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.
Supplier Information
Save molfile Download Molfile
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C9H10ClN5O2
Net Charge 0
Average Mass 255.66100
Monoisotopic Mass 255.052
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
Citations Waiting for Citations Types Sources
11502148 PubMed citation Europe PMC
11673842 PubMed citation Europe PMC
11699773 PubMed citation Europe PMC
11872245 PubMed citation Europe PMC
12146171 PubMed citation Europe PMC
12720336 PubMed citation Europe PMC
14690387 PubMed citation Europe PMC
14747770 PubMed citation Europe PMC
15154510 PubMed citation Europe PMC
15212911 PubMed citation Europe PMC
15246549 PubMed citation Europe PMC
15922528 PubMed citation Europe PMC
16156564 PubMed citation Europe PMC
16160767 PubMed citation Europe PMC
16406588 PubMed citation Europe PMC
16453147 PubMed citation Europe PMC
16539142 PubMed citation Europe PMC
16690142 PubMed citation Europe PMC
16845714 PubMed citation Europe PMC
18069649 PubMed citation Europe PMC
18188485 PubMed citation Europe PMC
18190949 PubMed citation Europe PMC
18348816 PubMed citation Europe PMC
18924117 PubMed citation Europe PMC
18973940 PubMed citation Europe PMC
18977458 PubMed citation Europe PMC
19916392 PubMed citation Europe PMC
19962320 PubMed citation Europe PMC
22022787 PubMed citation Europe PMC
22083888 PubMed citation Europe PMC
22119037 PubMed citation Europe PMC
22200056 PubMed citation Europe PMC
22224401 PubMed citation Europe PMC
22228315 PubMed citation Europe PMC
22290795 PubMed citation Europe PMC
22370410 PubMed citation Europe PMC
22375594 PubMed citation Europe PMC
22375595 PubMed citation Europe PMC
22395200 PubMed citation Europe PMC
22398690 PubMed citation Europe PMC
22420257 PubMed citation Europe PMC
22447470 PubMed citation Europe PMC
22459587 PubMed citation Europe PMC
22461500 PubMed citation Europe PMC
24515672 PubMed citation Europe PMC
25155403 PubMed citation Europe PMC
25314907 PubMed citation Europe PMC
25342464 PubMed citation Europe PMC
25467410 PubMed citation Europe PMC
25492586 PubMed citation Europe PMC
25557105 PubMed citation Europe PMC
25597673 PubMed citation Europe PMC
25607931 PubMed citation Europe PMC
25612154 PubMed citation Europe PMC
25618634 PubMed citation Europe PMC
25666568 PubMed citation Europe PMC
25755197 PubMed citation Europe PMC
25799432 PubMed citation Europe PMC
25826181 PubMed citation Europe PMC
25837412 PubMed citation Europe PMC
25840341 PubMed citation Europe PMC
Last Modified
28 abril 2015
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag