LINURON (330-55-2)

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Suppliers

• Sigma-Aldrich - LINURON
  38.90 - 46.90 USD
• Fisher Scientific - Search for LINURON
• TCI - Search for LINURON

Most-cited Publications

• Administration of potentially antiandrogenic pesticides (procymidone, linuron, iprodione, chlozolinate, p,p-DDE, and ketoconazole) and toxic substances (dibutyl- and diethylhexyl phthalate, PCB 169, and ethane dimethane sulphonate) during sexual differentiation produces diverse profiles of reproductive malformations in the male rat (Toxicology and Industrial Health, 1999)
• Synergistic Degradation of Linuron by a Bacterial Consortium and Isolation of a Single Linuron-Degrading Variovorax Strain (Applied and Environmental Microbiology, 2003)
• Cellular and Molecular Mechanisms of Action of Linuron: An Antiandrogenic Herbicide that Produces Reproductive Malformations in Male Rats (Toxicological Sciences, 2000)
• Investigation of a mechanism for Leydig cell tumorigenesis by Linuron in rats (Toxicology and Applied Pharmacology, 1993)
• A mixture of the "antiandrogens" linuron and butyl benzyl phthalate alters sexual differentiation of the male rat in a cumulative fashion. (Biology of Reproduction, 2004)
• Sensitivity of Macrophyte-Dominated Freshwater Microcosms to Chronic Levels of the Herbicide Linuron I. Primary Producers (Ecotoxicology and Environmental Safety, 1997)

Areas of Application

Safety

• Request a Demo
  Predict GHS Hazards for Any Chemical in silico.
  Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more.
• H302: Harmful if swallowed
  Warning Acute toxicity, oral - Category 4
• H360: May damage fertility or the unborn child
  Danger Reproductive toxicity - Category 1A, 1B
• H400: Very toxic to aquatic life
  Warning Hazardous to the aquatic environment, acute hazard - Category 1
• H410: Very toxic to aquatic life with long lasting effects
  Warning Hazardous to the aquatic environment, long-term hazard - Category 1

Trends

Alternate Names

• Afalon
• SMILES
  CN(C(=O)NC1=CC(=C(C=C1)Cl)Cl)OC
• InChIKey
  XKJMBINCVNINCA-UHFFFAOYSA-N

External Links

• Pubchem - LINURON
• Wikipedia - linuron
  Linuron (3-(3,4-dichlorophenyl)-1-methoxy-1-methylurea) is a phenylurea herbicide that is used to control the growth of grass and weeds for the purpose of supporting the growth of crops like soybeans.

Synthesis

3,4-DICHLOROPHENYL ISOCYANATE  +  N,O-Dimethylhydroxylamine (Thiourea)

Methylboronic acid  +  17356-61-5 (Chan-Lam coupling reaction)

SCHEMBL9835107  +  N,O-Dimethylhydroxylamine (Schotten-Baumann amide from acid)

Reactant  +  dimethyl sulfide (Corey-Kim oxidation of secondary alcohols)

Synthesis of LINURON ›

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