Page last updated: 2024-11-04

imetit

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

Description

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

imetit : An imidothiocarbamic ester that consists of isothiourea in which the thiol hydrogen is substituted by a 2-(imidazol-4-yl)ethyl group. An extremely potent, high affinity agonist at H3 and H4 receptors (Ki values are 0.3 and 2.7 nM respectively). Induces shape change in eosinophils with an EC50 of 25 nM. Centrally active following systemic administration. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID3692
CHEMBL ID19439
CHEBI ID64156
SCHEMBL ID114670
MeSH IDM0207911

Synonyms (43)

Synonym
gtpl1250
2-(3h-imidazol-4-yl)ethylsulfanylmethanimidamide
chembl19439 ,
bdbm22911
{[2-(1h-imidazol-4-yl)ethyl]sulfanyl}methanimidamide
lopac-i-135
tocris-0729
NCGC00015536-01
NCGC00024754-01
imetit
LOPAC0_000645
NCGC00024754-03
carbamimidothioic acid, 2-(1h-imidazol-4-yl)ethyl ester
2-(1h-imidazol-4-yl)ethyl carbamimidothioate
s-(2-(4-imidazolyl)ethyl)isothiourea
NCGC00024754-02
2-(1h-imidazol-5-yl)ethyl imidothiocarbamate
NCGC00015536-05
L000309
chebi:64156 ,
C17931
102203-18-9
2-(1h-imidazol-5-yl)ethyl carbamimidothioate
AKOS006273468
CCG-204732
unii-677mj4vpzc
677mj4vpzc ,
NCGC00015536-04
NCGC00015536-03
NCGC00015536-02
SCHEMBL114670
DTXSID8043737
s-[2-(4-imidazolyl)ethyl]isothiourea
AS-70044
bdbm50483134
AKOS030611171
{[2-(1h-imidazol-5-yl)ethyl]sulfanyl}methanimidamide
Q6003936
SDCCGSBI-0050625.P002
NCGC00015536-08
carbamimidothioic acid, 2-(1h-imidazol-5-yl)ethyl ester
vuf 8325 (dihydrobromide);skf 91105 (dihydrobromide)
2-(1h-imidazol-5-yl)ethylcarbamimidothioate

Research Excerpts

Overview

Imetit was found not to be a substrate or an inhibitor of HMT.

ExcerptReferenceRelevance
"Imetit was found not to be a substrate or an inhibitor of HMT."( S-[2-(4-imidazolyl)ethyl]isothiourea, a highly specific and potent histamine H3 receptor agonist.
Arrang, JM; Ganellin, CR; Garbarg, M; Ligneau, X; Rouleau, A; Schwartz, JC; Tuong, MD, 1992
)
1

Treatment

ExcerptReferenceRelevance
"Pretreatment with imetit did not affect basal activity in mice. "( Effects of histamine H(3) receptor activation on the behavioral-stimulant effects of methamphetamine and cocaine in mice and squirrel monkeys.
Banks, ML; Bauzo, RM; Howell, LL; Manvich, DF, 2009
)
0.69

