1-[(6-Chloropyridin-3-YL)methyl]imidazolidin-2-one
PubChem CID
15390532
Structure
Molecular Formula
Synonyms
- imidacloprid-urea
- 120868-66-8
- 1-[(6-CHLOROPYRIDIN-3-YL)METHYL]IMIDAZOLIDIN-2-ONE
- Imidacloprid urea
- 1-((6-chloropyridin-3-yl)methyl)imidazolidin-2-one
Molecular Weight
211.65 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
- Create:2007-02-09
- Modify:2025-01-18
Description
Imidacloprid-urea is a imidazolidinone that is imidazolidin-2-one substituted by a (6-chloropyridin-3-yl)methyl group at position 1. It is a metabolite of the insecticide imidacloprid. It has a role as a marine xenobiotic metabolite. It is a monochloropyridine, an imidazolidinone and a member of ureas.
Chemical Structure Depiction
CCDC Number
Associated Article
Crystal Structure Data
1-[(6-chloropyridin-3-yl)methyl]imidazolidin-2-one
Computed by Lexichem TK 2.7.0 (PubChem release 2021.05.07)
InChI=1S/C9H10ClN3O/c10-8-2-1-7(5-12-8)6-13-4-3-11-9(13)14/h1-2,5H,3-4,6H2,(H,11,14)
Computed by InChI 1.0.6 (PubChem release 2021.05.07)
ADWTYURAFSWNSU-UHFFFAOYSA-N
Computed by InChI 1.0.6 (PubChem release 2021.05.07)
C1CN(C(=O)N1)CC2=CN=C(C=C2)Cl
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C9H10ClN3O
Computed by PubChem 2.1 (PubChem release 2021.05.07)
- imidacloprid-urea
- 120868-66-8
- 1-[(6-CHLOROPYRIDIN-3-YL)METHYL]IMIDAZOLIDIN-2-ONE
- Imidacloprid urea
- 1-((6-chloropyridin-3-yl)methyl)imidazolidin-2-one
- CHEBI:83544
- CHEMBL71188
- 575W874H6J
- 2-Imidazolidinone, 1-[(6-chloro-3-pyridinyl)methyl]-
- 1-((6-Chloro-3-pyridinyl)methyl)-2-imidazolidinone
- 2-Imidazolidinone, 1-((6-chloro-3-pyridinyl)methyl)-
- 1-[(6-Chloro-3-pyridinyl)methyl]-2-imidazolidinone
- Imidacloprid-urea?
- MFCD02661472
- starbld0014933
- NTN33893-urea
- Imidacloprid-urea 100 microg/mL in Acetonitrile
- DTXSID1037563
- SCHEMBL21382443
- UNII-575W874H6J
- ADWTYURAFSWNSU-UHFFFAOYSA-
- EX-A4961
- BDBM50472294
- NCGC00163804-01
- BS-48305
- DS-016098
- HY-131964
- CS-0145236
- NS00000450
- E75714
- 1-[(6-chloro-3-pyridinyl) methyl]-2-imidazolidinone
- Q27156939
- InChI=1/C9H10ClN3O/c10-8-2-1-7(5-12-8)6-13-4-3-11-9(13)14/h1-2,5H,3-4,6H2,(H,11,14)
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
211.65 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
0.7
Reference
Computed by XLogP3 3.0 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Donor Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Acceptor Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Rotatable Bond Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Exact Mass
Property Value
211.0512396 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
211.0512396 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
45.2 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Heavy Atom Count
Property Value
14
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
224
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2010.01.29)
Pesticides -> Insecticides -> Transformation products
S66 | EAWAGTPS | Parent-Transformation Product Pairs from Eawag | DOI:10.5281/zenodo.3754448
Environmental transformation -> Pesticide transformation products (metabolite, successor)
S60 | SWISSPEST19 | Swiss Pesticides and Metabolites from Kiefer et al 2019 | DOI:10.5281/zenodo.3544759
Pesticide (Imidacloprid urea) -> USDA PDB
1D NMR Spectra
Accession ID
Authors
Nikiforos Alygizakis, Nikolaos Thomaidis, University of Athens
Instrument
Bruker maXis Impact
Instrument Type
LC-ESI-QTOF
MS Level
MS2
Ionization Mode
POSITIVE
Ionization
ESI
Collision Energy
10 eV
Fragmentation Mode
CID
Column Name
Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
Retention Time
4.6 min
Precursor m/z
212.0585
Precursor Adduct
[M+H]+
Top 5 Peaks
212.0575 999
214.0548 201
213.0604 66
128.025 28
130.022 9
License
CC BY-SA
Accession ID
Authors
Nikiforos Alygizakis, Nikolaos Thomaidis, University of Athens
Instrument
Bruker maXis Impact
Instrument Type
LC-ESI-QTOF
MS Level
MS2
Ionization Mode
POSITIVE
Ionization
ESI
Collision Energy
20 eV
Fragmentation Mode
CID
Column Name
Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
Retention Time
4.5 min
Precursor m/z
212.0585
Precursor Adduct
[M+H]+
Top 5 Peaks
212.0578 999
128.0253 883
214.0548 248
130.022 224
126.0096 174
License
CC BY-SA
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Parent, Connectivity Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
PubMed Count
Pesticides -> Insecticides -> Transformation products
S66 | EAWAGTPS | Parent-Transformation Product Pairs from Eawag | DOI:10.5281/zenodo.3754448
NTN33893-urea is a known environmental transformation product of Imidacloprid.
