Page last updated: 2024-11-06

3-indazolinone

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

Description

3-indazolinone: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID81829
CHEMBL ID276725
SCHEMBL ID276725
SCHEMBL ID1068870
SCHEMBL ID16178927
MeSH IDM0123075

Synonyms (63)

Synonym
unii-8e254s9s1r
8e254s9s1r ,
3h-indazol-3-one,2-dihydro-
nsc-9352
3-indazolinone
1h-indazol-3-ol
3-oxo-1,2-indazole
3-hydroxy-1h-indazole
7364-25-2
1,2-dihydro-3h-indazol-3-one
nsc9352
indazolinone
benzopyrazol-3-
1,2-dihydroindazol-3-one
1,2-dihydro-1h-indazol-3-one
3-indazolinone, 97%
EC-000.1563
nsc 9352
3h-indazol-3-one, 1,2-dihydro-
3-indazolone
ccris 6800
einecs 230-904-2
CHEMBL276725 ,
sweicgmkxpnxnu-uhfffaoysa-
inchi=1/c7h6n2o/c10-7-5-3-1-2-4-6(5)8-9-7/h1-4h,(h2,8,9,10)
1,2-dihydro-indazol-3-one
bdbm50008990
A837883
3-indazolinone;3-oxo-2,3-dihydro-1h-indazole
AKOS009157211
3-HYDROXYINDAZOLE ,
EN300-49155
dtxcid1029388
dtxsid2049428 ,
tox21_202943
cas-7364-25-2
NCGC00260489-01
AKOS015919423
100922-96-1
2,3-dihydro-1h-indazol-3-one
FT-0615868
S10203
1h-indazol-3(2h)-one
SCHEMBL276725
hydroxyindazole
SCHEMBL1068870
I0929
SCHEMBL16178927
70010-33-2
mfcd00005685
2h-indazol-3-ol
C71048
CS-W013384
DS-5508
mfcd00044658
Q27270248
A897296
SY051085
CS-0166826
PD179171
SY325041
mfcd00234274
Z586248764
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (24)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
RAR-related orphan receptor gammaMus musculus (house mouse)Potency15.63680.006038.004119,952.5996AID1159521
AR proteinHomo sapiens (human)Potency23.57520.000221.22318,912.5098AID1259243; AID743035; AID743036; AID743063
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency52.46470.001022.650876.6163AID1224838; AID1224839
glucocorticoid receptor [Homo sapiens]Homo sapiens (human)Potency62.82330.000214.376460.0339AID720692
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency36.80540.003041.611522,387.1992AID1159552; AID1159555
retinoid X nuclear receptor alphaHomo sapiens (human)Potency14.06440.000817.505159.3239AID1159527
estrogen nuclear receptor alphaHomo sapiens (human)Potency62.25130.000229.305416,493.5996AID1259244
peroxisome proliferator activated receptor gammaHomo sapiens (human)Potency49.90230.001019.414170.9645AID743191
aryl hydrocarbon receptorHomo sapiens (human)Potency62.25130.000723.06741,258.9301AID743085; AID743122
v-jun sarcoma virus 17 oncogene homolog (avian)Homo sapiens (human)Potency49.90230.057821.109761.2679AID1159526
Histone H2A.xCricetulus griseus (Chinese hamster)Potency115.97650.039147.5451146.8240AID1224845; AID1224896
Voltage-dependent calcium channel gamma-2 subunitMus musculus (house mouse)Potency62.25130.001557.789015,848.9004AID1259244
Glutamate receptor 2Rattus norvegicus (Norway rat)Potency62.25130.001551.739315,848.9004AID1259244
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Polyunsaturated fatty acid 5-lipoxygenaseRattus norvegicus (Norway rat)IC50 (µMol)2.00000.00462.018210.0000AID179757
Cytochrome P450 11B1, mitochondrialRattus norvegicus (Norway rat)IC50 (µMol)30.00000.49503.52895.0000AID179759
Sodium- and chloride-dependent GABA transporter 1Rattus norvegicus (Norway rat)IC50 (µMol)30.00000.00132.22068.3000AID179759
Nitric oxide synthase, brainHomo sapiens (human)IC50 (µMol)1,000.00000.03502.711910.0000AID449906
Nitric oxide synthase, brain Rattus norvegicus (Norway rat)IC50 (µMol)1,000.00000.04004.16389.3000AID589268
Sodium- and chloride-dependent GABA transporter 2Rattus norvegicus (Norway rat)IC50 (µMol)30.00000.00321.79008.3000AID179759
Sodium- and chloride-dependent GABA transporter 3Rattus norvegicus (Norway rat)IC50 (µMol)30.00000.00321.54318.3000AID179759
Prostaglandin G/H synthase 2 Rattus norvegicus (Norway rat)IC50 (µMol)30.00000.00291.786810.0000AID179759
Sodium- and chloride-dependent betaine transporterRattus norvegicus (Norway rat)IC50 (µMol)30.00000.00321.54318.3000AID179759
Prostaglandin G/H synthase 1 Rattus norvegicus (Norway rat)IC50 (µMol)30.00000.00291.823210.0000AID179759
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
D-amino-acid oxidaseSus scrofa (pig)Kd4.43000.15002.81006.3000AID1389535
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (34)

