Linuron

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Linuron
Linuron.png
Identifiers
  • 3-(3,4-dichlorophenyl)-1-methoxy-1-methylurea
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.005.779 Edit this at Wikidata
Chemical and physical data
FormulaC9H10Cl2N2O2
Molar mass249.09 g·mol−1
3D model (JSmol)
  • CN(C(=O)NC1=CC(=C(C=C1)Cl)Cl)OC
  • 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 (3-(3,4-dichlorophenyl)-1-methoxy-1-methylurea) 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]

Pharmacology[edit]

Mechanism of action[edit]

Linuron acts via inhibition of photosystem II, which is necessary for photosynthetic electron transport in plants.[2][3]

Effects in animals[edit]

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][4] 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.[5] Sales are expected to cease by June 2017.[5]

See also[edit]

References[edit]

  1. ^ Maier-Bode H, Härtel K (1981). "Linuron and monolinuron". Residue Reviews. Reviews of Environmental Contamination and Toxicology. 77: 1–364. doi:10.1007/978-1-4612-5874-2_1. ISBN 978-1-4612-5876-6. PMID 7017855.
  2. ^ a b c Mercurio S (30 August 2016). Understanding Toxicology. Jones & Bartlett Learning. pp. 705–. ISBN 978-1-284-12761-4.
  3. ^ a b Roberts TR (1998). Metabolic Pathways of Agrochemicals. Royal Society of Chemistry. pp. 744–. ISBN 978-0-85404-494-8.
  4. ^ "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.
  5. ^ a b Curtis M. "Linuron fails to gain renewed approval". fginsight.com. Briefing Media Ltd. Retrieved 24 May 2017.