Dosage Studied

ExcerptRelevanceReference
" The results indicate that dimaprit, an H2 agonist, facilitated retention (25 and 50 pg) with a U-shaped dose-response curve typical of drugs acting at postsynaptic receptors."( Effect of histamine H2 and H3 receptor modulation in the septum on post-training memory processing.
Flood, JF; Morley, JE; Uezu, K, 1998
)
0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
H3-receptor agonistA histamine agonist that binds to and activates histamine H3-receptors.
H4-receptor agonistA histamine agonist that binds to and activates H4-receptors.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
imidazolesA five-membered organic heterocycle containing two nitrogen atoms at positions 1 and 3, or any of its derivatives; compounds containing an imidazole skeleton.
imidothiocarbamic ester
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (33)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, TYROSYL-DNA PHOSPHODIESTERASEHomo sapiens (human)Potency1.41250.004023.8416100.0000AID485290
thioredoxin reductaseRattus norvegicus (Norway rat)Potency2.81840.100020.879379.4328AID588453
ATAD5 protein, partialHomo sapiens (human)Potency2.90810.004110.890331.5287AID493107
Microtubule-associated protein tauHomo sapiens (human)Potency15.84890.180013.557439.8107AID1468
ThrombopoietinHomo sapiens (human)Potency0.79430.02517.304831.6228AID917; AID918
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency39.81070.011212.4002100.0000AID1030
euchromatic histone-lysine N-methyltransferase 2Homo sapiens (human)Potency7.51930.035520.977089.1251AID504332
cytochrome P450 2D6 isoform 1Homo sapiens (human)Potency15.71430.00207.533739.8107AID891
chromobox protein homolog 1Homo sapiens (human)Potency50.11870.006026.168889.1251AID488953
cytochrome P450 3A4 isoform 1Homo sapiens (human)Potency27.82980.031610.279239.8107AID884; AID885
histone acetyltransferase KAT2A isoform 1Homo sapiens (human)Potency39.81070.251215.843239.8107AID504327
Gamma-aminobutyric acid receptor subunit piRattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
Polyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)Potency15.84890.316212.765731.6228AID881
Gamma-aminobutyric acid receptor subunit beta-1Rattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit deltaRattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-5Rattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-3Rattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-1Rattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-2Rattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-4Rattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-3Rattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-6Rattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
Histamine H2 receptorCavia porcellus (domestic guinea pig)Potency15.84890.00638.235039.8107AID881
Gamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-3Rattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
GABA theta subunitRattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit epsilonRattus norvegicus (Norway rat)Potency27.82981.000012.224831.6228AID885
[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)
Metabotropic glutamate receptor 5Rattus norvegicus (Norway rat)Ki0.00060.00050.19643.7600AID479096
Histamine H3 receptorMus musculus (house mouse)Ki0.00200.00060.01810.0680AID426166
Histamine H4 receptorHomo sapiens (human)Ki0.00500.00060.478710.0000AID1798265; AID404336; AID425225; AID548981; AID597171; AID632452
Histamine H3 receptorHomo sapiens (human)Ki0.00290.00010.33998.5110AID1572178; AID1798266; AID1829881; AID1829899; AID425224; AID479096; AID548987; AID597172; AID632451
[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)
Metabotropic glutamate receptor 5Rattus norvegicus (Norway rat)EC50 (µMol)0.00240.00151.653710.0000AID479097
Histamine H4 receptorHomo sapiens (human)EC50 (µMol)0.02540.00740.601610.0000AID548993; AID692512; AID89895
Histamine H3 receptorHomo sapiens (human)EC50 (µMol)0.00180.00000.09473.1623AID1690426; AID479097; AID548991; AID86450
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (30)

Processvia Protein(s)Taxonomy
lipid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
phospholipid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
apoptotic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
negative regulation of cell population proliferationPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
positive regulation of macrophage derived foam cell differentiationPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
arachidonic acid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
negative regulation of cell migrationPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
prostate gland developmentPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
regulation of epithelial cell differentiationPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
positive regulation of chemokine productionPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
positive regulation of peroxisome proliferator activated receptor signaling pathwayPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
positive regulation of keratinocyte differentiationPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
negative regulation of cell cyclePolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
negative regulation of growthPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
hepoxilin biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
endocannabinoid signaling pathwayPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
cannabinoid biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
lipoxin A4 biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
linoleic acid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
lipid oxidationPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
lipoxygenase pathwayPolyunsaturated fatty acid lipoxygenase ALOX15BHomo 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 (11)

Processvia Protein(s)Taxonomy
iron ion bindingPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
calcium ion bindingPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
protein bindingPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
lipid bindingPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
linoleate 13S-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
arachidonate 8(S)-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
arachidonate 15-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
linoleate 9S-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX15BHomo 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 (11)

Processvia Protein(s)Taxonomy
nucleusPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
cytosolPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
cytoskeletonPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
plasma membranePolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
adherens junctionPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
focal adhesionPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
membranePolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
extracellular exosomePolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
plasma membraneGamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)
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 (83)

