Page last updated: 2024-12-08

5-hydroxy-2-n,n-dipropylaminotetralin

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Description

5-hydroxy-2-N,N-dipropylaminotetralin: RN given refers to cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID172267
CHEMBL ID273273
SCHEMBL ID279021
MeSH IDM0058371

Synonyms (22)

Synonym
6-dipropylaminotetralin-1-ol
gtpl128
L000957
5-oh-dpat
CHEMBL273273 ,
6-dipropylamino-5,6,7,8-tetrahydro-naphthalen-1-ol
(-)-6-(dipropylamino)-5,6,7,8-tetrahydronaphthalen-1-ol
6-dipropylamino-5,6,7,8-tetrahydro-naphthalen-1-ol (dp-5-adtn)
bdbm50020221
(-)-5-hydroxy-2-(dipropylamino)tetralin
5-hydroxy-2-(dipropylamino)tetralin
6-(dipropylamino)-5,6,7,8-tetrahydronaphthalen-1-ol
2-dipropylamino-5-hydroxy-1,2,3,4-tetrahydronaphthalene
5-hydroxy-2-n,n-dipropylaminotetralin
1-naphthalenol, 6-(dipropylamino)-5,6,7,8-tetrahydro-
68593-96-4
5-hydroxy-2-(di-n-propylamino)tetralin
SCHEMBL279021
5-hydroxy-n,n-dipropyl-2-aminotetralin
DTXSID40874863
6-(dipropylamino)-5,6,7,8-tetrahydro-1-naphthalenol
PD051700

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
"The pharmacokinetic (PK) and pharmacodynamic (PD) properties of the active (S)-enantiomer of the potent dopamine (DA) agonist 5-hydroxy-2-(N,N,-di-n-propylamino)tetralin (5-OH-DPAT) were investigated in a novel anesthetized animal model."( The pharmacokinetics and pharmacological effect of (S)-5-OH-DPAT following controlled delivery with transdermal iontophoresis.
Ackaert, OW; Bouwstra, JA; Danhof, M; De Graan, J; Dijkstra, D; Pasqua, OE; Shi, S; Vreeken, R; Westerink, BH, 2011
)
0.37

Bioavailability

ExcerptReferenceRelevance
" The absolute oral bioavailability of compound 8 (8-triflate) was 4-5 times greater than the corresponding hydroxylated compound."( Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
Boije, M; Carlsson, A; Duncan, JN; Ekman, A; King, LJ; Martin, IJ; Romero, AG; Sonesson, C; Svensson, K; Wikström, H, 1993
)
0.29
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (6)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
D(2) dopamine receptorHomo sapiens (human)Ki0.03740.00000.651810.0000AID446398; AID461559; AID63091; AID63092
D(3) dopamine receptorRattus norvegicus (Norway rat)Ki0.00160.00010.25675.8000AID1630276; AID425416; AID513739
Sodium-dependent dopamine transporterRattus norvegicus (Norway rat)Ki0.00070.00030.37088.1600AID65149
5-hydroxytryptamine receptor 7Homo sapiens (human)Ki0.46600.00030.380610.0000AID1384577
D(3) dopamine receptorHomo sapiens (human)Ki0.00110.00000.602010.0000AID446397; AID461560; AID65149
D(2) dopamine receptorRattus norvegicus (Norway rat)Ki0.09020.00000.437510.0000AID1630275; AID425415; AID513738
[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(2) dopamine receptorHomo sapiens (human)EC50 (µMol)0.02580.00000.18743.9000AID425418; AID446400
D(3) dopamine receptorHomo sapiens (human)EC50 (µMol)0.00070.00010.02470.6690AID425420; AID446402
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (116)

