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tribenuron-methyl

herbicides / pesticides
2D:
3D:
CAS Number: 101200-48-0
FDA UNII: D0493A985P
Category: herbicides / pesticides
IUPAC Name: tribenuron-methyl
InChI : InChI=1/C15H17N5O6S/c1-9-16-13(18-14(17-9)26-4)20(2)15(22)19-27(23,24)11-8-6-5-7-10(11)12(21)25-3/h5-8H,1-4H3,(H,19,22)
Std.InChI: InChI=1S/C15H17N5O6S/c1-9-16-13(18-14(17-9)26-4)20(2)15(22)19-27(23,24)11-8-6-5-7-10(11)12(21)25-3/h5-8H,1-4H3,(H,19,22)
InChIKey : VLCQZHSMCYCDJL-UHFFFAOYAI
Std.InChIKey: VLCQZHSMCYCDJL-UHFFFAOYSA-N
SMILES : CC1=NC(=NC(=N1)OC)N(C)C(=O)NS(=O)(=O)C2=CC=CC=C2C(=O)OC
MDL: MFCD03955329
Molar Refractivity : 96.24 ± 0.5 cm3 (est)
Parachor : 737.8 ± 8.0 cm3 (est)
Index of Refraction : 1.628 ± 0.05 (est)
Surface Tension : 54.9 ± 7.0 dyne/cm (est)
Density : 1.45 ± 0.1 g/cm3 (est)
Polarizability : 38.15 ± 0.5 10-24cm3 (est)

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

Google Scholar:Search
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US Patents:Search
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Pubchem Patents:Search
PubMed:Search
NCBI:Search

Physical Properties:

Appearance:colorless crystals (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
water, 50 mg/L @ 25 °C (exp)

Cosmetic Information:

None found

Suppliers:

Santa Cruz Biotechnology
For experimental / research use only.
Tribenuron-methyl ≥96%
Sigma-Aldrich
For experimental / research use only.
Tribenuron-methyl PESTANAL®, analytical standard

Safety Information:

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-quail LD50 > 2250 mg/kg
Pesticide Manual. Vol. 9, Pg. 840, 1991.

oral-rat LD50 > 5000 mg/kg
Farm Chemicals Handbook. Vol. -, Pg. C132, 1991.

Dermal Toxicity:
skin-rabbit LD50 > 2000 mg/kg
Farm Chemicals Handbook. Vol. -, Pg. C132, 1991.

Inhalation Toxicity:
Not determined

Safety in Use Information:

Category:
herbicides / pesticides
Recommendation for tribenuron-methyl usage levels up to:
not for fragrance use.
Recommendation for tribenuron-methyl flavor usage levels up to:
not for flavor use.

Safety References:

European Food Safety Authority (EFSA) reference(s):

Peer review of the pesticide risk assessment of the active substance tribenuron-methyl
View page or View pdf

EPI System: View
EPA-Iris:IRIS
NIOSH International Chemical Safety Cards:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :153909
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
methyl 2-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-methylcarbamoyl]sulfamoyl]benzoate
Chemidplus:0101200480
EPA/NOAA CAMEO:hazardous materials
RTECS:101200-48-0

References:

methyl 2-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-methylcarbamoyl]sulfamoyl]benzoate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):153909
Pubchem (cas):101200-48-0

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):C10962
HMDB (The Human Metabolome Database):Search
Wikipedia:View

Potential Blenders and core components :

None Found

Potential Uses:

None Found

Occurrence (nature, food, other):

not found in nature

Synonyms:

benzoic acid, 2-(((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)methylamino)carbonyl)amino)sulfonyl)-, methyl ester
2-(((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)-methyl amino)carbonyl)amino)sulfonyl)-, methyl ester
methyl 2-((((N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)methylamino)carbonyl)amino)sulfonyl)benzoate
methyl 2-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-methylcarbamoyl]sulfamoyl]benzoate
triazine-2-14C metsulfuron-methyl
tribenuron methyl

Articles:

PubMed:Exposure to trace amounts of sulfonylurea herbicide tribenuron-methyl causes male sterility in 17 species or subspecies of cruciferous plants.
PubMed:Target-site and non-target-site resistance mechanisms to ALS inhibiting herbicides in Papaver rhoeas.
PubMed:Determination of Two Sulfonylurea Herbicides Residues in Soil Environment Using HPLC and Phytotoxicity of These Herbicides by Lentil Bioassay.
PubMed:Identification of sulfonylurea biodegradation pathways enabled by a novel nicosulfuron-transforming strain Pseudomonas fluorescens SG-1: Toxicity assessment and effect of formulation.
PubMed:Germination of Seeds and Seedling Growth of Amaranthus retroflexus L. Following Sublethal Exposure of Parent Plants to Herbicides.
PubMed:Unravelling the resistance mechanisms to 2,4-D (2,4-dichlorophenoxyacetic acid) in corn poppy (Papaver rhoeas).
PubMed:Target-site and non-target-site based resistance to the herbicide tribenuron-methyl in flixweed (Descurainia sophia L.).
PubMed:Multiple Mechanisms Increase Levels of Resistance in Rapistrum rugosum to ALS Herbicides.
PubMed:Mutation at residue 376 of ALS confers tribenuron-methyl resistance in flixweed (Descurainia sophia) populations from Hebei Province, China.
PubMed:Grain Yield and Quality of Foxtail Millet (Setaria italica L.) in Response to Tribenuron-Methyl.
PubMed:Tribenuron-Methyl Induces Male Sterility through Anther-Specific Inhibition of Acetolactate Synthase Leading to Autophagic Cell Death.
PubMed:Biodegradation of nicosulfuron by a novel Alcaligenes faecalis strain ZWS11.
PubMed:Behavior and bioefficacy of tribenuron-methyl in wheat (Triticum astevum L.) under irrigated agro-ecosystem in India.
PubMed:Biodegradation of thifensulfuron-methyl by Ochrobactrum sp. in liquid medium and soil.
PubMed:Tribenuron-methyl resistance and mutation diversity of Pro197 in flixweed (Descurainia Sophia L.) accessions from China.
PubMed:Generation and characterization of tribenuron-methyl herbicide-resistant rapeseed (Brasscia napus) for hybrid seed production using chemically induced male sterility.
PubMed:Methylopila henanense sp. nov., a novel methylotrophic bacterium isolated from tribenuron methyl-contaminated wheat soil.
PubMed:Dissipation kinetics and residues of florasulam and tribenuron-methyl in wheat ecosystem.
PubMed:Different cross-resistance patterns to AHAS herbicides of two tribenuron-methyl resistant flixweed (Descurainiasophia L.) biotypes in China.
PubMed:Preparation of molecularly imprinted polymer for use as SPE adsorbent for the simultaneous determination of five sulphonylurea herbicides by HPLC.
PubMed:Effects of low levels of herbicides on prairie species of the Willamette Valley, Oregon.
PubMed:Study on the photodegradation of amidosulfuron in aqueous solutions by LC-MS/MS.
PubMed:Biodegradation of nicosulfuron by a Talaromyces flavus LZM1.
PubMed:Study of sorption of two sulfonylurea type of herbicides and their additives on soils and soil components.
PubMed:[Effects of typical herbicides on soil respiration and N2O emissions from soil added with different nitrogen fertilizers].
PubMed:Ionic liquids supported on magnetic nanoparticles as a sorbent preconcentration material for sulfonylurea herbicides prior to their determination by capillary liquid chromatography.
PubMed:Biodegradation of nicosulfuron by the bacterium Serratia marcescens N80.
PubMed:Biodegradation of tribenuron methyl that is mediated by microbial acidohydrolysis at cell-soil interface.
PubMed:Augmentation of tribenuron methyl removal from polluted soil with Bacillus sp. strain BS2 and indigenous earthworms.
PubMed:Rapid determination of sixteen sulfonylurea herbicides in surface water by solid phase extraction cleanup and ultra-high-pressure liquid chromatography coupled with tandem mass spectrometry.
PubMed:Determination of some sulfonylurea herbicides in soil by a novel liquid-phase microextraction combined with sweeping micellar electrokinetic chromatography.
PubMed:Development and validation of a solid-phase extraction method coupled to high-performance liquid chromatography with ultraviolet-diode array detection for the determination of sulfonylurea herbicide residues in bovine milk samples.
PubMed:Biodegradation of chlorimuron-ethyl by the bacterium Klebsiella jilinsis 2N3.
PubMed:Trace level determination of selected sulfonylurea herbicides in wetland sediment by liquid chromatography electrospray tandem mass spectrometry.
PubMed:N-methylimidazolium ionic liquid-functionalized silica as a sorbent for selective solid-phase extraction of 12 sulfonylurea herbicides in environmental water and soil samples.