Processvia Protein(s)Taxonomy
response to hypoxiaNitric oxide synthase, brainHomo sapiens (human)
regulation of sodium ion transportNitric oxide synthase, brainHomo sapiens (human)
arginine catabolic processNitric oxide synthase, brainHomo sapiens (human)
nitric oxide biosynthetic processNitric oxide synthase, brainHomo sapiens (human)
striated muscle contractionNitric oxide synthase, brainHomo sapiens (human)
myoblast fusionNitric oxide synthase, brainHomo sapiens (human)
response to heatNitric oxide synthase, brainHomo sapiens (human)
negative regulation of calcium ion transport into cytosolNitric oxide synthase, brainHomo sapiens (human)
regulation of cardiac muscle contraction by calcium ion signalingNitric oxide synthase, brainHomo sapiens (human)
peptidyl-cysteine S-nitrosylationNitric oxide synthase, brainHomo sapiens (human)
positive regulation of peptidyl-serine phosphorylationNitric oxide synthase, brainHomo sapiens (human)
multicellular organismal response to stressNitric oxide synthase, brainHomo sapiens (human)
xenobiotic catabolic processNitric oxide synthase, brainHomo sapiens (human)
vasodilationNitric oxide synthase, brainHomo sapiens (human)
negative regulation of potassium ion transportNitric oxide synthase, brainHomo sapiens (human)
cell redox homeostasisNitric oxide synthase, brainHomo sapiens (human)
positive regulation of DNA-templated transcriptionNitric oxide synthase, brainHomo sapiens (human)
positive regulation of transcription by RNA polymerase IINitric oxide synthase, brainHomo sapiens (human)
negative regulation of hydrolase activityNitric oxide synthase, brainHomo sapiens (human)
negative regulation of serotonin uptakeNitric oxide synthase, brainHomo sapiens (human)
negative regulation of calcium ion transportNitric oxide synthase, brainHomo sapiens (human)
regulation of cardiac muscle contractionNitric oxide synthase, brainHomo sapiens (human)
regulation of ryanodine-sensitive calcium-release channel activityNitric oxide synthase, brainHomo sapiens (human)
cellular response to growth factor stimulusNitric oxide synthase, brainHomo sapiens (human)
positive regulation of the force of heart contractionNitric oxide synthase, brainHomo sapiens (human)
positive regulation of adenylate cyclase-activating G protein-coupled receptor signaling pathwayNitric oxide synthase, brainHomo sapiens (human)
positive regulation of sodium ion transmembrane transportNitric oxide synthase, brainHomo sapiens (human)
regulation of calcium ion transmembrane transport via high voltage-gated calcium channelNitric oxide synthase, brainHomo sapiens (human)
positive regulation of membrane repolarization during ventricular cardiac muscle cell action potentialNitric oxide synthase, brainHomo sapiens (human)
positive regulation of guanylate cyclase activityNitric oxide synthase, brainHomo sapiens (human)
nitric oxide mediated signal transductionNitric oxide synthase, brainHomo sapiens (human)
response to hormoneNitric oxide synthase, brainHomo sapiens (human)
negative regulation of blood pressureNitric oxide synthase, brainHomo sapiens (human)
response to lipopolysaccharideNitric oxide synthase, brainHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (15)

Processvia Protein(s)Taxonomy
nitric-oxide synthase activityNitric oxide synthase, brainHomo sapiens (human)
calcium channel regulator activityNitric oxide synthase, brainHomo sapiens (human)
protein bindingNitric oxide synthase, brainHomo sapiens (human)
calmodulin bindingNitric oxide synthase, brainHomo sapiens (human)
FMN bindingNitric oxide synthase, brainHomo sapiens (human)
sodium channel regulator activityNitric oxide synthase, brainHomo sapiens (human)
heme bindingNitric oxide synthase, brainHomo sapiens (human)
tetrahydrobiopterin bindingNitric oxide synthase, brainHomo sapiens (human)
arginine bindingNitric oxide synthase, brainHomo sapiens (human)
transmembrane transporter bindingNitric oxide synthase, brainHomo sapiens (human)
cadmium ion bindingNitric oxide synthase, brainHomo sapiens (human)
calcium-dependent protein bindingNitric oxide synthase, brainHomo sapiens (human)
flavin adenine dinucleotide bindingNitric oxide synthase, brainHomo sapiens (human)
NADP bindingNitric oxide synthase, brainHomo sapiens (human)
scaffold protein bindingNitric oxide synthase, brainHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (17)

