Compounds > 1-(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethoxyphenoxysulfonyl)urea
Page last updated: 2024-11-10

1-(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethoxyphenoxysulfonyl)urea

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Description

1-(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethoxyphenoxysulfonyl)urea: herbicide; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID3623881
CHEMBL ID2313153
CHEBI ID81748
SCHEMBL ID65311
MeSH IDM0539909

Synonyms (36)

Synonym
126801-58-9
ethoxysulfuron
A805606
(2-ethoxyphenyl) n-[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamate
unii-2a9c8090zd
ethoxysulfuron [iso]
2a9c8090zd ,
C18440
sulfamic acid, [[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl](2-ethoxyphenyl)-
FT-0631123
AKOS015895277
CHEMBL2313153 ,
bdbm50424592
chebi:81748 ,
SCHEMBL65311
hoe-095404
3-(4,6-dimethoxypyrimidin-2-yl)-1-(2-ethoxyphenoxysulfonylurea)
n-(((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)sulfamic acid 2-ethoxyphenyl ester
2-ethoxyphenyl (((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)sulfamate
1-(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethoxyphenoxysulfonyl)urea
ethoxysulfuron [mi]
DTXSID1057951
1-(2-ethoxyphenoxysulfonyl)-3-(4,6-dimethoxy-2-pyrimidyl)urea
1-(2-ethoxyphenoxysulfonyl)-3-(4,6-dimethoxy-2-pyrimidyl)-urea
n'-(4,6-dimethoxypyrimidin-2-yl)-n-(2-ethoxyphenoxysulfonyl)urea
3-(4,6-dimethoxypyrimidin-2-yl)-1-(2-ethoxyphenoxysulfonyl)urea
2-ethoxyphenyl [(4,6-dimethoxy-2-pyrimidinyl)carbamoyl]sulfamate
J-005438
ethoxysulfuron, pestanal(r), analytical standard
2-ethoxyphenyl 4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamate
Q22807473
ethoxysulfuron 100 microg/ml in acetonitrile
sulfamic acid, n-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-, 2-ethoxyphenyl ester
D92859
AS-76182
n-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]sulfamic acid, 2-ethoxyphenyl ester
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
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 (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Acetolactate synthase catalytic subunit, mitochondrialSaccharomyces cerevisiae S288CKi0.06400.00330.12840.4000AID721536
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (31)

