Page last updated: 2024-11-11

tracizoline

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

Description

tracizoline: RN given for (R-(R*,R*))-2,3-dihydroxybutanedionate (1:1); ligand for imidazoline receptor; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6455104
CHEMBL ID275970
SCHEMBL ID6825081
MeSH IDM0280455

Synonyms (13)

Synonym
tracizoline
2-((e)-styryl)-4,5-dihydro-1h-imidazole
bdbm50138500
2-styryl-4,5-dihydro-1h-imidazole
2-[(e)-2-phenylethenyl]-4,5-dihydro-1h-imidazole
CHEMBL275970 ,
niosh/nj4480000
NJ44800000 ,
2-imidazoline, 2-styryl-
2-(2-phenylethenyl)-2-imidazoline
2-styryl-imidazolin
2-styryl-imidazolin [german]
SCHEMBL6825081
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (9)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Alpha-2B adrenergic receptorRattus norvegicus (Norway rat)Ki12.44730.00000.929610.0000AID35623; AID35631; AID37100
Amine oxidase [flavin-containing] BRattus norvegicus (Norway rat)Ki0.00190.00081.09276.0000AID270422
Amine oxidase [flavin-containing] A Rattus norvegicus (Norway rat)Ki0.00190.00190.55334.8000AID270422
Amine oxidase [flavin-containing] AHomo sapiens (human)Ki0.00190.00192.379710.0000AID223249; AID223251
Alpha-2C adrenergic receptorRattus norvegicus (Norway rat)Ki12.44730.00000.970810.0000AID35623; AID35631; AID37100
Alpha-2A adrenergic receptorRattus norvegicus (Norway rat)Ki12.44730.00000.937510.0000AID35623; AID35631; AID37100
Amine oxidase [flavin-containing] BHomo sapiens (human)Ki0.00190.00061.777110.0000AID223249; AID223251
NischarinRattus norvegicus (Norway rat)Ki0.01910.00080.13881.2589AID1306517; AID1317095
NischarinHomo sapiens (human)Ki0.96250.00420.21923.8019AID223234; AID223235; AID223237; AID223238
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (20)

Processvia Protein(s)Taxonomy
biogenic amine metabolic processAmine oxidase [flavin-containing] AHomo sapiens (human)
positive regulation of signal transductionAmine oxidase [flavin-containing] AHomo sapiens (human)
dopamine catabolic processAmine oxidase [flavin-containing] AHomo sapiens (human)
response to xenobiotic stimulusAmine oxidase [flavin-containing] BHomo sapiens (human)
response to toxic substanceAmine oxidase [flavin-containing] BHomo sapiens (human)
response to aluminum ionAmine oxidase [flavin-containing] BHomo sapiens (human)
response to selenium ionAmine oxidase [flavin-containing] BHomo sapiens (human)
negative regulation of serotonin secretionAmine oxidase [flavin-containing] BHomo sapiens (human)
phenylethylamine catabolic processAmine oxidase [flavin-containing] BHomo sapiens (human)
substantia nigra developmentAmine oxidase [flavin-containing] BHomo sapiens (human)
response to lipopolysaccharideAmine oxidase [flavin-containing] BHomo sapiens (human)
dopamine catabolic processAmine oxidase [flavin-containing] BHomo sapiens (human)
response to ethanolAmine oxidase [flavin-containing] BHomo sapiens (human)
positive regulation of dopamine metabolic processAmine oxidase [flavin-containing] BHomo sapiens (human)
hydrogen peroxide biosynthetic processAmine oxidase [flavin-containing] BHomo sapiens (human)
response to corticosteroneAmine oxidase [flavin-containing] BHomo sapiens (human)
apoptotic processNischarinHomo sapiens (human)
Rac protein signal transductionNischarinHomo sapiens (human)
actin cytoskeleton organizationNischarinHomo sapiens (human)
negative regulation of cell migrationNischarinHomo sapiens (human)
outer dynein arm assemblyNischarinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (11)

Processvia Protein(s)Taxonomy
protein bindingAmine oxidase [flavin-containing] AHomo sapiens (human)
primary amine oxidase activityAmine oxidase [flavin-containing] AHomo sapiens (human)
aliphatic amine oxidase activityAmine oxidase [flavin-containing] AHomo sapiens (human)
monoamine oxidase activityAmine oxidase [flavin-containing] AHomo sapiens (human)
flavin adenine dinucleotide bindingAmine oxidase [flavin-containing] AHomo sapiens (human)
protein bindingAmine oxidase [flavin-containing] BHomo sapiens (human)
primary amine oxidase activityAmine oxidase [flavin-containing] BHomo sapiens (human)
electron transfer activityAmine oxidase [flavin-containing] BHomo sapiens (human)
identical protein bindingAmine oxidase [flavin-containing] BHomo sapiens (human)
aliphatic amine oxidase activityAmine oxidase [flavin-containing] BHomo sapiens (human)
monoamine oxidase activityAmine oxidase [flavin-containing] BHomo sapiens (human)
flavin adenine dinucleotide bindingAmine oxidase [flavin-containing] BHomo sapiens (human)
integrin bindingNischarinHomo sapiens (human)
protein bindingNischarinHomo sapiens (human)
phosphatidylinositol bindingNischarinHomo sapiens (human)
identical protein bindingNischarinHomo sapiens (human)
dynein heavy chain bindingNischarinHomo sapiens (human)
alpha-tubulin bindingNischarinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (15)

Processvia Protein(s)Taxonomy
mitochondrionAmine oxidase [flavin-containing] AHomo sapiens (human)
mitochondrial outer membraneAmine oxidase [flavin-containing] AHomo sapiens (human)
cytosolAmine oxidase [flavin-containing] AHomo sapiens (human)
mitochondrionAmine oxidase [flavin-containing] AHomo sapiens (human)
mitochondrionAmine oxidase [flavin-containing] BHomo sapiens (human)
mitochondrial envelopeAmine oxidase [flavin-containing] BHomo sapiens (human)
mitochondrial outer membraneAmine oxidase [flavin-containing] BHomo sapiens (human)
dendriteAmine oxidase [flavin-containing] BHomo sapiens (human)
neuronal cell bodyAmine oxidase [flavin-containing] BHomo sapiens (human)
mitochondrionAmine oxidase [flavin-containing] BHomo sapiens (human)
nucleoplasmNischarinHomo sapiens (human)
early endosomeNischarinHomo sapiens (human)
cytosolNischarinHomo sapiens (human)
plasma membraneNischarinHomo sapiens (human)
microtubule cytoskeletonNischarinHomo sapiens (human)
membraneNischarinHomo sapiens (human)
intracellular membrane-bounded organelleNischarinHomo sapiens (human)
intercellular bridgeNischarinHomo sapiens (human)
recycling endosomeNischarinHomo sapiens (human)
cytoplasmNischarinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (30)

