Page last updated: 2024-12-06

methyl bensulfuron

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

methyl bensulfuron: RN given refers to parent cpds [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

bensulfuron-methyl : The methyl ester of bensulfuron. An acetolactate synthase inhibitor, it is used as a herbicide for the control of a variety of both annual and perennial weeds in crops, particularly wheat and rice. It is not licensed for use within the UK. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID54960
CHEMBL ID2313154
CHEBI ID3017
SCHEMBL ID55028
MeSH IDM0194127

Synonyms (64)

Synonym
AC-12588
104466-83-3
methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoylmethyl]benzoate
benzoic acid, 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]-, methyl ester
f 5384
benzoic acid, 2-((((((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)methyl)-, methyl ester
epa pesticide chemical code 128820
methyl alpha-(4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl)-o-toluate
dpx-f 5384
bensulfuron-methyl [iso]
bensulfuron methyl ester
methyl bensulfuron
bensulfuron methyl
83055-99-6
bensulfuron-methyl
NCGC00164284-01
londax
methyl 2-{[({[(4,6-dimethoxypyrimidin-2-yl)amino]carbonyl}amino)sulfonyl]methyl}benzoate
NCGC00164284-02
A840495
2-[[[(4,6-dimethoxy-2-pyrimidinyl)amino]-oxomethyl]sulfamoylmethyl]benzoic acid methyl ester
NCGC00164284-03
qwl4i737bl ,
unii-qwl4i737bl
dpx 84
ec 401-340-6
mariner
bianmihuanglong
methyl alpha-((4,6-dimethoxypyrimidin-2-yl)ureidosulfonyl)-o-toluate
cas-83055-99-6
dtxcid004164
NCGC00257947-01
dtxsid7024164 ,
tox21_200393
f5384
FT-0630916
AKOS015897329
bdbm50424591
CHEMBL2313154 ,
chebi:3017 ,
SCHEMBL55028
bensulfuron-methyl [mi]
methyl .alpha.-((4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl)-o-toluate
60G ,
methyl 2-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonylaminosulfonylmethyl]benzoate
methyl alpha-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-o-toluate
methyl 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate
methyl 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}methyl)benzoate
methyl 2-({[(4,6-dimethoxy-2-pyrimidinyl)carbamoyl]sulfamoyl}methyl)benzoate
2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoic acid methyl ester
bensulfuron-methyl, pestanal(r), analytical standard
methyl 2-((n-(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl)methyl)benzoate
methyl 2-{[3-(4,6-dimethoxypyrimidin-2-yl)ureido]sulfonylmethyl}benzoate
Q2896712
mfcd00128064
bensulfuron-methyl 100 microg/ml in acetonitrile
AS-12841
methyl 2-((n-((4,6-dimethoxypyrimidin-2-yl)carbamoyl)sulfamoyl)methyl)benzoate
bianmihuanglong; dpx 84; dpx-f 5384; f 5384; londax; mariner
f-5384
methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoylmethyl]benzoa te
CS-0012887
HY-B0870
methyl2-((n-((4,6-dimethoxypyrimidin-2-yl)carbamoyl)sulfamoyl)methyl)benzoate

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"A series of calorimetric experiments were performed to investigate the toxic effects of beta-cypermethrin (BCP), bensulfuron-methyl (BSM) and prometryne (PM) on Pseudomonas putida (P."( Acute toxic effects of three pesticides on Pseudomonas putida monitored by microcalorimeter.
Bramanti, E; Chen, HL; Maskow, T; Wang, F; Yao, J; Zaray, G, 2009
)
0.35

Compound-Compound Interactions

ExcerptReferenceRelevance
" This study was conducted to assess the use of allelopathic rice varieties in combination with cultural management options on paddy weeds, in order to develop an allelopathy-based technique to reduce herbicide use in paddies."( Effect of allelopathic rice varieties combined with cultural management options on paddy field weeds.
Hu, F; Kong, CH; Wang, P; Wu, JL, 2008
)
0.35