S60 | SWISSPEST19 | Swiss Pesticides and Metabolites from Kiefer et al 2019 | DOI:10.5281/zenodo.3544759
S66 | EAWAGTPS | Parent-Transformation Product Pairs from Eawag | DOI:10.5281/zenodo.3754448
EPA CPDat Chemical and Product Categories
The Chemical and Products Database, a resource for exposure-relevant data on chemicals in consumer products, Scientific Data, volume 5, Article number: 180125 (2018), DOI:10.1038/sdata.2018.125
Transformation products
S69 | LUXPEST | Pesticide Screening List for Luxembourg | DOI:10.5281/zenodo.3862688
Pesticides -> Insecticides -> Transformation products
S66 | EAWAGTPS | Parent-Transformation Product Pairs from Eawag | DOI:10.5281/zenodo.3754448
Environmental transformation -> Pesticide transformation products (metabolite, successor)
S60 | SWISSPEST19 | Swiss Pesticides and Metabolites from Kiefer et al 2019 | DOI:10.5281/zenodo.3544759
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=ADWTYURAFSWNSU-UHFFFAOYSA-N
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/Imidacloprid-ureahttps://commonchemistry.cas.org/detail?cas_rn=120868-66-8
- ChemIDplusChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSToxImidacloprid ureahttps://comptox.epa.gov/dashboard/DTXSID1037563CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linkingIMIDACLOPRID UREAhttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/575W874H6J
- ChEBIImidacloprid-ureahttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:83544
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.htmlChEMBL Protein Target Treehttps://www.ebi.ac.uk/chembl/g/#browse/targets
- Crystallography Open Database (COD)LICENSEAll data in the COD and the database itself are dedicated to the public domain and licensed under the CC0 License. Users of the data should acknowledge the original authors of the structural data.https://creativecommons.org/publicdomain/zero/1.0/
- The Cambridge Structural Database
- EPA Chemical and Products Database (CPDat)EPA CPDat Classificationhttps://www.epa.gov/chemical-research/chemical-and-products-database-cpdat
- Japan Chemical Substance Dictionary (Nikkaji)
- MassBank Europe
- MassBank of North America (MoNA)LICENSEThe content of the MoNA database is licensed under CC BY 4.0.https://mona.fiehnlab.ucdavis.edu/documentation/license
- NMRShiftDB
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/Imidacloprid ureaNORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- USDA Pesticide Data ProgramImidacloprid ureahttps://www.ams.usda.gov/datasets/pdp
- SpectraBase1-[(6-chloropyridin-3-yl)methyl]imidazolidin-2-onehttps://spectrabase.com/spectrum/GYCo2QLPCug1-[(6-chloranylpyridin-3-yl)methyl]imidazolidin-2-onehttps://spectrabase.com/spectrum/JmGxzMAc2eF
- Springer Nature
- Wikidataimidacloprid-ureahttps://www.wikidata.org/wiki/Q27156939
- PubChem
- EPA Substance Registry ServicesEPA SRS List Classificationhttps://sor.epa.gov/sor_internet/registry/substreg/LandingPage.do
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 396227889https://pubchem.ncbi.nlm.nih.gov/substance/396227889
CONTENTS