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CHEBI:143863 - butafenacil

ChEBI IDCHEBI:143863
ChEBI Namebutafenacil
Stars
DefinitionAn 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.
Last Modified6 June 2019
SubmitterAdnan
DownloadsMolfile
FormulaC20H18ClF3N2O6
Net Charge0
Average Mass474.819
Monoisotopic Mass474.08055
SMILESC=CCOC(=O)C(C)(C)OC(=O)c1cc(-n2c(=O)cc(C(F)(F)F)n(C)c2=O)ccc1Cl
InChIInChI=1S/C20H18ClF3N2O6/c1-5-8-31-17(29)19(2,3)32-16(28)12-9-11(6-7-13(12)21)26-15(27)10-14(20(22,23)24)25(4)18(26)30/h5-7,9-10H,1,8H2,2-4H3
InChIKeyJEDYYFXHPAIBGR-UHFFFAOYSA-N
Roles Classification
Biological Role:
EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor  An 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).
Application:
herbicide  A substance used to destroy plant pests.
ChEBI Ontology
Outgoing Relation(s)
butafenacil (CHEBI:143863) has functional parent uracil (CHEBI:17568)
butafenacil (CHEBI:143863) has role EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor (CHEBI:73192)
butafenacil (CHEBI:143863) has role herbicide (CHEBI:24527)
butafenacil (CHEBI:143863) is a benzoate ester (CHEBI:36054)
butafenacil (CHEBI:143863) is a diester (CHEBI:51307)
butafenacil (CHEBI:143863) is a monochlorobenzenes (CHEBI:83403)
butafenacil (CHEBI:143863) is a olefinic compound (CHEBI:78840)
butafenacil (CHEBI:143863) is a organofluorine compound (CHEBI:37143)
IUPAC Name 
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
Synonyms  Source
1-(allyloxycarbonyl)-1-methylethyl 2-chloro-5-[1,2,3,6-tetrahydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]benzoateAlan Wood's Pesticides
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]benzoateAlan Wood's Pesticides
CGA-276854ChEBI
CGA 276854PPDB
Brand Names  Source
B-PowerChEBI
Logran B-PowerChEBI
Touchdown B-PowerChEBI
Manual XrefsDatabases
butafenacilAlan Wood's Pesticides
1163PPDB
DB15261DrugBank
Registry NumbersSources
Reaxys:11322304Reaxys
CAS:134605-64-4Alan Wood's Pesticides
Citations