Page last updated: 2024-12-06

2-amino-5,6-dihydroxytetralin

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

Description

2-amino-5,6-dihydroxytetralin, also known as 2-amino-5,6-dihydroxy-1,2,3,4-tetrahydronaphthalene, is a synthetic compound with a complex structure and potential biological activity. It has been investigated for its potential as a neurotransmitter and its involvement in various biological processes, including dopamine receptor agonism, neuroprotection, and anti-inflammatory effects. While studies are ongoing to understand its full range of effects, it is believed to be involved in neurodegenerative diseases, mental health conditions, and pain perception. The compound has been synthesized through various synthetic routes, involving multistep chemical reactions. However, research on 2-amino-5,6-dihydroxytetralin is still in its early stages, and further investigation is required to fully elucidate its potential therapeutic applications and safety profile.'

2-amino-5,6-dihydroxytetralin: RN given refers to parent cpd without isomeric designation; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID37631
CHEMBL ID163912
SCHEMBL ID4263745
MeSH IDM0073711

Synonyms (16)

Synonym
PDSP1_000479
PDSP2_000477
5,6-adtn
6-amino-5,6,7,8-tetrahydronaphthalene-1,2-diol
CHEMBL163912 ,
bdbm50028970
6-amino-5,6,7,8-tetrahydro-naphthalene-1,2-diol
2-amino-5,6-dihydroxy-1,2,3,4-tetrahydronaphthalene
21489-74-7
2-amino-5,6-dihydroxytetralin
6-amino-5,6,7,8-tetrahydro-1,2-naphthalenediol
SCHEMBL4263745
5,6-dihydroxy-2-aminotetralin
FT-0744995
DTXSID90944085
PD033609
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (5)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Carbonic anhydrase 1Homo sapiens (human)Ki15.48330.00001.372610.0000AID1803082
Carbonic anhydrase 2Homo sapiens (human)Ki15.48330.00000.72369.9200AID1803082
Tryptophan 5-hydroxylase 1Rattus norvegicus (Norway rat)IC50 (µMol)0.70000.03801.30806.4300AID64453
Carbonic anhydrase 6Homo sapiens (human)Ki15.48330.00011.47109.9200AID1803082
D(2) dopamine receptorRattus norvegicus (Norway rat)IC50 (µMol)0.70000.00010.54948.4000AID64453
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
one-carbon metabolic processCarbonic anhydrase 1Homo sapiens (human)
morphogenesis of an epitheliumCarbonic anhydrase 2Homo sapiens (human)
positive regulation of synaptic transmission, GABAergicCarbonic anhydrase 2Homo sapiens (human)
positive regulation of cellular pH reductionCarbonic anhydrase 2Homo sapiens (human)
angiotensin-activated signaling pathwayCarbonic anhydrase 2Homo sapiens (human)
regulation of monoatomic anion transportCarbonic anhydrase 2Homo sapiens (human)
secretionCarbonic anhydrase 2Homo sapiens (human)
regulation of intracellular pHCarbonic anhydrase 2Homo sapiens (human)
neuron cellular homeostasisCarbonic anhydrase 2Homo sapiens (human)
positive regulation of dipeptide transmembrane transportCarbonic anhydrase 2Homo sapiens (human)
regulation of chloride transportCarbonic anhydrase 2Homo sapiens (human)
carbon dioxide transportCarbonic anhydrase 2Homo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 2Homo sapiens (human)
detection of chemical stimulus involved in sensory perception of bitter tasteCarbonic anhydrase 6Homo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 6Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (6)

Processvia Protein(s)Taxonomy
arylesterase activityCarbonic anhydrase 1Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 1Homo sapiens (human)
protein bindingCarbonic anhydrase 1Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 1Homo sapiens (human)
hydro-lyase activityCarbonic anhydrase 1Homo sapiens (human)
cyanamide hydratase activityCarbonic anhydrase 1Homo sapiens (human)
arylesterase activityCarbonic anhydrase 2Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 2Homo sapiens (human)
protein bindingCarbonic anhydrase 2Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 2Homo sapiens (human)
cyanamide hydratase activityCarbonic anhydrase 2Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 6Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 6Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (8)

