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alpha-(4-fluorophenyl)-4-(5-fluoro-2-pyrimidinyl)-1-piperazine butanol and haloperidol

alpha-(4-fluorophenyl)-4-(5-fluoro-2-pyrimidinyl)-1-piperazine butanol has been researched along with haloperidol in 29 studies

Compound Research Comparison

Studies
(alpha-(4-fluorophenyl)-4-(5-fluoro-2-pyrimidinyl)-1-piperazine butanol)
Trials
(alpha-(4-fluorophenyl)-4-(5-fluoro-2-pyrimidinyl)-1-piperazine butanol)
Recent Studies (post-2010)
(alpha-(4-fluorophenyl)-4-(5-fluoro-2-pyrimidinyl)-1-piperazine butanol)
Studies
(haloperidol)
Trials
(haloperidol)
Recent Studies (post-2010) (haloperidol)
901220,3301,7533,294

Protein Interaction Comparison

ProteinTaxonomyalpha-(4-fluorophenyl)-4-(5-fluoro-2-pyrimidinyl)-1-piperazine butanol (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 (29)

TimeframeStudies, this research(%)All Research%
pre-19904 (13.79)18.7374
1990's22 (75.86)18.2507
2000's3 (10.34)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80

Authors

AuthorsStudies
Bernstein, E; Dextraze, P; Eison, MS; Lobeck, WG; New, JS; Taylor, DP; Temple, DL; Yevich, JP; Yocca, FD1
Campbell, BG; Kimes, AS; London, ED; Scheffel, U; Wilson, AA1
Meier, E; Moltzen, EK; Perregaard, J; Sánchez, C1
Meier, E; Moltzen, EK; Perregaard, J1
Audinot, V; Chaput, C; Conte, C; Gavaudan, S; Millan, MJ; Newman-Tancredi, A; Touzard, M; Verrièle, L1
Chaki, S; Hatayama, K; Kawashima, Y; Nakazato, A; Ohta, K; Okuyama, S; Sekiguchi, Y1
Booth, RG; Brown, RL; Bucholtz, EC; Tropsha, A; Wyrick, SD1
Maier, CA; Wünsch, B2
Bedürftig, S; Wünsch, B1
Hudzik, TJ1
Ciancone, MT; Haracz, JL; Rebec, GV; White, IM1
de Montigny, C; Debonnel, G; Fournier, A; Monnet, FP1
Levant, B; Nemeroff, CB1
Borosky, SA; Clissold, DB; Ferkany, JW; Goode, S; Karbon, EW; Patch, RJ; Pontecorvo, MJ1
Balestra, B; Candura, SM; Coccini, T; Costa, LG; Iapadre, N; Manzo, L; Tonini, M1
Iwamoto, ET1
Blair, D; Matthews, RT; McMillen, BA; Sallis, R1
Wachtel, SR; White, FJ1
Ford-Rice, FY; London, ED; Schell, SE; Su, TP1
Maurice, T; Nabeshima, T; Parish, DW; Privat, A; Su, TP1
Akunne, H; Caprathe, BW; Jaen, JC; Pugsley, TA; Wise, LD1
De Costa, BR; Hudzik, TJ; McMillan, DE1
Chaki, S; Imagawa, Y; Muramatsu, M; Okuyama, S; Otomo, S; Tanaka, M1
Bergeron, R; De Montigny, C; Debonnel, G1
Barfknecht, CF; Schoenwald, RD; Shirolkar, S; Xia, E1
Akiyama, K; Kuroda, S; Okumura, K; Ujike, H1
Junien, JL; Maurice, T; Privat, A1
Chariot, J; Fu-Cheng, X; Rozé, C; Souli, A1

Other Studies

29 other study(ies) available for alpha-(4-fluorophenyl)-4-(5-fluoro-2-pyrimidinyl)-1-piperazine butanol and haloperidol

ArticleYear
Synthesis and biological characterization of alpha-(4-fluorophenyl)-4-(5-fluoro-2-pyrimidinyl)-1-piperazinebutanol and analogues as potential atypical antipsychotic agents.
    Journal of medicinal chemistry, 1992, Nov-27, Volume: 35, Issue:24

    Topics: Animals; Antipsychotic Agents; Avoidance Learning; Catalepsy; Molecular Structure; Piperazines; Pyrimidines; Rats; Receptors, Dopamine D2; Stereoisomerism; Stereotyped Behavior

1992
Radiosynthesis, cerebral distribution, and binding of [125I]-1-(p-iodophenyl)-3-(1-adamantyl)guanidine, a ligand for sigma binding sites.
    Journal of medicinal chemistry, 1992, Dec-11, Volume: 35, Issue:25

    Topics: Animals; Autoradiography; Binding Sites; Binding, Competitive; Brain; Guanidines; Guinea Pigs; Iodobenzenes; Male; Mice; Receptors, sigma; Tissue Distribution

1992
Sigma ligands with subnanomolar affinity and preference for the sigma 2 binding site. 1. 3-(omega-aminoalkyl)-1H-indoles.
    Journal of medicinal chemistry, 1995, May-26, Volume: 38, Issue:11

    Topics: Animals; Binding Sites; Indoles; Ligands; Male; Piperidines; Rats; Rats, Wistar; Receptors, sigma; Sensitivity and Specificity; Structure-Activity Relationship

1995
Sigma ligands with subnanomolar affinity and preference for the sigma 2 binding site. 2. Spiro-joined benzofuran, isobenzofuran, and benzopyran piperidines.
    Journal of medicinal chemistry, 1995, May-26, Volume: 38, Issue:11

    Topics: Animals; Benzofurans; Benzopyrans; Binding Sites; Binding, Competitive; Brain; Male; Piperidines; Rats; Rats, Wistar; Receptors, sigma; Sensitivity and Specificity; Structure-Activity Relationship

1995
Agonist and antagonist actions of antipsychotic agents at 5-HT1A receptors: a [35S]GTPgammaS binding study.
    European journal of pharmacology, 1998, Aug-21, Volume: 355, Issue:2-3

    Topics: Animals; Antipsychotic Agents; CHO Cells; Cricetinae; Guanosine 5'-O-(3-Thiotriphosphate); Humans; Receptors, Serotonin; Receptors, Serotonin, 5-HT1; Serotonin Agents; Sulfur Radioisotopes

1998
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
Synthesis, evaluation, and comparative molecular field analysis of 1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalenes as ligands for histamine H(1) receptors.
    Journal of medicinal chemistry, 1999, Aug-12, Volume: 42, Issue:16

    Topics: Animals; Binding Sites; Binding, Competitive; Brain; Guinea Pigs; Histamine H1 Antagonists; In Vitro Techniques; Ligands; Models, Molecular; Pyrilamine; Radioligand Assay; Structure-Activity Relationship; Tetrahydronaphthalenes

1999
Novel spiropiperidines as highly potent and subtype selective sigma-receptor ligands. Part 1.
    Journal of medicinal chemistry, 2002, Jan-17, Volume: 45, Issue:2

    Topics: Acetals; Animals; Binding, Competitive; Brain; Guinea Pigs; In Vitro Techniques; Ligands; Liver; Piperidines; Pyrones; Radioligand Assay; Rats; Receptors, sigma; Sigma-1 Receptor; Spiro Compounds; Structure-Activity Relationship

2002
Novel sigma receptor ligands. Part 2. SAR of spiro[[2]benzopyran-1,4'-piperidines] and spiro[[2]benzofuran-1,4'-piperidines] with carbon substituents in position 3.
    Journal of medicinal chemistry, 2002, Oct-24, Volume: 45, Issue:22

    Topics: Animals; Benzopyrans; Brain; Guinea Pigs; In Vitro Techniques; Ligands; Piperidines; Radioligand Assay; Receptors, sigma; Spiro Compounds; Structure-Activity Relationship

2002
1,4-Diazepanes derived from (S)-serine--homopiperazines with improved sigma(1) (sigma) receptor affinity and selectivity.
    European journal of medicinal chemistry, 2009, Volume: 44, Issue:2

    Topics: Azepines; Piperazine; Piperazines; Protein Binding; Receptors, sigma; Structure-Activity Relationship

2009
Sigma ligand-induced emesis in the pigeon.
    Pharmacology, biochemistry, and behavior, 1992, Volume: 41, Issue:1

    Topics: Animals; Apomorphine; Columbidae; Dextromethorphan; Dizocilpine Maleate; Dopamine Agents; Guanidines; Haloperidol; Male; Pentobarbital; Phenazocine; Piperidines; Propranolol; Psychotropic Drugs; Pyrimidines; Receptors, Opioid; Receptors, sigma; Vomiting

1992
A lever-release version of the conditioned avoidance response paradigm: effects of haloperidol, clozapine, sulpiride, and BMY-14802.
    Pharmacology, biochemistry, and behavior, 1992, Volume: 41, Issue:1

    Topics: Animals; Antipsychotic Agents; Avoidance Learning; Clozapine; Dextroamphetamine; Dose-Response Relationship, Drug; Haloperidol; Male; Psychotropic Drugs; Pyrimidines; Rats; Rats, Inbred Strains; Stereotyped Behavior; Sulpiride

