Page last updated: 2024-11-11

impentamine

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

Description

impentamine: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9793868
CHEMBL ID417096
SCHEMBL ID7860359
SCHEMBL ID9221066
MeSH IDM0302173

Synonyms (24)

Synonym
5-(3h-imidazol-4-yl)pentan-1-amine
gtpl1252
5-(1h-imidazol-5-yl)pentan-1-amine
bdbm22908
4( 5)-( 5-aminopenty1)-lh-imidazole
impentamine
PDSP2_000926 ,
PDSP1_000940 ,
NCGC00159532-01
L012123
CHEMBL417096
34973-91-6
SCHEMBL7860359
SCHEMBL9221066
DTXSID70430734
1h-imidazole-4-pentanamine
bdbm50474426
Q6006255
5-(1h-imidazol-4-yl)-pentylamine
BRD-K20049318-303-01-3
88jsl4tq76 ,
4-(5-aminopentyl)imidazole
unii-88jsl4tq76
vuf-4702

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" The dose-response function was extremely steep, however, since other doses showed either no effect or behavioral toxicity."( Antinociceptive activity of impentamine, a histamine congener, after CNS administration.
Hough, LB; Leurs, R; Menge, WM; Nalwalk, JW; Timmerman, H, 1999
)
0.6
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (6)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Putative fructose-1,6-bisphosphate aldolaseGiardia intestinalisPotency25.05940.140911.194039.8107AID2451
huntingtin isoform 2Homo sapiens (human)Potency0.00000.000618.41981,122.0200AID2673
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Histamine H2 receptorHomo sapiens (human)Ki251.18900.00062.197310.0000AID88468
Histamine H1 receptorCavia porcellus (domestic guinea pig)Ki125.89300.00261.783210.0000AID87062
Histamine H4 receptorHomo sapiens (human)Ki672,882,491,392.18840.00060.478710.0000AID1798265; AID262566; AID548981; AID90039
Histamine H3 receptorHomo sapiens (human)Ki0.00500.00010.33998.5110AID1798266; AID262564; AID548987; AID86619
[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)
Histamine H4 receptorHomo sapiens (human)EC50 (µMol)10.00000.00740.601610.0000AID90035
Histamine H3 receptorHomo sapiens (human)EC50 (µMol)0.00380.00000.09473.1623AID262565; AID548991; AID86478
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (12)

Processvia Protein(s)Taxonomy
gastric acid secretionHistamine H2 receptorHomo sapiens (human)
immune responseHistamine H2 receptorHomo sapiens (human)
positive regulation of vasoconstrictionHistamine H2 receptorHomo sapiens (human)
G protein-coupled serotonin receptor signaling pathwayHistamine H2 receptorHomo sapiens (human)
chemical synaptic transmissionHistamine H2 receptorHomo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerHistamine H2 receptorHomo sapiens (human)
inflammatory responseHistamine H4 receptorHomo sapiens (human)
positive regulation of cytosolic calcium ion concentrationHistamine H4 receptorHomo sapiens (human)
biological_processHistamine H4 receptorHomo sapiens (human)
regulation of MAPK cascadeHistamine H4 receptorHomo sapiens (human)
G protein-coupled serotonin receptor signaling pathwayHistamine H4 receptorHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled acetylcholine receptor signaling pathwayHistamine H4 receptorHomo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerHistamine H4 receptorHomo sapiens (human)
chemical synaptic transmissionHistamine H4 receptorHomo sapiens (human)
neurotransmitter secretionHistamine H3 receptorHomo sapiens (human)
G protein-coupled serotonin receptor signaling pathwayHistamine H3 receptorHomo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerHistamine H3 receptorHomo sapiens (human)
chemical synaptic transmissionHistamine H3 receptorHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled acetylcholine receptor signaling pathwayHistamine H3 receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
histamine receptor activityHistamine H2 receptorHomo sapiens (human)
G protein-coupled serotonin receptor activityHistamine H2 receptorHomo sapiens (human)
neurotransmitter receptor activityHistamine H2 receptorHomo sapiens (human)
histamine receptor activityHistamine H4 receptorHomo sapiens (human)
G protein-coupled serotonin receptor activityHistamine H4 receptorHomo sapiens (human)
G protein-coupled acetylcholine receptor activityHistamine H4 receptorHomo sapiens (human)
histamine receptor activityHistamine H3 receptorHomo sapiens (human)
G protein-coupled acetylcholine receptor activityHistamine H3 receptorHomo sapiens (human)
G protein-coupled serotonin receptor activityHistamine H3 receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
plasma membraneHistamine H2 receptorHomo sapiens (human)
synapseHistamine H2 receptorHomo sapiens (human)
plasma membraneHistamine H2 receptorHomo sapiens (human)
dendriteHistamine H2 receptorHomo sapiens (human)
plasma membraneHistamine H4 receptorHomo sapiens (human)
plasma membraneHistamine H4 receptorHomo sapiens (human)
dendriteHistamine H4 receptorHomo sapiens (human)
synapseHistamine H4 receptorHomo sapiens (human)
plasma membraneHistamine H3 receptorHomo sapiens (human)
presynapseHistamine H3 receptorHomo sapiens (human)
plasma membraneHistamine H3 receptorHomo sapiens (human)
synapseHistamine H3 receptorHomo sapiens (human)
dendriteHistamine H3 receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (30)

Assay IDTitleYearJournalArticle
AID1346107Human H3 receptor (Histamine receptors)2003Journal of medicinal chemistry, Dec-04, Volume: 46, Issue:25
Synthesis and structure-activity relationships of conformationally constrained histamine H(3) receptor agonists.
AID1346107Human H3 receptor (Histamine receptors)2001The Journal of pharmacology and experimental therapeutics, Dec, Volume: 299, Issue:3
Constitutive activity of histamine h(3) receptors stably expressed in SK-N-MC cells: display of agonism and inverse agonism by H(3) antagonists.
AID1346017Rat H3 receptor (Histamine receptors)2001The Journal of pharmacology and experimental therapeutics, Dec, Volume: 299, Issue:3
Constitutive activity of histamine h(3) receptors stably expressed in SK-N-MC cells: display of agonism and inverse agonism by H(3) antagonists.
AID74454Tested for activity of compound against neurogenic contractions of guinea pig jejunum; Potent antagonist2004Journal of medicinal chemistry, Jun-03, Volume: 47, Issue:12
Meta-substituted aryl(thio)ethers as potent partial agonists (or antagonists) for the histamine H3 receptor lacking a nitrogen atom in the side chain.
AID86478Inhibitory activity determined by the inhibition of cAMP- stimulated beta-galactosidase transcription in SK-N-MC cells expressing the human Histamine H3 receptor2003Journal of medicinal chemistry, Dec-04, Volume: 46, Issue:25
Synthesis and structure-activity relationships of conformationally constrained histamine H(3) receptor agonists.
AID88468Binding affinity against human H2 receptor by the displacement of [125I]iodoaminopotentidine, bound to membranes of CHO cells.1995Journal of medicinal chemistry, Jan-20, Volume: 38, Issue:2
Homologs of histamine as histamine H3 receptor antagonists: a new potent and selective H3 antagonist, 4(5)-(5-aminopentyl)-1H-imidazole.
AID262566Displacement of [3H]histamine from human H4 receptor expressed in SK-N-MC cells2006Journal of medicinal chemistry, Apr-20, Volume: 49, Issue:8
A chemical switch for the modulation of the functional activity of higher homologues of histamine on the human histamine H3 receptor: effect of various substitutions at the primary amino function.
AID86297Tested in vitro for antagonist activity against H3 receptor of guinea pig jejunum.1995Journal of medicinal chemistry, Jan-20, Volume: 38, Issue:2
Homologs of histamine as histamine H3 receptor antagonists: a new potent and selective H3 antagonist, 4(5)-(5-aminopentyl)-1H-imidazole.
AID89904Intrinsic activity for Histamine H4 receptor; not determined2003Journal of medicinal chemistry, Dec-04, Volume: 46, Issue:25
Synthesis and structure-activity relationships of conformationally constrained histamine H(3) receptor agonists.
AID90039Inhibitory activity measured by [3H]- N alpha- methyl-histamine binding to membranes of SK-N-MC cells expressing the human Histamine H4 receptor2003Journal of medicinal chemistry, Dec-04, Volume: 46, Issue:25
Synthesis and structure-activity relationships of conformationally constrained histamine H(3) receptor agonists.
AID86775Agonistic activity, H3-receptor dependent activation of G-proteins with GTP gamma-[35S] autoradiography of rat cortical tissue sections. at 10e-5 M conc.; maximal response1999Journal of medicinal chemistry, Apr-08, Volume: 42, Issue:7
Synthesis and in vitro pharmacology of a series of new chiral histamine H3-receptor ligands: 2-(R and S)-Amino-3-(1H-imidazol-4(5)-yl)propyl ether derivatives.
AID262565Activity against human H3 receptor as measured by CRE-mediated beta galactosidase reporter gene assay in forskolin-stimulated SK-N-MC cells2006Journal of medicinal chemistry, Apr-20, Volume: 49, Issue:8
A chemical switch for the modulation of the functional activity of higher homologues of histamine on the human histamine H3 receptor: effect of various substitutions at the primary amino function.
AID548981Displacement of [3H]-histamine from human histamine H4 receptor expressed in Sf9 cells coexpressing RGS19, Galphai2, Gbeta1gamma22010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Histamine H4 receptor agonists.
AID548992Agonist activity at human histamine H3 receptor expressed in human SK-N-MC cells by CRE-beta galactosidase reporter gene assay relative to histamine2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Histamine H4 receptor agonists.
AID86622Activity against Histamine H3 receptor mediated inhibition of [3H]norepinephrine release from mouse brain; Partial agonist2004Journal of medicinal chemistry, Jun-03, Volume: 47, Issue:12
Meta-substituted aryl(thio)ethers as potent partial agonists (or antagonists) for the histamine H3 receptor lacking a nitrogen atom in the side chain.
