Page last updated: 2024-11-04

4,5,6,7-tetrahydroisoxazolo(4,5-c)pyridin-3-ol

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

Description

4,5,6,7-tetrahydroisoxazolo(4,5-c)pyridin-3-ol: inhibitor of GABA uptake systems; RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID1695
CHEMBL ID150830
SCHEMBL ID455554
MeSH IDM0087672

Synonyms (18)

Synonym
isoxazolo(4,5-d)pyridin-3(2h)-one, 4,5,6,7-tetrahydro-
4,5,6,7-tetrahydroisoxazolo(4,5-c)pyridin-3-ol
thpo
CHEMBL150830 ,
53602-00-9
AKOS006371191
4,5,6,7-tetrahydro-[1,2]oxazolo[4,5-c]pyridin-3-one
gtpl4727
4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridin-3-ol
2h,3h,4h,5h,6h,7h-[1,2]oxazolo[4,5-c]pyridin-3-one
SCHEMBL455554
SXXLKZCNJHJYFL-UHFFFAOYSA-N
DTXSID90201822
4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridin-3(2h)-one
FT-0754243
Q27088987
bdbm50226145
EN300-306559

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Muscimol (2 mg/kg) and THIP (5 and 10 mg/kg) exerted the antiimmobility effect even after single dosing 1 h before the test."( Effect of GABAergic drugs in the behavioral 'despair' test in rats.
Borsini, F; Evangelista, S; Meli, A, 1986
)
0.27
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (20)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Gamma-aminobutyric acid receptor subunit piRattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.507510.0000AID71434
Gamma-aminobutyric acid receptor subunit beta-1Rattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.507510.0000AID71434
Gamma-aminobutyric acid receptor subunit deltaRattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.507510.0000AID71434
Gamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.505710.0000AID71434
Gamma-aminobutyric acid receptor subunit alpha-5Rattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.497310.0000AID71434
Gamma-aminobutyric acid receptor subunit alpha-3Rattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.507510.0000AID71434
Gamma-aminobutyric acid receptor subunit gamma-1Rattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.498810.0000AID71430; AID71434
Gamma-aminobutyric acid receptor subunit alpha-2Rattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.504610.0000AID71434
Sodium- and chloride-dependent GABA transporter 1Rattus norvegicus (Norway rat)IC50 (µMol)116.00000.00132.22068.3000AID205301; AID71430
Gamma-aminobutyric acid receptor subunit alpha-4Rattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.507510.0000AID71434
Gamma-aminobutyric acid receptor subunit gamma-3Rattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.507510.0000AID71434
Gamma-aminobutyric acid receptor subunit alpha-6Rattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.507510.0000AID71434
Sodium- and chloride-dependent GABA transporter 2Rattus norvegicus (Norway rat)IC50 (µMol)116.00000.00321.79008.3000AID205301; AID71430
Sodium- and chloride-dependent GABA transporter 3Rattus norvegicus (Norway rat)IC50 (µMol)116.00000.00321.54318.3000AID205301; AID71430
Sodium- and chloride-dependent betaine transporterRattus norvegicus (Norway rat)IC50 (µMol)116.00000.00321.54318.3000AID205301; AID71430
Gamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.506510.0000AID71434
Gamma-aminobutyric acid receptor subunit beta-3Rattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.505710.0000AID71434
Gamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.507510.0000AID71434
GABA theta subunitRattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.507510.0000AID71434
Gamma-aminobutyric acid receptor subunit epsilonRattus norvegicus (Norway rat)IC50 (µMol)72.00000.00010.507510.0000AID71434
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
plasma membraneGamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID122739Effect on glial GABA(1 uM) uptake was measured using astrocytes cultured from cerebral cortices of new born mice.1999Journal of medicinal chemistry, Dec-30, Volume: 42, Issue:26