Processvia Protein(s)Taxonomy
phospholipase C-activating dopamine receptor signaling pathwayD(2) dopamine receptorHomo sapiens (human)
temperature homeostasisD(2) dopamine receptorHomo sapiens (human)
response to hypoxiaD(2) dopamine receptorHomo sapiens (human)
negative regulation of protein phosphorylationD(2) dopamine receptorHomo sapiens (human)
response to amphetamineD(2) dopamine receptorHomo sapiens (human)
nervous system process involved in regulation of systemic arterial blood pressureD(2) dopamine receptorHomo sapiens (human)
regulation of heart rateD(2) dopamine receptorHomo sapiens (human)
regulation of sodium ion transportD(2) dopamine receptorHomo sapiens (human)
G protein-coupled receptor internalizationD(2) dopamine receptorHomo sapiens (human)
positive regulation of neuroblast proliferationD(2) dopamine receptorHomo sapiens (human)
positive regulation of receptor internalizationD(2) dopamine receptorHomo sapiens (human)
autophagyD(2) dopamine receptorHomo sapiens (human)
adenylate cyclase-inhibiting dopamine receptor signaling pathwayD(2) dopamine receptorHomo sapiens (human)
neuron-neuron synaptic transmissionD(2) dopamine receptorHomo sapiens (human)
neuroblast proliferationD(2) dopamine receptorHomo sapiens (human)
axonogenesisD(2) dopamine receptorHomo sapiens (human)
synapse assemblyD(2) dopamine receptorHomo sapiens (human)
sensory perception of smellD(2) dopamine receptorHomo sapiens (human)
long-term memoryD(2) dopamine receptorHomo sapiens (human)
grooming behaviorD(2) dopamine receptorHomo sapiens (human)
locomotory behaviorD(2) dopamine receptorHomo sapiens (human)
adult walking behaviorD(2) dopamine receptorHomo sapiens (human)
protein localizationD(2) dopamine receptorHomo sapiens (human)
negative regulation of cell population proliferationD(2) dopamine receptorHomo sapiens (human)
associative learningD(2) dopamine receptorHomo sapiens (human)
visual learningD(2) dopamine receptorHomo sapiens (human)
response to xenobiotic stimulusD(2) dopamine receptorHomo sapiens (human)
response to light stimulusD(2) dopamine receptorHomo sapiens (human)
response to toxic substanceD(2) dopamine receptorHomo sapiens (human)
response to iron ionD(2) dopamine receptorHomo sapiens (human)
response to inactivityD(2) dopamine receptorHomo sapiens (human)
Wnt signaling pathwayD(2) dopamine receptorHomo sapiens (human)
striatum developmentD(2) dopamine receptorHomo sapiens (human)
orbitofrontal cortex developmentD(2) dopamine receptorHomo sapiens (human)
cerebral cortex GABAergic interneuron migrationD(2) dopamine receptorHomo sapiens (human)
adenohypophysis developmentD(2) dopamine receptorHomo sapiens (human)
negative regulation of cell migrationD(2) dopamine receptorHomo sapiens (human)
peristalsisD(2) dopamine receptorHomo sapiens (human)
auditory behaviorD(2) dopamine receptorHomo sapiens (human)
regulation of synaptic transmission, GABAergicD(2) dopamine receptorHomo sapiens (human)
positive regulation of cytokinesisD(2) dopamine receptorHomo sapiens (human)
circadian regulation of gene expressionD(2) dopamine receptorHomo sapiens (human)
negative regulation of dopamine secretionD(2) dopamine receptorHomo sapiens (human)
response to histamineD(2) dopamine receptorHomo sapiens (human)
response to nicotineD(2) dopamine receptorHomo sapiens (human)
positive regulation of urine volumeD(2) dopamine receptorHomo sapiens (human)
positive regulation of renal sodium excretionD(2) dopamine receptorHomo sapiens (human)
positive regulation of multicellular organism growthD(2) dopamine receptorHomo sapiens (human)
response to cocaineD(2) dopamine receptorHomo sapiens (human)
negative regulation of circadian sleep/wake cycle, sleepD(2) dopamine receptorHomo sapiens (human)
dopamine metabolic processD(2) dopamine receptorHomo sapiens (human)
drinking behaviorD(2) dopamine receptorHomo sapiens (human)
regulation of potassium ion transportD(2) dopamine receptorHomo sapiens (human)
response to morphineD(2) dopamine receptorHomo sapiens (human)
pigmentationD(2) dopamine receptorHomo sapiens (human)
phosphatidylinositol 3-kinase/protein kinase B signal transductionD(2) dopamine receptorHomo sapiens (human)
positive regulation of G protein-coupled receptor signaling pathwayD(2) dopamine receptorHomo sapiens (human)
negative regulation of blood pressureD(2) dopamine receptorHomo sapiens (human)
negative regulation of innate immune responseD(2) dopamine receptorHomo sapiens (human)
positive regulation of transcription by RNA polymerase IID(2) dopamine receptorHomo sapiens (human)
negative regulation of insulin secretionD(2) dopamine receptorHomo sapiens (human)
acid secretionD(2) dopamine receptorHomo sapiens (human)
behavioral response to cocaineD(2) dopamine receptorHomo sapiens (human)
behavioral response to ethanolD(2) dopamine receptorHomo sapiens (human)
regulation of long-term neuronal synaptic plasticityD(2) dopamine receptorHomo sapiens (human)
response to axon injuryD(2) dopamine receptorHomo sapiens (human)
branching morphogenesis of a nerveD(2) dopamine receptorHomo sapiens (human)
arachidonic acid secretionD(2) dopamine receptorHomo sapiens (human)
epithelial cell proliferationD(2) dopamine receptorHomo sapiens (human)
negative regulation of epithelial cell proliferationD(2) dopamine receptorHomo sapiens (human)
negative regulation of protein secretionD(2) dopamine receptorHomo sapiens (human)
release of sequestered calcium ion into cytosolD(2) dopamine receptorHomo sapiens (human)
dopamine uptake involved in synaptic transmissionD(2) dopamine receptorHomo sapiens (human)
regulation of dopamine uptake involved in synaptic transmissionD(2) dopamine receptorHomo sapiens (human)
positive regulation of dopamine uptake involved in synaptic transmissionD(2) dopamine receptorHomo sapiens (human)
regulation of synapse structural plasticityD(2) dopamine receptorHomo sapiens (human)
