metobromuron
urea, N'-(4-bromophenyl)-N-methoxy-N-methyl-
 
Notes:
None found
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      3060-89-7 metobromuron
       
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CAS Number: 3060-89-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 221-301-5
FDA UNII: 4251089P3L
Nikkaji Web: J7.673B
Beilstein Number: 2103964
MDL: MFCD00017799
XlogP3: 2.40 (est)
Molecular Weight: 259.10307000
Formula: C9 H11 Br N2 O2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome, Edge or firefox)
Category: herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
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NCBI: Search
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Physical Properties:
Appearance: white crystals (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 95.00 °C. @ 760.00 mm Hg
Flash Point: 32.00 °F. TCC ( 0.00 °C. ) (est)
logP (o/w): 2.380
Soluble in:
 water, 330 mg/L @ 20 °C (exp)
 water, 195.3 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
metobromuron
Santa Cruz Biotechnology
For experimental / research use only.
Metobromuron
Sigma-Aldrich
For experimental / research use only.
Metobromuron PESTANAL®, analytical standard
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-dog LD50  > 10200 mg/kg
Ciba-Geigy Toxicology Data/Indexes. Vol. -, Pg. -, 1972.

intraperitoneal-mouse LD50  847 mg/kg
Proceedings of the European Society of Toxicology. Vol. 17, Pg. 351, 1976.

oral-mouse LD50  2098 mg/kg
Proceedings of the European Society of Toxicology. Vol. 17, Pg. 351, 1976.

unreported-quail LD50  565 mg/kg
Farm Chemicals Handbook. Vol. -, Pg. C203, 1991.

intraperitoneal-rat LD50  430 mg/kg
Proceedings of the European Society of Toxicology. Vol. 17, Pg. 351, 1976.

oral-rat LD50  2000 mg/kg
World Review of Pest Control. Vol. 9, Pg. 119, 1970.

unreported-rat LD50  3875 mg/kg
SKIN AND APPENDAGES (SKIN): HAIR: OTHER BEHAVIORAL: ATAXIA GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 38(3), Pg. 86, 1973.

Dermal Toxicity:
skin-rabbit LD50 > 10200 mg/kg
World Review of Pest Control. Vol. 9, Pg. 119, 1970.

skin-rat LD50 > 3000 mg/kg
Pesticide Manual. Vol. 9, Pg. 584, 1991.

Inhalation Toxicity:
inhalation-rat LC50 > 1100 mg/m3/4H
Pesticide Manual. Vol. 9, Pg. 584, 1991.

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Safety in Use Information:
Category: herbicides / pesticides
Recommendation for metobromuron usage levels up to:
 not for fragrance use.
 
