Page last updated: 2024-12-05

2-chloroaniline

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

2-Chloroaniline is an organic compound with the formula C6H6ClN. It is a colorless to pale yellow liquid with a characteristic amine odor. 2-Chloroaniline is a versatile intermediate in the synthesis of various pharmaceuticals, dyes, and pesticides. It is also used as a corrosion inhibitor and in the manufacture of polymers. The compound is synthesized through various methods, including the chlorination of aniline with chlorine gas or sulfuryl chloride. Its importance lies in its ability to serve as a starting material for diverse organic reactions. It has been studied extensively due to its potential applications in different fields, including pharmaceuticals and agriculture. However, 2-Chloroaniline is also known to be toxic and carcinogenic. This has prompted research efforts aimed at understanding its environmental fate and minimizing its potential risks.'

Cross-References

ID SourceID
PubMed CID7240
CHEMBL ID389885
SCHEMBL ID25495
MeSH IDM0084414

Synonyms (68)

Synonym
BIDD:GT0224
(2-chlorophenyl)-amine
o-chloroaminobenzene
nsc-6183
2-chloroaniline ,
benzenamine, 2-chloro-
nsc6183
o-aminochlorobenzene
azoic diazo component 44, base
wln: zr bg
fast yellow gc base
aniline, o-chloro-
95-51-2
1-amino-2-chlorobenzene
o-chloroaniline
codeine tms
2-chloro-aniline
inchi=1/c6h6cln/c7-5-3-1-2-4-6(5)8/h1-4h,8h
NCGC00091121-01
hsdb 2045
einecs 202-426-4
2-chlorobenzenamine
ccris 2880
ai3-16321
nsc 6183
o-chloraniline
2-chlorophenylamine
27134-26-5
2-chloroaniline, >=99.5% (gc)
CHEMBL389885
smr001372017
MLS002454424
AKOS000119118
NCGC00091121-02
2-chloro aniline
HMS3039D15
dtxcid001810
cas-95-51-2
NCGC00258356-01
dtxsid2021810 ,
tox21_200802
STL168885
unii-g14i494t2f
g14i494t2f ,
ec 202-426-4
FT-0611903
chloroaniline, o-
2-chloroaniline-
2-chloroaniline [hsdb]
o-chloroaniline [mi]
2-amino-1-chlorobenzene
1,2-aminochlorobenzene
SCHEMBL25495
(2-chlorophenyl)amine
2-chloro-phenylamine
6-chloroaniline
o-chloro-aniline
AM87482
STR00033
benzeneamine, 2-chloro-
mfcd00007656
J-509009
F2190-0428
2-chloroaniline, pestanal(r), analytical standard
2-chloroaniline, technical, >=98.0% (gc)
2-chloroaniline 100 microg/ml in acetonitrile
Q2294431
EN300-17987

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The nephrotoxic and hepatotoxic potentials were similar among the 2-haloanilines but aniline was less toxic than its 2-halo derivatives."( Acute renal and hepatic toxicity of 2-haloanilines in Fischer 344 rats.
Anestis, DK; Ball, JG; Beers, KW; Hubbard, JL; Madan, E; Rankin, GO; Valentovic, MA, 1992
)
0.28

Dosage Studied

ExcerptRelevanceReference
" Transient clinical signs of toxicity observed after dosing included cyanosis in rats and ataxia and tremors in mice."( Comparative gavage subchronic toxicity studies of o-chloroaniline and m-chloroaniline in F344 rats and B6C3F1 mice.
Chhabra, RS; Hejtmancik, MR; Kurtz, PJ; Persing, RL; Ryan, MJ; Trela, BA; Yarrington, JT, 2002
)
0.31
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (5)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASEHomo sapiens (human)Potency0.67020.003245.467312,589.2998AID2517
RAR-related orphan receptor gammaMus musculus (house mouse)Potency29.61260.006038.004119,952.5996AID1159521
thyroid stimulating hormone receptorHomo sapiens (human)Potency39.81070.001318.074339.8107AID926; AID938
vitamin D (1,25- dihydroxyvitamin D3) receptorHomo sapiens (human)Potency0.18850.023723.228263.5986AID743223
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency1.32270.000323.4451159.6830AID743065
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (19)

Assay IDTitleYearJournalArticle
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID288185Permeability coefficient through artificial membrane in presence of stirred water layer2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
QSAR study on permeability of hydrophobic compounds with artificial membranes.
AID307626Solubility in water
AID307625Partition coefficient, log P of the compound
AID288184Permeability coefficient through artificial membrane in presence of unstirred water layer by PAMPA2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
QSAR study on permeability of hydrophobic compounds with artificial membranes.
AID288192Partition coefficient, log P of the compound2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
QSAR study on permeability of hydrophobic compounds with artificial membranes.
AID288191Membrane retention in permeability experiment with artificial membrane2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
QSAR study on permeability of hydrophobic compounds with artificial membranes.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (51)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (9.80)18.7374
1990's8 (15.69)18.2507
2000's17 (33.33)29.6817
2010's17 (33.33)24.3611
2020's4 (7.84)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 47.09

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index47.09 (24.57)
Research Supply Index3.99 (2.92)
Research Growth Index4.82 (4.65)
Search Engine Demand Index69.76 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (47.09)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other53 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]