Processvia Protein(s)Taxonomy
plasma membraneGlutamate receptor 2Rattus norvegicus (Norway rat)
photoreceptor inner segmentNitric oxide synthase, brainHomo sapiens (human)
nucleoplasmNitric oxide synthase, brainHomo sapiens (human)
cytoplasmNitric oxide synthase, brainHomo sapiens (human)
mitochondrionNitric oxide synthase, brainHomo sapiens (human)
cytosolNitric oxide synthase, brainHomo sapiens (human)
cytoskeletonNitric oxide synthase, brainHomo sapiens (human)
plasma membraneNitric oxide synthase, brainHomo sapiens (human)
sarcoplasmic reticulumNitric oxide synthase, brainHomo sapiens (human)
sarcolemmaNitric oxide synthase, brainHomo sapiens (human)
dendritic spineNitric oxide synthase, brainHomo sapiens (human)
membrane raftNitric oxide synthase, brainHomo sapiens (human)
synapseNitric oxide synthase, brainHomo sapiens (human)
perinuclear region of cytoplasmNitric oxide synthase, brainHomo sapiens (human)
cell peripheryNitric oxide synthase, brainHomo sapiens (human)
protein-containing complexNitric oxide synthase, brainHomo sapiens (human)
plasma membraneNitric oxide synthase, brainHomo sapiens (human)
postsynaptic densityNitric oxide synthase, brainHomo sapiens (human)
cytosolNitric oxide synthase, brainHomo sapiens (human)
nucleusNitric oxide synthase, brainHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (14)

Assay IDTitleYearJournalArticle
AID179757In vitro inhibition of LTB4 production was measured in rat blood1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Indazolinones, a new series of redox-active 5-lipoxygenase inhibitors with built-in selectivity and oral activity.
AID59291In vitro test for the induction of the production of methemoglobin (MHb) in dog blood1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Indazolinones, a new series of redox-active 5-lipoxygenase inhibitors with built-in selectivity and oral activity.
AID128761Reduction of serum cholesterol in CF1 male mice on day 16 following 20 mg/kg/day i.p. administration.1984Journal of medicinal chemistry, Jun, Volume: 27, Issue:6
Hypolipidemic activity of phthalimide derivatives. 7. Structure-activity studies of indazolone analogues.
AID128763Reduction of serum triglycerides in CF1 male mice on day 16 following 20 mg/kg/day i.p. administration.1984Journal of medicinal chemistry, Jun, Volume: 27, Issue:6
Hypolipidemic activity of phthalimide derivatives. 7. Structure-activity studies of indazolone analogues.
AID589268Inhibition of nNOS in LPS-stimulated Wistar rat striata assessed as inhibition of [3H]L-arginine to [3H]L-citrulline conversion by liquid scintillation counting2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of indazole derivatives.
AID589266Inhibition of iNOS in LPS-stimulated Wistar rat lung assessed as inhibition of [3H]L-arginine to [3H]L-citrulline conversion at 1 mM by liquid scintillation counting2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of indazole derivatives.
AID1389535Binding affinity to pig kidney DAAO by ITC method2018Bioorganic & medicinal chemistry, 05-01, Volume: 26, Issue:8
Discovery of isatin and 1H-indazol-3-ol derivatives as d-amino acid oxidase (DAAO) inhibitors.
AID128762Reduction of serum cholesterol in CF1 male mice on day 9 following 20 mg/kg/day i.p. administration.1984Journal of medicinal chemistry, Jun, Volume: 27, Issue:6
Hypolipidemic activity of phthalimide derivatives. 7. Structure-activity studies of indazolone analogues.
AID179759In vitro inhibition of PGE-2 production was measured in rat blood1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Indazolinones, a new series of redox-active 5-lipoxygenase inhibitors with built-in selectivity and oral activity.
AID101296In vitro inhibition of LTB4 (LT) production in dog blood1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Indazolinones, a new series of redox-active 5-lipoxygenase inhibitors with built-in selectivity and oral activity.
AID1389534Dissociation constant, pKa of the compound by UV-spectrophotometric titration method2018Bioorganic & medicinal chemistry, 05-01, Volume: 26, Issue:8
Discovery of isatin and 1H-indazol-3-ol derivatives as d-amino acid oxidase (DAAO) inhibitors.
AID449906Inhibition of recombinant NOS1 assessed as citrulline formation2009Bioorganic & medicinal chemistry, Sep-01, Volume: 17, Issue:17
Fluorinated indazoles as novel selective inhibitors of nitric oxide synthase (NOS): synthesis and biological evaluation.
AID101295Ex vivo inhibition of LTB4 production was measured in dog blood1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Indazolinones, a new series of redox-active 5-lipoxygenase inhibitors with built-in selectivity and oral activity.
AID589267Inhibition of nNOS in LPS-stimulated Wistar rat striata assessed as inhibition of [3H]L-arginine to [3H]L-citrulline conversion at 1 mM by liquid scintillation counting2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of indazole derivatives.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (16.67)18.7374
1990's2 (33.33)18.2507
2000's1 (16.67)29.6817
2010's2 (33.33)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: 18.04

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 Index18.04 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.80 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (18.04)

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%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]