Page last updated: 2024-12-05

3-(3-cyanophenyl)-n-n-propylpiperidine

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Description

3-(3-cyanophenyl)-N-n-propylpiperidine: a dopamine autoreceptor antagonist; RN given for (+-)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5119
CHEMBL ID107492
SCHEMBL ID872942
MeSH IDM0247737

Synonyms (16)

Synonym
150336-90-6
(-)-3-(1-propyl-piperidin-3-yl)-benzonitrile
bdbm50041960
3-(1-propyl-piperidin-3-yl)-benzonitrile
(+)-3-(1-propyl-piperidin-3-yl)-benzonitrile
benzonitrile, 3-(1-propyl-3-piperidinyl)-, (+-)-
ds121 cpd
L007862
CHEMBL107492 ,
3-(1-propyl-3-piperidinyl)benzonitrile
3-(1-propylpiperidin-3-yl)benzonitrile
ds-121
3-(3-cyanophenyl)-n-n-propylpiperidine
SCHEMBL872942
DTXSID40933909
PD161676
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
D(2) dopamine receptorBos taurus (cattle)Ki1.18300.00000.58366.1000AID62337; AID62338
D(4) dopamine receptorHomo sapiens (human)Ki0.93300.00000.436210.0000AID63849
D(3) dopamine receptorHomo sapiens (human)Ki0.64100.00000.602010.0000AID65135; AID65786
D(2) dopamine receptorRattus norvegicus (Norway rat)Ki3.49240.00000.437510.0000AID65559; AID65560
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (62)

Processvia Protein(s)Taxonomy
synaptic transmission, dopaminergicD(2) dopamine receptorBos taurus (cattle)
negative regulation of prolactin secretionD(2) dopamine receptorBos taurus (cattle)
negative regulation of lactationD(2) dopamine receptorBos taurus (cattle)
positive regulation of mammary gland involutionD(2) dopamine receptorBos taurus (cattle)
hyaloid vascular plexus regressionD(2) dopamine receptorBos taurus (cattle)
positive regulation of MAP kinase activityD(4) dopamine receptorHomo sapiens (human)
behavioral fear responseD(4) dopamine receptorHomo sapiens (human)
synaptic transmission, dopaminergicD(4) dopamine receptorHomo sapiens (human)
response to amphetamineD(4) dopamine receptorHomo sapiens (human)
intracellular calcium ion homeostasisD(4) dopamine receptorHomo sapiens (human)
adenylate cyclase-inhibiting dopamine receptor signaling pathwayD(4) dopamine receptorHomo sapiens (human)
dopamine receptor signaling pathwayD(4) dopamine receptorHomo sapiens (human)
adult locomotory behaviorD(4) dopamine receptorHomo sapiens (human)
positive regulation of sodium:proton antiporter activityD(4) dopamine receptorHomo sapiens (human)
positive regulation of kinase activityD(4) dopamine receptorHomo sapiens (human)
response to histamineD(4) dopamine receptorHomo sapiens (human)
social behaviorD(4) dopamine receptorHomo sapiens (human)
regulation of dopamine metabolic processD(4) dopamine receptorHomo sapiens (human)
dopamine metabolic processD(4) dopamine receptorHomo sapiens (human)
fear responseD(4) dopamine receptorHomo sapiens (human)
regulation of circadian rhythmD(4) dopamine receptorHomo sapiens (human)
positive regulation of MAP kinase activityD(4) dopamine receptorHomo sapiens (human)
behavioral response to cocaineD(4) dopamine receptorHomo sapiens (human)
behavioral response to ethanolD(4) dopamine receptorHomo sapiens (human)
rhythmic processD(4) dopamine receptorHomo sapiens (human)
arachidonic acid secretionD(4) dopamine receptorHomo sapiens (human)
negative regulation of protein secretionD(4) dopamine receptorHomo sapiens (human)
positive regulation of dopamine uptake involved in synaptic transmissionD(4) dopamine receptorHomo sapiens (human)
inhibitory postsynaptic potentialD(4) dopamine receptorHomo sapiens (human)
regulation of postsynaptic neurotransmitter receptor internalizationD(4) dopamine receptorHomo sapiens (human)
negative regulation of voltage-gated calcium channel activityD(4) dopamine receptorHomo sapiens (human)
adenylate cyclase-inhibiting serotonin receptor signaling pathwayD(4) dopamine receptorHomo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerD(4) dopamine receptorHomo sapiens (human)
chemical synaptic transmissionD(4) dopamine receptorHomo 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 (14)

Processvia Protein(s)Taxonomy
dopamine neurotransmitter receptor activity, coupled via Gi/GoD(4) dopamine receptorHomo sapiens (human)
dopamine neurotransmitter receptor activityD(4) dopamine receptorHomo sapiens (human)
protein bindingD(4) dopamine receptorHomo sapiens (human)
potassium channel regulator activityD(4) dopamine receptorHomo sapiens (human)
SH3 domain bindingD(4) dopamine receptorHomo sapiens (human)
dopamine bindingD(4) dopamine receptorHomo sapiens (human)
identical protein bindingD(4) dopamine receptorHomo sapiens (human)
metal ion bindingD(4) dopamine receptorHomo sapiens (human)
epinephrine bindingD(4) dopamine receptorHomo sapiens (human)
norepinephrine bindingD(4) dopamine receptorHomo sapiens (human)
G protein-coupled serotonin receptor activityD(4) dopamine receptorHomo sapiens (human)
neurotransmitter receptor activityD(4) dopamine receptorHomo sapiens (human)
serotonin bindingD(4) dopamine receptorHomo 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 (8)

