CHEBI:81857 - imazamox

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ChEBI Name imazamox
ChEBI ID CHEBI:81857
Definition A racemate composed of equimolar amounts of (S)- and (R)-imazamox. An inhibitor of acetohydroxyacid synthase, it is used (particularly as the corresponding ammonium salt, known as imazamox-ammonium) as a herbicide for the control of grass, broad-leaf weeds, and pond weed.
Stars This entity has been manually annotated by the ChEBI Team.
Formula C15H19N3O4
Net Charge 0
Average Mass 305.330
Monoisotopic Mass 305.13756
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): EC 2.2.1.6 (acetolactate synthase) inhibitor
An EC 2.2.1.* (transketolase/transaldolase) inhibitor that interferes with the action of acetolactate synthase (EC 2.2.1.6).
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): herbicide
A substance used to destroy plant pests.
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ChEBI Ontology
Outgoing imazamox (CHEBI:81857) has part (R)-imazamox (CHEBI:83744)
imazamox (CHEBI:81857) has part (S)-imazamox (CHEBI:83743)
imazamox (CHEBI:81857) has role EC 2.2.1.6 (acetolactate synthase) inhibitor (CHEBI:22180)
imazamox (CHEBI:81857) has role environmental contaminant (CHEBI:78298)
imazamox (CHEBI:81857) has role herbicide (CHEBI:24527)
imazamox (CHEBI:81857) has role xenobiotic (CHEBI:35703)
imazamox (CHEBI:81857) is a racemate (CHEBI:60911)
IUPAC Name
rac-2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinic acid
Synonyms Sources
2-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]-5-methoxymethylnicotinic acid Alan Wood's Pesticides
2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-(methoxymethyl)-3-pyridinecarboxylic acid Alan Wood's Pesticides
rac-5-(methoxymethyl)-2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid IUPAC
Manual Xrefs Databases
C18598 KEGG COMPOUND
imazamox Alan Wood's Pesticides
View more database links
Registry Numbers Types Sources
114311-32-9 CAS Registry Number KEGG COMPOUND
8217634 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23934624 PubMed citation Europe PMC
24184452 PubMed citation Europe PMC
24861929 PubMed citation Europe PMC
26283531 PubMed citation Europe PMC
26508428 PubMed citation Europe PMC
26560850 PubMed citation Europe PMC
26616105 PubMed citation Europe PMC
Last Modified
10 September 2016