Page last updated: 2024-09-23

duroquinone

Description

tetramethyl-1,4-benzoquinone: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

duroquinone : A member of the class of 1,4-benzoquinones that is 1,4-benzoquinone in which all four hydrogens are substituted by methyl groups. [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]

Cross-References

ID SourceID
PubMed CID68238
CHEMBL ID151604
CHEBI ID42023
SCHEMBL ID58325
MeSH IDM0105705

Synonyms (56)

Synonym
x0q8791r69 ,
unii-x0q8791r69
STL356801
tetramethylquinone
2,5,6-tetramethyl-p-benzoquinone
tetramethyl-1,4-benzoquinone
2,5,6-tetramethylbenzoquinone
nsc-2068
2,5,6-tetramethyl-1,4-benzoquinone
tetramethyl-p-benzoquinone
duroquinone
nsc2068
2,4-dione, 2,3,5,6-tetramethyl-
p-benzoquinone,3,5,6-tetramethyl-
527-17-3
nsc 2068
einecs 208-409-8
tetramethyl-p-quinone
p-benzoquinone, tetramethyl-, semiquinone
p-benzoquinone, tetramethyl-
ccris 2989
ai3-61045
2,3,5,6-tetramethyl-1,4-benzoquinone
p-benzoquinone, 2,3,5,6-tetramethyl-
2,5-cyclohexadiene-1,4-dione, 2,3,5,6-tetramethyl-
2,3,5,6-tetramethylbenzo-1,4-quinone
inchi=1/c10h12o2/c1-5-6(2)10(12)8(4)7(3)9(5)11/h1-4h
duroquinone, 97%
2,3,5,6-tetramethylcyclohexa-2,5-diene-1,4-dione
CHEBI:42023 ,
2,3,5,6-tetramethylbenzoquinone
2,3,5,6-tetramethyl-p-benzoquinone
DB01927
2,3,5,6-tetramethyl-[1,4]benzoquinone
CHEMBL151604
HMS1667I20
T0672
AKOS004903738
FT-0625631
2,3,5,6-tetramethyl-2,5-cyclohexadiene-1,4-dione
duroquinone [mi]
tetramethylbenzoquinone
SCHEMBL58325
tetramethyl benzoquinone
2,3,5,6-tetramethylbenzo-1,4-quinone #
AC-27924
DTXSID50200659
mfcd00001604
duroquinone, standard for quantitative nmr, tracecert(r)
AS-67719
tetramethylcyclohexa-2,5-diene-1,4-dione
Q2423089
D70252
SY051484
CS-0153601
1,4-diodo-2,3,5,6-tetramethylbenzene

Drug Classes (1)

ClassDescription
1,4-benzoquinonesAny member of the class of benzoquinones that is 1,4-benzoquinone or its C-substituted derivatives.
[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 (9)

Assay IDTitleYearJournalArticle
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID1083211Bactericidal activity against Erwinia amylovora 295/93 assessed as growth inhibition in King's B full medium measured at pH 7.2 after overnight incubation by suspension culture assay2012Journal of agricultural and food chemistry, Dec-12, Volume: 60, Issue:49
Potent and specific bactericidal effect of juglone (5-hydroxy-1,4-naphthoquinone) on the fire blight pathogen Erwinia amylovora.
AID19832Partition coefficient (logP)1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID224600Efficiency at pBR322 DNA interstand cross-linking at 10 uM1996Journal of medicinal chemistry, Jan-19, Volume: 39, Issue:2
Cross-linking and sequence specific alkylation of DNA BY aziridinylquinones. 1. Quinone methides.
AID19838Partition coefficient (logP)1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID224601Efficiency at pBR322 DNA interstand cross-linking at 100 uM1996Journal of medicinal chemistry, Jan-19, Volume: 39, Issue:2
Cross-linking and sequence specific alkylation of DNA BY aziridinylquinones. 1. Quinone methides.
AID19426HPLC capacity factor (logK)1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID96156In vitro cytotoxicity against Human Chronic Leukemia K562 cells1996Journal of medicinal chemistry, Jan-19, Volume: 39, Issue:2
Cross-linking and sequence specific alkylation of DNA BY aziridinylquinones. 1. Quinone methides.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (79)

TimeframeStudies, This Drug (%)All Drugs %
pre-199016 (20.25)18.7374
1990's31 (39.24)18.2507
2000's22 (27.85)29.6817
2010's6 (7.59)24.3611
2020's4 (5.06)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (1.22%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other81 (98.78%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research Highlights

Safety/Toxicity (4)

ArticleYear
Selective toxicity in putative preneoplastic hepatocytes: a comparison of hydroquinone and duroquinone.
Cancer letters, Volume: 68, Issue: 2-3
1993
The changes of prooxidant and antioxidant enzyme activities in bovine leukemia virus-transformed cells. Their influence on quinone cytotoxicity.
FEBS letters, Jul-12, Volume: 326, Issue: 1-3
1993
Quinone toxicity in hepatocytes: studies on mitochondrial Ca2+ release induced by benzoquinone derivatives.
Archives of biochemistry and biophysics, Volume: 259, Issue: 2
1987
The role of GSH depletion and toxicity in hydroquinone-induced development of enzyme-altered foci.
Carcinogenesis, Volume: 10, Issue: 3
1989
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]