negative regulation of phosphatidylinositol 3-kinase/protein kinase B signal transductionD(2) dopamine receptorHomo sapiens (human)
negative regulation of synaptic transmission, glutamatergicD(2) dopamine receptorHomo sapiens (human)
excitatory postsynaptic potentialD(2) dopamine receptorHomo sapiens (human)
positive regulation of growth hormone secretionD(2) dopamine receptorHomo sapiens (human)
prepulse inhibitionD(2) dopamine receptorHomo sapiens (human)
negative regulation of dopamine receptor signaling pathwayD(2) dopamine receptorHomo sapiens (human)
positive regulation of ERK1 and ERK2 cascadeD(2) dopamine receptorHomo sapiens (human)
regulation of locomotion involved in locomotory behaviorD(2) dopamine receptorHomo sapiens (human)
postsynaptic modulation of chemical synaptic transmissionD(2) dopamine receptorHomo sapiens (human)
presynaptic modulation of chemical synaptic transmissionD(2) dopamine receptorHomo sapiens (human)
negative regulation of cellular response to hypoxiaD(2) dopamine receptorHomo sapiens (human)
positive regulation of glial cell-derived neurotrophic factor productionD(2) dopamine receptorHomo sapiens (human)
positive regulation of long-term synaptic potentiationD(2) dopamine receptorHomo sapiens (human)
hyaloid vascular plexus regressionD(2) dopamine receptorHomo sapiens (human)
negative regulation of neuron migrationD(2) dopamine receptorHomo sapiens (human)
negative regulation of cytosolic calcium ion concentrationD(2) dopamine receptorHomo sapiens (human)
regulation of dopamine secretionD(2) dopamine receptorHomo sapiens (human)
negative regulation of adenylate cyclase activityD(2) dopamine receptorHomo sapiens (human)
phospholipase C-activating dopamine receptor signaling pathwayD(2) dopamine receptorHomo sapiens (human)
negative regulation of voltage-gated calcium channel activityD(2) dopamine receptorHomo sapiens (human)
positive regulation of MAPK cascadeD(2) dopamine receptorHomo sapiens (human)
adenylate cyclase-activating adrenergic receptor signaling pathwayD(2) dopamine receptorHomo sapiens (human)
smooth muscle contraction5-hydroxytryptamine receptor 7Homo sapiens (human)
circadian rhythm5-hydroxytryptamine receptor 7Homo sapiens (human)
blood circulation5-hydroxytryptamine receptor 7Homo sapiens (human)
vasoconstriction5-hydroxytryptamine receptor 7Homo sapiens (human)
G protein-coupled serotonin receptor signaling pathway5-hydroxytryptamine receptor 7Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messenger5-hydroxytryptamine receptor 7Homo sapiens (human)
chemical synaptic transmission5-hydroxytryptamine receptor 7Homo sapiens (human)
response to ethanolD(3) dopamine receptorHomo sapiens (human)
synaptic transmission, dopaminergicD(3) dopamine receptorHomo sapiens (human)
G protein-coupled receptor internalizationD(3) dopamine receptorHomo sapiens (human)
intracellular calcium ion homeostasisD(3) dopamine receptorHomo sapiens (human)
G protein-coupled receptor signaling pathwayD(3) dopamine receptorHomo sapiens (human)
adenylate cyclase-activating dopamine receptor signaling pathwayD(3) dopamine receptorHomo sapiens (human)
adenylate cyclase-inhibiting dopamine receptor signaling pathwayD(3) dopamine receptorHomo sapiens (human)
learning or memoryD(3) dopamine receptorHomo sapiens (human)
learningD(3) dopamine receptorHomo sapiens (human)
locomotory behaviorD(3) dopamine receptorHomo sapiens (human)
visual learningD(3) dopamine receptorHomo sapiens (human)
response to xenobiotic stimulusD(3) dopamine receptorHomo sapiens (human)
regulation of dopamine secretionD(3) dopamine receptorHomo sapiens (human)
positive regulation of cytokinesisD(3) dopamine receptorHomo sapiens (human)
circadian regulation of gene expressionD(3) dopamine receptorHomo sapiens (human)
response to histamineD(3) dopamine receptorHomo sapiens (human)
social behaviorD(3) dopamine receptorHomo sapiens (human)
response to cocaineD(3) dopamine receptorHomo sapiens (human)
dopamine metabolic processD(3) dopamine receptorHomo sapiens (human)
response to morphineD(3) dopamine receptorHomo sapiens (human)
negative regulation of blood pressureD(3) dopamine receptorHomo sapiens (human)
positive regulation of mitotic nuclear divisionD(3) dopamine receptorHomo sapiens (human)
acid secretionD(3) dopamine receptorHomo sapiens (human)
behavioral response to cocaineD(3) dopamine receptorHomo sapiens (human)
negative regulation of oligodendrocyte differentiationD(3) dopamine receptorHomo sapiens (human)
arachidonic acid secretionD(3) dopamine receptorHomo sapiens (human)
negative regulation of protein secretionD(3) dopamine receptorHomo sapiens (human)
musculoskeletal movement, spinal reflex actionD(3) dopamine receptorHomo sapiens (human)
regulation of dopamine uptake involved in synaptic transmissionD(3) dopamine receptorHomo sapiens (human)
negative regulation of phosphatidylinositol 3-kinase/protein kinase B signal transductionD(3) dopamine receptorHomo sapiens (human)
prepulse inhibitionD(3) dopamine receptorHomo sapiens (human)
positive regulation of dopamine receptor signaling pathwayD(3) dopamine receptorHomo sapiens (human)
negative regulation of adenylate cyclase activityD(3) dopamine receptorHomo sapiens (human)
adenylate cyclase-activating adrenergic receptor signaling pathwayD(3) dopamine receptorHomo sapiens (human)
negative regulation of voltage-gated calcium channel activityD(3) dopamine receptorHomo sapiens (human)
regulation of potassium ion transportD(3) dopamine receptorHomo sapiens (human)
phospholipase C-activating dopamine receptor signaling pathwayD(3) dopamine receptorHomo sapiens (human)
positive regulation of MAPK cascadeD(3) dopamine receptorHomo sapiens (human)
negative regulation of cytosolic calcium ion concentrationD(3) dopamine receptorHomo sapiens (human)
negative regulation of synaptic transmission, glutamatergicD(3) dopamine receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (11)