Recommendation for metobromuron flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Conclusion on the peer review of the pesticide risk assessment of the active substance metobromuron
View page or View pdf
Outcome of the consultation with Member States, the applicant and EFSA on the pesticide risk assessment for metobromuron in light of confirmatory data
View page or View pdf
EPI System: View
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA GENetic TOXicology: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 18290
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 3-(4-bromophenyl)-1-methoxy-1-methylurea
Chemidplus: 0003060897
RTECS: YS3325000 for cas# 3060-89-7
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References:
 3-(4-bromophenyl)-1-methoxy-1-methylurea
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 18290
Pubchem (sid): 134983109
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C18793
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•50% wettable powder (basf, ciba-geigy). in combination with metolachlor (galex and tobacron) or with terbutryn (ingrater) ciba-geigy, 4 lbgal (400 gl) flowable (basf) •combinations: igrater 50 wp (metobromuron 25% and terbutryn 25%); galex 500 ec (metobromuron + metolachlor 1:1 or 2:3) •c 3126 •ciba-3126 •patoran •pattonex
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
3-(4-bromophenyl)-1-methoxy-1-methylurea
3-(p-bromophenyl)-1-methoxy-1-methylurea
1-(4-bromophenyl)-3-methoxy-3-methylurea
N'-(4-bromophenyl)-N-methoxy-N-methylurea
N-(p-bromophenyl)-N'-methyl-N'-methoxyurea
 metbromuron
 metobromurone
 monobromuron
 patoran
 pattonex
 urea, 3-(p-bromophenyl)-1-methoxy-1-methyl-
 urea, N'-(4-bromophenyl)-N-methoxy-N-methyl-
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Articles:
PubMed: Part I: Temporal and spatial distribution of multiclass pesticide residues in lake waters of Northern Greece: application of an optimized SPE-UPLC-MS/MS pretreatment and analytical method.
PubMed: Leaching potential of phenylurea herbicides in a calcareous soil: comparison of column elution and batch studies.
PubMed: Assessment of the leaching potential of 12 substituted phenylurea herbicides in two agricultural soils under laboratory conditions.
PubMed: Mineralisation of the herbicide linuron by Variovorax sp. strain RA8 isolated from Japanese river sediment using an ecosystem model (microcosm).
PubMed: Investigation of the inclusion of the herbicide metobromuron in native cyclodextrins by powder X-ray diffraction and isothermal titration calorimetry.
PubMed: Analysis of phenylurea herbicides from plants by GC/MS.
PubMed: Simultaneous determination of 15 phenylurea herbicides in rice and corn using HPLC with fluorescence detection combined with UV decomposition and post-column derivatization.
PubMed: Method development for the determination of selected pesticides on tobacco by high-performance liquid chromatography-electrospray ionisation-tandem mass spectrometry.
PubMed: Biomimetic approach to biomembrane models studies: medium influence on the interaction kinetics of some phenylurea derivatives herbicides.
PubMed: Monitoring of triazine and phenylurea herbicides in the surface waters of Greece.
PubMed: Ambient air concentrations of pesticides used in potato cultivation in Prince Edward Island, Canada.
PubMed: Clean up of phenylurea herbicides in plant sample extracts using molecularly imprinted polymers.
PubMed: Application of solid-phase microextraction for determining phenylurea herbicides and their homologous anilines from vegetables.
PubMed: Investigation of the effect of soil herbicides on the growth and nutrient uptake of potato.
PubMed: Influence of UV irradiation on the toxicity of phenylurea herbicides using Microtox test.
PubMed: Solid-phase microextraction coupled with high-performance liquid chromatography for the determination of phenylurea herbicides in aqueous samples.
PubMed: Multiresidue determination of pesticides in drinking and related waters by solid-phase extraction and liquid chromatography with ultraviolet detection: interlaboratory study.
PubMed: Removal of herbicides from liquid media by fungi isolated from a contaminated soil.
PubMed: Enrichment and molecular characterization of a bacterial culture that degrades methoxy-methyl urea herbicides and their aniline derivatives.
PubMed: Indirect analysis of urea herbicides from environmental water using solid-phase microextraction.
PubMed: Multiresidue HPLC methods for phenyl urea herbicides in water.
PubMed: Acute metobromuron poisoning with severe associated methemoglobinemia. Identification of four metabolites in plasma and urine by LC-DAD, LC-ESI-MS, and LC-ESI-MS-MS.
PubMed: Determination of linuron and related compounds in soil by microwave-assisted solvent extraction and reversed-phase liquid chromatography with UV detection.
PubMed: [Methemoglobinemia caused by accidental poisoning with metolachlor and metobromuron].
PubMed: Electrically driven microseparation methods for pesticides and metabolites. II: on-line and off-line preconcentration of urea herbicides in capillary electrochromatography.
PubMed: Determination of phenylurea herbicide residues in vegetables by liquid chromatography after gel permeation chromatography and Florisil cartridge cleanup.
PubMed: Mixed immunosorbent for selective on-line trace enrichment and liquid chromatography of phenylurea herbicides in environmental waters.
PubMed: Adsorption-desorption and leaching of phenylurea herbicides on soils.
PubMed: Metobromuron/metolachlor ingestion with late onset methemoglobinemia in a pregnant woman successfully treated with methylene blue.
PubMed: Solid-phase extraction followed by high-performance liquid chromatographic analysis for monitoring herbicides in drinking water.
PubMed: Determination of linuron in potatoes using capillary column gas chromatography/mass spectrometry.
PubMed: Multiresidue method for determining substituted urea herbicides in foods by liquid chromatography.
PubMed: [Toxicologic characteristics of several pesticides and standards for them in water].
PubMed: [On the determination of chlorpropham, metobromuron and chlorbromuron residues in drugs of the 2. AB-DDR (author's transl)].
PubMed: [Gas chromatographic determination of chlorpropham, metobromuron and chlorbromuron residues in drugs of the East German Pharmacopoeia, 2d edition].
PubMed: [Thin-layer chromatographic testing of drugs of the East German Pharmacopoeia, 2d edition, metobromuron and chlorbromuron residues].
PubMed: [Chemical weed control in the cropping of medicinal plants. Part 1: Valerian (Valeriana officinalis L.) (author's transl)].
PubMed: Metabolism in human embryonic lung cell cultures of three phenylurea herbicides: chlorotoluron, fluometuron, and metobromuron.
PubMed: Degradation of chlorbromuron and related compounds by the fungus Rhizoctonia solani.
PubMed: Metabolism of 3-(p-bromophenyl)-1-methoxy-1-methylurea (metobromuron) by selected soil microorganisms.
PubMed: Metobromuron: acetylation of the aniline moiety as a detoxification mechanism.
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