Assay IDTitleYearJournalArticle
AID1317096Displacement of [3H]-clonidine from alpha2-AR in rat brain cortical membranes after 45 mins by liquid scintillation counting
AID1561261Displacement of [3H]2-BFI from I2IR in human brain frontal cortex assessed as binding affinity at high affinity site incubated for 45 mins by liquid scintillation spectrometry2020Journal of medicinal chemistry, 04-09, Volume: 63, Issue:7
Bicyclic α-Iminophosphonates as High Affinity Imidazoline I
AID91716Relative binding to I2 and I1 imidazoline receptors (ratio of pKi)1999Journal of medicinal chemistry, Jul-29, Volume: 42, Issue:15
2-(2-Phenylcyclopropyl)imidazolines: reversed enantioselective interaction at I(1) and I(2) imidazoline receptors.
AID223237Binding affinity for rat imidazoline receptor I-1 from crude P2 membranes2004Bioorganic & medicinal chemistry letters, Jan-19, Volume: 14, Issue:2
Binding of an imidazopyridoindole at imidazoline I2 receptors.
AID223238Displacement of [125I]p-iodoclonidine from imidazoline receptor I-1 in rat pheochromocytoma cells2003Journal of medicinal chemistry, May-22, Volume: 46, Issue:11
Imidazoline binding sites (IBS) profile modulation: key role of the bridge in determining I1-IBS or I2-IBS selectivity within a series of 2-phenoxymethylimidazoline analogues.
AID270416Inhibition of MAO in rat liver assessed as inhibition of [14C]tyramine oxidation at 0.1 uM2006Journal of medicinal chemistry, Sep-07, Volume: 49, Issue:18
3-[5-(4,5-dihydro-1H-imidazol-2-yl)-furan-2-yl]phenylamine (Amifuraline), a promising reversible and selective peripheral MAO-A inhibitor.
AID1561310Selectivity ratio of Ki for alpha2-AR high binding site in human brain frontal cortex to Ki for I2IR high binding site in human brain frontal cortex2020Journal of medicinal chemistry, 04-09, Volume: 63, Issue:7
Bicyclic α-Iminophosphonates as High Affinity Imidazoline I
AID1561258Displacement of [3H]RX821002 from alpha2-AR in human brain frontal cortex incubated for 30 mins by liquid scintillation spectrometry2020Journal of medicinal chemistry, 04-09, Volume: 63, Issue:7
Bicyclic α-Iminophosphonates as High Affinity Imidazoline I
AID1317095Displacement of [125I]-p-iodoclonidine from I1 receptor imidazoline binding site in rat PC12 cell membranes after 30 mins by gamma counting method
AID230911Relative binding to imidazoline I1 and imidazoline I2 binding sites (ratio of pKi)2003Journal of medicinal chemistry, May-22, Volume: 46, Issue:11
Imidazoline binding sites (IBS) profile modulation: key role of the bridge in determining I1-IBS or I2-IBS selectivity within a series of 2-phenoxymethylimidazoline analogues.
AID220599Compound was evaluated for hypotensive activity;no data2003Journal of medicinal chemistry, May-08, Volume: 46, Issue:10
Synthesis and biological evaluation of new 2-(4,5-dihydro-1H-imidazol-2-yl)-3,4-dihydro-2H-1,4-benzoxazine derivatives.
AID91715Binding affinity for imidazoline receptor I-2 in rabbit kidney homogenate (relative to [3H]-Idazoxan radioligand)2000Journal of medicinal chemistry, Mar-23, Volume: 43, Issue:6
3D-QSAR CoMFA study on imidazolinergic I(2) ligands: a significant model through a combined exploration of structural diversity and methodology.
AID91717Relative binding to I2 imidazoline and alpha-2 adrenergic receptors (ratio of pKi)1999Journal of medicinal chemistry, Jul-29, Volume: 42, Issue:15
2-(2-Phenylcyclopropyl)imidazolines: reversed enantioselective interaction at I(1) and I(2) imidazoline receptors.
AID230912Relative binding to imidazoline I2 and alpha-2 adrenergic receptors (ratio of pKi)2003Journal of medicinal chemistry, May-22, Volume: 46, Issue:11
Imidazoline binding sites (IBS) profile modulation: key role of the bridge in determining I1-IBS or I2-IBS selectivity within a series of 2-phenoxymethylimidazoline analogues.
AID270422Binding affinity to I2-IBS, imidazoline binding site of MAO2006Journal of medicinal chemistry, Sep-07, Volume: 49, Issue:18
3-[5-(4,5-dihydro-1H-imidazol-2-yl)-furan-2-yl]phenylamine (Amifuraline), a promising reversible and selective peripheral MAO-A inhibitor.
AID223235Displacement of [125I]p-iodoclonidine from imidazoline receptor I-1 of PC12 cell membranes1999Journal of medicinal chemistry, Jul-29, Volume: 42, Issue:15
2-(2-Phenylcyclopropyl)imidazolines: reversed enantioselective interaction at I(1) and I(2) imidazoline receptors.
