Structure via PubChem · Public domain (PubChem)
nitrofen
Sign in to saveNitrofen is an herbicide of the diphenyl ether class. Because of concerns about its carcinogenicity, the use of nitrofen has been banned in the European Union and in the United States since 1996. It has been superseded by related protoporphyrinogen oxidase enzyme inhibitors including acifluorfen and fomesafen.
Chemical data
- Formula
- C12H7Cl2NO3
- Molecular weight
- 284.09 g/mol
- IUPAC name
- 2,4-dichloro-1-(4-nitrophenoxy)benzene
- SMILES
- C1=CC(=CC=C1[N+](=O)[O-])OC2=C(C=C(C=C2)Cl)Cl
- InChIKey
- XITQUSLLOSKDTB-UHFFFAOYSA-N
- XLogP
- 4.3
- Polar surface area
- 55.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
609 papers- Nitrofen: a review and perspective.Toxicology · 1983
- Nitrofen.IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans · 1983
- Nitrofen.Report on carcinogens : carcinogen profiles · 2011
- Recent advances in understanding the pathogenesis of nitrofen-induced congenital diaphragmatic hernia.Pediatric pulmonology · 2000
- Extracellular Vesicles Attenuate Nitrofen-Mediated Human Pulmonary Artery Endothelial Dysfunction: Implications for Congenital Diaphragmatic Hernia.Stem cells and development · 2020
via PubMed
Wikidata facts
- Subclass of
- organochlorine compound
- Mass
- 282.98
- Has use
- pesticide
Show 7 more facts
- chemical formula
- C₁₂H₇Cl₂NO₃
- canonical SMILES
- C1=CC(=CC=C1[N+](=O)[O-])OC2=C(C=C(C=C2)Cl)Cl
- subject has role
- carcinogen
- melting point
- 71
- solubility
- 0.0095
- boiling point
- 190
- Commons category
- Nitrofen
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
Nitrofen is an herbicide of the diphenyl ether class. Because of concerns about its carcinogenicity, the use of nitrofen has been banned in the European Union and in the United States since 1996. It has been superseded by related protoporphyrinogen oxidase enzyme inhibitors including acifluorfen and fomesafen.
In 2002, Nitrofen was detected in organic feed, organic eggs, and organic poultry products in Germany prompting a scandal which caused a decline in all organic meat sales in Europe.
Excerpted from Wikipedia’s “nitrofen” article, available under the CC BY-SA 4.0 licence.