U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C8H8ClNO
Molecular Weight 169.608
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-CHLOROACETANILIDE

SMILES

ClCC(=O)NC1=CC=CC=C1

InChI

InChIKey=VONWPEXRCLHKRJ-UHFFFAOYSA-N
InChI=1S/C8H8ClNO/c9-6-8(11)10-7-4-2-1-3-5-7/h1-5H,6H2,(H,10,11)

HIDE SMILES / InChI

Molecular Formula C8H8ClNO
Molecular Weight 169.608
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Monitoring of pesticide residues in dairy cattle farms from NW Spain.
2010-10-06
Overexpression of a specific soybean GmGSTU4 isoenzyme improves diphenyl ether and chloroacetanilide herbicide tolerance of transgenic tobacco plants.
2010-10-01
Molecularly imprinted polymer coated on stainless steel fiber for solid-phase microextraction of chloroacetanilide herbicides in soybean and corn.
2010-09-17
New 6-amino-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines and [1,2,4]triazolo[3,4-b] [1,3,4]thiadiazin-6-ones: synthesis, characterization and antibacterial activity evaluation.
2010-07
Comparison of current-use pesticide and other toxicant urinary metabolite levels among pregnant women in the CHAMACOS cohort and NHANES.
2010-06
Transcriptional responses to polycyclic aromatic hydrocarbon-induced stress in Arabidopsis thaliana reveal the involvement of hormone and defense signaling pathways.
2010-04-07
A composite transcriptional signature differentiates responses towards closely related herbicides in Arabidopsis thaliana and Brassica napus.
2010-03
Childhood brain tumors, residential insecticide exposure, and pesticide metabolism genes.
2010-01
Monocyclic aromatic amines as potential human carcinogens: old is new again.
2010-01
Dechlorination of chloroacetanilide herbicides by plant growth regulator sodium bisulfite.
2009-08
Comparison of rat olfactory mucosal responses to carcinogenic and non-carcinogenic chloracetanilides.
2009-06
Effects of alachlor on biochemical parameters of the freshwater fish, Channa punctatus (Bloch).
2009-05
Studies on histopathological changes in the gill, liver and kidney of Channa punctatus (Bloch) exposed to Alachlor.
2009-03
The watershed as a conceptual framework for the study of environmental and human health.
2009-02-18
Investigation of the matrix effects on a HPLC-ESI-MS/MS method and application for monitoring triazine, phenylurea and chloroacetanilide concentrations in fresh and estuarine waters.
2009-01
Degradation of acetochlor by four microbial communities.
2008-11
Relative effects of surfactants and humidity on soil/air desorption of chloroacetanilide and dinitroaniline herbicides.
2008-09-15
Catabolism of glutathione conjugates in Arabidopsis thaliana. Role in metabolic reactivation of the herbicide safener fenclorim.
2008-07-25
Specific interactions of chloroacetanilide herbicides with human ABC transporter proteins.
2008-06-03
2-Chloro-N-phenyl-acetamide.
2008-05-03
Comparative cytotoxicity of alachlor, acetochlor, and metolachlor herbicides in isolated rat and cryopreserved human hepatocytes.
2008-02
2-Chloro-N-(2,3-dichloro-phen-yl)acetamide.
2008-01-11
Direct observation of aminyl radical intermediate during single-crystal to single-crystal photoinduced Orton rearrangement.
2007-09-06
Identification of human urinary metabolites of acetochlor in exposed herbicide applicators by high-performance liquid chromatography-tandem mass spectrometry.
2007-09
Determination of enzyme kinetics and glutathione conjugates of chlortetracycline and chloroacetanilides using liquid chromatography-mass spectrometry.
2007-07
Effects of relative humidity on chloroacetanilide and dinitroaniline herbicide desorption from agricultural PM2.5 on quartz fiber filters.
2007-06-01
Analysis of chloroacetanilide herbicides in water samples by solid-phase microextraction coupled with gas chromatography-mass spectrometry.
2007-05-15
Cytotoxicity of chloroacetanilide herbicide alachlor in HepG2 cells independent of CYP3A4 and CYP3A7.
2007-05
Effect of humic acids on photodegradation of chloroacetanilide herbicides under UV irradiation.
2007-02
In vitro alachlor effects on reactive oxygen species generation, motility patterns and apoptosis markers in human spermatozoa.
2007-01
Study on the biochemical characterization of herbicide detoxification enzyme, glutathione S-transferase.
2007