Selective inhibitors of glial GABA uptake: synthesis, absolute stereochemistry, and pharmacology of the enantiomers of 3-hydroxy-4-amino-4,5,6,7-tetrahydro-1,2-benzisoxazole (exo-THPO) and analogues.
AID139983Effect on neuronal GABA(1 uM) uptake was measured using neurons cultured from cerebral cortices of 15-day-old mouse embryos.1999Journal of medicinal chemistry, Dec-30, Volume: 42, Issue:26
Selective inhibitors of glial GABA uptake: synthesis, absolute stereochemistry, and pharmacology of the enantiomers of 3-hydroxy-4-amino-4,5,6,7-tetrahydro-1,2-benzisoxazole (exo-THPO) and analogues.
AID26352Dissociation constant (pKa)1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
4,5,6,7-Tetrahydroisothiazolo[5,4-c]pyridin-3-ol and related analogues of THIP. Synthesis and biological activity.
AID48154In vitro effect of glycine antagonism on single neurons in the cat spinal cord.; ND means no data available.1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
4,5,6,7-Tetrahydroisothiazolo[5,4-c]pyridin-3-ol and related analogues of THIP. Synthesis and biological activity.
AID205301In vitro inhibition of rat neuronal (synaptosomal) GABA uptake.1986Journal of medicinal chemistry, Feb, Volume: 29, Issue:2
Glycine antagonists. Synthesis, structure, and biological effects of some bicyclic 5-isoxazolol zwitterions.
AID26119pKa value of the compound1986Journal of medicinal chemistry, Feb, Volume: 29, Issue:2
Glycine antagonists. Synthesis, structure, and biological effects of some bicyclic 5-isoxazolol zwitterions.
AID71274In vitro effect of GABA agonism on single neurons of cat spinal cord (ND = no data)1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
4,5,6,7-Tetrahydroisothiazolo[5,4-c]pyridin-3-ol and related analogues of THIP. Synthesis and biological activity.
AID71434In vitro inhibition of [3H]GABA binding to Gamma-aminobutyric acid receptor from rat brain synaptic membranes.1986Journal of medicinal chemistry, Feb, Volume: 29, Issue:2
Glycine antagonists. Synthesis, structure, and biological effects of some bicyclic 5-isoxazolol zwitterions.
AID71430In vitro affinity for GABA binding sites on purified synaptic membranes from rat brain1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
4,5,6,7-Tetrahydroisothiazolo[5,4-c]pyridin-3-ol and related analogues of THIP. Synthesis and biological activity.
AID229944I/U ratio for neutral amino acids1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
4,5,6,7-Tetrahydroisothiazolo[5,4-c]pyridin-3-ol and related analogues of THIP. Synthesis and biological activity.
AID71432In vitro effect on GABA uptake in a crude preparation of synaptosomes from rat brain1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
4,5,6,7-Tetrahydroisothiazolo[5,4-c]pyridin-3-ol and related analogues of THIP. Synthesis and biological activity.
AID48149In vitro effect of GABA enhancement on single neurons in the cat spinal cord;1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
4,5,6,7-Tetrahydroisothiazolo[5,4-c]pyridin-3-ol and related analogues of THIP. Synthesis and biological activity.
AID196025Inhibition of GABA uptake into crude synaptosomes prepared from adult rat brain1999Journal of medicinal chemistry, Dec-30, Volume: 42, Issue:26
Selective inhibitors of glial GABA uptake: synthesis, absolute stereochemistry, and pharmacology of the enantiomers of 3-hydroxy-4-amino-4,5,6,7-tetrahydro-1,2-benzisoxazole (exo-THPO) and analogues.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (33)

TimeframeStudies, This Drug (%)All Drugs %
pre-199017 (51.52)18.7374
1990's6 (18.18)18.2507
2000's5 (15.15)29.6817
2010's1 (3.03)24.3611
2020's4 (12.12)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 10.91

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 Index10.91 (24.57)
Research Supply Index3.58 (2.92)
Research Growth Index4.50 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (10.91)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews4 (11.43%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other31 (88.57%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]