Linuron

Last updated
Linuron
Linuron.svg
Identifiers
  • N'-(3,4-dichlorophenyl)-N-methoxy-N-methylurea
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard 100.005.779 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C9H10Cl2N2O2
Molar mass 249.09 g·mol−1
3D model (JSmol)
Density 1.49 g/cm3
Melting point 93 to 95 °C (199 to 203 °F)
  • CON(C)C(=O)Nc1ccc(Cl)c(Cl)c1
  • InChI=1S/C9H10Cl2N2O2/c1-13(15-2)9(14)12-6-3-4-7(10)8(11)5-6/h3-5H,1-2H3,(H,12,14)
  • Key:XKJMBINCVNINCA-UHFFFAOYSA-N

Linuron is a phenylurea herbicide [1] that is used to control the growth of grass and weeds for the purpose of supporting the growth of crops like soybeans. [2] [3]

Contents

Pharmacology

Mechanism of action

Linuron acts via inhibition of photosystem II, which is necessary for photosynthetic electron transport in plants. [2] [3] Fluometron's herbicide resistance class is Group C, (Australia), C2 (global), Group 7, (numeric, i.e. Group 5, due to a merger). [4]

Effects in animals

Linuron has been found to produce reproductive toxicity in animals by acting as an androgen receptor (AR) antagonist, and for this reason, is considered to be an endocrine disruptor. [2] [5] Consequently, in January 2017, the Standing Committee on Plants, Animals, Food and Feed (SCoPAFF) of the European Commission DG "Health and food safety" decided to not renew its regulatory approval. [6] Sales are expected to cease by June 2017. [6]

See also

References

  1. ↑ Maier-Bode H, Härtel K (1981). "Linuron and monolinuron". Residue Reviews. Reviews of Environmental Contamination and Toxicology. Vol. 77. pp. 1–364. doi:10.1007/978-1-4612-5874-2_1. ISBN   978-1-4612-5876-6. PMID   7017855.
  2. 1 2 3 Mercurio S (30 August 2016). Understanding Toxicology. Jones & Bartlett Learning. pp. 705–. ISBN   978-1-284-12761-4.
  3. 1 2 Roberts TR (1998). Metabolic Pathways of Agrochemicals. Royal Society of Chemistry. pp. 744–. ISBN   978-0-85404-494-8.
  4. ↑ "Classification of Herbicides According to Site of Action" . Retrieved 19 July 2025.
  5. ↑ "Peer review of the pesticide risk assessment of the active substance linuron". EFSA Journal. 14 (7). July 2016. doi: 10.2903/j.efsa.2016.4518 .
  6. 1 2 Curtis M. "Linuron fails to gain renewed approval". fginsight.com. Briefing Media Ltd. Archived from the original on 31 October 2021. Retrieved 24 May 2017.
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