Assay IDTitleYearJournalArticle
AID1347151Optimization of GU AMC qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings 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.
AID588349qHTS for Inhibitors of ATXN expression: Validation of Cytotoxic Assay
AID1347405qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS LOPAC collection2020ACS chemical biology, 07-17, Volume: 15, Issue:7
High-Throughput Screening to Identify Inhibitors of the Type I Interferon-Major Histocompatibility Complex Class I Pathway in Skeletal Muscle.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347050Natriuretic polypeptide receptor (hNpr2) antagonism - Pilot subtype selectivity assay2019Science translational medicine, 07-10, Volume: 11, Issue:500
Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347045Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot counterscreen GloSensor control cell line2019Science translational medicine, 07-10, Volume: 11, Issue:500
Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347057CD47-SIRPalpha protein protein interaction - LANCE assay qHTS validation2019PloS one, , Volume: 14, Issue:7
Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID588378qHTS for Inhibitors of ATXN expression: Validation
AID1347410qHTS for inhibitors of adenylyl cyclases using a fission yeast platform: a pilot screen against the NCATS LOPAC library2019Cellular signalling, 08, Volume: 60A fission yeast platform for heterologous expression of mammalian adenylyl cyclases and high throughput screening.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347059CD47-SIRPalpha protein protein interaction - Alpha assay qHTS validation2019PloS one, , Volume: 14, Issue:7
Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1347049Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot screen2019Science translational medicine, 07-10, Volume: 11, Issue:500
Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347058CD47-SIRPalpha protein protein interaction - HTRF assay qHTS validation2019PloS one, , Volume: 14, Issue:7
Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction 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.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID504836Inducers of the Endoplasmic Reticulum Stress Response (ERSR) in human glioma: Validation2002The Journal of biological chemistry, Apr-19, Volume: 277, Issue:16
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.
AID597171Displacement of [3H]histamine from human full-length histamine H4 receptor expressed in HEK293 cells after 60 mins2011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
N-Alkenyl and cycloalkyl carbamates as dual acting histamine H3 and H4 receptor ligands.
AID1829899Binding affinity in Nluc-hH3R assessed in HEK293T cells by NanoBRET binding assay2021Journal of medicinal chemistry, 08-12, Volume: 64, Issue:15
A Versatile Sub-Nanomolar Fluorescent Ligand Enables NanoBRET Binding Studies and Single-Molecule Microscopy at the Histamine H
AID89542In vitro Histamine H3 receptor agonist activity in synaptosomes of rat cerebral cortex2002Journal of medicinal chemistry, Aug-29, Volume: 45, Issue:18
Influence of bulky substituents on histamine h(3) receptor agonist/antagonist properties.
AID86636In vivo effective dosage against central Histamine H3 receptor in mice after oral administration as a methylcellulose suspension2002Journal of medicinal chemistry, Aug-29, Volume: 45, Issue:18
Influence of bulky substituents on histamine h(3) receptor agonist/antagonist properties.
AID479101In-vivo agonist activity at histamine H3 receptor in ddY mouse assessed as N-tele-methylhistamine level per gram of brain at 30 mg/kg, po by gas chromatography (RVb = 315 +/- 20 ng)2010Journal of medicinal chemistry, May-13, Volume: 53, Issue:9
Role of hydrophobic substituents on the terminal nitrogen of histamine in receptor binding and agonist activity: development of an orally active histamine type 3 receptor agonist and evaluation of its antistress activity in mice.
AID597172Displacement of [125I]iodoproxyfan from human full-length histamine H3 receptor expressed in HEK293 cells after 60 mins2011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
N-Alkenyl and cycloalkyl carbamates as dual acting histamine H3 and H4 receptor ligands.
AID88651Binding affinity for guinea pig ileum histamine H3 receptor1999Journal of medicinal chemistry, Oct-07, Volume: 42, Issue:20
Novel partial agonists for the histamine H(3) receptor with high in vitro and in vivo activity.
AID404336Displacement of [3H]histamine from human histamine H4 receptor expressed in SK-NM-C cells2008Journal of medicinal chemistry, Jun-12, Volume: 51, Issue:11
