Compounds > 2-hydroxyquinoxaline
Page last updated: 2024-12-05

2-hydroxyquinoxaline

Description

2-Hydroxyquinoxaline is a heterocyclic compound with a broad range of biological activities, including antibacterial, antifungal, and anticancer properties. Its synthesis often involves the condensation of o-phenylenediamine with a suitable α-hydroxycarbonyl compound. The compound has shown promise in various studies, exhibiting significant inhibitory effects against certain bacterial strains and fungal species. Its unique structural features, particularly the presence of the hydroxyl group, contribute to its biological activity. The compound is often studied to explore its potential as a drug candidate for various infectious diseases and conditions.'

quinoxalin-2-ol : A hydroxyquinoxaline that consists of quinoxaline having a single hydroxy substituent located at position 2. [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 CID14526
CHEBI ID38890
SCHEMBL ID37862
MeSH IDM0258908

Synonyms (65)

Synonym
ai3-22771
nsc 13154
einecs 214-815-6
BB 0218319
quinoxalin-2-ol
AB-323/25048501
2-quinoxalinone
nsc-13154
2-hydroxyquinoxaline
1196-57-2
2(1h)-quinoxalinone
nsc13154
quinoxalin-2-one
3-quinoxalinone
2-quinoxalinol
wln: t66 bn enj cq
2-quinoxalone
2-hydroxy quinoxaline
inchi=1/c8h6n2o/c11-8-5-9-6-3-1-2-4-7(6)10-8/h1-5h,(h,10,11
2-quinoxalinol, 99% (hplc)
HMS1623H17
1h-quinoxalin-2-one
H0591
AKOS000120904
AKOS003236140
A804334
STL139322
quinoxalin-2(1h)-one
1,2-dihydroquinoxalin-2-one
144499-26-3
quinoxalin-2-(1h)-one
FT-0688667
2-quinoxinol
CHEBI:38890
FT-0612639
AM100249
SCHEMBL37862
quinoxalinone
2-keto-1,2-dihydroquinoxaline
quinoxaline-2-ol
2-hydroxy-benzopyrazine
DTXSID6061604
SY013680
mfcd00006722
TS-01898
2-quinoxalinol(9ci)
W-108501
AC-23582
F1775-0040
Z56824051
CS-W018235
F16123
Q27118020
CCG-321752
BCP30468
2-hydroxyquinoxaline pound>>quinoxalin-2-ol pound>>quinoxalin-2(1h)-one pound>>1,2-dihydroquinoxalin-2-one
EN300-16930
doi:10.14272/ffryuavnpbueic-uhfffaoysa-n.1
10.14272/FFRYUAVNPBUEIC-UHFFFAOYSA-N.1
quinalphos free hydroxy
P50007
doi:10.14272/ffryuavnpbueic-uhfffaoysa-n.2
10.14272/FFRYUAVNPBUEIC-UHFFFAOYSA-N.2
10.14272/FFRYUAVNPBUEIC-UHFFFAOYSA-N.3
doi:10.14272/ffryuavnpbueic-uhfffaoysa-n.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[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 (1)

ClassDescription
hydroxyquinoxaline
[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 (2)

Assay IDTitleYearJournalArticle
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.
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.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (11.11)18.2507
2000's4 (44.44)29.6817
2010's4 (44.44)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: 32.30

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 Index32.30 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.96 (4.65)
Search Engine Demand Index35.70 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (32.30)

