ChEBI Name imidacloprid
ChEBI ID CHEBI:5870
Definition An imidazolidine that is N-nitroimidazolidin-2-imine bearing a (6-chloro-3-pyridinyl)methyl substituent at position 1.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C9H10ClN5O2
Net Charge 0
Average Mass 255.66100
InChI InChI=1S/C9H10ClN5O2/c10-8-2-1-7(5-12-8)6-14-4-3-11-9(14)13-15(16)17/h1-2,5H,3-4,6H2,(H,11,13)
InChIKey YWTYJOPNNQFBPC-UHFFFAOYSA-N
SMILES [O-][N+](=O)N=C1NCCN1Cc1ccc(Cl)nc1
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
genotoxin
A role played by a chemical compound to induce direct or indirect DNA damage. Such damage can potentially lead to the formation of a malignant tumour, but DNA damage does not lead inevitably to the creation of cancerous cells.
neonicotinoid insectide
A class of neuro-active insecticides that act at the nicotinic acetylcholine receptor.
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): nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
neonicotinoid insectide
A class of neuro-active insecticides that act at the nicotinic acetylcholine receptor.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing imidacloprid (CHEBI:5870) has functional parent 2-chloropyridine (CHEBI:39174)
imidacloprid (CHEBI:5870) has role environmental contaminant (CHEBI:78298)
imidacloprid (CHEBI:5870) has role genotoxin (CHEBI:50902)
imidacloprid (CHEBI:5870) has role neonicotinoid insectide (CHEBI:25540)
imidacloprid (CHEBI:5870) has role nicotinic acetylcholine receptor agonist (CHEBI:47958)
imidacloprid (CHEBI:5870) has role xenobiotic (CHEBI:35703)
imidacloprid (CHEBI:5870) is a imidazolidines (CHEBI:38261)
imidacloprid (CHEBI:5870) is a monochloropyridine (CHEBI:39172)
Incoming (E)-imidacloprid (CHEBI:39168) is a imidacloprid (CHEBI:5870)
(Z)-imidacloprid (CHEBI:39169) is a imidacloprid (CHEBI:5870)
IUPAC Name
1-[(6-chloropyridin-3-yl)methyl]-N-nitroimidazolidin-2-imine
Synonyms Sources
1-((6-chloro-3-pyridinyl)methyl)-N-nitro-2-imidazolidinimine ChemIDplus
1-((6-chloro-3-pyridyl)methyl)-N-nitro-2-imidazolidinimine ChemIDplus
IMD ChEBI
Imidacloprid KEGG COMPOUND
Database Links Databases
C11110 KEGG COMPOUND
EP192060 Patent
imidacloprid Alan Wood's Pesticides
Imidacloprid Wikipedia
US4742060 Patent
View more database links
Registry Numbers Types Sources
105827-78-9 CAS Registry Number ChemIDplus
138261-41-3 CAS Registry Number KEGG COMPOUND
138261-41-3 CAS Registry Number ChemIDplus
5444268 Beilstein Registry Number Beilstein
5444268 Reaxys Registry Number Reaxys
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Last Modified
28 abril 2015
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag