Page last updated: 2024-11-06

4-phenyl-1,2,3,6-tetrahydropyridine

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

Description

4-phenyl-1,2,3,6-tetrahydropyridine is a heterocyclic compound that has been investigated for its potential therapeutic applications. It has been studied as a precursor to the synthesis of various biologically active compounds, including pharmaceuticals. The compound's structure, with a phenyl ring attached to a tetrahydropyridine ring, lends itself to modifications that can influence its pharmacological properties. For example, derivatives of 4-phenyl-1,2,3,6-tetrahydropyridine have been explored for their potential as anti-inflammatory agents, analgesics, and anti-tumor agents. Researchers are interested in this compound due to its structural versatility, allowing for the development of analogs with diverse biological activities.'
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4-phenyl-1,2,3,6-tetrahydropyridine: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID82553
CHEMBL ID6224
SCHEMBL ID415545
MeSH IDM0121424

Synonyms (32)

Synonym
bdbm50036718
10338-69-9
nsc-54451
pyridine,2,3,6-tetrahydro-4-phenyl-
nsc54451
4-phenyl-1,3,6-tetrahydropyridine
OPREA1_874761 ,
4-phenyl-1,2,3,6-tetrahydro-pyridine
4-phenyl-1,2,3,6-tetrahydropyridine
CHEMBL6224 ,
AKOS005466795
NCGC00246414-01
1,2,3,6-tetrahydro-4-phenylpyridine
STK535809
nsc 54451
pyridine, 1,2,3,6-tetrahydro-4-phenyl-
FT-0619379
1,2,3,6-tetrahydro-4-phenyl-pyridine
SCHEMBL415545
BBL027886
4- phenyl-1,2,3,6-tetrahydropyridine
4-phenyl-1,2,5,6-tetrahydropyridine
4-(phenyl)-1,2,5,6-tetrahydropyridine
DTXSID2065040
mfcd00023118
4-phenyl-1,2,3,6-tetrahydropyridine, aldrichcpr
Z1742056028
AS-35405
CS-0171304
EN300-35076
4-phenyl-1,2,3,6-tetra-hydropyridine
PD182313

Research Excerpts

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
D(2) dopamine receptorBos taurus (cattle)IC50 (µMol)5.00000.00100.79948.0000AID62166
5-hydroxytryptamine receptor 4 Sus scrofa (pig)IC50 (µMol)5.00000.33500.33500.3350AID62166
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (9)

Processvia Protein(s)Taxonomy
amino acid metabolic processDihydropteridine reductaseHomo sapiens (human)
dihydrobiopterin metabolic processDihydropteridine reductaseHomo sapiens (human)
tetrahydrobiopterin biosynthetic processDihydropteridine reductaseHomo sapiens (human)
L-phenylalanine catabolic processDihydropteridine reductaseHomo sapiens (human)
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)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
6,7-dihydropteridine reductase activityDihydropteridine reductaseHomo sapiens (human)
electron transfer activityDihydropteridine reductaseHomo sapiens (human)
NADH bindingDihydropteridine reductaseHomo sapiens (human)
NADPH bindingDihydropteridine reductaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
cytoplasmDihydropteridine reductaseHomo sapiens (human)
cytosolDihydropteridine reductaseHomo sapiens (human)
extracellular exosomeDihydropteridine reductaseHomo sapiens (human)
cytoplasmDihydropteridine reductaseHomo sapiens (human)
Golgi membraneD(2) dopamine receptorBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID401023Activity of human liver MAOB assessed as specific activity at 1 mM
AID56920Inhibitory activity against rat striatal synaptosomes Dihydrodipicolinate reductase (DHPR)1985Journal of medicinal chemistry, Mar, Volume: 28, Issue:3
Synthesis and dihydropteridine reductase inhibitory effects of potential metabolites of the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine.
AID15823Formation of metabolite by rabbit liver microsomal preparation in absence of NADPH, at 2 hours1985Journal of medicinal chemistry, Aug, Volume: 28, Issue:8
Metabolism of the nigrostriatal toxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine by liver homogenate fractions.
AID15825Formation of metabolite by rabbit liver microsomal preparation in presence of N2,at 2 hour1985Journal of medicinal chemistry, Aug, Volume: 28, Issue:8
Metabolism of the nigrostriatal toxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine by liver homogenate fractions.
AID62166Binding affinity against Dopamine receptor D2 in bovine striatal homogenate using 200 pM [3H]- spiperone and 250 nM unlabeled ketanserin1993Journal of medicinal chemistry, Nov-26, Volume: 36, Issue:24
N-(1-arylpropionyl)-4-aryltetrahydropyridines, a new class of high-affinity selective sigma receptor ligands.
AID126530Ratio of Kcat and KM against monoamine oxidase B (MAO-B) from beef liver was calculated1996Journal of medicinal chemistry, Sep-13, Volume: 39, Issue:19
Assessment of structural requirements for the monoamine oxidase-B-catalyzed oxidation of 1,4-disubstituted-1,2,3,6-tetrahydropyridine derivatives related to the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine.
AID15827Formation of metabolite by rabbit liver microsomal preparation in presence of SKF525A,at 2 hour1985Journal of medicinal chemistry, Aug, Volume: 28, Issue:8
Metabolism of the nigrostriatal toxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine by liver homogenate fractions.
AID15824Formation of metabolite by rabbit liver microsomal preparation in presence of Co-O2 (90:10),at 2 hour1985Journal of medicinal chemistry, Aug, Volume: 28, Issue:8
Metabolism of the nigrostriatal toxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine by liver homogenate fractions.
AID229183Binding affinity against sigma receptor in bovine cerebellum using 2.0 nM [3H]haloperidol in the presence of 25 nM unlabeled spiperone1993Journal of medicinal chemistry, Nov-26, Volume: 36, Issue:24
N-(1-arylpropionyl)-4-aryltetrahydropyridines, a new class of high-affinity selective sigma receptor ligands.
AID127348Binding affinity towards monoaminooxidase Relative to MPTP1993Journal of medicinal chemistry, Oct-01, Volume: 36, Issue:20
QSAR's from similarity matrices. Technique validation and application in the comparison of different similarity evaluation methods.
AID401024Inhibition of human liver MAOB at 1 mM relative to MPTP
AID56917Inhibitory activity against human liver Dihydrodipicolinate reductase (DHPR)1985Journal of medicinal chemistry, Mar, Volume: 28, Issue:3
Synthesis and dihydropteridine reductase inhibitory effects of potential metabolites of the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine.
AID15826Formation of metabolite by rabbit liver microsomal preparation in presence of NADPH, at 2 hours1985Journal of medicinal chemistry, Aug, Volume: 28, Issue:8
Metabolism of the nigrostriatal toxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine by liver homogenate fractions.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (25)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (20.00)18.7374
1990's5 (20.00)18.2507
2000's5 (20.00)29.6817
2010's9 (36.00)24.3611
2020's1 (4.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 36.74

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 strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index36.74 (24.57)
Research Supply Index3.30 (2.92)
Research Growth Index4.61 (4.65)
Search Engine Demand Index47.77 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (36.74)

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%
Other26 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]