Processvia Protein(s)Taxonomy
cytosolCarbonic anhydrase 1Homo sapiens (human)
extracellular exosomeCarbonic anhydrase 1Homo sapiens (human)
cytoplasmCarbonic anhydrase 2Homo sapiens (human)
cytosolCarbonic anhydrase 2Homo sapiens (human)
plasma membraneCarbonic anhydrase 2Homo sapiens (human)
myelin sheathCarbonic anhydrase 2Homo sapiens (human)
apical part of cellCarbonic anhydrase 2Homo sapiens (human)
extracellular exosomeCarbonic anhydrase 2Homo sapiens (human)
cytoplasmCarbonic anhydrase 2Homo sapiens (human)
plasma membraneCarbonic anhydrase 2Homo sapiens (human)
apical part of cellCarbonic anhydrase 2Homo sapiens (human)
extracellular regionCarbonic anhydrase 6Homo sapiens (human)
extracellular spaceCarbonic anhydrase 6Homo sapiens (human)
cytosolCarbonic anhydrase 6Homo sapiens (human)
extracellular exosomeCarbonic anhydrase 6Homo sapiens (human)
extracellular spaceCarbonic anhydrase 6Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (20)

Assay IDTitleYearJournalArticle
AID57846Cardioselectivity expressed as change in blood pressure for 50% increase in right ventricular contractile force in dogs1981Journal of medicinal chemistry, Jul, Volume: 24, Issue:7
N-Aralkyl substitution of 2-amino-5,6- and -6,7-dihydroxy-1,2,3,4-tetrahydronaphthalenes. 1. Cardiac and pressor/depressor activities.
AID1136162Agonist activity at Wistar rat brain cholinergic transporter assessed as tritium efflux by measuring [3H]choline release at 2 uM after 20 to 30 mins by liquid scintillation counting analysis relative to control1978Journal of medicinal chemistry, Aug, Volume: 21, Issue:8
Facile syntheses of potent dopaminergic argonists and their effect on neurotransmitter release.
AID58657Ionotropic selectivity expressed as change in heart rate for 100 percent increase in right ventricular contractile force in dogs; CF(100) levels not obtained1981Journal of medicinal chemistry, Jul, Volume: 24, Issue:7
N-Aralkyl substitution of 2-amino-5,6- and -6,7-dihydroxy-1,2,3,4-tetrahydronaphthalenes. 1. Cardiac and pressor/depressor activities.
AID1136159Agonist activity at Wistar rat cortex dopamine transporter assessed as tritium efflux by measuring [3H]noradrenaline release at 2 uM after 20 mins by liquid scintillation counting analysis relative to total tissue content1978Journal of medicinal chemistry, Aug, Volume: 21, Issue:8
Facile syntheses of potent dopaminergic argonists and their effect on neurotransmitter release.
AID60583Inotropic potency expressed as 100 percent increase in right ventricular contractile force in dogs; CF(100) levels not obtained; CF(100) levels not obtained1981Journal of medicinal chemistry, Jul, Volume: 24, Issue:7
N-Aralkyl substitution of 2-amino-5,6- and -6,7-dihydroxy-1,2,3,4-tetrahydronaphthalenes. 1. Cardiac and pressor/depressor activities.
AID73725Effective concentration for increasing potency force in guinea pig isolated left atria1981Journal of medicinal chemistry, Jul, Volume: 24, Issue:7
N-Aralkyl substitution of 2-amino-5,6- and -6,7-dihydroxy-1,2,3,4-tetrahydronaphthalenes. 1. Cardiac and pressor/depressor activities.
AID60584Inotropic potency expressed as 50 percent increase in right ventricular contractile force in dogs1981Journal of medicinal chemistry, Jul, Volume: 24, Issue:7
N-Aralkyl substitution of 2-amino-5,6- and -6,7-dihydroxy-1,2,3,4-tetrahydronaphthalenes. 1. Cardiac and pressor/depressor activities.
AID1136161Agonist activity at Wistar rat brain GABA transporter assessed as tritium efflux by measuring [3H]GABA release at 2 uM after 20 to 30 mins by liquid scintillation counting analysis relative to control1978Journal of medicinal chemistry, Aug, Volume: 21, Issue:8
Facile syntheses of potent dopaminergic argonists and their effect on neurotransmitter release.
AID73727Effective concentration for increasing potency rate in guinea pig isolated right atria1981Journal of medicinal chemistry, Jul, Volume: 24, Issue:7
N-Aralkyl substitution of 2-amino-5,6- and -6,7-dihydroxy-1,2,3,4-tetrahydronaphthalenes. 1. Cardiac and pressor/depressor activities.
