Page last updated: 2024-12-05

2-chloro-1,4-naphthoquinone

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

Description

2-Chloro-1,4-naphthoquinone, also known as Chloranil, is a yellow crystalline solid that is widely used as a chemical reagent. It is synthesized by chlorination of 1,4-naphthoquinone. This compound has diverse biological activities, including antifungal, antibacterial, and antiviral properties. It exhibits antitumor activity and acts as an inhibitor of certain enzymes. Its ability to accept electrons makes it a useful reagent in organic synthesis, particularly for oxidation reactions. Due to its versatile applications, it is extensively studied in fields like medicine, agriculture, and materials science.'

2-chloro-1,4-naphthoquinone: Vitamin K dependent carboxylase antagonist [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID13891
CHEMBL ID349147
CHEBI ID28160
SCHEMBL ID917548
MeSH IDM0144035

Synonyms (46)

Synonym
AC-15235
4-07-00-02425 (beilstein handbook reference)
unii-fof3psj59z
fof3psj59z ,
CHEBI:28160 ,
brn 1867045
1,4-naphthoquinone, 2-chloro-
einecs 213-776-2
nsc 400597
1,4-naphthalenedione, 2-chloro-
2-chloronaphthalene-1,4-dione
nsc-400597
nsc400597
wln: l66 bv evj cg
2-chloronaphthoquinone
C03753
2-chloro-1,4-naphthoquinone
1010-60-2
AKOS006343761
FT-0695969
2-chloro-[1,4]naphthoquinone
CHEMBL349147
2-chloranylnaphthalene-1,4-dione
A800322
FT-0611685
2-chloro-1,4-naphthalenedione
FD7245
AM84303
2-chloro-1,4-naphthquinone
mfcd00029187
SCHEMBL917548
W-108929
C2721
DTXSID00143623
GS-3324
2-chloro-1,4-dihydronaphthalene-1,4-dione
chloronaphthoquinone
SY051032
96843-34-4
Q27103536
2-chloronaphthalene-1,4-dione (2-chloro-1,4-naphthoquinone)
2-chlor-1,4-naphthochinon
CS-0034824
PD099119
HY-115243
EN300-6490914
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
organochlorine compoundAn organochlorine compound is a compound containing at least one carbon-chlorine bond.
1,4-naphthoquinonesA naphthoquinone in which the oxo groups of the quinone moiety are at positions 1 and 4 of the parent naphthalene ring.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (11)

Assay IDTitleYearJournalArticle
AID1592253Inhibition of Schistosoma mansoni DHODH assessed as remaining enzyme activity at 250 uM using DHO as substrate measured at 4 secs interval for 60 secs by DCIP reduction based indirect assay relative to control2019European journal of medicinal chemistry, Apr-01, Volume: 167Ligand-based design, synthesis and biochemical evaluation of potent and selective inhibitors of Schistosoma mansoni dihydroorotate dehydrogenase.
AID1397259Selectivity index, ratio of IC50 for human WI38 cells to IC50 for HL60 cells2018Bioorganic & medicinal chemistry, 08-07, Volume: 26, Issue:14
Anti-acute myeloid leukemia activity of 2-chloro-3-alkyl-1,4-naphthoquinone derivatives through inducing mtDNA damage and GSH depletion.
AID660269Cytotoxicity against mouse embryo HMC after 24 hrs by Alamar blue assay2012European journal of medicinal chemistry, Jun, Volume: 52On the search for potential anti-Trypanosoma cruzi drugs: synthesis and biological evaluation of 2-hydroxy-3-methylamino and 1,2,3-triazolic naphthoquinoidal compounds obtained by click chemistry reactions.
AID660266Trypanocidal activity against bloodstream form of Trypanosoma cruzi Y isolated from albino mouse blood after 24 hrs by neubauer chamber analysis2012European journal of medicinal chemistry, Jun, Volume: 52On the search for potential anti-Trypanosoma cruzi drugs: synthesis and biological evaluation of 2-hydroxy-3-methylamino and 1,2,3-triazolic naphthoquinoidal compounds obtained by click chemistry reactions.
AID19838Partition coefficient (logP)1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID19426HPLC capacity factor (logK)1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID19832Partition coefficient (logP)1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID1397256Cytotoxicity against human HL60 cells after 24 hrs by MTT assay2018Bioorganic & medicinal chemistry, 08-07, Volume: 26, Issue:14
Anti-acute myeloid leukemia activity of 2-chloro-3-alkyl-1,4-naphthoquinone derivatives through inducing mtDNA damage and GSH depletion.
AID1397257Cytotoxicity against human HL60 cells after 48 hrs by MTT assay2018Bioorganic & medicinal chemistry, 08-07, Volume: 26, Issue:14
Anti-acute myeloid leukemia activity of 2-chloro-3-alkyl-1,4-naphthoquinone derivatives through inducing mtDNA damage and GSH depletion.
AID660270Selectivity index, ratio of LC50 for mouse embryo HMC to IC50 for bloodstream form of Trypanosoma cruzi Y2012European journal of medicinal chemistry, Jun, Volume: 52On the search for potential anti-Trypanosoma cruzi drugs: synthesis and biological evaluation of 2-hydroxy-3-methylamino and 1,2,3-triazolic naphthoquinoidal compounds obtained by click chemistry reactions.
AID1397258Cytotoxicity against human WI38 cells after 48 hrs by MTT assay2018Bioorganic & medicinal chemistry, 08-07, Volume: 26, Issue:14
Anti-acute myeloid leukemia activity of 2-chloro-3-alkyl-1,4-naphthoquinone derivatives through inducing mtDNA damage and GSH depletion.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (20.00)18.7374
1990's1 (20.00)18.2507
2000's0 (0.00)29.6817
2010's3 (60.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 28.15

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index28.15 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index24.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (28.15)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]