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n,n-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride and haloperidol

n,n-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride has been researched along with haloperidol in 14 studies

Compound Research Comparison

Studies
(n,n-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride)
Trials
(n,n-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride)
Recent Studies (post-2010)
(n,n-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride)
Studies
(haloperidol)
Trials
(haloperidol)
Recent Studies (post-2010) (haloperidol)
50220,3301,7533,294
9802920,3301,7533,294

Protein Interaction Comparison

ProteinTaxonomyn,n-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride (IC50)haloperidol (IC50)
Adenylate cyclase type 1 Rattus norvegicus (Norway rat)2.3
Voltage-dependent L-type calcium channel subunit alpha-1CCavia porcellus (domestic guinea pig)1.7
Voltage-dependent L-type calcium channel subunit alpha-1FHomo sapiens (human)1.5
5-hydroxytryptamine receptor 4Cavia porcellus (domestic guinea pig)1.6765
Potassium channel subfamily K member 2Homo sapiens (human)5.5
Aldo-keto reductase family 1 member B1Rattus norvegicus (Norway rat)1.836
ATP-dependent translocase ABCB1Homo sapiens (human)5.3
Muscarinic acetylcholine receptor M1Rattus norvegicus (Norway rat)0.054
Muscarinic acetylcholine receptor M3Rattus norvegicus (Norway rat)0.054
Muscarinic acetylcholine receptor M4Rattus norvegicus (Norway rat)0.054
Cytochrome P450 3A4Homo sapiens (human)0.055
5-hydroxytryptamine receptor 1AHomo sapiens (human)1.5
5-hydroxytryptamine receptor 2CRattus norvegicus (Norway rat)0.1754
Muscarinic acetylcholine receptor M5Rattus norvegicus (Norway rat)0.054
Muscarinic acetylcholine receptor M5Homo sapiens (human)3.89
Alpha-2A adrenergic receptorHomo sapiens (human)4.973
Beta-2 adrenergic receptorRattus norvegicus (Norway rat)2.3
Muscarinic acetylcholine receptor M2Rattus norvegicus (Norway rat)0.054
Muscarinic acetylcholine receptor M1Homo sapiens (human)5.5
Cytochrome P450 2C9 Homo sapiens (human)4.69
Angiotensin-converting enzymeOryctolagus cuniculus (rabbit)7
D(2) dopamine receptorHomo sapiens (human)0.0897
5-hydroxytryptamine receptor 2ARattus norvegicus (Norway rat)0.1467
Alpha-1B adrenergic receptorRattus norvegicus (Norway rat)0.0852
Alpha-2B adrenergic receptorHomo sapiens (human)1.354
Alpha-2C adrenergic receptorHomo sapiens (human)1.845
DRattus norvegicus (Norway rat)0.1103
D(3) dopamine receptorRattus norvegicus (Norway rat)0.0067
5-hydroxytryptamine receptor 1ARattus norvegicus (Norway rat)4.3045
D(2) dopamine receptorBos taurus (cattle)0.1332
D(1A) dopamine receptorHomo sapiens (human)0.0575
D(4) dopamine receptorHomo sapiens (human)0.0978
D(1B) dopamine receptorHomo sapiens (human)0.005
Adenylate cyclase type 3Rattus norvegicus (Norway rat)2.3
Alpha-1D adrenergic receptorRattus norvegicus (Norway rat)0.0852
Sodium-dependent noradrenaline transporter Homo sapiens (human)1.836
Histamine H2 receptorHomo sapiens (human)1.166
Alpha-1D adrenergic receptorHomo sapiens (human)0.084
D(1B) dopamine receptorRattus norvegicus (Norway rat)0.0067
Adenylate cyclase type 2Rattus norvegicus (Norway rat)2.3
Adenylate cyclase type 4Rattus norvegicus (Norway rat)2.3
5-hydroxytryptamine receptor 2AHomo sapiens (human)0.1815
5-hydroxytryptamine receptor 2CHomo sapiens (human)3.347
5-hydroxytryptamine receptor 1BRattus norvegicus (Norway rat)0.018
5-hydroxytryptamine receptor 1DRattus norvegicus (Norway rat)0.018
D(4) dopamine receptorRattus norvegicus (Norway rat)0.0067
5-hydroxytryptamine receptor 1FRattus norvegicus (Norway rat)0.018
5-hydroxytryptamine receptor 2BRattus norvegicus (Norway rat)0.1754
Sodium-dependent serotonin transporterHomo sapiens (human)3.386
Histamine H1 receptorHomo sapiens (human)2.781
Mu-type opioid receptorHomo sapiens (human)2.443
D(3) dopamine receptorHomo sapiens (human)0.0065
Sodium channel protein type 1 subunit alphaHomo sapiens (human)7
Sodium channel protein type 4 subunit alphaHomo sapiens (human)7
Adenylate cyclase type 8Rattus norvegicus (Norway rat)2.3
5-hydroxytryptamine receptor 2BHomo sapiens (human)2.05
Alpha-1A adrenergic receptorRattus norvegicus (Norway rat)0.0852
Cytochrome P450 2J2Homo sapiens (human)4.69
D(2) dopamine receptorRattus norvegicus (Norway rat)0.0129
N-acetyltransferase EisMycobacterium tuberculosis H37Rv0.39
Sodium channel protein type 7 subunit alphaHomo sapiens (human)7
Voltage-dependent L-type calcium channel subunit alpha-1D Homo sapiens (human)1.5
Adenylate cyclase type 6Rattus norvegicus (Norway rat)2.3
Adenylate cyclase type 5Rattus norvegicus (Norway rat)1.425
Potassium voltage-gated channel subfamily H member 2Homo sapiens (human)0.2634
Voltage-dependent L-type calcium channel subunit alpha-1SHomo sapiens (human)1.5
Voltage-dependent L-type calcium channel subunit alpha-1CHomo sapiens (human)1.5
Sodium channel protein type 5 subunit alphaHomo sapiens (human)7
Sodium channel protein type 9 subunit alphaHomo sapiens (human)7
Adenylyl cyclase 7 Rattus norvegicus (Norway rat)2.3
DBos taurus (cattle)0.2509
Sodium channel protein type 2 subunit alphaHomo sapiens (human)7
Sigma non-opioid intracellular receptor 1Homo sapiens (human)0.07
Sodium channel protein type 3 subunit alphaHomo sapiens (human)7
Sigma non-opioid intracellular receptor 1Rattus norvegicus (Norway rat)0.0013
Sodium channel protein type 11 subunit alphaHomo sapiens (human)7
Sodium channel protein type 8 subunit alphaHomo sapiens (human)7
Sodium channel protein type 10 subunit alphaHomo sapiens (human)7

Research

Studies (14)

TimeframeStudies, this research(%)All Research%
pre-19900 (0.00)18.7374
1990's6 (42.86)18.2507
2000's6 (42.86)29.6817
2010's2 (14.29)24.3611
2020's0 (0.00)2.80

Authors

AuthorsStudies
Chaki, S; Hatayama, K; Kawashima, Y; Nakazato, A; Ohta, K; Okuyama, S; Sekiguchi, Y1
Banister, SD; Chua, SW; Jorgensen, WT; Kassiou, M; Moussa, IA1
Shibata, S; Watanabe, S; Yamamoto, Y1
Bergeron, R; de Montigny, C; Debonnel, G1
Hashimoto, K; Iyo, M; Minabe, Y; Narita, N; Yamazaki, K1
Bowen, WD; de Costa, BR; Monnet, FP1
Hatano, K; Ishii, S; Ishiwata, K; Ito, K; Nabeshima, T; Noguchi, J; Senda, M1
Horikomi, K; Karasawa, J; Nukada, T; Okuyama, S; Sagi, N; Sora, I; Takahashi, S; Yamamoto, H; Yamamoto, T1
Abate, C; Berardi, F; Colabufo, NA; Contino, M; Niso, M; Perrone, R; Tortorella, V1
Baeyens, JM; Cobos, EJ; Del Pozo, E1
Chen, L; Dai, XN; Sokabe, M1
Bermack, JE; Debonnel, G1
Bastianetto, S; Danik, M; Mennicken, F; Quirion, R; Williams, S1
Betz, RM; Dror, RO; Kruse, AC; Schmidt, HR1

Other Studies

14 other study(ies) available for n,n-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride and haloperidol

ArticleYear
Design, synthesis, structure-activity relationships, and biological characterization of novel arylalkoxyphenylalkylamine sigma ligands as potential antipsychotic drugs.
    Journal of medicinal chemistry, 1999, Mar-25, Volume: 42, Issue:6

    Topics: Animals; Anisoles; Antipsychotic Agents; Brain; Drug Design; Drug Evaluation, Preclinical; In Vitro Techniques; Ligands; Male; Mice; Mice, Inbred ICR; Propylamines; Radioligand Assay; Rats; Rats, Wistar; Receptors, Dopamine D2; Receptors, sigma; Stereotyped Behavior; Structure-Activity Relationship

1999
Molecular hybridization of 4-azahexacyclo[5.4.1.0(2,6).0(3,10).0(5,9).0(8,11)]dodecane-3-ol with sigma (σ) receptor ligands modulates off-target activity and subtype selectivity.
    Bioorganic & medicinal chemistry letters, 2011, Jun-15, Volume: 21, Issue:12

    Topics: Alkanes; Aza Compounds; Cyclization; Dodecanol; Haloperidol; Ligands; Molecular Structure; Receptors, Dopamine; Receptors, sigma; Substrate Specificity

2011
A role of sigma receptors on hypoxia/hypoglycemia-induced decrease in CA1 presynaptic fiber spikes in rat hippocampal slices.
    Brain research, 1995, Jan-30, Volume: 670, Issue:2

    Topics: Action Potentials; Animals; Anisoles; Guanidines; Haloperidol; Hippocampus; Hypoglycemia; Hypoxia, Brain; In Vitro Techniques; Male; Nerve Fibers; Presynaptic Terminals; Propylamines; Rats; Rats, Wistar; Receptors, sigma

1995
Potentiation of neuronal NMDA response induced by dehydroepiandrosterone and its suppression by progesterone: effects mediated via sigma receptors.
    The Journal of neuroscience : the official journal of the Society for Neuroscience, 1996, Feb-01, Volume: 16, Issue:3

    Topics: Animals; Anisoles; Dehydroepiandrosterone; Drug Synergism; Female; Guanidines; Haloperidol; Hippocampus; Iontophoresis; Ligands; Male; N-Methylaspartate; Pertussis Toxin; Pregnenolone; Progesterone; Propylamines; Pyramidal Cells; Rats; Rats, Sprague-Dawley; Receptors, N-Methyl-D-Aspartate; Receptors, sigma; Spiperone; Virulence Factors, Bordetella

1996
Lack of neuroprotective effect of sigma receptor ligands in the neurotoxicity of p-chloroamphetamine in rat brain.
    European journal of pharmacology, 1995, Oct-06, Volume: 293, Issue:3

    Topics: Animals; Anisoles; Antitussive Agents; Cerebral Cortex; Dextromethorphan; Haloperidol; Hydroxyindoleacetic Acid; Ligands; Male; p-Chloroamphetamine; Propylamines; Rats; Rats, Sprague-Dawley; Receptors, sigma; Serotonin; Serotonin Agents

1995
Differentiation of sigma ligand-activated receptor subtypes that modulate NMDA-evoked [3H]-noradrenaline release in rat hippocampal slices.
    British journal of pharmacology, 1996, Volume: 119, Issue:1

    Topics: Animals; Anisoles; Anticonvulsants; Antipsychotic Agents; Cyclohexylamines; Guanidines; Haloperidol; Hippocampus; In Vitro Techniques; Ligands; Male; N-Methylaspartate; Narcotics; Norepinephrine; Pentazocine; Propylamines; Pyrrolidines; Rats; Rats, Sprague-Dawley; Receptors, sigma; Tritium

1996
Synthesis and preliminary evaluation of [11C]NE-100 labeled in two different positions as a PET sigma receptor ligand.
    Nuclear medicine and biology, 1998, Volume: 25, Issue:3

    Topics: Animals; Anisoles; Autoradiography; Biological Transport; Brain; Carbon Radioisotopes; Haloperidol; Indicators and Reagents; Isotope Labeling; Ligands; Male; Mice; Propylamines; Radioligand Assay; Rats; Rats, Wistar; Receptors, sigma; Tissue Distribution; Tomography, Emission-Computed

1998
Multiple pathways of sigma(1) receptor ligand uptakes into primary cultured neuronal cells.
    European journal of pharmacology, 2001, Aug-03, Volume: 425, Issue:1

    Topics: Animals; Anisoles; Arsenicals; Biological Transport; Calcium; Calcium-Transporting ATPases; Calmodulin; Cells, Cultured; Dose-Response Relationship, Drug; Enzyme Inhibitors; Haloperidol; Hydroquinones; Kinetics; Ligands; Neurons; Ouabain; Pentazocine; Piperazines; Propylamines; Pyrrolidines; Rats; Receptors, sigma; Sigma-1 Receptor; Sodium; Sulfonamides; Tartrates; Thapsigargin; Time Factors; Tritium