1992
Neuropeptide Y potentiates the N-methyl-D-aspartate response in the CA3 dorsal hippocampus. II. Involvement of a subtype of sigma receptor.
    The Journal of pharmacology and experimental therapeutics, 1992, Volume: 263, Issue:3

    Topics: Animals; Cinnamates; Cyclopropanes; Drug Synergism; Guanidines; Haloperidol; Hippocampus; Male; N-Methylaspartate; Neuropeptide Y; Pyrimidines; Rats; Rats, Sprague-Dawley; Receptors, Neuropeptide Y; Receptors, sigma; Spiperone

1992
Further studies on the modulation of regional brain neurotensin concentrations by antipsychotic drugs: focus on haloperidol and BMY 14802.
    The Journal of pharmacology and experimental therapeutics, 1992, Volume: 262, Issue:1

    Topics: Animals; Benzazepines; Brain; Drug Interactions; Haloperidol; Injections, Intraperitoneal; Male; Neurotensin; Psychotropic Drugs; Pyrimidines; Rats; Rats, Inbred Strains; Sulpiride

1992
Possible cerebroprotective and in vivo NMDA antagonist activities of sigma agents.
    Brain research bulletin, 1991, Volume: 26, Issue:3

    Topics: Animals; Anticonvulsants; Brain Diseases; Electroshock; Haloperidol; Hypoxia; Male; Mice; Mice, Inbred Strains; N-Methylaspartate; Nimodipine; Piperidines; Postural Balance; Pyrimidines; Receptors, Opioid; Receptors, sigma; Seizures

1991
Two subtypes of enteric non-opioid sigma receptors in guinea-pig cholinergic motor neurons.
    European journal of pharmacology, 1991, May-30, Volume: 198, Issue:1

    Topics: Animals; Anti-Anxiety Agents; Antipsychotic Agents; Carbazoles; Dextromethorphan; Electric Stimulation; Guanidines; Guinea Pigs; Haloperidol; In Vitro Techniques; Male; Motor Neurons; Myenteric Plexus; Parasympathetic Nervous System; Phenazocine; Pyrimidines; Receptors, Opioid; Receptors, sigma

1991
Evidence for a model of activation of central sigma systems.
    Life sciences, 1989, Volume: 44, Issue:21

    Topics: Animals; Benzazepines; Benzomorphans; Butaclamol; Carbazoles; Dopamine Antagonists; Haloperidol; Kinetics; Male; Models, Biological; Motor Activity; Naltrexone; Narcotic Antagonists; Phenazocine; Pyrimidines; Rats; Rats, Inbred Strains; Receptors, Opioid; Receptors, sigma; Sulpiride

1989
Effects of BMY 14802, a potential antipsychotic drug, on rat brain dopaminergic function.
    The Journal of pharmacology and experimental therapeutics, 1986, Volume: 239, Issue:1

    Topics: 3,4-Dihydroxyphenylacetic Acid; Animals; Antipsychotic Agents; Brain; Buspirone; Dopamine; Female; Haloperidol; Neurons; Pyrimidines; Rats; Rats, Inbred Strains; Receptors, Dopamine; Spiperone; Substantia Nigra; Tyrosine 3-Monooxygenase

1986
Electrophysiological effects of BMY 14802, a new potential antipsychotic drug, on midbrain dopamine neurons in the rat: acute and chronic studies.
    The Journal of pharmacology and experimental therapeutics, 1988, Volume: 244, Issue:1

    Topics: Animals; Antipsychotic Agents; Apomorphine; Brain; Clozapine; Dopamine; Electrophysiology; Haloperidol; Male; Neurons; Pyrimidines; Rats; Rats, Inbred Strains

1988
Correlation of inhibitory potencies of putative antagonists for sigma receptors in brain and spleen.
    European journal of pharmacology, 1988, Apr-13, Volume: 148, Issue:3

    Topics: Animals; Antipsychotic Agents; Brain Chemistry; Carbazoles; Guinea Pigs; Haloperidol; In Vitro Techniques; Isoquinolines; Male; Phenazocine; Piperazines; Pyrimidines; Receptors, Opioid; Receptors, sigma; Spleen; Tritium

1988
PRE-084, a sigma selective PCP derivative, attenuates MK-801-induced impairment of learning in mice.
    Pharmacology, biochemistry, and behavior, 1994, Volume: 49, Issue:4