AID1561262Displacement of [3H]2-BFI from I2IR in human brain frontal cortex assessed as binding affinity at low affinity site incubated for 45 mins by liquid scintillation spectrometry2020Journal of medicinal chemistry, 04-09, Volume: 63, Issue:7
Bicyclic α-Iminophosphonates as High Affinity Imidazoline I
AID230913Relative binding to imidazoline I2 and imidazoline I1 binding sites (ratio of pKi)2003Journal of medicinal chemistry, May-22, Volume: 46, Issue:11
Imidazoline binding sites (IBS) profile modulation: key role of the bridge in determining I1-IBS or I2-IBS selectivity within a series of 2-phenoxymethylimidazoline analogues.
AID37100Binding affinity for rat alpha-2 adrenergic receptor from crude P2 membranes2004Bioorganic & medicinal chemistry letters, Jan-19, Volume: 14, Issue:2
Binding of an imidazopyridoindole at imidazoline I2 receptors.
AID223251Displacement of [3H]idazoxan from imidazoline receptor I-2 of rabbit kidney membranes1999Journal of medicinal chemistry, Jul-29, Volume: 42, Issue:15
2-(2-Phenylcyclopropyl)imidazolines: reversed enantioselective interaction at I(1) and I(2) imidazoline receptors.
AID1317094Displacement of [3H]idazoxan from I2 receptor imidazoline binding site in rabbit kidney membranes after 45 mins by gamma counting method
AID223249Displacement of [3H]idazoxan from imidazoline receptor I-2 of rabbit kidney membranes2003Journal of medicinal chemistry, May-22, Volume: 46, Issue:11
Imidazoline binding sites (IBS) profile modulation: key role of the bridge in determining I1-IBS or I2-IBS selectivity within a series of 2-phenoxymethylimidazoline analogues.
AID35623Displacement of [3H]clonidine from rat cortex membrane Alpha-2 adrenergic receptors2003Journal of medicinal chemistry, May-22, Volume: 46, Issue:11
Imidazoline binding sites (IBS) profile modulation: key role of the bridge in determining I1-IBS or I2-IBS selectivity within a series of 2-phenoxymethylimidazoline analogues.
AID1561263Displacement of [3H]2-BFI from I2IR in human brain frontal cortex assessed as binding affinity at high affinity site incubated for 45 mins by liquid scintillation spectrometry relative to control2020Journal of medicinal chemistry, 04-09, Volume: 63, Issue:7
Bicyclic α-Iminophosphonates as High Affinity Imidazoline I
AID223234Displacement of [125I]p-iodoclonidine from imidazoline receptor I-1 of PC12 cell membranes1999Journal of medicinal chemistry, Jul-29, Volume: 42, Issue:15
2-(2-Phenylcyclopropyl)imidazolines: reversed enantioselective interaction at I(1) and I(2) imidazoline receptors.
AID270417Inhibition of MAO in rat liver assessed as inhibition of [14C]tyramine oxidation at 10 uM2006Journal of medicinal chemistry, Sep-07, Volume: 49, Issue:18
3-[5-(4,5-dihydro-1H-imidazol-2-yl)-furan-2-yl]phenylamine (Amifuraline), a promising reversible and selective peripheral MAO-A inhibitor.
AID223256Binding affinity for rat imidazoline I2 receptor from crude P2 membranes2004Bioorganic & medicinal chemistry letters, Jan-19, Volume: 14, Issue:2
Binding of an imidazopyridoindole at imidazoline I2 receptors.
AID230910Relative binding to imidazoline I1 and alpha-2 adrenergic receptors (ratio of pKi)2003Journal of medicinal chemistry, May-22, Volume: 46, Issue:11
Imidazoline binding sites (IBS) profile modulation: key role of the bridge in determining I1-IBS or I2-IBS selectivity within a series of 2-phenoxymethylimidazoline analogues.
AID1306517Displacement of [125I]PIC from Imidazoline-1 receptor in rat PC12 cell membrane by gamma counting method2016Bioorganic & medicinal chemistry, 07-15, Volume: 24, Issue:14
A combined ligand- and structure-based approach for the identification of rilmenidine-derived compounds which synergize the antitumor effects of doxorubicin.
AID35631Displacement of [3H]-clonidine from Alpha-2 adrenergic receptor of rat cortex membranes1999Journal of medicinal chemistry, Jul-29, Volume: 42, Issue:15
2-(2-Phenylcyclopropyl)imidazolines: reversed enantioselective interaction at I(1) and I(2) imidazoline receptors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (26.67)18.2507
2000's7 (46.67)29.6817
2010's3 (20.00)24.3611
2020's1 (6.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other15 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]