2001
Antiproliferative and cytotoxic effects of some sigma2 agonists and sigma1 antagonists in tumour cell lines.
    Naunyn-Schmiedeberg's archives of pharmacology, 2004, Volume: 370, Issue:2

    Topics: Animals; Anisoles; Antineoplastic Agents; Binding, Competitive; Brain; Cell Line, Tumor; Guanidines; Guinea Pigs; Haloperidol; Humans; In Vitro Techniques; Ligands; Liver; Membranes; Pentazocine; Piperazines; Propylamines; Pyridines; Radioligand Assay; Rats; Receptors, sigma; Sigma-1 Receptor

2004
Phenytoin differentially modulates the affinity of agonist and antagonist ligands for sigma 1 receptors of guinea pig brain.
    Synapse (New York, N.Y.), 2005, Mar-01, Volume: 55, Issue:3

    Topics: Allosteric Regulation; Animals; Anisoles; Anticonvulsants; Binding, Competitive; Brain; Dextromethorphan; Drug Interactions; Ethylenediamines; Guinea Pigs; Haloperidol; Ligands; Male; Morpholines; Neurons; Phenazocine; Phenytoin; Piperazines; Piperidines; Progesterone; Propylamines; Receptors, sigma; Synaptic Transmission

2005
Chronic administration of dehydroepiandrosterone sulfate (DHEAS) primes for facilitated induction of long-term potentiation via sigma 1 (sigma1) receptor: optical imaging study in rat hippocampal slices.
    Neuropharmacology, 2006, Volume: 50, Issue:3

    Topics: 6-Cyano-7-nitroquinoxaline-2,3-dione; Animals; Anisoles; Bicuculline; Dehydroepiandrosterone Sulfate; Diagnostic Imaging; Dose-Response Relationship, Radiation; Drug Combinations; Drug Interactions; Electric Stimulation; Endoplasmic Reticulum; Excitatory Amino Acid Antagonists; Excitatory Postsynaptic Potentials; GABA Antagonists; Haloperidol; Hippocampus; In Vitro Techniques; Long-Term Potentiation; Male; Membrane Proteins; Propylamines; Rats; Rats, Wistar; Tetrodotoxin

2006
Effects of OPC-14523, a combined sigma and 5-HT1a ligand, on pre- and post-synaptic 5-HT1a receptors.
    Journal of psychopharmacology (Oxford, England), 2007, Volume: 21, Issue:1

    Topics: 8-Hydroxy-2-(di-n-propylamino)tetralin; Action Potentials; Animals; Anisoles; Antidepressive Agents; Autoreceptors; Brain; Haloperidol; Hypothalamus; Iontophoresis; Male; Piperazines; Presynaptic Terminals; Propylamines; Pyramidal Cells; Pyridines; Quinolones; Raphe Nuclei; Rats; Rats, Sprague-Dawley; Receptor, Serotonin, 5-HT1A; Receptors, sigma; Serotonin 5-HT1 Receptor Agonists; Serotonin Antagonists; Serotonin Receptor Agonists; Synapses

2007
Prototypical antipsychotic drugs protect hippocampal neuronal cultures against cell death induced by growth medium deprivation.
    BMC neuroscience, 2006, Mar-30, Volume: 7

    Topics: Animals; Anisoles; Antipsychotic Agents; Benzazepines; Butaclamol; Caspase Inhibitors; Cell Death; Cells, Cultured; Chlorpromazine; Clozapine; Domperidone; Dopamine Antagonists; Excitatory Amino Acid Antagonists; Ginkgo biloba; Haloperidol; Hippocampus; Indans; Isoxazoles; Neurons; Neuroprotective Agents; Peptides; Piperidines; Plant Extracts; Propylamines; Raclopride; Rats; Rats, Sprague-Dawley; Reactive Oxygen Species; Receptors, N-Methyl-D-Aspartate; Remoxipride; Risperidone; Sulpiride

2006
Structural basis for σ
    Nature structural & molecular biology, 2018, Volume: 25, Issue:10

    Topics: Anisoles; Crystallography, X-Ray; Haloperidol; Humans; Ligands; Models, Molecular; Molecular Docking Simulation; Pentazocine; Propylamines; Protein Domains; Receptors, sigma

2018