Compounds > butafenacil
Page last updated: 2024-10-14

butafenacil

Description

butafenacil: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

butafenacil : An organofluorine compound that is 1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione substituted by a 4-chloro-3-({[2-methyl-1-oxo-1-(prop-2-en-1-yloxy)propan-2-yl]oxy}carbonyl)phenyl group at position 3. It is a herbicide which inhibits the protoporphyrinogen-oxidase enzyme in plant chloroplasts, resulting in rapid knockdown of various broadleaf and grass weeds. [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 CID11826859
CHEMBL ID1867342
CHEBI ID143863
SCHEMBL ID39148
MeSH IDM0467845

Synonyms (47)

Synonym
butafenacil [iso:bsi]
benzoic acid, 2-chloro-5-3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2h)-pyrimidinyl-
butafenacil allyl
fluobutracil
nanogen index code bul (nius)
cga 276854
134605-64-4
butafenacil
2-(allyloxy)-1,1-dimethyl-2-oxoethyl 2-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2h)-yl]benzoate
NCGC00168293-01
1-(allyloxycarbonyl)-1-methylethyl 2-chloro-5-[1,2,3,6-tetrahydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]benzoate
2-methyl-1-oxo-1-[(prop-2-en-1-yl)oxy]propan-2-yl 2-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2h)-yl]benzoate
logran b-power
b-power
touchdown b-power
cga-276854
CHEBI:143863
1,1-dimethyl-2-oxo-2-(2-propen-1-yloxy)ethyl 2-chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2h)-pyrimidinyl]benzoate
NCGC00168293-02
benzoic acid, 2-chloro-5-(3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2h)-pyrimidinyl)-, 1,1-dimethyl-2-oxo-2-(2-propenyloxy)ethyl ester
ec 603-837-5
(2-allyloxy-1,1-dimethyl-2-oxo-ethyl) 2-chloro-5-(3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2h)-pyrimidin-1-yl)benzoate
unii-7z141ccp2r
7z141ccp2r ,
NCGC00255044-01
tox21_301146
dtxsid9034365 ,
dtxcid7014365
cas-134605-64-4
AKOS015901136
1-(allyloxycarbonyl)-1-methylethyl 2-chloro-5-(1,2,3,6-tetrahydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl)benzoate
inspire
butafenacil [iso]
wc-9717
1,1-dimethyl-2-oxo-2-(2-propenyloxy)ethyl 2-chloro-5-(3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2h)-pyrimidinyl)benzoate
2-chloro-5-(3,6-dihydro-2,6-dioxo-3-methyl-4-trifluoromethyl-1-(2h)pyrimidinyl)-benzoic acid 1-allyloxycarbonyl-1-methyl-ethyl-ester
SCHEMBL39148
CHEMBL1867342
benzoic acid,2-chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2h)-pyrimidinyl]-,1,1-dimethyl-2-oxo-2-(2-propen-1-yloxy)ethyl ester
butafenacil, pestanal(r), analytical standard
butafenacil 10 microg/ml in acetonitrile
J-006565
1-(allyloxy)-2-methyl-1-oxopropan-2-yl 2-chloro-5-(3-methyl-2,6-dioxo-4-(trifluoromethyl)-2,3-dihydropyrimidin-1(6h)-yl)benzoate
(2-methyl-1-oxo-1-prop-2-enoxypropan-2-yl) 2-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]benzoate
DB15261
Q27269041
Z3234888802
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
herbicideA substance used to destroy plant pests.
EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitorAn EC 1.3.3.* (oxidoreductase acting on donor CH-CH group with oxygen as acceptor) inhibitor that interferes with the action of protoporphyrinogen oxidase (EC 1.3.3.4).
[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 (5)

ClassDescription
monochlorobenzenesAny member of the class of chlorobenzenes containing a mono- or poly-substituted benzene ring in which only one substituent is chlorine.
benzoate esterEsters of benzoic acid or substituted benzoic acids.
organofluorine compoundAn organofluorine compound is a compound containing at least one carbon-fluorine bond.
diesterA diester is a compound containing two ester groups.
olefinic compoundAny organic molecular entity that contains at least one C=C bond.
[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 (10)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
pregnane X receptorRattus norvegicus (Norway rat)Potency44.66840.025127.9203501.1870AID651751
AR proteinHomo sapiens (human)Potency37.63750.000221.22318,912.5098AID1259243; AID1259247; AID588515; AID588516; AID743042; AID743054; AID743063
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency31.73220.001022.650876.6163AID1224838; AID1224839; AID1224893
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency25.63440.001530.607315,848.9004AID1224841; AID1224842; AID1224848; AID1224849; AID1259401; AID1259403
pregnane X nuclear receptorHomo sapiens (human)Potency4.93380.005428.02631,258.9301AID1346982; AID720659
estrogen nuclear receptor alphaHomo sapiens (human)Potency36.98270.000229.305416,493.5996AID1259244; AID1259248; AID743069; AID743080; AID743091
thyroid stimulating hormone receptorHomo sapiens (human)Potency24.50260.001628.015177.1139AID1224843; AID1224895
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency40.06810.000627.21521,122.0200AID743219
Voltage-dependent calcium channel gamma-2 subunitMus musculus (house mouse)Potency30.04680.001557.789015,848.9004AID1259244
Glutamate receptor 2Rattus norvegicus (Norway rat)Potency30.04680.001551.739315,848.9004AID1259244
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
plasma membraneGlutamate receptor 2Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (20.00)29.6817
2010's4 (80.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies1 (20.00%)4.05%
Observational0 (0.00%)0.25%
Other4 (80.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
glycine
[no description available]		2.0210alpha-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
melatonin
[no description available]		2.4920acetamides;
tryptamines		anticonvulsant;
central nervous system depressant;
geroprotector;
hormone;
human metabolite;
immunological adjuvant;
mouse metabolite;
radical scavenger
oleanolic acid
[no description available]		2.0210hydroxy monocarboxylic acid;
pentacyclic triterpenoid		plant metabolite
malondialdehyde
Malondialdehyde: The dialdehyde of malonic acid.. malonaldehyde : A dialdehyde that is propane substituted by two oxo groups at the terminal carbon atoms respectively. A biomarker of oxidative damage to lipids caused by smoking, it exists in vivo mainly in the enol form.		2.0810dialdehydebiomarker
neominophagen c
neominophagen C: contains above 3 cpds		2.0210
cysteine
Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.		2.0210cysteiniumfundamental metabolite
chlorophyll a
Chlorophyll: Porphyrin derivatives containing magnesium that act to convert light energy in photosynthetic organisms.. chlorophyll : A family of magnesium porphyrins, defined by the presence of a fifth ring beyond the four pyrrole-like rings. The rings can have various side chains which usually include a long phytol chain.		2.0810chlorophyll;
methyl ester		cofactor
ConditionIndicatedRelationship StrengthStudiesTrials
Anemia
A reduction in the number of circulating ERYTHROCYTES or in the quantity of HEMOGLOBIN.		07.110
Acute Disease
Disease having a short and relatively severe course.		02.0210