Compounds > ethylenimine quinone
Page last updated: 2024-11-07

ethylenimine quinone

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

Description

2,5-bis(aziridin-1-yl)-1,4-benzoquinone : A member of the class of 1,4-benzoquinones that is p-benzoquinone in which the hydrogens at positions 2 and 5 are replaced by aziridin-1-yl 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 CID95715
CHEMBL ID72536
CHEBI ID19363
SCHEMBL ID1676679
MeSH IDM0055120

Synonyms (66)

Synonym
PBE ,
mc 688
2,5-bisethyleneiminebenzoquinone
nsc-30706
quinone i
526-62-5
ethylenimine quinone
p-benzoquinone,5-bis(1-aziridinyl)-
bayer g 4073
2,4-dione, 2,5-bis(1-aziridinyl)-
nsc30706
2,5-bis(1-aziridinyl)-p-benzoquinone
ent 50702
NCI60_002624
2,5-bis-aethyleniminobenzochinon-1,4 [german]
2,5-bis-ethyleniminobenzoquinone
3,6-diaziridinyl-1,4-benzoquinone
tw 13
brn 0169182
ai3-50702
2,5-cyclohexadiene-1,4-dione, 2,5-bis(1-aziridinyl)-
pbe (van)
2,5-diaziridinyl-1,4-benzoquinone
diethyleneiminebenzoquinone
mc-688
2,5-bis(1-aziridinyl)-1,4-benzoquinone
2,5-bis(1-aziridynyl)benzoquinone
nsc 30706
bayer g4073
benzoquinone, 2,5-bis(1-aziridino)-
2,5-bis(aziridino)benzoquinone
2,5-diaziridinylbenzoquinone
2,5-di(ethyleneimino)-1,4-benzoquinone
chinon i [german]
2,5-bis(1-aziridinyl)-2,5-cyclohexadiene-1,4-dione
2,5-bis(ethyleneimino)-1,4-benzoquinone
NEURO_000016
2,5-bis(aziridino)-1,4-benzoquinone
p-benzoquinone, 2,5-bis(1-aziridinyl)-
2,5-di(1-aziridinyl)benzo-1,4-quinone
2,5-bis(aziridin-1-yl)-1,4-benzoquinone
2, 5-cyclohexadiene-1,4-dione, 2,5-bis(1-aziridinyl)-
2, 5-di(ethyleneimino)-1,4-benzoquinone
2,5-bis(1-aziridinyl)-1, 4-benzoquinone
2, 5-bis(ethyleneimino)-1,4-benzoquinone
2, 5-bis(1-aziridinyl)-p-benzoquinone
dzq ,
2,5,-bisethylene-imine-1,4-benzoquinone
2,5-bisaethyleniminobenzochinon-1,4
2,5,-bis(ethyleneimine)-1,4-benzoquinone
2,5-bis(aziridin-1-yl)cyclohexa-2,5-diene-1,4-dione
CHEBI:19363 ,
CHEMBL72536
AKOS006277036
unii-h7bs8u72ce
5-20-01-00070 (beilstein handbook reference)
h7bs8u72ce ,
2,5-bis-aethyleniminobenzochinon-1,4
chinon i
SCHEMBL1676679
DTXSID90200577
2,5-di(aziridin-1-yl)cyclohexa-2,5-diene-1,4-dione
Q27109175
2,5-di-1-aziridinyl-p-benzoquinone
2,5-diaziridino-p-benzoquinone
ent-50702
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
mutagenAn agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
alkylating agentHighly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
[role 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]

Drug Classes (2)

ClassDescription
1,4-benzoquinonesAny member of the class of benzoquinones that is 1,4-benzoquinone or its C-substituted derivatives.
aziridines
[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 (26)

