CHEBI:145480 - metamifop

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ChEBI Name metamifop
ChEBI ID CHEBI:145480
Definition A 2-{4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy}-N-(2-fluorophenyl)-N-methylpropanamide that has R-configuration. It is an inhibitor of acetyl-coenzyme A carboxylase (ACCase) and a postemergence herbicide which exhibits high control efficacy against sensitive weeds, especially Echinochloa crus-galli in paddy fields.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C23H18ClFN2O4
Net Charge 0
Average Mass 440.860
Monoisotopic Mass 440.09391
InChI InChI=1S/C23H18ClFN2O4/c1-14(22(28)27(2)20-6-4-3-5-18(20)25)29-16-8-10-17(11-9-16)30-23-26-19-12-7-15(24)13-21(19)31-23/h3-14H,1-2H3/t14-/m1/s1
InChIKey ADDQHLREJDZPMT-CQSZACIVSA-N
SMILES C=1C(N(C)C(=O)[C@H](OC2=CC=C(C=C2)OC3=NC4=CC=C(C=C4O3)Cl)C)=C(C=CC1)F
Roles Classification
Biological Role(s): EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor
An EC 6.4.1.* (C1C bond-forming ligase) inhibitor that interferes with the action of acetyl-CoA carboxylase (EC 6.4.1.2).
Application(s): phenoxy herbicide
Any member of the class of herbicides whose members contain a phenoxy or substituted phenoxy group.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing metamifop (CHEBI:145480) has role EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor (CHEBI:70722)
metamifop (CHEBI:145480) has role phenoxy herbicide (CHEBI:60575)
metamifop (CHEBI:145480) is a 2-{4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy}-N-(2-fluorophenyl)-N-methylpropanamide (CHEBI:145482)
metamifop (CHEBI:145480) is enantiomer of (S)-metamifop (CHEBI:145483)
Incoming rac-metamifop (CHEBI:145481) has part metamifop (CHEBI:145480)
(S)-metamifop (CHEBI:145483) is enantiomer of metamifop (CHEBI:145480)
IUPAC Name
(2R)-2-{4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy}-N-(2-fluorophenyl)-N-methylpropanamide
Synonyms Sources
(2R)-2-[4-[(6-chloro-2-benzoxazolyl)oxy]phenoxy]-N-(2-fluorophenyl)-N-methylpropanamide Alan Wood's Pesticides
(R)-2-[4-(6-chloro-1,3-benzoxazol-2-yloxy)phenoxy]-2'-fluoro-N-methylpropionanilide Alan Wood's Pesticides
(R)-metamifop ChEBI
DBH-129 PPDB
K-12974 PPDB
SAH-001 ChEBI
Brand Name Source
Pyzero ChEBI
Manual Xrefs Databases
1498 PPDB
metamifop Alan Wood's Pesticides
View more database links
Registry Numbers Types Sources
11210003 Reaxys Registry Number Reaxys
256412-89-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17567028 PubMed citation Europe PMC
21067146 PubMed citation Europe PMC
25194188 PubMed citation Europe PMC
27666674 PubMed citation Europe PMC
28265780 PubMed citation Europe PMC
29427153 PubMed citation Europe PMC
29874762 PubMed citation Europe PMC
31378350 PubMed citation Europe PMC
31470984 PubMed citation Europe PMC
31561292 PubMed citation Europe PMC
IND44574788 Agricola citation Europe PMC
IND601311773 Agricola citation Europe PMC
IND604786987 Agricola citation Europe PMC
Last Modified
26 November 2019