AID58658Ionotropic selectivity expressed as change in heart rate for 50 percent increase in right ventricular contractile force in dogs1981Journal of medicinal chemistry, Jul, Volume: 24, Issue:7
N-Aralkyl substitution of 2-amino-5,6- and -6,7-dihydroxy-1,2,3,4-tetrahydronaphthalenes. 1. Cardiac and pressor/depressor activities.
AID57845Cardioselectivity expressed as change in blood pressure for 100% increase in right ventricular contractile force in dogs; CF(100) levels not obtained1981Journal of medicinal chemistry, Jul, Volume: 24, Issue:7
N-Aralkyl substitution of 2-amino-5,6- and -6,7-dihydroxy-1,2,3,4-tetrahydronaphthalenes. 1. Cardiac and pressor/depressor activities.
AID25622Evaluated for the pKa value.1982Journal of medicinal chemistry, Jun, Volume: 25, Issue:6
Synthesis of 2-(alkylamino)-5,6- and -6,7-dihydroxy-3,4-dihydroquinazolines and evaluation as potential dopamine agonists.
AID1136160Agonist activity at Wistar rat brain serotonin transporter assessed as tritium efflux by measuring [3H]serotonin release at 2 uM after 20 to 30 mins by liquid scintillation counting analysis relative to control1978Journal of medicinal chemistry, Aug, Volume: 21, Issue:8
Facile syntheses of potent dopaminergic argonists and their effect on neurotransmitter release.
AID64453Inhibition of binding of [3H]spiroperidol to Dopamine receptor D2 in rat striatal membranes2001Bioorganic & medicinal chemistry letters, Apr-09, Volume: 11, Issue:7
Cis- and trans-N-benzyl-octahydrobenzo[g]quinolines. Adrenergic and dopaminergic activity studies.
AID76919Compound was tested for or relative intrinsic activity in guinea pig isolated atrium left atria1981Journal of medicinal chemistry, Jul, Volume: 24, Issue:7
N-Aralkyl substitution of 2-amino-5,6- and -6,7-dihydroxy-1,2,3,4-tetrahydronaphthalenes. 1. Cardiac and pressor/depressor activities.
AID63119Evaluated for the percentage vasodilation in the renal artery produced by 3000 nmol administered intra-arterially; NA is No Antagonistic activity1982Journal of medicinal chemistry, Jun, Volume: 25, Issue:6
Synthesis of 2-(alkylamino)-5,6- and -6,7-dihydroxy-3,4-dihydroquinazolines and evaluation as potential dopamine agonists.
AID1136158Agonist activity at Wistar rat striatum dopamine transporter assessed as tritium efflux by measuring [3H]dopamine release at 2 uM after 20 mins by liquid scintillation counting analysis relative to total tissue content1978Journal of medicinal chemistry, Aug, Volume: 21, Issue:8
Facile syntheses of potent dopaminergic argonists and their effect on neurotransmitter release.
AID227265Percentage increase in contractile force was determined by the effect of DMI (desmethylimipramine, 1 mg/kg, iv) at 200 ug/kg1981Journal of medicinal chemistry, Jul, Volume: 24, Issue:7
N-Aralkyl substitution of 2-amino-5,6- and -6,7-dihydroxy-1,2,3,4-tetrahydronaphthalenes. 1. Cardiac and pressor/depressor activities.
AID76920Compound was tested for relative intrinsic activity in guinea pig isolated atrium right atria1981Journal of medicinal chemistry, Jul, Volume: 24, Issue:7
N-Aralkyl substitution of 2-amino-5,6- and -6,7-dihydroxy-1,2,3,4-tetrahydronaphthalenes. 1. Cardiac and pressor/depressor activities.
AID1803082CA Activity Assay from Article 10.3109/14756366.2011.591290: \\Effects of dopaminergic compounds on carbonic anhydrase isozymes I, II, and VI.\\2012Journal of enzyme inhibition and medicinal chemistry, Jun, Volume: 27, Issue:3
Effects of dopaminergic compounds on carbonic anhydrase isozymes I, II, and VI.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (75.00)18.7374
1990's1 (8.33)18.2507
2000's1 (8.33)29.6817
2010's1 (8.33)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: 11.78

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 Index11.78 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.34 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.78)

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%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]