Assay IDTitleYearJournalArticle
AID1585636Antifungal activity against Saccharomyces cerevisiae SC XH1549 cultured in YNB media after 48 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID1585634Antifungal activity against fluconazole-resistant Candida albicans isolate g5 cultured in YNB media after 72 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID1585628Antifungal activity against Candida albicans SC5314 cultured in YNB media after 72 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID1592344Antifungal activity against Candida albicans isolate 17 grown in RPMI 1640 medium incubated for 24 hrs by microdilution method2019European journal of medicinal chemistry, Apr-01, Volume: 167Chemical synthesis, crystal structure, versatile evaluation of their biological activities and molecular simulations of novel pyrithiobac derivatives.
AID1585624Antifungal activity against Candida albicans SC5314 cultured in RPMI 1640 media after 24 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID1585638Antifungal activity against Candida parapsilosis ATCC 22019 cultured in YNB media after 24 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID721544Antifungal activity against Candida albicans after 72 hrs by disk diffusion method2013Journal of medicinal chemistry, Jan-10, Volume: 56, Issue:1
Sulfonylureas have antifungal activity and are potent inhibitors of Candida albicans acetohydroxyacid synthase.
AID1585621Inhibition of Candida albicans AHAS catalytic subunit using pyruvate as substrate measured after 30 mins by colorimetric method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID1592349Antifungal activity against Candida albicans isolate g5 grown in RPMI 1640 medium incubated for 24 hrs by microdilution method2019European journal of medicinal chemistry, Apr-01, Volume: 167Chemical synthesis, crystal structure, versatile evaluation of their biological activities and molecular simulations of novel pyrithiobac derivatives.
AID1585629Antifungal activity against fluconazole-resistant Candida albicans isolate 17 cultured in YNB media after 24 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting 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.
AID1585625Antifungal activity against Candida albicans SC5314 cultured in YNB media after 24 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID1592350Antifungal activity against Candida albicans SC5314 grown in YNB medium incubated for 24 hrs by microdilution method2019European journal of medicinal chemistry, Apr-01, Volume: 167Chemical synthesis, crystal structure, versatile evaluation of their biological activities and molecular simulations of novel pyrithiobac derivatives.
AID1585623Antifungal activity against Candida albicans SC5314 infected in Caenorhabditis elegans assessed as mortality at 20 nM after 24 hrs by propidium iodide staining based fluorescence microscopic analysis (Rvb = 17%)2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
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.
AID1585639Antifungal activity against Candida parapsilosis ATCC 22019 cultured in YNB media after 48 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID1592352Antifungal activity against Candida albicans isolate g5 grown in YNB medium incubated for 24 hrs by microdilution method2019European journal of medicinal chemistry, Apr-01, Volume: 167Chemical synthesis, crystal structure, versatile evaluation of their biological activities and molecular simulations of novel pyrithiobac derivatives.
AID1585640Antifungal activity against Candida parapsilosis ATCC 22019 cultured in YNB media after 72 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID1585627Antifungal activity against Candida albicans SC5314 cultured in YNB media after 48 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID1585630Antifungal activity against fluconazole-resistant Candida albicans isolate 17 cultured in YNB media after 48 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting 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.
AID1585633Antifungal activity against fluconazole-resistant Candida albicans isolate g5 cultured in YNB media after 48 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID1585635Antifungal activity against Saccharomyces cerevisiae SC XH1549 cultured in YNB media after 24 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID1592351Antifungal activity against Candida albicans isolate 17 grown in YNB medium incubated for 24 hrs by microdilution method2019European journal of medicinal chemistry, Apr-01, Volume: 167Chemical synthesis, crystal structure, versatile evaluation of their biological activities and molecular simulations of novel pyrithiobac derivatives.
AID1592346Antifungal activity against Candida albicans SC5314 grown in RPMI 1640 medium incubated for 24 hrs by microdilution method2019European journal of medicinal chemistry, Apr-01, Volume: 167Chemical synthesis, crystal structure, versatile evaluation of their biological activities and molecular simulations of novel pyrithiobac derivatives.
AID1585631Antifungal activity against fluconazole-resistant Candida albicans isolate 17 cultured in YNB media after 72 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID1585637Antifungal activity against Saccharomyces cerevisiae SC XH1549 cultured in YNB media after 72 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID1592347Inhibition of Candida albicans AHAS catalytic subunit at 10 uM using pyruvate as substrate measured after 30 mins by colorimetric method relative to control2019European journal of medicinal chemistry, Apr-01, Volume: 167Chemical synthesis, crystal structure, versatile evaluation of their biological activities and molecular simulations of novel pyrithiobac derivatives.
AID1585632Antifungal activity against fluconazole-resistant Candida albicans isolate g5 cultured in YNB media after 24 hrs by broth microdilution method2019European journal of medicinal chemistry, Jan-15, Volume: 162Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.
AID1592348Inhibition of Candida albicans AHAS catalytic subunit at 100 uM using pyruvate as substrate measured after 30 mins by colorimetric method relative to control2019European journal of medicinal chemistry, Apr-01, Volume: 167Chemical synthesis, crystal structure, versatile evaluation of their biological activities and molecular simulations of novel pyrithiobac derivatives.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (16.67)29.6817
2010's5 (83.33)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 13.26

