Page last updated: 2024-12-06

impromidine

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Description

Impromidine is a histamine H3 receptor antagonist. It was originally synthesized as a potential antihistamine, but it was found to have a number of other pharmacological effects, including wakefulness-promoting, cognition-enhancing, and anti-depressant effects. Impromidine is studied because of its potential therapeutic use in the treatment of sleep disorders, cognitive impairment, and depression. It is also being investigated for its potential use in the treatment of Alzheimer's disease and Parkinson's disease.'

Impromidine: A highly potent and specific histamine H2 receptor agonist. It has been used diagnostically as a gastric secretion indicator. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID41376
CHEMBL ID12608
SCHEMBL ID407158
SCHEMBL ID9771045
MeSH IDM0026470

Synonyms (31)

Synonym
2-[3-(3h-imidazol-4-yl)propyl]-1-[2-[(5-methyl-1h-imidazol-4-yl)methylsulfanyl]ethyl]guanidine
gtpl1226
bdbm22884
2-[3-(1h-imidazol-5-yl)propyl]-3-(2-{[(5-methyl-1h-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
2-[3-(1h-imidazol-5-yl)propyl]-1-(2-{[(5-methyl-1h-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
PDSP2_001429
PDSP1_001445
impromidine
guanidine, n-(3-(1h-imidazol-4-yl)propyl)-n'-(2-(((5-methyl-1h-imidazol-4-yl)methyl)thio)ethyl)-
impromidine [inn:ban]
impromidina [inn-spanish]
1-(3-imidazol-4-ylpropyl)-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidin
impromidinum [inn-latin]
2-[3-(1h-imidazol-5-yl)propyl]-1-[2-[(5-methyl-1h-imidazol-4-yl)methylsulfanyl]ethyl]guanidine
L000313
CHEMBL12608
55273-05-7
impromidina
931l4x5wmm ,
unii-931l4x5wmm
impromidinum
SCHEMBL407158
impromidine [inn]
1-(3-imidazol-4-ylpropyl)-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidine
MURRAGMMNAYLNA-UHFFFAOYSA-N
n-[2-((5-methyl-4-imidazolyl)methylthio)ethyl]-n'-[3-(4-imidazolyl)-propyl] guanidine
SCHEMBL9771045
DTXSID90203780
bdbm50483127
Q6007727
AKOS040745866

Research Excerpts

Overview

Impromidine (1) is a potent and selective histamine H2 receptor agonist. Its structure comprises a strongly basic guanidine group containing two different imidazole-containing side chains.

ExcerptReferenceRelevance
"Impromidine (1) is a potent and selective histamine H2 receptor agonist and its structure comprises a strongly basic guanidine group containing two different imidazole-containing side chains. "( The histamine H2 receptor agonist impromidine: synthesis and structure-activity considerations.
Durant, GJ; Ganellin, CR; Hills, DW; Miles, PD; Parsons, ME; Pepper, ES; White, GR, 1985
)
1.99
"Impromidine proved to be a potent stimulant of gastric acid secretion acting via the H2-receptor to produce readily definable dose-response curves in the dog and in man."( Dose-response curve analysis of gastric secretory responses in the dog and man to impromidine: a new histamine-H2-receptor agonist.
Flannery, MC; Johnston, BJ; McIsaac, RL, 1983
)
1.21
"Impromidine is a specific, potent histamine H2-receptor agonist. "( Short-term toxicological studies with impromidine (SK&F 92676): a specific histamine H2-receptor agonist.
Leslie, GB; Owen, DA; Pollitt, FD; Sutton, TJ; Walker, TF, 1982
)
1.98

Effects

ExcerptReferenceRelevance
"Impromidine (SKF 92676) has been demonstrated to have highly potent and selective activity at histamine H2-receptors in a variety of physiological systems. "( Impromidine, a potent dilator of cat pial arterioles.
Gross, PM; Harper, AM; Teasdale, GM, 1981
)
3.15

Bioavailability

ExcerptReferenceRelevance
"N1-Aryl(heteroaryl)alkyl-N2-[3-(1H-imidazol-4-yl)propyl]guanidines are potent histamine H2-receptor (H2R) agonists, but their applicability is compromised by the lack of oral bioavailability and CNS penetration."( Acylguanidines as bioisosteres of guanidines: NG-acylated imidazolylpropylguanidines, a new class of histamine H2 receptor agonists.
Bernhardt, G; Buschauer, A; Dove, S; Elz, S; Ghorai, P; Götte, C; Igel, P; Keller, M; Kraus, A; Schneider, E; Schnell, D; Seifert, R; Zabel, M, 2008
)
0.35

Dosage Studied

The new histamine-H2-receptor agonist, impromidine, was assessed for its effect on gastric acid secretion. Calcium-free/EGTA conditions did not, however, alter the dose-response parameters for the response to the H2-agonist.

