Fenamidon

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Structural formula
Structural formula of fenamidone
General
Surname Fenamidon
other names
  • ( S ) -1-Anilino-4-methyl-2-methylthio-4-phenyl-2-imidazolin-5-one
  • ( 5S ) -3-Anilino-5-methyl-2- (methylthio) -5-phenyl-3,5-dihydro-4 H -imidazol-4-one
  • Consento
Molecular formula C 17 H 17 N 3 OS
Brief description

voluminous, white powder

External identifiers / databases
CAS number 161326-34-7
EC number 605-252-0
ECHA InfoCard 100.122.945
PubChem 10403199
Wikidata Q5442966
properties
Molar mass 311.40 g mol −1
Physical state

firmly

Melting point

137 ° C

solubility

practically insoluble in water (0.0078 g l −1 at 20 ° 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: 273-501
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Fenamidon is a chemical compound from the imidazoline group and a fungicide developed by Rhône-Poulenc and introduced in 2001 , which is now marketed by Bayer CropScience .

Extraction and presentation

At the start of production, there were strong smelling by-products.

Effect and use

Fenamidon has the same mechanism of action as the strobilurins . The effect is based on the inhibition of complex III of the respiratory chain , the cytochrome c reductase at the Qo point. It works both protective and curative.

Fenamidone USA 2011.png

Admission

Fenamidon has not been approved in the EU countries since 2019, but the active ingredient is still approved in six EU member states. Plant protection products with this active ingredient are also approved in Switzerland, and broccoli has a relatively high maximum residue level of 5 milligrams of fenamidone per kilogram. Active ingredient is also sold on the Brazilian market.

Individual evidence

  1. a b c d e f Entry on fenamidon. In: Römpp Online . Georg Thieme Verlag, accessed on April 19, 2014.
  2. a b Fenamidone data sheet from Sigma-Aldrich , accessed on May 22, 2017 ( PDF ).
  3. Entry on (S) -5-methyl-2-methylthio-5-phenyl-3-phenylamino-3,5-dihydroimidazol-4-one in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016 Manufacturers or distributors can expand the harmonized classification and labeling .
  4. Chemical company Rohner knew about the fish stink. The previous producer of Fenamidon was struggling with the same problem as the Prattler company .
  5. Green and Stereoselective Synthesis of New imidazolones as Potential Candidates for Crop Protection .
  6. a b Directorate-General for Health and Food Safety of the European Commission: Entry on fenamidone in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland and Germany ; accessed on April 25, 2020.
  7. Ordinance of the EDI on the maximum levels for pesticide residues in or on products of plant and animal origin. In: admin.ch . Retrieved February 6, 2020 .
  8. Jump up ↑ Benjamin Luig, Fran Paula de Castro and Alan Tygel (both Campanha Permanente Contra os Agrotóxicos e Pela Vida), Lena Luig (INKOTA network), Simphiwe Dada (Khanyisa), Sarah Schneider (MISEREOR) and Jan Urhahn (Rosa-Luxemburg- Foundation): Dangerous pesticides. (PDF; 2.4 MB) from Bayer and BASF - a global business with double standards. Rosa Luxemburg Foundation , INKOTA network , Episcopal Aid Organization Misereor u. a., April 2020, accessed on April 25, 2020 .