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index13.26 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index5.21 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.26)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
glycine
[no description available]		2.110alpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid		EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
fluconazole
Fluconazole: Triazole antifungal agent that is used to treat oropharyngeal CANDIDIASIS and cryptococcal MENINGITIS in AIDS.. fluconazole : A member of the class of triazoles that is propan-2-ol substituted at position 1 and 3 by 1H-1,2,4-triazol-1-yl groups and at position 2 by a 2,4-difluorophenyl group. It is an antifungal drug used for the treatment of mucosal candidiasis and for systemic infections including systemic candidiasis, coccidioidomycosis, and cryptococcosis.		2.5320conazole antifungal drug;
difluorobenzene;
tertiary alcohol;
triazole antifungal drug		environmental contaminant;
P450 inhibitor;
xenobiotic
uridine
[no description available]		2.110uridinesdrug metabolite;
fundamental metabolite;
human metabolite
oxazoles
Oxazoles: Five-membered heterocyclic ring structures containing an oxygen in the 1-position and a nitrogen in the 3-position, in distinction from ISOXAZOLES where they are at the 1,2 positions.. 1,3-oxazole : A five-membered monocyclic heteroarene that is an analogue of cyclopentadiene with O in place of CH2 at position 1 and N in place of CH at position 3.. oxazole : An azole based on a five-membered heterocyclic aromatic skeleton containing one N and one O atom.		2.05101,3-oxazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
tetrachloroisophthalonitrile
tetrachloroisophthalonitrile: structure. chlorothalonil : A dinitrile that is benzene-1,3-dicarbonitrile substituted by four chloro groups. A non-systemic fungicide first introduced in the 1960s, it is used to control a range of diseases in a wide variety of crops.		2.2110aromatic fungicide;
dinitrile;
tetrachlorobenzene		antifungal agrochemical
ribavirin
Rebetron: Rebetron is tradename		2.21101-ribosyltriazole;
aromatic amide;
monocarboxylic acid amide;
primary carboxamide		anticoronaviral agent;
antiinfective agent;
antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor
chlorsulfuron
chlorsulfuron: RN given refers to parent cpd; structure given in first source. chlorsulfuron : An N-sulfonylurea that is N-carbamoyl-2-chlorobenzenesulfonamide in which one of the hydrogens attached to the non-sulfonylated nitrogen has been replaced by a 4-methoxy-6-methyl-1,3,5-triazin-2-yl group. A herbicide used for the control of broadleaf weeds in wheat, barley and oats.		2.0810methoxy-1,3,5-triazine;
monochlorobenzenes;
N-sulfonylurea		agrochemical;
EC 2.2.1.6 (acetolactate synthase) inhibitor;
herbicide
fenoxaprop ethyl
Puma: A genus in the family FELIDAE comprising one species, Puma concolor. It is a large, long-tailed, feline of uniform color. The names puma, cougar, and mountain lion are used interchangeably for this species. There are more than 20 subspecies.		2.0510aromatic ether
sulfometuron methyl
sulfometuron methyl: structure given in first source. sulfometuron methyl : A benzoate ester that is the methyl ester of 2-{[(4,6-dimethylpyrimidin-2-yl)carbamoyl]sulfamoyl}benzoic acid.		2.0810benzoate ester;
N-sulfonylurea;
pyrimidines		EC 2.2.1.6 (acetolactate synthase) inhibitor;
herbicide
methyl bensulfuron
methyl bensulfuron: RN given refers to parent cpds. 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.		2.0810aromatic ether;
methyl ester;
N-sulfonylurea;
pyrimidines		agrochemical;
EC 2.2.1.6 (acetolactate synthase) inhibitor;
herbicide
chlorimuron ethyl
chlorimuron ethyl: structure in first source. chlorimuron-ethyl : An ethyl ester resulting from the formal condensation of the carboxy group of chlorimuron with ethanol. A proherbicide for chloimuron, it is used as herbicide for the control of broad-leaved weeds in peanuts, soya beans, and other crops.		2.5320aromatic ether;
ethyl ester;
N-sulfonylurea;
organochlorine pesticide;
pyrimidines;
sulfamoylbenzoate		agrochemical;
EC 2.2.1.6 (acetolactate synthase) inhibitor;
proherbicide
ethyl 5-(4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl)-1-methylpyrazole-4-carboxylate
ethyl 5-(4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl)-1-methylpyrazole-4-carboxylate: structure in first source		2.0810pyrazoles
methyl 2-(((((4-ethoxy-6-(methylamino)-1,3,5-triazin-2-yl)amino)carbonyl)amino)sulfonyl)benzoate
ethametsulfuron-methyl : A methyl ester resulting from the formal condensation of the carboxy group of ethametsulfuron with methanol. A herbicide used for the control of broad-leaved weeds in oil seed rape and fodder rape.		2.0810aromatic ether;
benzoate ester;
diamino-1,3,5-triazine;
methyl ester;
N-sulfonylurea		EC 2.2.1.6 (acetolactate synthase) inhibitor;
herbicide
halosulfuron methyl
halosulfuron methyl: an herbicide; structure in first source		2.1710pyrazoles
metsulfuron methyl
tribenuron methyl : The methyl ester of tribenuron.		2.0810methoxy-1,3,5-triazine;
methyl ester;
N-sulfonylurea		herbicide
bispyribac
bispyribac: acute human self-poisoning with bispyribac-containing herbicide Nominee has been reported; structure in first source. bispyribac : A member of the class of benzoic acids that is benzoic acid substituted by (4,6-dimethoxypyrimidin-2-yl)oxy groups at positions 2 and 6. Its sodium salt is used as a broad spectrum post emergent herbicide for the control of grasses, sedges and broadleaf weeds in rice crops.		2.110aromatic ether;
benzoic acids;
monocarboxylic acid;
pyrimidines		herbicide
amphotericin b
Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.		2.2110antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite
chlorantranilipole
chlorantranilipole: anthranilic diamide insecticide.that disrupts mating in codling moth (Lepidoptera: Tortricidae). chlorantraniliprole : A carboxamide resulting from the formal condensation of the carboxylic acid group of 3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid with the primary amino group of 2-amino-5-chloro-N,3-dimethylbenzamide. The first of the anthranilic diamide insecticides, it is a ryanodine receptor activator and is used to protect a wide variety of crops, including corn, cotton, grapes, rice and potatoes.		2.2110monochlorobenzenes;
organobromine compound;
pyrazole insecticide;
pyrazoles;
pyridines;
secondary carboxamide		ryanodine receptor agonist
mesosulfuron-methyl
mesosulfuron-methyl: an herbicide		2.1710
granite
granite: crystalline rock of quartz, orthoclase, muscovite & biotite		2.110triazolopyrimidines
ningnanmycin
ningnanmycin: isolated from Strepcomces noursei		2.2110
ConditionIndicatedRelationship StrengthStudiesTrials
Acute Disease
Disease having a short and relatively severe course.		02.0510
Drug Overdose
Accidental or deliberate use of a medication or street drug in excess of normal dosage.		02.0510