Processvia Protein(s)Taxonomy
dopamine neurotransmitter receptor activity, coupled via Gi/GoD(2) dopamine receptorHomo sapiens (human)
G-protein alpha-subunit bindingD(2) dopamine receptorHomo sapiens (human)
protein bindingD(2) dopamine receptorHomo sapiens (human)
heterotrimeric G-protein bindingD(2) dopamine receptorHomo sapiens (human)
dopamine bindingD(2) dopamine receptorHomo sapiens (human)
ionotropic glutamate receptor bindingD(2) dopamine receptorHomo sapiens (human)
identical protein bindingD(2) dopamine receptorHomo sapiens (human)
heterocyclic compound bindingD(2) dopamine receptorHomo sapiens (human)
G protein-coupled receptor activityD(2) dopamine receptorHomo sapiens (human)
protein binding5-hydroxytryptamine receptor 7Homo sapiens (human)
G protein-coupled serotonin receptor activity5-hydroxytryptamine receptor 7Homo sapiens (human)
neurotransmitter receptor activity5-hydroxytryptamine receptor 7Homo sapiens (human)
dopamine neurotransmitter receptor activity, coupled via Gi/GoD(3) dopamine receptorHomo sapiens (human)
protein bindingD(3) dopamine receptorHomo sapiens (human)
G protein-coupled receptor activityD(3) dopamine receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (23)

Processvia Protein(s)Taxonomy
Golgi membraneD(2) dopamine receptorHomo sapiens (human)
acrosomal vesicleD(2) dopamine receptorHomo sapiens (human)
plasma membraneD(2) dopamine receptorHomo sapiens (human)
ciliumD(2) dopamine receptorHomo sapiens (human)
lateral plasma membraneD(2) dopamine receptorHomo sapiens (human)
endocytic vesicleD(2) dopamine receptorHomo sapiens (human)
axonD(2) dopamine receptorHomo sapiens (human)
dendriteD(2) dopamine receptorHomo sapiens (human)
synaptic vesicle membraneD(2) dopamine receptorHomo sapiens (human)
sperm flagellumD(2) dopamine receptorHomo sapiens (human)
dendritic spineD(2) dopamine receptorHomo sapiens (human)
perikaryonD(2) dopamine receptorHomo sapiens (human)
axon terminusD(2) dopamine receptorHomo sapiens (human)
postsynaptic membraneD(2) dopamine receptorHomo sapiens (human)
ciliary membraneD(2) dopamine receptorHomo sapiens (human)
non-motile ciliumD(2) dopamine receptorHomo sapiens (human)
dopaminergic synapseD(2) dopamine receptorHomo sapiens (human)
GABA-ergic synapseD(2) dopamine receptorHomo sapiens (human)
G protein-coupled receptor complexD(2) dopamine receptorHomo sapiens (human)
glutamatergic synapseD(2) dopamine receptorHomo sapiens (human)
presynaptic membraneD(2) dopamine receptorHomo sapiens (human)
plasma membraneD(2) dopamine receptorHomo sapiens (human)
plasma membrane5-hydroxytryptamine receptor 7Homo sapiens (human)
trans-Golgi network membrane5-hydroxytryptamine receptor 7Homo sapiens (human)
synapse5-hydroxytryptamine receptor 7Homo sapiens (human)
dendrite5-hydroxytryptamine receptor 7Homo sapiens (human)
plasma membrane5-hydroxytryptamine receptor 7Homo sapiens (human)
plasma membraneD(3) dopamine receptorHomo sapiens (human)
synapseD(3) dopamine receptorHomo sapiens (human)
plasma membraneD(3) dopamine receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (108)

