A phenylurea herbicide
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Linuron

Item No. 36205

Technical Information
Formal Name
N′-(3,4-dichlorophenyl)-N-methoxy-N-methyl-urea
CAS Number
330-55-2
Molecular Formula
C9H10Cl2N2O2
Formula Weight
Purity
≥95%
Formulation
A solid
DMF: slightly solubleDMSO: 1 mg/mlEthanol: slightly soluble
λmax
249 nm
SMILES
O=C(N(C)OC)NC1=CC(Cl)=C(Cl)C=C1
InChi Code
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)
InChi Key
XKJMBINCVNINCA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Linuron is a phenylurea herbicide.1 It inhibits the androgenic effect of dihydrotestosterone in MDA-kb2 breast cancer cells (IC20 = 1.74 µM in a reporter assay). Linuron (100 mg/kg) inhibits testosterone-induced growth of the seminal vesicles, ventral prostate, and levator ani and bulbocavernosus muscles in castrated rats.2 Post-emergent application of linuron to carrots controls the growth of the weeds redroot pigweed and lambsquarters.3 Formulations containing linuron have been used as herbicides in agriculture.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Orton, F., Rosivatz, E., Scholze, M., et alWidely used pesticides with previously unknown endocrine activity revealed as in vitro antiandrogens. Environ. Health Perspect. 119(6), 794-800 (2011).

    2. Lambright, C., Ostby, J., Bobseine, K., et alCellular and molecular mechanisms of action of linuron: An antiandrogenic herbicide that produces reproductive malformations in male rats. Toxicol. Sci. 56(2), 389-399 (2000).

    3. Bellinder, R.R., Kirkwyland, J.J., and Wallace, R.W. Carrot (Daucus carota) and weed response to linuron and metribuzin applied at different crop stages. Weed Technol. 11(2), 235-240 (1997).