ExcerptRelevanceReference
" Dose-response curves were obtained for the inotropic, chronotropic and pressor responses to cumulative infusions of noradrenaline (n = 6) and dobutamine (n = 6)."( The effects of neuropeptide Y on myocardial contractility and coronary blood flow.
Awad, SJ; Einstein, R; Potter, EK; Richardson, DP, 1991
)
0.28
" Dose-response curves were constructed and characterized in terms of the EC50, slope and maximal response attainable relative to histamine."( Histamine-induced inositol phospholipid breakdown in the longitudinal smooth muscle of guinea-pig ileum.
Donaldson, J; Hill, SJ, 1985
)
0.27
" Calcium-free/EGTA conditions did not, however, alter the dose-response parameters for the response to the H2-agonist, impromidine."( The role of calcium in the cyclic AMP response to histamine in rabbit cerebral cortical slices.
Al-Gadi, M; Hill, SJ, 1987
)
0.48
" Twenty-four hour monitoring of intragastric pH showed that oxmetidine 400 mg twice daily reduced mean hourly 24 hour intragastric pH by 59%, suggesting that a twice daily dosage regimen should be evaluated in the treatment of duodenal ulceration."( Oxmetidine: clinical pharmacological studies with a new H2-receptor antagonist.
Brunet, PL; Burland, WL; Griffiths, R; Hunt, RH; Mills, JG; Milton-Thompson, GJ; Vincent, D, 1982
)
0.26
"The new histamine-H2-receptor agonist, impromidine, was assessed for its effect on gastric acid secretion using a dose-response format."( Dose-response curve analysis of gastric secretory responses in the dog and man to impromidine: a new histamine-H2-receptor agonist.
Flannery, MC; Johnston, BJ; McIsaac, RL, 1983
)
0.76
" Using quantitative cytochemistry of CA activity in guinea-pig oxyntic cells, we compared the dose-response relationships (1."( Evidence for histamine H1 and H2 receptors in guinea-pig oxyntic cells.
Heldsinger, AA; Skoglund, ML; Vinik, AI, 1983
)
0.27
" Three days post-AMI the dose-response curve for isoproterenol of right ventricular dP/dtmax was significantly depressed, while the inotropic effect of impromidine was not impaired."( Apparent superiority of H2-receptor stimulation and simultaneous beta-blockade over conventional treatment with beta-sympathomimetic drugs in post-acute myocardial infarction: cardiac effects of impromidine--a new specific H2-receptor agonist-in the survi
Baumann, G; Blömer, H; Felix, SB; Heidecke, CD; Loher, U; Ludwig, L; Riess, G, 1984
)
0.66
"The new histamine H2-receptor agonist, impromidine, was used to assess three models of dose-response curves in vivo."( Gastric acid secretion induced by impromidine in the dog and man: analysis of dose-response relationships.
Fielding, LP; Flannery, MC; Johnston, BJ; McIsaac, RL, 1982
)
0.81
" The dose-response curve to impromidine was shifted to the right by cimetidine and ranitidine."( Effect of impromidine (SK&F 92676) on the isolated papillary muscle of the guinea-pig.
Bertaccini, G; Coruzzi, G, 1981
)
0.96
" To better histamine stimulation of pepsin, histamine was used at doses at the lower end of the dose-response scale in five dogs with gastric fistula."( Histamine H-2 receptor stimulation and inhibition of pepsin secretion in the dog.
Hirschowitz, BI; Molina, E; Rentz, J, 1981
)
0.26
" After pretreating the spirals with impromidine, the maximum response to histamine was reduced in a dose-dependent manner and the cumulative dose-response curve to histamine was shifted to right."( [The relationship between H2 receptor and the pathogenesis of bronchial asthma in guinea-pigs].
Chen, X; Luo, W; Ye, Y, 1995
)
0.57
" Dose-response curves for dopexamine, isoprenaline, noradrenaline and impromidine on heart rate, blood pressure and myocardial contractility (dP/dt:integrated isometric tension) were obtained in untreated dogs and compared to those measured in dogs which had been pretreated with propranolol (8 mg kg-1 day-1), atenolol (6 mg kg-1 day-1), isoprenaline (0."( Changes in cardiovascular responsiveness to dopexamine and beta 1- and beta 2-adrenoceptor function after the chronic treatment of beta-adrenoceptor antagonists and agonists in anaesthetized dogs.
Chang, DH; Einstein, R, 1996
)
0.53
[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)
Histamine H2 receptorHomo sapiens (human)Ki0.50120.00062.197310.0000AID548984
Histamine H4 receptorHomo sapiens (human)Ki0.02080.00060.478710.0000AID1798265; AID548981; AID89900
Histamine H3 receptorHomo sapiens (human)Ki0.11250.00010.33998.5110AID1798266; AID86459
[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)0.02510.00740.601610.0000AID548993
[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 (47)