Discovery of novel human histamine H4 receptor ligands by large-scale structure-based virtual screening.
AID89895Inhibition of human Histamine H4 receptor2003Journal of medicinal chemistry, May-08, Volume: 46, Issue:10
Cyclopropane-based conformational restriction of histamine. (1S,2S)-2-(2-aminoethyl)-1-(1H-imidazol-4-yl)cyclopropane, a highly selective agonist for the histamine H3 receptor, having a cis-cyclopropane structure.
AID479097Agonist activity at human recombinant histamine H3 receptor expressed in CHO cells assessed as [35S]GTPgammaS binding after 1 hr by liquid scintillation counting2010Journal of medicinal chemistry, May-13, Volume: 53, Issue:9
Role of hydrophobic substituents on the terminal nitrogen of histamine in receptor binding and agonist activity: development of an orally active histamine type 3 receptor agonist and evaluation of its antistress activity in mice.
AID86638In vivo intrinsic activity against histamine H3 receptor in mice after peroral administration1999Journal of medicinal chemistry, Oct-07, Volume: 42, Issue:20
Novel partial agonists for the histamine H(3) receptor with high in vitro and in vivo activity.
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.
AID632452Displacement of [3H]histamine from human H4 receptor expressed in HEK293 cells after 1 to 1.5 hrs by scintillation counting2011Journal of medicinal chemistry, Dec-08, Volume: 54, Issue:23
Molecular determinants of ligand binding modes in the histamine H(4) receptor: linking ligand-based three-dimensional quantitative structure-activity relationship (3D-QSAR) models to in silico guided receptor mutagenesis studies.
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.
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.
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.
AID479099In-vivo agonist activity at histamine H3 receptor in ddY mouse assessed as N-tele-methylhistamine level per gram of brain at 1 mg/kg, po by gas chromatography (RVb = 315 +/- 20 ng)2010Journal of medicinal chemistry, May-13, Volume: 53, Issue:9
Role of hydrophobic substituents on the terminal nitrogen of histamine in receptor binding and agonist activity: development of an orally active histamine type 3 receptor agonist and evaluation of its antistress activity in mice.
AID425224Displacement of [3H]N-alpha-methylhistamine from human histamine H3 receptor expressed in human SK-N-MC cells by liquid scintillation counting2009Bioorganic & medicinal chemistry, Jun-01, Volume: 17, Issue:11
Clobenpropit analogs as dual activity ligands for the histamine H3 and H4 receptors: synthesis, pharmacological evaluation, and cross-target QSAR studies.
AID549000Selectivity ratio of EC50 for human histamine H3 receptor to EC50 for human histamine H4 receptor2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Histamine H4 receptor agonists.
AID426166Displacement of 3-([1,1,1-3H]methyl)-2-(4-{[3-(1-pyrrolidinyl)propyl]oxy}phenyl)-4(3H)-quinazolinone from mouse histamine H3 receptor expressed in HEK293 cells2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
Development of a selective and potent radioactive ligand for histamine H(3) receptors: A compound potentially useful for receptor occupancy studies.
AID632451Displacement of [3H]histamine from human H3 receptor expressed in HEK293 cells after 1 to 1.5 hrs by scintillation counting2011Journal of medicinal chemistry, Dec-08, Volume: 54, Issue:23
Molecular determinants of ligand binding modes in the histamine H(4) receptor: linking ligand-based three-dimensional quantitative structure-activity relationship (3D-QSAR) models to in silico guided receptor mutagenesis studies.
AID597168Antagonist activity at histamine H3 receptor in po dosed 24 hrs fasted Swiss mouse brain assessed as N-methylhistamine level after 90 mins by radioimmunoassay2011Bioorganic & medicinal chemistry, May-01, Volume: 19, Issue:9
N-Alkenyl and cycloalkyl carbamates as dual acting histamine H3 and H4 receptor ligands.
AID479096Displacement of [3H[N-alpha-methylhistamine form human recombinant histamine H3 receptor expressed in CHO cells after 1 hr by liquid scintillation counting2010Journal of medicinal chemistry, May-13, Volume: 53, Issue:9
Role of hydrophobic substituents on the terminal nitrogen of histamine in receptor binding and agonist activity: development of an orally active histamine type 3 receptor agonist and evaluation of its antistress activity in mice.
AID1829881Binding affinity in Nluc-hH3R assessed in HEK293 cells by NanoBRET binding assay2021Journal of medicinal chemistry, 08-12, Volume: 64, Issue:15
