Page last updated: 2024-11-06

2,3,5,6-tetrachlorohydroquinone

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

Cross-References

ID SourceID
PubMed CID66603
CHEMBL ID2074639
CHEBI ID17042
SCHEMBL ID48198
MeSH IDM0130119

Synonyms (60)

Synonym
nsc-4858
nsc4858
2,3,5,6-tetrachlorobenzene-1,4-diol
2,3,5,6-tetrachloro-1,4-benzenediol
CHEBI:17042 ,
dihydro-p-chloranil
tech
1,4-benzenediol, 2,3,5,6-tetrachloro-
C0327
2,3,5,6-tetrachlorohydroquinone (tech)
nordrosophilin a
ccris 4143
perchlorohydroquinone
einecs 201-779-1
brn 1876374
nsc 100888
ai3-15490
tetrachloro-p-hydroquinone
wln: qr bg cg eg fg dq
tetrachloro-p-benzohydroquinone
tetrachlorohydroquinone ,
2,5,6-tetrachlorohydroquinone
nsc-100888
tetrachloro p-hydroquinone
87-87-6
tetrachlorobenzoquinol
hydroquinone, tetrachloro-
usaf do-62
nsc100888
2,3,5,6-tetrachlorohydroquinone
C03434
NCIOPEN2_006813
tetrachloro-1,4-hydroquinone
tetrachloroquinol
1,2,4,5-tetrachloro-3,6-dihydroxybenzene
T0067
AKOS003632076
unii-5p245c48wp
4-06-00-05775 (beilstein handbook reference)
5p245c48wp ,
CHEMBL2074639
bdbm92751
tetrachlorohydroquinone (tchq)
F1196-0129
1,4-benzenediol,2,3,5,6-tetrachloro-
SCHEMBL48198
DTXSID8058958
mfcd00041748
tetrachloro-1,4-benzenediol
tetrachlorobenzene-1,4-diol
2,3,5,6-tetrachloro-1,4-dihydroxybenzene
sr-01000388867
SR-01000388867-1
AS-62715
FT-0701207
F31374
CS-0206317
tetrachloro-hydroquinone
Q27102186
SY056393

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"Tetrachlorohydroquinone (TCHQ) has been identified as a major toxic metabolite of the widely used wood preservative pentachlorophenol and has also been implicated in its genotoxicity."( Protection by desferrioxamine and other hydroxamic acids against tetrachlorohydroquinone-induced cyto- and genotoxicity in human fibroblasts.
Chevion, M; Lueken, A; Magnani, D; Stossberg, H; Witte, I; Zhu, BZ, 2000
)
0.31
" The results indicated that more toxic effects could be observed both in rats and human hepatoma cell line treated with TCHQ than its parent compound, PCP."( Oxidative stress and liver toxicity in rats and human hepatoma cell line induced by pentachlorophenol and its major metabolite tetrachlorohydroquinone.
Chang, WC; Ho, YS; Lee, CC; Liou, HB; Wang, YJ, 2001
)
0.31
"Tetrachlorohydroquinone (TCHQ) is a major toxic metabolite of the widely used wood preservative, pentachlorophenol (PCP), and it has also been implicated in PCP genotoxicity."( Characterization of TCHQ-induced genotoxicity and mutagenesis using the pSP189 shuttle vector in mammalian cells.
Du, Y; Jiao, S; Lv, X; Ma, M; Wang, J; Yu, S; Zhu, BZ, 2012
)
0.38
" Tetrachlorohydroquinone (TCHQ) was proved as a major toxic metabolite of PCP, contributing the release of free radicals during PCP metabolism."( ROS-triggered signaling pathways involved in the cytotoxicity and tumor promotion effects of pentachlorophenol and tetrachlorohydroquinone.
Chen, HM; Lee, YH; Wang, YJ, 2015
)
0.42

Dosage Studied

ExcerptRelevanceReference
" Dose-response experiments were carried out in order to obtain insight into the sensitivity of the observed effects."( Effects of hexachlorobenzene and its metabolites pentachlorophenol and tetrachlorohydroquinone on serum thyroid hormone levels in rats.
Bragt, PC; Engel, R; Notten, WR; van den Berg, KJ; van Raaij, JA, 1991
)
0.28
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
chlorohydroquinonesAny member of the class of hydroquinones that is hydroquinone carrying at least one chloro substituent at unspecified position.
tetrachlorobenzeneAny member of the class of chlorobenzenes carrying four chloro groups at unspecified positions.
[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]

Protein Targets (1)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Pentachlorophenol 4-monooxygenaseSphingobium chlorophenolicumKd4.20000.05003.75007.0000AID1799831
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID1799831Spectroscopic Assay from Article 10.1021/bi300261p: \\Pentachlorophenol hydroxylase, a poorly functioning enzyme required for degradation of pentachlorophenol by Sphingobium chlorophenolicum.\\2012Biochemistry, May-08, Volume: 51, Issue:18
Pentachlorophenol hydroxylase, a poorly functioning enzyme required for degradation of pentachlorophenol by Sphingobium chlorophenolicum.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
AID680507TP_TRANSPORTER: inhibition of Doxorubicin efflux (Doxorubicin: 50 uM, Tetrachlorohydroquinone: 250 uM) in MDR1-expressing B16/F10 cells1996Toxicology and applied pharmacology, Nov, Volume: 141, Issue:1
Interaction of structurally diverse pesticides with the human MDR1 gene product P-glycoprotein.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (54)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (16.67)18.7374
1990's26 (48.15)18.2507
2000's10 (18.52)29.6817
2010's9 (16.67)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: 10.76

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

MetricThis Compound (vs All)
Research Demand Index10.76 (24.57)
Research Supply Index4.03 (2.92)
Research Growth Index4.79 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (10.76)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews4 (7.27%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other51 (92.73%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]