDEP-UHFFFAOYSA-N
XLogP
4.4
Polar surface area
105 Ų
H-bond donors
0
H-bond acceptors
6
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
366.987
Show 5 more facts
chemical formula
C₁₂H₁₅ClNO₄PS₂
canonical SMILES
CCOP(=S)(OCC)SCN1C2=C(C=C(C=C2)Cl)OC1=O
found in taxon
Sorangium cellulosum
Commons category
Phosalone
Sources (3)

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Encyclopedic overview

2 sections
Contents
  • References
  • External links

Phosalone is an organophosphate chemical commonly used as an insecticide and acaricide. It is developed by Rhône-Poulenc in France but EU eliminated it from pesticide registration in December 2006.

The median lethal dose of oral exposure in rat is 85 mg/kg and that of dermal is 390 mg/kg.。It is a weak acetylcholinesterase inhibitor. It is taken by not only oral and inhalation but skin and it causes toxic symptoms peculiar to organophosphorus compounds such as miosis, hypersalivation, hyperhidrosis, chest pressure, pulmonary edema and fecal incontinence. It is flammable and decomposes to toxic gases such as phosphorus oxides, sulfur oxides and nitrogen oxides. It is harmful especially to water creatures.

Excerpted from Wikipedia’s “phosalone” article, available under the CC BY-SA 4.0 licence.

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