Characterization of glutathione conjugates of chloroacetanilide pesticides using ultra-performance liquid chromatography/quadrupole time-of-flight mass spectrometry and liquid chromatography/ion trap mass spectrometry.
2007
Characterization of two Arabidopsis thaliana glutathione S-transferases.
2006-09
Dechlorinating chloroacetanilide herbicides by dithionite-treated aquifer sediment and surface soil.
2006-05-01
Degradation of chloroacetanilide herbicides by anodic fenton treatment.
2006-04-05
Pesticide mixtures, endocrine disruption, and amphibian declines: are we underestimating the impact?
2006-04
Development of EPA method 535 for the determination of chloroacetanilide and other acetamide herbicide degradates in drinking water by solid-phase extraction and liquid chromatography/tandem mass spectrometry.
2006-03-04
Phytoremediation of metolachlor by transgenic rice plants expressing human CYP2B6.
2005-11-16
Correlation analyses for bimolecular nucleophilic substitution reactions of chloroacetanilide herbicides and their structural analogs with environmentally relevant nucleophiles.
2005-10
Development of transgenic tobacco plants overexpressing maize glutathione S-transferase I for chloroacetanilide herbicides phytoremediation.
2005-10
Analysis of the chloroacetanilide herbicides in water using SPME with CAR/PDMS and GC/ECD.
2005-09-13
Kinetic analysis of maize glutathione S-transferase I catalysing the detoxification from chloroacetanilide herbicides.
2005-09
An analytical method for the simultaneous determination of butachlor and benoxacor in wheat and soil.
2005-06-01
Gene expression and microscopic analysis of Arabidopsis exposed to chloroacetanilide herbicides and explosive compounds. A phytoremediation approach.
2005-06
Dissipation of acetochlor and its distribution in surface and sub-surface soil fractions during laboratory incubations.
2005-06
The acetochlor registration partnership surface water monitoring program for four corn herbicides.
2005-04-22
[Study on the reaction mechanism of chloroacetanilide herbicides with urease using fluorescence spectrum and high-performance liquid chromatography].
2005-03
Reduction of alachlor-induced olfactory mucosal neoplasms by the matrix metalloproteinase inhibitor Ro 28-2653.
2005
Chemopreventive properties of trans-resveratrol against the cytotoxicity of chloroacetanilide herbicides in vitro.
2005
Transformation of herbicide propachlor by an agrochemical thiourea.
2004-12-15
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:39:51 GMT 2025
Edited
by admin
on Mon Mar 31 19:39:51 GMT 2025
Record UNII
2R6RM9R0W8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2-CHLOROACETANILIDE
Systematic Name English
2-CHLORO-N-PHENYLACETAMIDE
HSDB  
Preferred Name English
ACETAMIDE, 2-CHLORO-N-PHENYL-
Systematic Name English
.ALPHA.-CHLORO-N-PHENYLACETAMIDE
Systematic Name English
NSC-311
Code English
2-CHLORO-N-PHENYLACETAMIDE [HSDB]
Common Name English
CHLORACETANILIDE
Common Name English
.ALPHA.-CHLOROACETANILIDE
Systematic Name English
ACETANILIDE, .ALPHA.-CHLORO-
Systematic Name English
ACETANILIDE, 2-CHLORO-
Systematic Name English
PHENYLCARBAMOYLMETHYL CHLORIDE
Systematic Name English
.OMEGA.-CHLOROACETANILIDE
Systematic Name English
N-PHENYLCHLOROACETAMIDE
Systematic Name English
Code System Code Type Description
CAS
587-65-5
Created by admin on Mon Mar 31 19:39:51 GMT 2025 , Edited by admin on Mon Mar 31 19:39:51 GMT 2025
PRIMARY
PUBCHEM
11485
Created by admin on Mon Mar 31 19:39:51 GMT 2025 , Edited by admin on Mon Mar 31 19:39:51 GMT 2025
PRIMARY
ECHA (EC/EINECS)
209-604-0
Created by admin on Mon Mar 31 19:39:51 GMT 2025 , Edited by admin on Mon Mar 31 19:39:51 GMT 2025
PRIMARY
EPA CompTox
DTXSID3041409
Created by admin on Mon Mar 31 19:39:51 GMT 2025 , Edited by admin on Mon Mar 31 19:39:51 GMT 2025
PRIMARY
NSC
311
Created by admin on Mon Mar 31 19:39:51 GMT 2025 , Edited by admin on Mon Mar 31 19:39:51 GMT 2025
PRIMARY
FDA UNII
2R6RM9R0W8
Created by admin on Mon Mar 31 19:39:51 GMT 2025 , Edited by admin on Mon Mar 31 19:39:51 GMT 2025
PRIMARY
HSDB
1411
Created by admin on Mon Mar 31 19:39:51 GMT 2025 , Edited by admin on Mon Mar 31 19:39:51 GMT 2025
PRIMARY
MESH
C086837
Created by admin on Mon Mar 31 19:39:51 GMT 2025 , Edited by admin on Mon Mar 31 19:39:51 GMT 2025
PRIMARY