Assay IDTitleYearJournalArticle
AID26837Ionization constant in presence of hydroxyl1988Journal of medicinal chemistry, Nov, Volume: 31, Issue:11
Synthesis and pharmacology of trans-4-n-propyl-3,4,4a,10b-tetrahydro-2H,5H-1-benzopyrano[4,3-b ]-1,4-oxazin-7- and -9-ols: the significance of nitrogen pKa values for central dopamine receptor activation.
AID61135Effective dose for half-maximal decrease in the accumulation of DOPA in reserpinized rat brain limbic area by po administration1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID170777Brain Concentration of 5,6-di-OH-DPAT after 25 (umol/kg) sc administration without tropolone pretreatment in rat cerebellum1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID62466Potency to displace the specific in vitro binding of [3H]-N-0437 to calf striatal membrane1988Journal of medicinal chemistry, Nov, Volume: 31, Issue:11
Synthesis and pharmacology of trans-4-n-propyl-3,4,4a,10b-tetrahydro-2H,5H-1-benzopyrano[4,3-b ]-1,4-oxazin-7- and -9-ols: the significance of nitrogen pKa values for central dopamine receptor activation.
AID65149In vitro binding affinity is the ability to displace [3H]spiperone from human Dopamine receptor D3 expressed in CHO-K1 cells.1995Journal of medicinal chemistry, Aug-04, Volume: 38, Issue:16
Synthesis and dopaminergic activity of pyridine analogs of 5-hydroxy-2-(di-n-propylamino)tetralin.
AID61005Effective dose for half-maximal decrease in the accumulation of DOPA in reserpinized rat brain hemispheral area by sc administration; Inactive1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID130901Inhibition of locomotor activity(LMA) in mouse after sc administration of the compound.1995Journal of medicinal chemistry, Aug-04, Volume: 38, Issue:16
Synthesis and dopaminergic activity of pyridine analogs of 5-hydroxy-2-(di-n-propylamino)tetralin.
AID170775Brain Concentration of 5,6-di-OH-DPAT after 25 (umol/kg) sc administration with tropolone pretreatment in rat cortex1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID177898Inhibition of dopamine accumulation in striatum part of rat brain after subcutaneous administration1981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
8-Hydroxy-2-(di-n-propylamino)tetralin, a new centrally acting 5-hydroxytryptamine receptor agonist.
AID425419Activity at human dopamine D2L receptor expressed in CHO cells assessed as stimulation of [35S]GTPgammaS binding relative to dopamine2009Bioorganic & medicinal chemistry, Jun-01, Volume: 17, Issue:11
Investigation of various N-heterocyclic substituted piperazine versions of 5/7-{[2-(4-aryl-piperazin-1-yl)-ethyl]-propyl-amino}-5,6,7,8-tetrahydro-naphthalen-2-ol: effect on affinity and selectivity for dopamine D3 receptor.
AID1150433Dopaminergic activity in dog assessed as induction of emesis administered intramuscularly measured up to 20 hrs1976Journal of medicinal chemistry, Apr, Volume: 19, Issue:4
Synthesis and dopaminergic activity of (+/-)-, (+)-, and (-)-2-dipropylamino-5-hydroxy-1,2,3,4-tetrahydronaphthalene.
AID425416Displacement of [3H]spiperone from rat dopamine D3 receptor expressed in HEK293 cells2009Bioorganic & medicinal chemistry, Jun-01, Volume: 17, Issue:11
Investigation of various N-heterocyclic substituted piperazine versions of 5/7-{[2-(4-aryl-piperazin-1-yl)-ethyl]-propyl-amino}-5,6,7,8-tetrahydro-naphthalen-2-ol: effect on affinity and selectivity for dopamine D3 receptor.
AID446403Agonist activity at human dopamine D3 receptor expressed in mouse AtT-20 cells assessed as stimulation of [35S]GTPgamma binding relative to 100 uM dopamine2010Journal of medicinal chemistry, Feb-11, Volume: 53, Issue:3
Development of (S)-N6-(2-(4-(isoquinolin-1-yl)piperazin-1-yl)ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]-thiazole-2,6-diamine and its analogue as a D3 receptor preferring agonist: potent in vivo activity in Parkinson's disease animal models.
AID170776Brain Concentration of 5,6-di-OH-DPAT after 25 (umol/kg) sc administration with tropolone pretreatment in rat striatum1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID61140Effective dose for half-maximal decrease in the accumulation of DOPA in reserpinized rat brain striatal area by po administration1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID195681DA-agonist induced motor activity in reserpinized rat was measured; 0.09-0.161981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Monophenolic 2-(dipropylamino)indans and related compounds: central dopamine-receptor stimulating activity.
AID425420Activity at human dopamine D3 receptor expressed in AtT cells assessed as stimulation of [35S]GTPgammaS binding2009Bioorganic & medicinal chemistry, Jun-01, Volume: 17, Issue:11
Investigation of various N-heterocyclic substituted piperazine versions of 5/7-{[2-(4-aryl-piperazin-1-yl)-ethyl]-propyl-amino}-5,6,7,8-tetrahydro-naphthalen-2-ol: effect on affinity and selectivity for dopamine D3 receptor.
AID461559Displacement of [3H]spiperone from cloned dopamine D2L receptor expressed in HEK cells2010Journal of medicinal chemistry, Mar-11, Volume: 53, Issue:5
Discovery of 4-(4-(2-((5-Hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)(propyl)amino)ethyl)piperazin-1-yl)quinolin-8-ol and its analogues as highly potent dopamine D2/D3 agonists and as iron chelator: in vivo activity indicates potential application in sympto
AID3594Effective dose for half-maximal decrease in the accumulation of 5-hydroxytryptophan (5-HTP) in reserpinized rat brain hemispheral area by po administration; Inactive1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID61137Effective dose for half-maximal decrease in the accumulation of DOPA in reserpinized rat brain limbic area by sc administration1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID170918Brain Concentration at 25 (umol/kg, sc) with tropolone pretreatment in rat cortex1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID446401Agonist activity at human dopamine D2L receptor expressed in CHO cells assessed as stimulation of [35S]GTPgamma binding relative to 1 mM dopamine2010Journal of medicinal chemistry, Feb-11, Volume: 53, Issue:3
Development of (S)-N6-(2-(4-(isoquinolin-1-yl)piperazin-1-yl)ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]-thiazole-2,6-diamine and its analogue as a D3 receptor preferring agonist: potent in vivo activity in Parkinson's disease animal models.
AID1150434Dopaminergic activity in sc dosed Sprague-Dawley rat assessed as induction of stereotyped behavior administered for 30 to 50 mins1976Journal of medicinal chemistry, Apr, Volume: 19, Issue:4
Synthesis and dopaminergic activity of (+/-)-, (+)-, and (-)-2-dipropylamino-5-hydroxy-1,2,3,4-tetrahydronaphthalene.
AID177284ED50 value was measured as dose required to produce a half-maximal reduction of Serotonin (5-HTP) accumulation in striatum of reserpinized rat brain; I is Inactive, no significant effect at doses approximately 40 times the ED50 for Dopa accumulation1982Journal of medicinal chemistry, Aug, Volume: 25, Issue:8
Monophenolic octahydrobenzo[f]quinolines: central dopamine- and serotonin-receptor stimulating activity.
AID177278ED50 value was measured as dose required to produce a half-maximal reduction of Serotonin (5-HTP) accumulation in limbic area of reserpinized rat brain; I is Inactive, no significant effect at doses approximately 40 times the ED50 for Dopa accumulation1982Journal of medicinal chemistry, Aug, Volume: 25, Issue:8
Monophenolic octahydrobenzo[f]quinolines: central dopamine- and serotonin-receptor stimulating activity.
AID19222Partition coefficient in octanol-buffer at a pH 7.41988Journal of medicinal chemistry, Nov, Volume: 31, Issue:11