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%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
glycine
[no description available]		1.9810alpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid		EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
melatonin
[no description available]		7.4320acetamides;
tryptamines		anticonvulsant;
central nervous system depressant;
geroprotector;
hormone;
human metabolite;
immunological adjuvant;
mouse metabolite;
radical scavenger
n-acetylserotonin
N-acetylserotonin : An N-acylserotonin resulting from the formal condensation of the primary amino group of serotonin with the carboxy group of acetic acid.		7.0310acetamides;
N-acylserotonin;
phenols		antioxidant;
human metabolite;
mouse metabolite;
tropomyosin-related kinase B receptor agonist
quinoxalines
quinoxaline : A naphthyridine in which the nitrogens are at positions 1 and 4.		3.4270mancude organic heterobicyclic parent;
naphthyridine;
ortho-fused heteroarene
triethylenediamine
triethylenediamine: RN given refers to parent cpd. triethylenediamine : An organic heterobicylic compound that is piperazine with an ethane-1,2-diyl group forming a bridge between N1 and N4. It is typically used as a catalyst in polymerization reactions.		2.0210bridged compound;
diamine;
saturated organic heterobicyclic parent;
tertiary amino compound		antioxidant;
catalyst;
reagent
kynuramine
Kynuramine: An aromatic ketone containing the aniline structure (ANILINE COMPOUNDS).. kynuramine : A member of the class of kynurenamines that is aniline substituted at position 2 by a 3-aminopropanoyl group.		2.0210kynurenamines;
primary amino compound		metabolite
d-alpha tocopherol
Vitamin E: A generic descriptor for all TOCOPHEROLS and TOCOTRIENOLS that exhibit ALPHA-TOCOPHEROL activity. By virtue of the phenolic hydrogen on the 2H-1-benzopyran-6-ol nucleus, these compounds exhibit varying degree of antioxidant activity, depending on the site and number of methyl groups and the type of ISOPRENOIDS.. tocopherol : A collective name for a group of closely related lipids that contain a chroman-6-ol nucleus substituted at position 2 by a methyl group and by a saturated hydrocarbon chain consisting of three isoprenoid units. They are designated as alpha-, beta-, gamma-, and delta-tocopherol depending on the number and position of additional methyl substituents on the aromatic ring. Tocopherols occur in vegetable oils and vegetable oil products, almost exclusively with R,R,R configuration. Tocotrienols differ from tocopherols only in having three double bonds in the hydrocarbon chain.. vitamin E : Any member of a group of fat-soluble chromanols that exhibit biological activity against vitamin E deficiency. The vitamers in this class consists of a chroman-6-ol core which is substituted at position 2 by a methyl group and (also at position 2) either a saturated or a triply-unsaturated hydrocarbon chain consisting of three isoprenoid units. The major function of vitamin E is to act as a natural antioxidant by scavenging free radicals and molecular oxygen.. (R,R,R)-alpha-tocopherol : An alpha-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of alpha-tocopherol, it is found particularly in sunflower and olive oils.		2.0210alpha-tocopherolalgal metabolite;
antiatherogenic agent;
anticoagulant;
antioxidant;
antiviral agent;
EC 2.7.11.13 (protein kinase C) inhibitor;
immunomodulator;
micronutrient;
nutraceutical;
plant metabolite
quinalphos
quinalphos: RN given refers to cpd with locant for quinoxalinyl group in position 2; structure		2.9640organic thiophosphate;
organothiophosphate insecticide		acaricide;
agrochemical;
EC 3.1.1.7 (acetylcholinesterase) inhibitor
n-acetyl-n-formyl-5-methoxykynurenamine
N-acetyl-N-formyl-5-methoxykynurenamine: metabolite of melatonin; structure in first source		2.0210aromatic ketone
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.		2.0210ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent
ConditionIndicatedRelationship StrengthStudiesTrials
Encephalitis, Polio
[description not available]		02.0610
Poliomyelitis
An acute infectious disease of humans, particularly children, caused by any of three serotypes of human poliovirus (POLIOVIRUS). Usually the infection is limited to the gastrointestinal tract and nasopharynx, and is often asymptomatic. The central nervous system, primarily the spinal cord, may be affected, leading to rapidly progressive paralysis, coarse FASCICULATION and hyporeflexia. Motor neurons are primarily affected. Encephalitis may also occur. The virus replicates in the nervous system, and may cause significant neuronal loss, most notably in the spinal cord. A rare related condition, nonpoliovirus poliomyelitis, may result from infections with nonpoliovirus enteroviruses. (From Adams et al., Principles of Neurology, 6th ed, pp764-5)		02.0610
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