Processvia Protein(s)Taxonomy
Golgi membraneD(2) dopamine receptorBos taurus (cattle)
centrosomeD(4) dopamine receptorHomo sapiens (human)
plasma membraneD(4) dopamine receptorHomo sapiens (human)
membraneD(4) dopamine receptorHomo sapiens (human)
postsynapseD(4) dopamine receptorHomo sapiens (human)
glutamatergic synapseD(4) dopamine receptorHomo sapiens (human)
plasma membraneD(4) dopamine receptorHomo sapiens (human)
dendriteD(4) dopamine receptorHomo 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 (36)

Assay IDTitleYearJournalArticle
AID168131Evaluated for DOPA accumulation in striatum of reserpine pretreated rat at 100 umol / kg administered intraperitoneally1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168318Evaluated for rat locomotor activity in nonpretreated habituated rats at 100 umol / kg1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID204602Binding affinity for sigma receptor using 2 nM of [3H]DTG as radioligand, in membranes from brain minus cerebellum1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168030Rat locomotor activity in reserpine pretreated rats and accumulated counts / 30 min is calculated1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID63849Binding towards dopamine receptor D4 expressed in CHO-K1 cells using [3H]spiperone 1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168124Evaluated for DOPA accumulation in limbic region of reserpine pretreated rat at 52 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID65559Evaluated for binding towards Dopamine receptor D2 using [3H]N-0437 as radioligand from rat striatal membrane1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168119Evaluated for DOPA accumulation in limbic region of nonpretreated rat at 25 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID13531Area under curve (AUC) is the drug concentrations in blood samples of rats with arterial catheters at 5 min and 12 hr plotted against time1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID65786Binding towards Dopamine receptor D3 expressed in CHO-K1 cells using [3H]spiperone 1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID204607Binding effinity for sigma receptor using 2 nM of [3H]DTG as radioligand, in membranes from brain minus cerebellum1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168000Evaluated for 5-HTP increase in limbic region of nonpretreated rat at 52 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168004Evaluated for DOPA accumulation in limbic region of nonpretreated rat at 200 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID197560Evaluated for rat locomotor activity in nonhabituated rats at 25 umol / kg1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID62337Binding towards Dopamine receptor D2 expressed in CHO-K1 cells using [3H]U-861701993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID167993Evaluated for 5-HTP increase in hemisphere region of nonpretreated rat at 100 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168316Evaluated for rat locomotor activity in nonhabituated rats at 25 umol / kg1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID62338Evaluated for binding towards Dopamine receptor D2 using [3H]-spiperone as radioligand, in cloned mammalian receptors expressed in CHO-K1 cells1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID167997Evaluated for 5-HTP increase in limbic region of nonpretreated rat at 100 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168129Evaluated for DOPA accumulation in striatum of nonpretreated rat at 25 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID65560Binding towards Dopamine receptor D2 using [3H]spiperone from rat striatal membrane1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168128Evaluated for DOPA accumulation in striatum of nonpretreated rat at 200 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168120Evaluated for DOPA accumulation in limbic region of nonpretreated rat at 52 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168125Evaluated for DOPA accumulation in striatum of nonpretreated rat at 100 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168311Evaluated for rat locomotor activity in nonhabituated rats at 100 umol / kg1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168001Evaluated for DOPA accumulation in limbic region of nonpretreated rat at 100 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168130Evaluated for DOPA accumulation in striatum of nonpretreated rat at 52 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID167998Evaluated for 5-HTP increase in limbic region of nonpretreated rat at 200 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168659Evaluated in rat striatum for the effect on DOPAC release and metabolism in brain dialysis model after administration of 50 umol / kg subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID167995Evaluated for 5-HTP increase in hemisphere region of nonpretreated rat at 200 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID65135Compound was measured for its ability to compete with [3H]spiperone binding to the human Dopamine receptor D3 transfected in CHO cells2003Journal of medicinal chemistry, Oct-09, Volume: 46, Issue:21
Molecular modeling of the three-dimensional structure of dopamine 3 (D3) subtype receptor: discovery of novel and potent D3 ligands through a hybrid pharmacophore- and structure-based database searching approach.
AID168314Evaluated for rat locomotor activity in nonhabituated rats at 200 umol / kg administered subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168655Evaluated in rat accumbens for the effect on DOPAC release and metabolism in brain dialysis model after administration of 50 umol / kg subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168660Evaluated in rat striatum for the effect on dopamine release and metabolism in brain dialysis model after administration of 50 umol / kg subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168656Evaluated in rat accumbens for the effect on dopamine release and metabolism in brain dialysis model after administration of 50 umol / kg subcutaneously1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
AID168320Evaluated for rat locomotor activity in nonpretreated habituated rats at 25 umol / kg1993Journal of medicinal chemistry, Oct-15, Volume: 36, Issue:21
Substituted 3-phenylpiperidines: new centrally acting dopamine autoreceptor antagonists.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's6 (75.00)18.2507
2000's2 (25.00)29.6817
2010's0 (0.00)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: 11.97

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 Index11.97 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.17 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.97)

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%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]