Synthesis and pharmacology of trans-4-n-propyl-3,4,4a,10b-tetrahydro-2H,5H-1-benzopyrano[4,3-b ]-1,4-oxazin-7- and -9-ols: the significance of nitrogen pKa values for central dopamine receptor activation.
AID177637Effect on 5-HTP accumulation in striatum of rat; Inactive1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID170920Brain Concentration at 25 (umol/kg, sc) without tropolone pretreatment in rat cerebellum1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID172484DA agonist induced behavior was charecterised by increased locomotion, sniffing and licking.++ indicates high intensity of behavioral effect1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID4216Binding affinity against 5-hydroxytryptamine 1A receptor in homogenated rat brain tissue, using by [3H]8-OH-DPAT as radioligand1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID177644Effect on dopamine accumulation in limbic system of rat.1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID461560Displacement of [3H]spiperone from cloned dopamine D3 receptor expressed in HEK cells2010Journal of medicinal chemistry, Mar-11, Volume: 53, Issue:5
Discovery of 4-(4-(2-((5-Hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)(propyl)amino)ethyl)piperazin-1-yl)quinolin-8-ol and its analogues as highly potent dopamine D2/D3 agonists and as iron chelator: in vivo activity indicates potential application in sympto
AID170426Motor activity in reserpinized rats at the biochemical ED50 dose level expressed as accumulation counts per 60 min1981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Monophenolic 2-(dipropylamino)indans and related compounds: central dopamine-receptor stimulating activity.
AID184695Motor activity was measured in the reserpinized rats as counts/60 min.1982Journal of medicinal chemistry, Aug, Volume: 25, Issue:8
Monophenolic octahydrobenzo[f]quinolines: central dopamine- and serotonin-receptor stimulating activity.
AID184433Apparent kinetic constant(Km) for the aromatic hydroxylation on crude rat liver microsomes.1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID61143Effective dose for half-maximal decrease in the accumulation of DOPA in reserpinized rat brain striatal area by sc administration; Inactive1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID185916Evaluation for contralateral turning in 6-hydroxy-dopamine-lesioned rats administered intraperitoneally at the dose 1 mg/kg Maximum intensity (turnings/min)1986Journal of medicinal chemistry, Jun, Volume: 29, Issue:6
Structure-activity relationships of dopaminergic 5-hydroxy-2-aminotetralin derivatives with functionalized N-alkyl substituents.
AID62430Dopamine receptor binding affinity by displacing the radioligand [3H]spiroperidol from dopamine receptor.1986Journal of medicinal chemistry, Jun, Volume: 29, Issue:6
Structure-activity relationships of dopaminergic 5-hydroxy-2-aminotetralin derivatives with functionalized N-alkyl substituents.
AID425415Displacement of [3H]spiperone from rat dopamine D2L receptor expressed in HEK293 cells2009Bioorganic & medicinal chemistry, Jun-01, Volume: 17, Issue:11
Investigation of various N-heterocyclic substituted piperazine versions of 5/7-{[2-(4-aryl-piperazin-1-yl)-ethyl]-propyl-amino}-5,6,7,8-tetrahydro-naphthalen-2-ol: effect on affinity and selectivity for dopamine D3 receptor.
AID65080Binding affinity against dopamine receptor D2 in homogenated rat brain tissue, using by ([3H]-N00437) as radioligand; Not tested1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID176386Estimated dose giving a half-maximal decrease of the DA synthesis rate in the limbic system of rat brain1981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Monophenolic 2-(dipropylamino)indans and related compounds: central dopamine-receptor stimulating activity.
AID61138Effective dose for half-maximal decrease in the accumulation of DOPA in reserpinized rat brain limbic area by sc administration; Inactive1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID446400Agonist activity at human dopamine D2L receptor expressed in CHO cells assessed as stimulation of [35S]GTPgamma binding2010Journal of medicinal chemistry, Feb-11, Volume: 53, Issue:3
Development of (S)-N6-(2-(4-(isoquinolin-1-yl)piperazin-1-yl)ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]-thiazole-2,6-diamine and its analogue as a D3 receptor preferring agonist: potent in vivo activity in Parkinson's disease animal models.
AID1150435Dopaminergic activity in (+)-6-(dipropylamino)-5,6,7,8-tetrahydronaphthalen-1-ol-pretreated dog assessed as induction of emesis administered intramuscularly measured up to 20 hrs1976Journal of medicinal chemistry, Apr, Volume: 19, Issue:4
Synthesis and dopaminergic activity of (+/-)-, (+)-, and (-)-2-dipropylamino-5-hydroxy-1,2,3,4-tetrahydronaphthalene.
AID26626Ionization constant in presence of nitrogen1988Journal of medicinal chemistry, Nov, Volume: 31, Issue:11
Synthesis and pharmacology of trans-4-n-propyl-3,4,4a,10b-tetrahydro-2H,5H-1-benzopyrano[4,3-b ]-1,4-oxazin-7- and -9-ols: the significance of nitrogen pKa values for central dopamine receptor activation.
AID170774Brain Concentration of 5,6-di-OH-DPAT after 25 (umol/kg) sc administration with tropolone pretreatment in rat cerebellum1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID173496In Vivo effect on concentration of DOPAC in rat striatum at 1 umol/kg1988Journal of medicinal chemistry, Nov, Volume: 31, Issue:11
Synthesis and pharmacology of trans-4-n-propyl-3,4,4a,10b-tetrahydro-2H,5H-1-benzopyrano[4,3-b ]-1,4-oxazin-7- and -9-ols: the significance of nitrogen pKa values for central dopamine receptor activation.
AID197169Hypertensive activity (increase in arterial pressure to 60 mmHg)) after i.v. administration to pithed rats.1984Journal of medicinal chemistry, Apr, Volume: 27, Issue:4
Quantitative relationships between alpha-adrenergic activity and binding affinity of alpha-adrenoceptor agonists and antagonists.
AID64604Potency to displace the specific in vitro binding of [3H]DP-5,6-ADTN to rat striatal membrane1988Journal of medicinal chemistry, Nov, Volume: 31, Issue:11
Synthesis and pharmacology of trans-4-n-propyl-3,4,4a,10b-tetrahydro-2H,5H-1-benzopyrano[4,3-b ]-1,4-oxazin-7- and -9-ols: the significance of nitrogen pKa values for central dopamine receptor activation.
AID3678350% inhibition of specific [3H]clonidine binding (0.4 nM) to Alpha-2 adrenergic receptors in rat isolated brain membranes1984Journal of medicinal chemistry, Apr, Volume: 27, Issue:4
Quantitative relationships between alpha-adrenergic activity and binding affinity of alpha-adrenoceptor agonists and antagonists.
AID192618post-synaptic agonistic effects by increase in locomotor activity at the dose of 0.08 umol/kg, sc in reserpinized rat1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID65081Binding affinity against dopamine receptor D2 in rat brain tissue using [3H]spiperone1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID61142Effective dose for half-maximal decrease in the accumulation of DOPA in reserpinized rat brain striatal area by sc administration1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID513738Displacement of [3H]spiperone from rat D2 receptor expressed in HEK293 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
Further delineation of hydrophobic binding sites in dopamine D(2)/D(3) receptors for N-4 substituents on the piperazine ring of the hybrid template 5/7-{[2-(4-aryl-piperazin-1-yl)-ethyl]-propyl-amino}-5,6,7,8-tetrahydro-naphthalen-2-ol.
AID62367Total dose at which the animal vomits1981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Monophenolic 2-(dipropylamino)indans and related compounds: central dopamine-receptor stimulating activity.
