Azinphos-methyl

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Structural formula
Structure of azinphosmethyl
General
Surname Azinphos-methyl
other names
  • Gusathion
  • Guthion
  • O , O -Dimethyl- S - (4-oxo-3 H -1,2,3-benzotriazin-3-yl) methyl dithiophosphate
Molecular formula C 10 H 12 N 3 O 3 PS 2
Brief description

flammable, crystalline, colorless and odorless powder

External identifiers / databases
CAS number 86-50-0
EC number 201-676-1
ECHA InfoCard 100.001.524
PubChem 2268
ChemSpider 2181
Wikidata Q418031
properties
Molar mass 317.33 g · mol -1
Physical state

firmly

density

1.44 g cm −3

Melting point

72.4 ° C

boiling point

Decomposition at temperatures> 200 ° C

solubility

practically insoluble in water (28 mg l −1 at 25 ° C)

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
06 - Toxic or very toxic 09 - Dangerous for the environment

danger

H and P phrases H: 300 + 330-311-317-410
P: 260-264-273-280-284-301 + 310
MAK

DFG / Switzerland: 0.2 mg m −3 (measured as inhalable dust )

Toxicological data

4.4 to 16 mg kg −1 ( LD 50ratoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Azinphosmethyl is a chemical compound from the group of dithiophosphoric acid esters and triazines . It is used as broadband organophosphate - insecticide used in the cultivation of various fruits and vegetables. Like other substances in this group, it acts as an acetylcholinesterase inhibitor . The compound hit the headlines when Bayer (which is the world's largest manufacturer of the compound) tested its effects on humans directly in Scotland in 1998 . Since azinphosmethyl is used in many countries, residues of it were found in foods imported into Germany.

history

Azinphos-methyl was in the study of alkyl phosphates, which as nerve agents discovered were used in World War II. It was first registered as an insecticide in the USA in 1958.

Admission

In the USA, the approval expired on September 30, 2012. The product is not approved in EU countries such as Germany and Austria or in Switzerland. However, the EU is looking into approving the drug subject to strict conditions.

Related links

Individual evidence

  1. a b c d e f g h Entry on azinphos-methyl in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
  2. Entry on Azinphos-methyl in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  3. Swiss Accident Insurance Fund (Suva): Limit values ​​- current MAK and BAT values (search for 86-50-0 or azinphos -methyl ), accessed on November 2, 2015.
  4. Entry on Azinphos-methyl at Extoxnet.
  5. Pesticide Testing on Humans .
  6. Pesticide residues in food (PDF; 377 kB).
  7. Interim Reregistration Eligibility Decision for Azinphos-Methyl (PDF; 739 kB).
  8. EPA: Azinphos-Methyl Phase-out , accessed June 7, 2017.
  9. ^ Directorate-General for Health and Food Safety of the European Commission: Entry on Azinphos-methyl in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved March 3, 2016.
  10. Proposal to amend Directive 91/414 / EEC (PDF) .