Assay IDTitleYearJournalArticle
AID78558In vitro cytotoxicity against H596 cell line1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Cross-linking and sequence-specific alkylation of DNA by aziridinylquinones. 3. Effects of alkyl substituents.
AID94809In vitro cytotoxicity tested against human chronic leukemia K562 cells1997Journal of medicinal chemistry, Jan-31, Volume: 40, Issue:3
Cross-linking and sequence specific alkylation of DNA by aziridinyl quinones. 2. Structure requirements for sequence selectivity.
AID157787Ability to produce interstrand cross-links in the plasmid DNA at 100 uM concentration1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Cross-linking and sequence-specific alkylation of DNA by aziridinylquinones. 3. Effects of alkyl substituents.
AID85942In vitro cytotoxicity against HT-29 cell line1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Cross-linking and sequence-specific alkylation of DNA by aziridinylquinones. 3. Effects of alkyl substituents.
AID55494DNA cross link ratio at pH=5.0 and 50 umol/L compound1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID57693Rate of reduction by human recombinant DTD1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Cross-linking and sequence-specific alkylation of DNA by aziridinylquinones. 3. Effects of alkyl substituents.
AID157667Ability to produce interstrand cross-links in the plasmid DNA at 10 uM concentration1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Cross-linking and sequence-specific alkylation of DNA by aziridinylquinones. 3. Effects of alkyl substituents.
AID19426HPLC capacity factor (logK)1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID41356In vitro cytotoxicity against BE cell line1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Cross-linking and sequence-specific alkylation of DNA by aziridinylquinones. 3. Effects of alkyl substituents.
AID228714log KGSH for the rate k of glutathione (GSH) consumption in 1/s1996Journal 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.
AID228716log 1/anion production.1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID97909log 1/ID75 for the in vitro clonogenic L1210 assay with ID75 in umol/L1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID19922E1/2 for the half-wave potential at pH=7.0 in V571996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID235150Selectivity for 5`-TGC sites for reduction1997Journal of medicinal chemistry, Jan-31, Volume: 40, Issue:3
Cross-linking and sequence specific alkylation of DNA by aziridinyl quinones. 2. Structure requirements for sequence selectivity.
AID72099log 1/MIC for fungi in mmol/L1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID18769Observed rate of hydrolysis (logKobs) (pH=4.0)1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID41243Rate of reduction by human BE cell extract1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Cross-linking and sequence-specific alkylation of DNA by aziridinylquinones. 3. Effects of alkyl substituents.
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.
AID19838Partition 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.
AID38961log 1/D125 or the dose (mmol/kg) to give 125%T/C ratio (B16) in vivo1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID21056Electrochemically observed pKa (pKred) of aziridines1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID97908log 1/D125 for the dose (mmol/kg) to give 125%T/C ratio (L1210) in vivo1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID228715log 1/LD50 for LD50 (mmol/kg)1996Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3
In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID78400In vitro cytotoxicity against H460 cell line1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Cross-linking and sequence-specific alkylation of DNA by aziridinylquinones. 3. Effects of alkyl substituents.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (19)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (10.53)18.7374
1990's15 (78.95)18.2507
2000's2 (10.53)29.6817
2010's0 (0.00)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: 12.05

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 Index12.05 (24.57)
Research Supply Index3.09 (2.92)
Research Growth Index5.14 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.05)