PubMed:Leaching of three sulfonylurea herbicides during sprinkler irrigation.
PubMed:Mass spectrometry of the photolysis of sulfonylurea herbicides in Prairie waters.
PubMed:Synthesis and herbicidal activity of 12-(aryloxyacyloxyimino)-1,15-pentadecanlactone derivatives.
PubMed:Impact of basic soil parameters on pesticide disappearance investigated by multivariate partial least square regression and statistics.
PubMed:Hydrolytic and photoinduced degradation of tribenuron methyl studied by HPLC-DAD-MS/MS.
PubMed:Preparation of molecularly imprinted solid phase extraction using bensulfuron-methyl imprinted polymer and clean-up for the sulfonylurea-herbicides in soybean.
PubMed:No-tillage system applied to the sunflower (hybrid pioneer PR64E83) resistant to the tribenuron-methyl in the conditions from Romania.
PubMed:HPLC-UV and HPLC-MSn multiresidue determination of amidosulfuron, azimsulfuron, nicosulfuron, rimsulfuron, thifensulfuron methyl, tribenuron methyl and azoxystrobin in surface waters.
PubMed:Chemical cotton stalk destruction for maintenance of host-free periods for the control of overwintering boll weevil in tropical and subtropical climates.
PubMed:Common and distinct gene expression patterns induced by the herbicides 2,4-dichlorophenoxyacetic acid, cinidon-ethyl and tribenuron-methyl in wheat.
PubMed:Vegetative reproduction and chemical control with post-emergent herbicides of field bindweed (Convolvulus arvensis L.).
PubMed:Weed control in sunflower (helianthus annuus L.) with post-emergent herbicides.
PubMed:Comparative analysis of the effects of locally used herbicides and their active ingredients on a wild-type wine Saccharomyces cerevisiae strain.
PubMed:Drift of 10 herbicides after tractor spray application. 1. Secondary drift (evaporation).
PubMed:Herbicide activity of monosulfuron and its mode of action.
PubMed:Perinatal exposure to the fungicide prochloraz feminizes the male rat offspring.
PubMed:Elucidating the specificity of binding of sulfonylurea herbicides to acetohydroxyacid synthase.
PubMed:The combined antiandrogenic effects of five commonly used pesticides.
PubMed:Effects of currently used pesticides in the AhR-CALUX assay: comparison between the human TV101L and the rat H4IIE cell line.
PubMed:Trace analysis of sulfonylurea herbicides in water by on-line continuous flow liquid membrane extraction--C18 precolumn liquid chromatography with ultraviolet absorbance detection.
PubMed:Comparative efficacy of five herbicides on winter cereal weeds in semi-arid region of Algeria.
PubMed:Determination of ten sulfonyl urea herbicides in unpolished rice by solid-phase extraction cleanup and LC-diode array detection.
PubMed:Light-induced transformation of tribenuron-methyl on glass, soil, and plant surface.
PubMed:Effects of currently used pesticides in assays for estrogenicity, androgenicity, and aromatase activity in vitro.
PubMed:Relationships between sulfonylurea herbicide treatment of host plants and the performance of herbivorous insects.
PubMed:Mineralisation studies of 14C-labelled metsulfuron-methyl, tribenuron-methyl, chlorsulfuron and thifensulfuron-methyl in one Danish soil and groundwater sediment profile.
PubMed:Screening Method for Nine Sulfonylurea Herbicides in Soil and Water by Liquid Chromatography with Ultraviolet Detection.
PubMed:Light induced transformation of tribenuron-methyl
PubMed:Coupling of size-exclusion chromatography to liquid chromatography/mass spectrometry for determination of trace levels of thifensulfuron-methyl and tribenuron-methyl in cottonseed and cotton gin trash.
PubMed:Determination of sulfonylurea degradation products in soil by liquid chromatography-ultraviolet detection followed by confirmatory liquid chromatography-tandem mass spectrometry.
PubMed:Simultaneous estimation of tribenuron-methyl and its major metabolites by high-performance liquid chromatography.
PubMed:Preparation of environmental samples for determination of sulfonylurea herbicides by solid-phase extraction using a polymeric sorbent.
PubMed:[An analysis of maicaodi by high performance liquid chromatography].
PubMed:Multiresidue determination of sulfonylurea herbicides by capillary electrophoresis for hydrolysis studies in water and sediments.
PubMed:Acceptance Criteria for Ultratrace HPLC-Tandem Mass Spectrometry:  Quantitative and Qualitative Determination of Sulfonylurea Herbicides in Soil.
PubMed:Determination of sulfonylurea herbicides in grains by capillary electrophoresis.
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