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CHEBI:40036 - amitrole

ChEBI IDCHEBI:40036
ChEBI Nameamitrole
Stars
DefinitionA member of the class of triazoles that is 1H-1,2,4-triazole substituted by an amino group at position 3. Used to control annual grasses and aquatic weeds (but not on food crops because it causes cancer in laboratory animals). Its use within the EU was banned from September 2017 on the grounds of potential groundwater contamination and risks to aquatic life; there have also been concerns about its endocrine-disrupting properties.
Secondary ChEBI IDsCHEBI:1448, CHEBI:40029
Last Modified2 January 2025
DownloadsMolfile
FormulaC2H4N4
Net Charge0
Average Mass84.082
Monoisotopic Mass84.04360
SMILESNc1ncnn1
InChIInChI=1S/C2H4N4/c3-2-4-1-5-6-2/h1H,(H3,3,4,5,6)
InChIKeyKLSJWNVTNUYHDU-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
carotenoid biosynthesis inhibitor  Any pathway inhibitor that acts on the carotenoid biosynthesis pathway.
EC 1.11.1.6 (catalase) inhibitor  An inhibitor of peroxidases (EC 1.11.1.*) that inhibits the action of catalase (EC 1.11.1.6).
Application:
herbicide  A substance used to destroy plant pests.
ChEBI Ontology
Outgoing Relation(s)
amitrole (CHEBI:40036) has role carotenoid biosynthesis inhibitor (CHEBI:138208)
amitrole (CHEBI:40036) has role EC 1.11.1.6 (catalase) inhibitor (CHEBI:75380)
amitrole (CHEBI:40036) has role herbicide (CHEBI:24527)
amitrole (CHEBI:40036) is a aromatic amine (CHEBI:33860)
amitrole (CHEBI:40036) is a triazoles (CHEBI:35727)
IUPAC Name 
1H-1,2,4-triazol-3-amine
Synonyms  Source
3-Amino-1,2,4-triazoleKEGG COMPOUND
AmitroleKEGG COMPOUND
AminotriazoleKEGG COMPOUND
2-Amino-1,3,4-triazoleKEGG COMPOUND
3-amino-s-triazoleNIST Chemistry WebBook
1H-1,2,4-triazol-3-ylamineChemIDplus
Manual XrefsDatabases
C11261KEGG COMPOUND
3TRPDBeChem
CPD0-1491MetaCyc
AmitroleWikipedia
AU2012202062Patent
WO2007147209Patent
LSM-4595LINCS
amitroleAlan Wood's Pesticides
31PPDB
Registry NumbersSources
Gmelin:200706Gmelin
Beilstein:107687Beilstein
Reaxys:107687Reaxys
CAS:61-82-5KEGG COMPOUND
CAS:61-82-5ChemIDplus
CAS:61-82-5NIST Chemistry WebBook
Citations