AID177121ED50 value was measured as dose required to produce a half-maximal reduction of Dopa accumulation in limbic area of reserpinized rat brain.1982Journal of medicinal chemistry, Aug, Volume: 25, Issue:8
Monophenolic octahydrobenzo[f]quinolines: central dopamine- and serotonin-receptor stimulating activity.
AID174605Evaluation for contralateral turning in 6-hydroxy-dopamine-lesioned rats administered intraperitoneally at the dose 1 mg/kg duration1986Journal of medicinal chemistry, Jun, Volume: 29, Issue:6
Structure-activity relationships of dopaminergic 5-hydroxy-2-aminotetralin derivatives with functionalized N-alkyl substituents.
AID63092In vitro binding affinity is the ability to displace [3H]spiperone from human Dopamine receptor D2 expressed in CHO-K1 cells1995Journal of medicinal chemistry, Aug-04, Volume: 38, Issue:16
Synthesis and dopaminergic activity of pyridine analogs of 5-hydroxy-2-(di-n-propylamino)tetralin.
AID425421Activity at human dopamine D3 receptor expressed in AtT cells assessed as stimulation of [35S]GTPgammaS binding relative to dopamine2009Bioorganic & medicinal chemistry, Jun-01, Volume: 17, Issue:11
Investigation of various N-heterocyclic substituted piperazine versions of 5/7-{[2-(4-aryl-piperazin-1-yl)-ethyl]-propyl-amino}-5,6,7,8-tetrahydro-naphthalen-2-ol: effect on affinity and selectivity for dopamine D3 receptor.
AID177635Effect on 5-HTP accumulation in limbic system of rat; Inactive1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID177872Inhibition of 5-Hydroxy tryptamine accumulation in limbic part of rat brain after subcutaneous administration; I= Inactive1981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
8-Hydroxy-2-(di-n-propylamino)tetralin, a new centrally acting 5-hydroxytryptamine receptor agonist.
AID170917Brain Concentration at 25 (umol/kg, sc) with tropolone pretreatment in rat cerebellum1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID177874Inhibition of 5-Hydroxy tryptamine accumulation in striatum part of rat brain after subcutaneous administration; I= Inactive1981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
8-Hydroxy-2-(di-n-propylamino)tetralin, a new centrally acting 5-hydroxytryptamine receptor agonist.
AID62016Potency was evaluated for the activity against Dopamine receptor D2 of cat cardioaccelerator nerve preparation; Active1986Journal of medicinal chemistry, Dec, Volume: 29, Issue:12
p-Dimethoxy-substituted trans-octahydrobenzo[f]- and -[g]quinolines: synthesis and assessment of dopaminergic agonist effects.
AID230026Ratio of Km to that Vmax in crude rat liver microsomes was determined1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID177646Effect on dopamine accumulation in striatum of rat.1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID1630275Displacement of [3H]spiperone from rat D2L dopamine receptor expressed in HEK293 cell membranes after 1 hr
AID1384577Binding affinity to 5-HT7 receptor (unknown origin)2018Journal of medicinal chemistry, 10-11, Volume: 61, Issue:19
Structure-Activity Relationships and Therapeutic Potentials of 5-HT
AID446397Displacement of [3H]spiperone from human dopamine D3 receptor expressed in HEK293 cells2010Journal of medicinal chemistry, Feb-11, Volume: 53, Issue:3
Development of (S)-N6-(2-(4-(isoquinolin-1-yl)piperazin-1-yl)ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]-thiazole-2,6-diamine and its analogue as a D3 receptor preferring agonist: potent in vivo activity in Parkinson's disease animal models.
AID3605Effective dose for half-maximal decrease in the accumulation of 5-hydroxytryptophan (5-HTP) in reserpinized rat brain striatal area by po administration; Inactive1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID446402Agonist activity at human dopamine D3 receptor expressed in mouse AtT-20 cells assessed as stimulation of [35S]GTPgamma binding2010Journal of medicinal chemistry, Feb-11, Volume: 53, Issue:3
Development of (S)-N6-(2-(4-(isoquinolin-1-yl)piperazin-1-yl)ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]-thiazole-2,6-diamine and its analogue as a D3 receptor preferring agonist: potent in vivo activity in Parkinson's disease animal models.
AID1150436Dopaminergic activity in (+)-6-(dipropylamino)-5,6,7,8-tetrahydronaphthalen-1-ol-pretreated sc dosed Sprague-Dawley rat assessed as induction of stereotyped behavior administered for 30 to 50 mins1976Journal of medicinal chemistry, Apr, Volume: 19, Issue:4
Synthesis and dopaminergic activity of (+/-)-, (+)-, and (-)-2-dipropylamino-5-hydroxy-1,2,3,4-tetrahydronaphthalene.
AID61003Effective dose for half-maximal decrease in the accumulation of DOPA in reserpinized rat brain hemispheral area by po administration1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID446399Selectivity index, ratio of Ki for human dopamine D2L receptor to Ki for human dopamine D3 receptor2010Journal of medicinal chemistry, Feb-11, Volume: 53, Issue:3
Development of (S)-N6-(2-(4-(isoquinolin-1-yl)piperazin-1-yl)ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]-thiazole-2,6-diamine and its analogue as a D3 receptor preferring agonist: potent in vivo activity in Parkinson's disease animal models.
AID170779Brain Concentration of 5,6-di-OH-DPAT after 25 (umol/kg) sc administration without tropolone pretreatment in rat striatum1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID177127ED50 value was measured as dose required to produce a half-maximal reduction of Dopa accumulation in the striatum of reserpinized rat brain.1982Journal of medicinal chemistry, Aug, Volume: 25, Issue:8
Monophenolic octahydrobenzo[f]quinolines: central dopamine- and serotonin-receptor stimulating activity.
AID425417Selectivity ratio of Ki for rat dopamine D2L receptor to Ki rat dopamine D3 receptor2009Bioorganic & medicinal chemistry, Jun-01, Volume: 17, Issue:11
Investigation of various N-heterocyclic substituted piperazine versions of 5/7-{[2-(4-aryl-piperazin-1-yl)-ethyl]-propyl-amino}-5,6,7,8-tetrahydro-naphthalen-2-ol: effect on affinity and selectivity for dopamine D3 receptor.
AID191872Apparent kinetic constant(Vmax) for the aromatic hydroxylation on crude rat liver microsomes at 1 mg of protein1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID1630276Displacement of [3H]spiperone from rat D3 dopamine receptor expressed in HEK293 cell membranes after 1 hr
AID425418Activity at human dopamine D2L receptor expressed in CHO cells assessed as stimulation of [35S]GTPgammaS binding2009Bioorganic & medicinal chemistry, Jun-01, Volume: 17, Issue:11
Investigation of various N-heterocyclic substituted piperazine versions of 5/7-{[2-(4-aryl-piperazin-1-yl)-ethyl]-propyl-amino}-5,6,7,8-tetrahydro-naphthalen-2-ol: effect on affinity and selectivity for dopamine D3 receptor.
AID170921Brain Concentration at 25 (umol/kg, sc) without tropolone pretreatment in rat cortex1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID513739Displacement of [3H]spiperone from rat D3 receptor expressed in HEK293 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
Further delineation of hydrophobic binding sites in dopamine D(2)/D(3) receptors for N-4 substituents on the piperazine ring of the hybrid template 5/7-{[2-(4-aryl-piperazin-1-yl)-ethyl]-propyl-amino}-5,6,7,8-tetrahydro-naphthalen-2-ol.
AID63091In vitro binding affinity is the ability to displace [3H]N-0437 from human Dopamine receptor D2 expressed in CHO-K1 cells1995Journal of medicinal chemistry, Aug-04, Volume: 38, Issue:16
Synthesis and dopaminergic activity of pyridine analogs of 5-hydroxy-2-(di-n-propylamino)tetralin.
