Flupyrsulfuron-methyl

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Structural formula
Structural formula of flupyrsulfuron-methyl
General
Surname Flupyrsulfuron-methyl
other names

Methyl 2 - {[(4,6-dimethoxy-2-pyrimidinyl) carbamoyl] sulfamoyl} -6- (trifluoromethyl) nicotinate ( IUPAC )

Molecular formula
  • C 15 H 14 F 3 N 5 O 7 S
  • C 15 H 13 F 3 N 5 NaO 7 S (Na salt)
Brief description

White dust

External identifiers / databases
CAS number
  • 144740-53-4
  • 144740-54-5 (sodium salt )
PubChem 170354
ChemSpider 148951
Wikidata Q61984868
properties
Molar mass
  • 465.36 g mol −1
  • 487.34 g mol −1 (Na salt)
Physical state

firmly

Melting point

165-170 ° C

solubility

very sparingly soluble in water (0.6 g l −1 at 25 ° C)

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

Caution

H and P phrases H: 410
P: 273
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Flupyrsulfuron-methyl is a chemical compound from the group of sulfonylureas , which was introduced by DuPont as a herbicide around 2000 .

use

Flupyrsulfuron-methyl is used as a systemic and selective herbicide, which acts by inhibiting acetolactate synthase . The biosynthesis of the amino acids with branched side chains such as L - leucine , L - isoleucine and L - valine is prevented.

It works particularly well against field foxtail grass and common windstorm as well as good against chamomile , cornflower , cranesbills , rape and chickweed ; the field foxtail grass, however, has already developed resistance .

Flupyrsulfuron-methyl was a comparatively expensive herbicide in Germany.

Admission

The approval of flupyrsulfuron as an active ingredient in plant protection products has not been renewed by the European Commission after the European Food Safety Authority came to the conclusion in its assessment that unacceptable effects on groundwater and harmful effects on human health cannot currently be ruled out . According to the Implementing Regulation (EU) 2017/1496 , the member states had to terminate existing authorizations for plant protection products containing flupyrsulfuron by December 13, 2017. Since appeals against the non-renewal of the approval of flupyrsulfuron have been lodged with the European Court of Justice , the BVL did not revoke the approvals, but initially ordered the suspension. In Switzerland, plant protection products with this active ingredient are currently (June 2018) still authorized.

Individual evidence

  1. ↑ a b c d Entry on Flupyrsulfuron-methyl. In: Römpp Online . Georg Thieme Verlag, accessed on March 17, 2014.
  2. ↑ a b c data sheet Flupyrsulfuron-methyl sodium, PESTANAL at Sigma-Aldrich , accessed on December 30, 2019 ( PDF ).
  3. ↑ Entry on flupyrsulfuron-methyl-sodium (ISO) in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on December 30, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .
  4. ↑ a b Entry on Flupyrsulfuron-methyl in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on December 30, 2019.
  5. ↑ Dupont: Lexus product data sheet , accessed on May 19, 2017.
  6. ↑ Peter Niemann, Rolf Bünte, Jörg-Henning Hoppe: First evidence of flupyrsulfuron resistance in Alopecurus myosuroides in Northern Germany . In: Healthy Plants . tape 54 , no. 6 , August 2002, p. 183-187 , doi : 10.1046 / j.1439-0345.2002.00183.x ( PDF ).
  7. ↑ Federal Office for Consumer Protection and Food Safety : Order to rest for plant protection products with the active ingredient flupyrsulfuron ; December 14, 2017, accessed June 17, 2018.
  8. ↑ General Directorate Health and Food Safety of the European Commission: Entry on Flupyrsulfuron-methyl (DPX KE 459) in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on December 6, 2019.