CHEBI:5013 - fenuron

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ChEBI Name fenuron
ChEBI ID CHEBI:5013
Definition A member of the class of 3-(3,4-substituted-phenyl)-1,1-dimethylureas that is urea in which one of the nitrogens is substituted by a phenyl group while the other is substituted by two methyl groups. It is a herbicide used for the control of weeds in beetroot as well as various vegetable and ornamental crops.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB2724915, eMolecules:509860, ZINC000000097471
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Formula C9H12N2O
Net Charge 0
Average Mass 164.208
Monoisotopic Mass 164.09496
InChI InChI=1S/C9H12N2O/c1-11(2)9(12)10-8-6-4-3-5-7-8/h3-7H,1-2H3,(H,10,12)
InChIKey XXOYNJXVWVNOOJ-UHFFFAOYSA-N
SMILES CN(C)C(=O)NC1=CC=CC=C1
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): photosystem-II inhibitor

xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): photosystem-II inhibitor

agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
herbicide
A substance used to destroy plant pests.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fenuron (CHEBI:5013) has role agrochemical (CHEBI:33286)
fenuron (CHEBI:5013) has role environmental contaminant (CHEBI:78298)
fenuron (CHEBI:5013) has role herbicide (CHEBI:24527)
fenuron (CHEBI:5013) has role photosystem-II inhibitor (CHEBI:26089)
fenuron (CHEBI:5013) has role xenobiotic (CHEBI:35703)
fenuron (CHEBI:5013) is a 3-(3,4-substituted-phenyl)-1,1-dimethylurea (CHEBI:157693)
IUPAC Name
1,1-dimethyl-3-phenylurea
Synonyms Sources
1-phenyl-3,3-dimethylurea NIST Chemistry WebBook
3-phenyl-1,1-dimethylurea NIST Chemistry WebBook
fenuron UniProt
N,N-dimethyl-N'-phenylurea IUPAC
N-Phenyl-N',N'-dimethylurea ChemIDplus
PDU PPDB
Brand Names Sources
Amicure UR ChemIDplus
Croptex Chrome ChemIDplus
Croptex Ruby ChemIDplus
Dibar ChemIDplus
Dozer ChEBI
Dybar ChemIDplus
Electrum ChemIDplus
Falisilvan ChemIDplus
Fenidim ChemIDplus
Fenidin ChemIDplus
Herbon Yellow ChemIDplus
Omicure 94 ChemIDplus
Quintex ChemIDplus
Manual Xrefs Databases
313 PPDB
C11224 KEGG COMPOUND
CPD-23258 MetaCyc
fenuron Alan Wood's Pesticides
View more database links
Registry Numbers Types Sources
101-42-8 CAS Registry Number NIST Chemistry WebBook
101-42-8 CAS Registry Number ChemIDplus
2208535 Reaxys Registry Number Reaxys
Citations
Abraham DA, Vasantha VS (2020)
Hollow Polypyrrole Composite Synthesis for Detection of Trace-Level Toxic Herbicide.
ACS omega 5, 21458-21467 [PubMed:32905395]
[show Abstract]
Ali I, Alharbi OML, ALOthman ZA, Al-Mohaimeed AM, Alwarthan A (2019)
Modeling of fenuron pesticide adsorption on CNTs for mechanistic insight and removal in water.
Environmental research 170, 389-397 [PubMed:30623886]
[show Abstract]
Haruna K, Kumar VS, Sheena Mary Y, Popoola SA, Thomas R, Roxy MS, Al-Saadi AA (2019)
Conformational profile, vibrational assignments, NLO properties and molecular docking of biologically active herbicide1,1-dimethyl-3-phenylurea.
Heliyon 5, e01987 [PubMed:31304416]
[show Abstract]
Diaw PA, Mbaye OMA, Thiaré DD, Oturan N, Gaye-Seye MD, Coly A, Le Jeune B, Giamarchi P, Oturan MA, Aaron JJ (2019)
Combination of photoinduced fluorescence and GC-MS for elucidating the photodegradation mechanisms of diflubenzuron and fenuron pesticides.
Luminescence : the journal of biological and chemical luminescence 34, 465-471 [PubMed:30784165]
[show Abstract]
Barbari K, Delimi R, Benredjem Z, Saaidia S, Djemel A, Chouchane T, Oturan N, Oturan MA (2018)
Photocatalytically-assisted electrooxidation of herbicide fenuron using a new bifunctional electrode PbO2/SnO2-Sb2O3/Ti//Ti/TiO2.
Chemosphere 203, 1-10 [PubMed:29604424]
[show Abstract]
Kribéche Mel A, Mechakra H, Sehili T, Brosillon S (2016)
Oxidative photodegradation of herbicide fenuron in aqueous solution by natural iron oxide α-Fe2O3, influence of polycarboxylic acids.
Environmental technology 37, 172-182 [PubMed:26102217]
[show Abstract]
Fabbri D, Minella M, Maurino V, Minero C, Vione D (2015)
Photochemical transformation of phenylurea herbicides in surface waters: a model assessment of persistence, and implications for the possible generation of hazardous intermediates.
Chemosphere 119, 601-607 [PubMed:25128892]
[show Abstract]
Mazellier P, Busset C, Delmont A, De Laat J (2007)
A comparison of fenuron degradation by hydroxyl and carbonate radicals in aqueous solution.
Water research 41, 4585-4594 [PubMed:17675205]
[show Abstract]
Hermosin MC, Calderón MJ, Aguer JP, Cornejo J (2001)
Organoclays for controlled release of the herbicide fenuron.
Pest management science 57, 803-809 [PubMed:11561405]
[show Abstract]
Aguer JP, Hermosin MC, Calderon MJ, Cornejo J (2000)
Fenuron sorption on homoionic natural and modified smectites.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 35, 279-296 [PubMed:10808993]
[show Abstract]
Shipman RD (1987)
Fenuron converts low-grade hardwoods to Japanese larch.
Proceedings of the ... annual meeting - Northeastern Weed Science Society. 41, 179-182 [Agricola:IND87057830]
Voloshina LT (1985)
[Embryotropic effect of fenuron].
Vrachebnoe delo103-105 [PubMed:3992974]
Motuzinskiĭ NF, Rakitskiĭ VN, Perlovskaia ED (1982)
[Data on establishing the maximum permissible levels for the fenuron content of forest vegetable food products].
Gigiena i sanitariia82-84 [PubMed:7084728]
Mazzocchi PH, Rao MP (1972)
Photolysis of 3-(p-chlorophenyl)-1,1-dimethylurea (monuron) and 3-phenyl-1,1-dimethylurea (fenuron).
Journal of agricultural and food chemistry 20, 957-959 [PubMed:5057445]
Last Modified
05 November 2020