AID548987Displacement of [3H]Nalpha-methylhistamine from human histamine H3 receptor expressed in human SK-N-MC cells2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Histamine H4 receptor agonists.
AID86620Selectivity is the ratio of inhibitory activity against Histamine H3 receptor to that of Histamine H4 receptor2003Journal of medicinal chemistry, Dec-04, Volume: 46, Issue:25
Synthesis and structure-activity relationships of conformationally constrained histamine H(3) receptor agonists.
AID86776Agonistic activity, H3-receptor dependent activation of G-proteins with GTP gamma-[35S] autoradiography of rat striatal tissue sections. at 10e-5 M conc.; maximal response1999Journal of medicinal chemistry, Apr-08, Volume: 42, Issue:7
Synthesis and in vitro pharmacology of a series of new chiral histamine H3-receptor ligands: 2-(R and S)-Amino-3-(1H-imidazol-4(5)-yl)propyl ether derivatives.
AID86455Intrinsic activity determined towards Histamine H3 receptor2003Journal of medicinal chemistry, Dec-04, Volume: 46, Issue:25
Synthesis and structure-activity relationships of conformationally constrained histamine H(3) receptor agonists.
AID90035Inhibitory activity determined by the inhibition of cAMP- stimulated beta-galactosidase transcription in SK-N-MC cells expressing the human Histamine H4 receptor2003Journal of medicinal chemistry, Dec-04, Volume: 46, Issue:25
Synthesis and structure-activity relationships of conformationally constrained histamine H(3) receptor agonists.
AID548991Agonist activity at human histamine H3 receptor expressed in human SK-N-MC cells by CRE-beta galactosidase reporter gene assay2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Histamine H4 receptor agonists.
AID86619Inhibitory activity measured by [3H]- N alpha- methyl-histamine binding to membranes of SK-N-MC cells expressing the human Histamine H3 receptor2003Journal of medicinal chemistry, Dec-04, Volume: 46, Issue:25
Synthesis and structure-activity relationships of conformationally constrained histamine H(3) receptor agonists.
AID548994Agonist activity at human histamine H4 receptor expressed in human SK-N-MC cells by CRE-beta galactosidase reporter gene assay relative to histamine2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Histamine H4 receptor agonists.
AID262564Displacement of [3H]N-alpha-methylhistamine from human H3 receptor expressed in SK-N-MC cells2006Journal of medicinal chemistry, Apr-20, Volume: 49, Issue:8
A chemical switch for the modulation of the functional activity of higher homologues of histamine on the human histamine H3 receptor: effect of various substitutions at the primary amino function.
AID87062Binding affinity against H1 receptor of guinea pig by the displacement of [3H]mepyramine, bound to membranes of CHO cells1995Journal of medicinal chemistry, Jan-20, Volume: 38, Issue:2
Homologs of histamine as histamine H3 receptor antagonists: a new potent and selective H3 antagonist, 4(5)-(5-aminopentyl)-1H-imidazole.
AID1347154Primary screen GU AMC qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1798265H4R Radioligand Binding Assay from Article 10.1124/jpet.105.087965: \\Evaluation of histamine H1-, H2-, and H3-receptor ligands at the human histamine H4 receptor: identification of 4-methylhistamine as the first potent and selective H4 receptor agonist.\\2005The Journal of pharmacology and experimental therapeutics, Sep, Volume: 314, Issue:3
Evaluation of histamine H1-, H2-, and H3-receptor ligands at the human histamine H4 receptor: identification of 4-methylhistamine as the first potent and selective H4 receptor agonist.
AID1798266H3R Radioligand Binding Assay from Article 10.1124/jpet.105.087965: \\Evaluation of histamine H1-, H2-, and H3-receptor ligands at the human histamine H4 receptor: identification of 4-methylhistamine as the first potent and selective H4 receptor agonist.\\2005The Journal of pharmacology and experimental therapeutics, Sep, Volume: 314, Issue:3
Evaluation of histamine H1-, H2-, and H3-receptor ligands at the human histamine H4 receptor: identification of 4-methylhistamine as the first potent and selective H4 receptor agonist.
AID493017Wombat Data for BeliefDocking2006Journal of medicinal chemistry, Apr-20, Volume: 49, Issue:8
A chemical switch for the modulation of the functional activity of higher homologues of histamine on the human histamine H3 receptor: effect of various substitutions at the primary amino function.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (23.08)18.2507
2000's7 (53.85)29.6817
2010's1 (7.69)24.3611
2020's2 (15.38)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%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]