A Versatile Sub-Nanomolar Fluorescent Ligand Enables NanoBRET Binding Studies and Single-Molecule Microscopy at the Histamine H
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.
AID86637In vivo intrinsic activity against central Histamine H3 receptor in mice after oral administration as a methylcellulose suspension2002Journal of medicinal chemistry, Aug-29, Volume: 45, Issue:18
Influence of bulky substituents on histamine h(3) receptor agonist/antagonist properties.
AID86450Inhibition of human Histamine H3 receptor using [3H]N-alpha-methyl histamine2003Journal of medicinal chemistry, May-08, Volume: 46, Issue:10
Cyclopropane-based conformational restriction of histamine. (1S,2S)-2-(2-aminoethyl)-1-(1H-imidazol-4-yl)cyclopropane, a highly selective agonist for the histamine H3 receptor, having a cis-cyclopropane structure.
AID88653In vitro intrinsic activity of Histamine H3 receptor antagonist activity in guinea pig ileum2002Journal of medicinal chemistry, Aug-29, Volume: 45, Issue:18
Influence of bulky substituents on histamine h(3) receptor agonist/antagonist properties.
AID1690426Agonist activity at human H3 receptor expressed in CHO cells assessed as increase in cAMP accumulation by measuring reduction in forskolin level incubated for 4 hrs by CRE/MRE-luciferase reporter gene assay2020European journal of medicinal chemistry, Apr-01, Volume: 191Novel pyrrolidinone derivative lacks claimed histamine H
AID89545In vitro intrinsic activity of Histamine H3 receptor agonist activity in synaptosomes of rat cerebral cortex2002Journal of medicinal chemistry, Aug-29, Volume: 45, Issue:18
Influence of bulky substituents on histamine h(3) receptor agonist/antagonist properties.
AID183458Tested for inhibition of histamine-stimulated gastric acid secretion in the lumen-perfused anesthetized rat expressed as intravenous dose which reduces a near maximal secretion to 50%1981Journal of medicinal chemistry, Aug, Volume: 24, Issue:8
1980 Award in Medicinal Chemistry: Medicinal chemistry and dynamic structure-activity analysis in the discovery of drugs acting at histamine H2 receptors.
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.
AID479100In-vivo agonist activity at histamine H3 receptor in ddY mouse assessed as N-tele-methylhistamine level per gram of brain at 5 mg/kg, po by gas chromatography (RVb = 315 +/- 20 ng)2010Journal of medicinal chemistry, May-13, Volume: 53, Issue:9
Role of hydrophobic substituents on the terminal nitrogen of histamine in receptor binding and agonist activity: development of an orally active histamine type 3 receptor agonist and evaluation of its antistress activity in mice.
AID88652In vitro for Histamine H3 receptor antagonist activity in guinea pig ileum2002Journal of medicinal chemistry, Aug-29, Volume: 45, Issue:18
Influence of bulky substituents on histamine h(3) receptor agonist/antagonist properties.
AID692512Agonist activity at human histamine H4 receptor2011Journal of medicinal chemistry, Jan-13, Volume: 54, Issue:1
Histamine H3 receptor as a drug discovery target.
AID89547In vitro intrinsic activity against histamine H3 receptor from synaptosomes of rat cerebral cortex1999Journal of medicinal chemistry, Oct-07, Volume: 42, Issue:20
Novel partial agonists for the histamine H(3) receptor with high in vitro and in vivo activity.
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.
AID86632In vivo agonistic activity against histamine H3 receptor in mice after peroral administration1999Journal of medicinal chemistry, Oct-07, Volume: 42, Issue:20
Novel partial agonists for the histamine H(3) receptor with high in vitro and in vivo activity.
AID425225Displacement of [3H]histamine from human histamine H4 receptor expressed in human SK-N-MC cells by liquid scintillation counting2009Bioorganic & medicinal chemistry, Jun-01, Volume: 17, Issue:11
Clobenpropit analogs as dual activity ligands for the histamine H3 and H4 receptors: synthesis, pharmacological evaluation, and cross-target QSAR studies.
AID89730Binding affinity for Histamine H3 receptor1999Journal 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.
AID1572178Displacement of [3]-RAMH from recombinant human histamine H3 receptor expressed in CHO-K1 cell membranes after 60 mins by scintillation counting2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Discovery and Development of N-[4-(1-Cyclobutylpiperidin-4-yloxy)phenyl]-2-(morpholin-4-yl)acetamide Dihydrochloride (SUVN-G3031): A Novel, Potent, Selective, and Orally Active Histamine H
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.