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%
Other21 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
purine
1H-purine : The 1H-tautomer of purine.. 3H-purine : The 3H-tautomer of purine.. 9H-purine : The 9H-tautomer of purine.. 7H-purine : The 7H-tautomer of purine.		210purine
spermine
[no description available]		210polyazaalkane;
tetramine		antioxidant;
fundamental metabolite;
immunosuppressive agent
carbazilquinone
Carbazilquinone: An alkylating agent structurally similar to MITOMYCIN and found to be effective in the treatment of leukemia and various other neoplasms in mice. It causes leukemia and thrombocytopenia in almost all human patients.		1.9910organic molecular entity
vitamin k 3
Vitamin K 3: A synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation in vivo.		1.99101,4-naphthoquinones;
vitamin K		angiogenesis inhibitor;
antineoplastic agent;
EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor;
human urinary metabolite;
nutraceutical
quinone
benzoquinone : The simplest members of the class of benzoquinones, consisting of cyclohexadiene which is substituted by two oxo groups.. 1,4-benzoquinone : The simplest member of the class of 1,4-benzoquinones, obtained by the formal oxidation of hydroquinone to the corresponding diketone. It is a metabolite of benzene.. quinone : Compounds having a fully conjugated cyclic dione structure, such as that of benzoquinones, derived from aromatic compounds by conversion of an even number of -CH= groups into -C(=O)- groups with any necessary rearrangement of double bonds (polycyclic and heterocyclic analogues are included).		2.38201,4-benzoquinonescofactor;
human xenobiotic metabolite;
mouse metabolite
triaziquone
Triaziquone: Alkylating antineoplastic agent used mainly for ovarian tumors. It is toxic to skin, gastrointestinal tract, bone marrow and kidneys.. triaziquone : A member of the class of 1,4-benzoquinones that is 1,4-benzoquinone in which three of the ring hydrogens are replaced by aziridin-1-yl groups.		2.39201,4-benzoquinones;
aziridines		alkylating agent;
antineoplastic agent
n-vinyl-2-pyrrolidinone
N-vinyl-2-pyrrolidinone: monomer of POVIDONE; structure given in first source		1.9510pyrrolidin-2-ones
1,4-naphthoquinone
naphthoquinone : A polycyclic aromatic ketone metabolite of naphthalene.. 1,4-naphthoquinone : The parent structure of the family of 1,4-naphthoquinones, in which the oxo groups of the quinone moiety are at positions 1 and 4 of the naphthalene ring. Derivatives have pharmacological properties.		1.99101,4-naphthoquinones
2,5-dimethyl-4-benzoquinone
[no description available]		2.3920
acridines
Acridines: Compounds that include the structure of acridine.. acridine : A polycyclic heteroarene that is anthracene in which one of the central CH groups is replaced by a nitrogen atom.		2.0110acridines;
mancude organic heterotricyclic parent;
polycyclic heteroarene		genotoxin
pyrimidine
pyrimidine : The parent compound of the pyrimidines; a diazine having the two nitrogens at the 1- and 3-positions.		210diazine;
pyrimidines		Daphnia magna metabolite
2-methyl-1,4-benzoquinone
cresoquinone: no further information available 6/2003		2.3920
2-chloro-1,4-naphthoquinone
2-chloro-1,4-naphthoquinone: Vitamin K dependent carboxylase antagonist		1.99101,4-naphthoquinones;
organochlorine compound
2-amino-3-chloro-1,4-naphthoquinone
2-amino-3-chloro-1,4-naphthoquinone: has antineoplastic activity; structure in first source		1.99101,4-naphthoquinones
diaziquone
diaziquone: RN given refers to parent cpd. diaziquone : A 1,4-benzoquinone that is substituted at positions 2 and 5 have been replaced by aziridin-1-yl groups and at positions 3 and 6 by (ethoxycarbonyl)amino groups.		2.9401,4-benzoquinones;
aziridines;
carbamate ester;
enamine		alkylating agent;
antineoplastic agent
duroquinone
tetramethyl-1,4-benzoquinone: structure in first source. 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.		2.39201,4-benzoquinones
2,6-dimethyl-1,4-benzoquinone
[no description available]		2.3920
2-bromo-1,4-naphthoquinone
2-bromo-1,4-naphthoquinone: structure in first source		1.9910
nsc 30705
NSC 30705: RN given refers to parent cpd; structure given in first source		2.3920
nsc 224070
NSC 224070: structure given in first source. 2,5-bis(2-hydroxyethylamino)-3,6-diaziridinylbenzoquinone : A member of the class of 1,4-benzoquinones that is 1,4-benzoquinone in which the hydrogens at positions 2 and 5 have been replaced by aziridin-1-yl groups while the hydrogens at positions 3 and 6 have been replaced by (2-hydroxyethyl)amino groups.		2.68301,4-benzoquinones;
aziridines;
enamine;
primary alcohol;
secondary amino compound		alkylating agent;
antineoplastic agent
2,5-dimethyl-3,6-diaziridinyl-1,4-benzoquinone
2,5-dimethyl-3,6-diaziridinyl-1,4-benzoquinone: structure given in first source		3.2460
2-methylamino-1,4-naphthoquinone
2-methylamino-1,4-naphthoquinone: structure in first source		1.9910
cysteine
Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.		1.9710cysteiniumfundamental metabolite
ascorbic acid
Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.		1.9810ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent
dicumarol
Dicumarol: An oral anticoagulant that interferes with the metabolism of vitamin K. It is also used in biochemical experiments as an inhibitor of reductases.		1.9810hydroxycoumarinanticoagulant;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor;
Hsp90 inhibitor;
vitamin K antagonist
ConditionIndicatedRelationship StrengthStudiesTrials
Leukemia L 1210
[description not available]		01.9910
B16 Melanoma
[description not available]		01.9910
Animal Mammary Carcinoma
[description not available]		02.0110
Cancer of Colon
[description not available]		02.3820
Colonic Neoplasms
Tumors or cancer of the COLON.		02.3820
Osteogenic Sarcoma
[description not available]		02.420
Osteosarcoma
A sarcoma originating in bone-forming cells, affecting the ends of long bones. It is the most common and most malignant of sarcomas of the bones, and occurs chiefly among 10- to 25-year-old youths. (From Stedman, 25th ed)		02.420
Breast Cancer
[description not available]		01.9910
Breast Neoplasms
Tumors or cancer of the human BREAST.		01.9910