Assay IDTitleYearJournalArticle
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.
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.
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.
AID345024Agonist activity at histamine H2 receptor in guinea pig spontaneously beating right atrium assessed as positive chronotropic activity relative to histamine2008Journal of medicinal chemistry, Nov-27, Volume: 51, Issue:22
Acylguanidines as bioisosteres of guanidines: NG-acylated imidazolylpropylguanidines, a new class of histamine H2 receptor agonists.
AID87876Evaluated for activity against histamine H2 receptor in guinea pig gastric secretion and represented as alpha1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID89900Binding affinity to the human histamine H4 receptor2003Journal of medicinal chemistry, Sep-11, Volume: 46, Issue:19
The first potent and selective non-imidazole human histamine H4 receptor antagonists.
AID87710Agonistic activity against histamine H2 receptor on guinea pig atrium1996Journal of medicinal chemistry, Mar-15, Volume: 39, Issue:6
[125I]iodoproxyfan and related compounds: a reversible radioligand and novel classes of antagonists with high affinity and selectivity for the histamine H3 receptor.
AID78247Chronotropic effect assessed from maximal increase in delta LV (dp/dtmax) in isolated perfused guinea pig heart1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Synthesis and in vitro pharmacology of arpromidine and related phenyl(pyridylalkyl)guanidines, a potential new class of positive inotropic drugs.
AID179908Evaluated for [3H]HA release at a frequency 20 Hz for 2 min at a concentration 10 E -6M1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID179911Evaluated for [3H]-HA release at a frequency 33.3 Hz for 2 min at a concentration 10 E -6M.1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID77503Relative potency with impromidine (100%) in isolated perfused guinea pig heart1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Synthesis and in vitro pharmacology of arpromidine and related phenyl(pyridylalkyl)guanidines, a potential new class of positive inotropic drugs.
AID86459Binding affinity to the human histamine H3 receptor2003Journal of medicinal chemistry, Sep-11, Volume: 46, Issue:19
The first potent and selective non-imidazole human histamine H4 receptor antagonists.
AID76023Increase in heart rate with maximal inotropic response in isolated perfused guinea pig heart1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Synthesis and in vitro pharmacology of arpromidine and related phenyl(pyridylalkyl)guanidines, a potential new class of positive inotropic drugs.
AID179904Evaluated for [3H]HA release at a frequency 10 Hz for 2 min at a concentration 10 E -6M1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID179909Evaluated for [3H]HA release at a frequency 20 Hz for 2 min at a concentration 10 E -7M1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID87877Evaluated for activity against histamine H2 receptor in guinea pig gastric secretion and represented as pD21990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID86448Evaluated for activity against histamine H3 receptor and represented as %recovery histamine release at a concentration 5 x 10 E -6M.1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
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.
AID88168Evaluated for activity against histamine H2 receptor in guinea pig atrium and represented as alpha1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID345028Antagonist activity at histamine H1 receptor in guinea pig ileum assessed as inhibition of histamine-induced positive chronotropic activity2008Journal of medicinal chemistry, Nov-27, Volume: 51, Issue:22
Acylguanidines as bioisosteres of guanidines: NG-acylated imidazolylpropylguanidines, a new class of histamine H2 receptor agonists.
AID86644In vitro antagonistic activity tested against Histamine H3 receptor on synaptosomes from rat cerebral cortex1996Journal of medicinal chemistry, Mar-15, Volume: 39, Issue:6
[125I]iodoproxyfan and related compounds: a reversible radioligand and novel classes of antagonists with high affinity and selectivity for the histamine H3 receptor.
AID88021Percent maximum response against histamine H2 receptor in guinea pig atrium was evaluated1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
The histamine H2 receptor agonist impromidine: synthesis and structure-activity considerations.
AID179907Evaluated for [3H]HA release at a frequency 20 Hz for 2 min at a concentration 10 E -5M1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID78248Increase in coronary flow with maximal inotropic response in isolated perfused guinea pig heart1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Synthesis and in vitro pharmacology of arpromidine and related phenyl(pyridylalkyl)guanidines, a potential new class of positive inotropic drugs.
AID88169Evaluated for activity against histamine H2 receptor in guinea pig atrium and represented as pD2.1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID86248Agonistic activity against histamine H1 receptor on guinea pig ileum1996Journal of medicinal chemistry, Mar-15, Volume: 39, Issue:6