AID177896Inhibition of dopamine accumulation in limbic part of rat brain after subcutaneous administration1981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
8-Hydroxy-2-(di-n-propylamino)tetralin, a new centrally acting 5-hydroxytryptamine receptor agonist.
AID461561Selectivity ratio of Ki for dopamine D2L receptor to Ki for dopamine D3 receptor2010Journal of medicinal chemistry, Mar-11, Volume: 53, Issue:5
Discovery of 4-(4-(2-((5-Hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)(propyl)amino)ethyl)piperazin-1-yl)quinolin-8-ol and its analogues as highly potent dopamine D2/D3 agonists and as iron chelator: in vivo activity indicates potential application in sympto
AID36715Binding affinity against alpha-1 adrenergic receptor is the ability to inhibit the specific [3H]prazosin binding (0.4 nM) to rat isolated brain membranes by 50% was reported.1984Journal of medicinal chemistry, Apr, Volume: 27, Issue:4
Quantitative relationships between alpha-adrenergic activity and binding affinity of alpha-adrenoceptor agonists and antagonists.
AID191323Evaluation for contralateral turning in 6-hydroxy-dopamine-lesioned rats administered intraperitoneally at the dose 1 mg/kg total turnings1986Journal of medicinal chemistry, Jun, Volume: 29, Issue:6
Structure-activity relationships of dopaminergic 5-hydroxy-2-aminotetralin derivatives with functionalized N-alkyl substituents.
AID177497Effect on 5-HTP accumulation in hemispheres of rat; Inactive1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID170919Brain Concentration at 25 (umol/kg, sc) with tropolone pretreatment in rat striatum1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID170922Brain Concentration at 25 (umol/kg, sc) without tropolone pretreatment in rat striatum1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID446398Displacement of [3H]spiperone from human dopamine D2L receptor expressed in HEK293 cells2010Journal of medicinal chemistry, Feb-11, Volume: 53, Issue:3
Development of (S)-N6-(2-(4-(isoquinolin-1-yl)piperazin-1-yl)ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]-thiazole-2,6-diamine and its analogue as a D3 receptor preferring agonist: potent in vivo activity in Parkinson's disease animal models.
AID170424Motor activity in reserpinized rats at the biochemical ED100 dose level expressed as accumulation counts per 60 min1981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Monophenolic 2-(dipropylamino)indans and related compounds: central dopamine-receptor stimulating activity.
AID1630286Induction of recombinant alphaSN (unknown origin) fibrillation at 120 uM after 6 days by ThT fluorescence assay
AID62310Dopamine receptor binding affinity by displacing the radioligand [3H]-dopamine from dopamine receptor.1986Journal of medicinal chemistry, Jun, Volume: 29, Issue:6
Structure-activity relationships of dopaminergic 5-hydroxy-2-aminotetralin derivatives with functionalized N-alkyl substituents.
AID173709Percent reversal of the increase on DOPA levels in the striatum of GBL-treated rats administered ip with 10 mg/kg of compound.1995Journal of medicinal chemistry, Aug-04, Volume: 38, Issue:16
Synthesis and dopaminergic activity of pyridine analogs of 5-hydroxy-2-(di-n-propylamino)tetralin.
AID177643Effect on dopamine accumulation in hemispheres of rat; Inactive1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID173610Estimated dose giving an approximately maximal decrease of the DA synthesis rate1981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Monophenolic 2-(dipropylamino)indans and related compounds: central dopamine-receptor stimulating activity.
AID176388Estimated dose giving a half-maximal decrease of the DA synthesis rate in the striatum of rat brain1981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Monophenolic 2-(dipropylamino)indans and related compounds: central dopamine-receptor stimulating activity.
AID130900Inhibition of locomotor activity(LMA) in mouse after ip administration of the compound.1995Journal of medicinal chemistry, Aug-04, Volume: 38, Issue:16
Synthesis and dopaminergic activity of pyridine analogs of 5-hydroxy-2-(di-n-propylamino)tetralin.
AID3600Effective dose for half-maximal decrease in the accumulation of 5-hydroxytryptophan (5-HTP) in reserpinized rat brain limbic area by po administration; Inactive1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Orally active central dopamine and serotonin receptor ligands: 5-, 6-, 7-, and 8-[[trifluoromethyl)sulfonyl]oxy]-2-(di-n-propylamino)tetralins and the formation of active metabolites in vivo.
AID177870Inhibition of 5-Hydroxy tryptamine accumulation in hemispheres of rat brain after subcutaneous administration; I= Inactive1981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
8-Hydroxy-2-(di-n-propylamino)tetralin, a new centrally acting 5-hydroxytryptamine receptor agonist.
AID173499In Vivo effect on concentration of HVA in rat striatum at 1 umol/kg1988Journal of medicinal chemistry, Nov, Volume: 31, Issue:11
Synthesis and pharmacology of trans-4-n-propyl-3,4,4a,10b-tetrahydro-2H,5H-1-benzopyrano[4,3-b ]-1,4-oxazin-7- and -9-ols: the significance of nitrogen pKa values for central dopamine receptor activation.
AID446404Selectivity index, ratio of EC50 for human dopamine D2L receptor to EC50 for human dopamine D3 receptor by [35S]GTPgamma binding assay2010Journal of medicinal chemistry, Feb-11, Volume: 53, Issue:3
Development of (S)-N6-(2-(4-(isoquinolin-1-yl)piperazin-1-yl)ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]-thiazole-2,6-diamine and its analogue as a D3 receptor preferring agonist: potent in vivo activity in Parkinson's disease animal models.
AID170778Brain Concentration of 5,6-di-OH-DPAT after 25 (umol/kg) sc administration without tropolone pretreatment in rat cortex1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Occurrence and pharmacological significance of metabolic ortho-hydroxylation of 5- and 8-hydroxy-2-(di-n-propylamino)tetralin.
AID181024Percent reduction of hemispheres in cortex was measured in the brain of reserpinized rats; I is Inactive, no significant effect at doses approximately 40 times the ED50 for Dopa accumulation1982Journal of medicinal chemistry, Aug, Volume: 25, Issue:8
Monophenolic octahydrobenzo[f]quinolines: central dopamine- and serotonin-receptor stimulating activity.
AID425422Selectivity ratio of EC50 for human dopamine D2L receptor to EC50 human dopamine D3 receptor by [35S]GTPgammaS binding assay2009Bioorganic & medicinal chemistry, Jun-01, Volume: 17, Issue:11
Investigation of various N-heterocyclic substituted piperazine versions of 5/7-{[2-(4-aryl-piperazin-1-yl)-ethyl]-propyl-amino}-5,6,7,8-tetrahydro-naphthalen-2-ol: effect on affinity and selectivity for dopamine D3 receptor.
AID1630277Selectivity ratio of Ki for rat D2L dopamine receptor expressed in HEK293 cells to Ki for rat D3 dopamine receptor expressed in HEK293 cells
AID1346302Mouse 5-HT1B receptor (5-Hydroxytryptamine receptors)1992Proceedings of the National Academy of Sciences of the United States of America, Apr-01, Volume: 89, Issue:7
Mouse 5HT1B serotonin receptor: cloning, functional expression, and localization in motor control centers.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (41)

TimeframeStudies, This Drug (%)All Drugs %
pre-199011 (26.83)18.7374
1990's13 (31.71)18.2507
2000's8 (19.51)29.6817
2010's9 (21.95)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: 10.56

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 Index10.56 (24.57)
Research Supply Index3.76 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (10.56)

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%
Other42 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]