Dosage Studied

ExcerptRelevanceReference
" The decrease in Chl-a content was positively correlated to the dosage of the herbicides in most treatment groups."( Phytotoxicity of four herbicides on Ceratophyllum demersum, Vallisneria natans and Elodea nuttallii.
Gao, S; Li, X; Pan, H; Xu, X, 2009
)
0.35
" The uptake of bensulfuron-methyl by ryegrass increased with increasing dosage level of bensulfuron-methyl."( Interaction between BSM-contaminated soils and Italian ryegrass.
Chen, G; He, H; Li, H; Li, N; Lin, C, 2012
)
0.38
" Whole-plant dose-response studies showed that R1 and R2 were highly resistant to bensulfuron-methyl, with the GR50 R/S ratios of 76."( Target-site resistance to bensulfuron-methyl in Sagittaria trifolia L. populations.
Dong, Q; Ji, M; Li, P; Wang, H; Wei, S, 2015
)
0.42
" Dose-response test of transgenic Arabidopsis thaliana further demonstrated that the Pro-197-Ala substitution conferred bensulfuron-methyl resistance."( Mutation at the 197 site and P450-mediated metabolic resistance are involved in bensulfuron-methyl resistance in Sagittaria trifolia.
Cao, S; Guan, Y; Ji, M; Liu, L; Zhao, B; Zou, Y, 2023
)
0.91
" Dose-response confirmed the detected resistances in the representative populations, and suggested that the majority of observed resistance was dose-dependent."( Target and nontarget mechanisms of AHAS inhibitor cross-resistance patterns in Cyperus difformis.
Al-Khatib, K; Ceseski, AR; Godar, AS; Ohadi, S, 2023
)
0.91
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
herbicideA substance used to destroy plant pests.
agrochemicalAn agrochemical is a substance that is used in agriculture or horticulture.
EC 2.2.1.6 (acetolactate synthase) inhibitorAn EC 2.2.1.* (transketolase/transaldolase) inhibitor that interferes with the action of acetolactate synthase (EC 2.2.1.6).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (4)

ClassDescription
N-sulfonylureaA urea in which one of the hydrogens attached to a nitrogen of the urea group is replaced by a sulfonyl group. The N-sulfonylurea moiety is a key group in various herbicides, as well as in a number of antidiabetic drugs used in the management of type 2 diabetis mellitus.
pyrimidinesAny compound having a pyrimidine as part of its structure.
methyl esterAny carboxylic ester resulting from the formal condensation of a carboxy group with methanol.
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (6)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
GLI family zinc finger 3Homo sapiens (human)Potency68.65940.000714.592883.7951AID1259369
progesterone receptorHomo sapiens (human)Potency0.00490.000417.946075.1148AID1346784
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency52.18550.003041.611522,387.1992AID1159552; AID1159555
pregnane X nuclear receptorHomo sapiens (human)Potency34.41120.005428.02631,258.9301AID1346982
estrogen nuclear receptor alphaHomo sapiens (human)Potency0.49050.000229.305416,493.5996AID743075
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Acetolactate synthase catalytic subunit, mitochondrialSaccharomyces cerevisiae S288CKi0.00440.00330.12840.4000AID721536
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (4)

Assay IDTitleYearJournalArticle
AID721536Inhibition of Saccharomyces cerevisiae acetohydroxyacid synthase by colorimetric assay2013Journal of medicinal chemistry, Jan-10, Volume: 56, Issue:1
Sulfonylureas have antifungal activity and are potent inhibitors of Candida albicans acetohydroxyacid synthase.
AID721538Antifungal activity against Candida albicans after 72 hrs by broth microdilution method2013Journal of medicinal chemistry, Jan-10, Volume: 56, Issue:1
Sulfonylureas have antifungal activity and are potent inhibitors of Candida albicans acetohydroxyacid synthase.
AID721535Inhibition of Candida albicans acetohydroxyacid synthase catalytic domain expressed in Escherichia coli by colorimetric method2013Journal of medicinal chemistry, Jan-10, Volume: 56, Issue:1
Sulfonylureas have antifungal activity and are potent inhibitors of Candida albicans acetohydroxyacid synthase.
AID721539Antifungal activity against Saccharomyces cerevisiae after 72 hrs by broth microdilution assay2013Journal of medicinal chemistry, Jan-10, Volume: 56, Issue:1
Sulfonylureas have antifungal activity and are potent inhibitors of Candida albicans acetohydroxyacid synthase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (66)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (6.06)18.2507
2000's28 (42.42)29.6817
2010's23 (34.85)24.3611
2020's11 (16.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 34.47

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index34.47 (24.57)
Research Supply Index4.22 (2.92)
Research Growth Index5.25 (4.65)
Search Engine Demand Index60.21 (26.88)
Search Engine Supply Index2.74 (0.95)

This Compound (34.47)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (1.49%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other66 (98.51%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]