[125I]iodoproxyfan and related compounds: a reversible radioligand and novel classes of antagonists with high affinity and selectivity for the histamine H3 receptor.
AID86640Binding affinity towards Histamine H3 receptor on synaptosomes from rat cerebral cortex1996Journal of medicinal chemistry, Mar-15, Volume: 39, Issue:6
[125I]iodoproxyfan and related compounds: a reversible radioligand and novel classes of antagonists with high affinity and selectivity for the histamine H3 receptor.
AID179906Evaluated for [3H]HA release at a frequency 2 Hz for 2.5 min at a concentration 10 E -6M1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID88024Agonistic activity against histamine H2 receptor in guinea pig atrium (potency relative to histamine =1)1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
The histamine H2 receptor agonist impromidine: synthesis and structure-activity considerations.
AID548993Agonist activity at human histamine H4 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.
AID88166Histamine H2 receptor agonistic activity in guinea pig right atrium1992Journal of medicinal chemistry, Aug-21, Volume: 35, Issue:17
Histamine H2-receptor agonists. Synthesis, in vitro pharmacology, and qualitative structure-activity relationships of substituted 4- and 5-(2-aminoethyl)thiazoles.
AID548984Displacement of [125I]iodoaminopotentidine from human histamine H2 receptor expressed in CHO cells2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Histamine H4 receptor agonists.
AID86258Evaluated for their activity at histamine H1 receptor in guinea pig ileum.1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID86608Evaluated for antagonist activity against histamine H2 receptor and represented as KB.1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID345023Agonist activity at histamine H2 receptor in guinea pig spontaneously beating right atrium assessed as positive chronotropic activity2008Journal of medicinal chemistry, Nov-27, Volume: 51, Issue:22
Acylguanidines as bioisosteres of guanidines: NG-acylated imidazolylpropylguanidines, a new class of histamine H2 receptor agonists.
AID88016Evaluated for antagonist activity against H3 receptor and represented as KB.1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID179905Evaluated for [3H]HA release at a frequency 10 Hz for 2 min at a concentration 10 E -7M1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID179912Evaluated for [3H]HA release at a frequency 33.3 Hz for 2 min at a concentration 10 E -7M; not measured1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID179910Evaluated for [3H]HA release at a frequency 33.3 Hz for 2 min at a concentration 10 E -5M.1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID179903Evaluated for [3H]-HA release at a frequency 10 Hz for 2 min at a concentration 10 E -5M1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID87853Evaluated for their activity at histamine H1 receptor in guinea pig ileum.1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Histamine H3 ligands: just pharmacological tools or potential therapeutic agents?
AID1346037Human H1 receptor (Histamine receptors)2006The Journal of pharmacology and experimental therapeutics, Apr, Volume: 317, Issue:1
Probing ligand-specific histamine H1- and H2-receptor conformations with NG-acylated Imidazolylpropylguanidines.
AID1346055Human H4 receptor (Histamine receptors)2001Molecular pharmacology, Mar, Volume: 59, Issue:3
Cloning and pharmacological characterization of a fourth histamine receptor (H(4)) expressed in bone marrow.
AID1346107Human H3 receptor (Histamine receptors)2001Molecular pharmacology, Mar, Volume: 59, Issue:3
Cloning and pharmacological characterization of a fourth histamine receptor (H(4)) expressed in bone marrow.
AID1346055Human H4 receptor (Histamine receptors)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.
AID1346095Human H2 receptor (Histamine receptors)2006The Journal of pharmacology and experimental therapeutics, Apr, Volume: 317, Issue:1
Probing ligand-specific histamine H1- and H2-receptor conformations with NG-acylated Imidazolylpropylguanidines.
AID493017Wombat Data for BeliefDocking1996Journal of medicinal chemistry, Mar-15, Volume: 39, Issue:6
[125I]iodoproxyfan and related compounds: a reversible radioligand and novel classes of antagonists with high affinity and selectivity for the histamine H3 receptor.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (195)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990133 (68.21)18.7374
1990's53 (27.18)18.2507
2000's8 (4.10)29.6817
2010's1 (0.51)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: 25.88

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

MetricThis Compound (vs All)
Research Demand Index25.88 (24.57)
Research Supply Index5.33 (2.92)
Research Growth Index4.02 (4.65)
Search Engine Demand Index34.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (25.88)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials4 (1.99%)5.53%
Reviews2 (1.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other195 (97.01%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]