    Topics: Amnesia; Animals; Anti-Anxiety Agents; Avoidance Learning; Cholinergic Agents; Dizocilpine Maleate; Dose-Response Relationship, Drug; Haloperidol; Learning; Male; Maze Learning; Memory; Memory, Short-Term; Mice; Morpholines; Phencyclidine; Pyrimidines; Rats; Rats, Wistar; Receptors, sigma

1994
Evaluation of the effects of the enantiomers of reduced haloperidol, azaperol, and related 4-amino-1-arylbutanols on dopamine and sigma receptors.
    Journal of medicinal chemistry, 1993, Nov-26, Volume: 36, Issue:24

    Topics: 3,4-Dihydroxyphenylacetic Acid; Animals; Antipsychotic Agents; Brain; Butanols; CHO Cells; Cricetinae; Dopamine; Dopamine Antagonists; Guinea Pigs; Haloperidol; Homovanillic Acid; Humans; Male; Oxidation-Reduction; Piperazines; Pyridines; Pyrimidines; Rats; Receptors, Dopamine; Receptors, Dopamine D2; Receptors, Dopamine D3; Receptors, sigma; Stereoisomerism

1993
Sigma receptor-mediated emetic response in pigeons: agonists, antagonists and modifiers.
    European journal of pharmacology, 1993, May-19, Volume: 236, Issue:2

    Topics: Animals; Anti-Anxiety Agents; Antiemetics; Binding Sites; Columbidae; Drug Interactions; Emetics; Guanidines; Haloperidol; Male; Pyrimidines; Receptors, sigma; Vomiting

1993
FH-510, a potent and selective ligand for rat brain sigma recognition sites.
    European journal of pharmacology, 1993, Jul-06, Volume: 238, Issue:1

    Topics: Animals; Anti-Anxiety Agents; Binding, Competitive; Brain; Carbazoles; Dopamine; Haloperidol; Male; Mice; Phenazocine; Phencyclidine; Propylamines; Pyrimidines; Rats; Rats, Wistar; Receptors, sigma; Stereotyped Behavior

1993
Modification of the N-methyl-D-aspartate response by antidepressant sigma receptor ligands.
    European journal of pharmacology, 1993, Aug-24, Volume: 240, Issue:2-3

    Topics: 1-Naphthylamine; Animals; Antidepressive Agents; Clorgyline; Electrophysiology; Haloperidol; Male; N-Methylaspartate; Paroxetine; Pyramidal Cells; Pyrimidines; Rats; Rats, Sprague-Dawley; Receptors, sigma; Sertraline; Tranylcypromine

1993
The effects of sigma ligands on protein release from lacrimal acinar cells: a potential agonist/antagonist assay.
    Life sciences, 1995, Mar-03, Volume: 56, Issue:15

    Topics: Animals; Antidepressive Agents; Antipsychotic Agents; Eye Proteins; Guanidines; Haloperidol; In Vitro Techniques; Lacrimal Apparatus; Pentazocine; Phenethylamines; Pyrimidines; Rabbits; Receptors, sigma

1995
BMY-14802 reversed the sigma receptor agonist-induced neck dystonia in rats.
    Journal of neural transmission (Vienna, Austria : 1996), 1996, Volume: 103, Issue:10

    Topics: Animals; Antipsychotic Agents; Dibenzothiepins; Dopamine Antagonists; Dopamine D2 Receptor Antagonists; Dystonia; Guanidines; Haloperidol; Male; Microinjections; Nerve Tissue Proteins; Perphenazine; Piperidines; Pyrimidines; Rats; Rats, Sprague-Dawley; Receptors, Dopamine D2; Receptors, sigma; Red Nucleus; Sulpiride; Torticollis

1996
Dehydroepiandrosterone sulfate attenuates dizocilpine-induced learning impairment in mice via sigma 1-receptors.
    Behavioural brain research, 1997, Volume: 83, Issue:1-2

    Topics: Animals; Anti-Anxiety Agents; Avoidance Learning; Dehydroepiandrosterone Sulfate; Dizocilpine Maleate; Dopamine Antagonists; Excitatory Amino Acid Antagonists; Haloperidol; Injections, Subcutaneous; Learning Disabilities; Ligands; Male; Memory Disorders; Mice; Pyrimidines; Receptors, sigma

1997
Antisecretory effect of peptide YY through neural receptors in the rat jejunum in vitro.
    Peptides, 1999, Volume: 20, Issue:8

    Topics: Animals; Atropine; Haloperidol; Hexamethonium; Idazoxan; In Vitro Techniques; Jejunum; Male; Peptide YY; Pyrimidines; Rats; Rats, Wistar; Tetrodotoxin

1999