AID86309pD2 values against H3 receptor of guinea pig ileum were determined.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.
AID89543In vitro binding affinity against histamine H3 receptor from synaptosomes of rat cerebral cortex1999Journal of medicinal chemistry, Oct-07, Volume: 42, Issue:20
Novel partial agonists for the histamine H(3) receptor with high in vitro and in vivo activity.
AID479098Agonist activity at human recombinant histamine H3 receptor expressed in CHO cells assessed as [35S]GTPgammaS binding at 10 nM after 1 hr by liquid scintillation counting relative to (R)-alpha-methylhistamine2010Journal of medicinal chemistry, May-13, Volume: 53, Issue:9
Role of hydrophobic substituents on the terminal nitrogen of histamine in receptor binding and agonist activity: development of an orally active histamine type 3 receptor agonist and evaluation of its antistress activity in mice.
AID1346017Rat H3 receptor (Histamine receptors)2000The Journal of pharmacology and experimental therapeutics, Jun, Volume: 293, Issue:3
Cloning of rat histamine H(3) receptor reveals distinct species pharmacological profiles.
AID1346044Mouse H4 receptor (Histamine receptors)2001The Journal of pharmacology and experimental therapeutics, Oct, Volume: 299, Issue:1
Comparison of human, mouse, rat, and guinea pig histamine H4 receptors reveals substantial pharmacological species variation.
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.
AID1346088Mouse H3 receptor (Histamine receptors)2004Journal of neurochemistry, Sep, Volume: 90, Issue:6
Cloning and expression of the mouse histamine H3 receptor: evidence for multiple isoforms.
AID1346107Human H3 receptor (Histamine receptors)2001The Biochemical journal, Apr-15, Volume: 355, Issue:Pt 2
Genomic organization and characterization of splice variants of the human histamine H3 receptor.
AID1346055Human H4 receptor (Histamine receptors)2001Molecular pharmacology, Mar, Volume: 59, Issue:3
Cloning, expression, and pharmacological characterization of a novel human histamine receptor.
AID1346028Rat H4 receptor (Histamine receptors)2001The Journal of pharmacology and experimental therapeutics, Oct, Volume: 299, Issue:1
Comparison of human, mouse, rat, and guinea pig histamine H4 receptors reveals substantial pharmacological species variation.
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)2000The Journal of pharmacology and experimental therapeutics, Jun, Volume: 293, Issue:3
Cloning of rat histamine H(3) receptor reveals distinct species pharmacological profiles.
AID1346107Human H3 receptor (Histamine receptors)2002European journal of pharmacology, Oct-18, Volume: 453, Issue:1
Characteristics of recombinantly expressed rat and human histamine H3 receptors.
AID1346088Mouse H3 receptor (Histamine receptors)2003European journal of pharmacology, Apr-25, Volume: 467, Issue:1-3
Molecular and pharmacological characterization of the mouse histamine H3 receptor.
AID1346017Rat H3 receptor (Histamine receptors)2002European journal of pharmacology, Oct-18, Volume: 453, Issue:1
Characteristics of recombinantly expressed rat and human histamine H3 receptors.
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)2001Biochemical and biophysical research communications, Jan-12, Volume: 280, Issue:1
The rat H3 receptor: gene organization and multiple isoforms.
AID1346055Human H4 receptor (Histamine receptors)2001The Journal of pharmacology and experimental therapeutics, Mar, Volume: 296, Issue:3
Cloning and characterization of a novel human histamine receptor.
AID1346055Human H4 receptor (Histamine receptors)2001The Journal of pharmacology and experimental therapeutics, Oct, Volume: 299, Issue:1
Comparison of human, mouse, rat, and guinea pig histamine H4 receptors reveals substantial pharmacological species variation.
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.
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.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (86)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (1.16)18.7374
1990's17 (19.77)18.2507
2000's39 (45.35)29.6817
2010's22 (25.58)24.3611
2020's7 (8.14)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 27.28

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 Index27.28 (24.57)
Research Supply Index4.48 (2.92)
Research Growth Index5.97 (4.65)
Search Engine Demand Index31.58 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (27.28)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (1.15%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other86 (98.85%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]