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Spiperone

CAS No.:
749-02-0
Catalog Number:
AG003UF1
Molecular Formula:
Molecular Weight:
Pack Size
Purity
Availability
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Product Description
Catalog Number:
AG003UF1
Chemical Name:
Spiperone
CAS Number:
749-02-0
MDL Number:
MFCD00055099
IUPAC Name:
8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
InChI:
InChI=1S/C23H26FN3O2/c24-19-10-8-18(9-11-19)21(28)7-4-14-26-15-12-23(13-16-26)22(29)25-17-27(23)20-5-2-1-3-6-20/h1-3,5-6,8-11H,4,7,12-17H2,(H,25,29)
InChI Key:
DKGZKTPJOSAWFA-UHFFFAOYSA-N
EC Number:
212-024-0
UNII:
4X6E73CJ0Q
Properties
Complexity:
577  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
395.201g/mol
Formal Charge:
0
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
395.478g/mol
Monoisotopic Mass:
395.201g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
52.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3  
Literature
Title Journal
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Haloperidol, spiperone, pimozide and aripiprazole reduce intracellular dopamine content in PC12 cells and rat mesencephalic cultures: Implication of inhibition of vesicular transport. European journal of pharmacology 20100825
Further delineation of hydrophobic binding sites in dopamine D(2)/D(3) receptors for N-4 substituents on the piperazine ring of the hybrid template 5/7-{[2-(4-aryl-piperazin-1-yl)-ethyl]-propyl-amino}-5,6,7,8-tetrahydro-naphthalen-2-ol. Bioorganic & medicinal chemistry 20100801
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Increased 5-HT2A receptors in the temporal cortex of parkinsonian patients with visual hallucinations. Movement disorders : official journal of the Movement Disorder Society 20100730
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A 5-HT1A-like receptor is involved in the regulation of the embryonic rotation of Lymnaea stagnalis L. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20100601
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Effects of SCH23390 and spiperone administered into medial striatum and intermediate medial mesopallium on rewarding effects of morphine in day-old chicks. European journal of pharmacology 20100210
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Neuroprotective effects of pramipexole against tunicamycin-induced cell death in PC12 cells. Clinical and experimental pharmacology & physiology 20091201
Microglial responses to dopamine in a cell culture model of Parkinson's disease. Neurobiology of aging 20091101
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Characterization of the contractile 5-hydroxytryptamine receptor in the autoperfused kidney of L-NAME hypertensive rats. European journal of pharmacology 20091012
Physical binding pocket induction for affinity prediction. Journal of medicinal chemistry 20091008
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Evidence for dopamine involvement in ambulation promoted by menthone in mice. Pharmacology, biochemistry, and behavior 20090101
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11C-NMSP/ 18F-FDG microPET to monitor neural stem cell transplantation in a rat model of traumatic brain injury. European journal of nuclear medicine and molecular imaging 20080901
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A review of imaging techniques for systems biology. BMC systems biology 20080101
The neuropharmacology of (-)-stepholidine and its potential applications. Current neuropharmacology 20071201
Possible involvement of endogenous 5-HT in aggravation of cerulein-induced acute pancreatitis in mice. Journal of pharmacological sciences 20071101
Chronic SKF83959 induced less severe dyskinesia and attenuated L-DOPA-induced dyskinesia in 6-OHDA-lesioned rat model of Parkinson's disease. Neuropharmacology 20070701
Dopamine D2 receptor stimulation inhibits cold-initiated thermogenesis in brown adipose tissue in conscious rats. Neuroscience 20070615
Frontal-subcortical circuitry and behavior. Dialogues in clinical neuroscience 20070601
Dopamine stimulates 45Ca2+ uptake through cAMP, PLC/PKC, and MAPKs in renal proximal tubule cells. Journal of cellular physiology 20070501
Activation of dopamine D2 receptors in the CNS inhibits sympathetic cutaneous vasomotor alerting responses (SCVARs), contributing to clozapine's SCVAR-inhibiting action. Progress in neuro-psychopharmacology & biological psychiatry 20070330
Acute and chronic administration of the cannabinoid receptor agonist CP 55,940 attenuates tumor-evoked hyperalgesia. European journal of pharmacology 20070308
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Screening of 5-HT1A receptor antagonists using molecularly imprinted polymers. Journal of the American Chemical Society 20070214
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Changes in levels of D1, D2, or NMDA receptors during withdrawal from brief or extended daily access to IV cocaine. Brain research 20070202
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[Implication of serotonin in the regulation of hemostasis in the experiment]. Anesteziologiia i reanimatologiia 20070101
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Ptychodiscus brevis toxin-induced depression of spinal reflexes involves 5-HT via 5-HT3 receptors modulated by NMDA receptor. Neuroscience letters 20061127
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Dopamine D2 receptor-mediated G protein activation assessed by agonist-stimulated [35S]guanosine 5'-O-(gamma-thiotriphosphate) binding in rat striatal membranes. Progress in neuro-psychopharmacology & biological psychiatry 20060930
Association of caffeine to MDMA does not increase antinociception but potentiates adverse effects of this recreational drug. Brain research 20060921
Sympathetic neurotransmission in the rat testicular capsule: functional characterization and identification of mRNA encoding alpha1-adrenoceptor subtypes. European journal of pharmacology 20060814
Fluorescence studies reveal heterodimerization of dopamine D1 and D2 receptors in the plasma membrane. Biochemistry 20060725
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Effects of dopamine D1-like receptor agonists on food-maintained operant behavior in rats. Behavioural pharmacology 20060601
Comparison of rat dopamine D2 receptor occupancy for a series of antipsychotic drugs measured using radiolabeled or nonlabeled raclopride tracer. Life sciences 20060522
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Serotonin receptor antagonists discriminate between PKA- and PKC-mediated plasticity in aplysia sensory neurons. Journal of neurophysiology 20060401
Pharmacological characterization of 5-hydroxytryptamine-induced contraction in the chicken gastrointestinal tract. Autonomic & autacoid pharmacology 20060401
Dopamine D(2) receptor activation modulates perceived odor intensity. Behavioral neuroscience 20060401
Potential vascular alpha1-adrenoceptor blocking properties of an array of 5-HT receptor ligands in the rat. European journal of pharmacology 20060327
Transient and selective overexpression of dopamine D2 receptors in the striatum causes persistent abnormalities in prefrontal cortex functioning. Neuron 20060216
Dopamine, oxytocin, and vasopressin receptor binding in the medial prefrontal cortex of monogamous and promiscuous voles. Neuroscience letters 20060213
Simultaneous analysis of haloperidol, its three metabolites and two other butyrophenone-type neuroleptics by high performance liquid chromatography with dual ultraviolet detection. Biomedical chromatography : BMC 20060201
D2-like receptors mediate the expulsion phase of ejaculation elicited by 8-hydroxy-2-(di-N-propylamino)tetralin in rats. The Journal of pharmacology and experimental therapeutics 20060201
Synthesis and binding profile of constrained analogues of N-[4-(4-arylpiperazin-1-yl)butyl]-3-methoxybenzamides, a class of potent dopamine D3 receptor ligands. The Journal of pharmacy and pharmacology 20060201
Differential effects of cocaine-induced seizures and lethality on M(1)-like muscarinic and dopaminergic D (1)- and D (2)-like binding receptors in mice brain. Cellular and molecular neurobiology 20060201
Investigation of the alternatively spliced insert region of the D2L dopamine receptor by epitope substitution. Neuroscience letters 20060130
Investigation of cooperativity in the binding of ligands to the D(2) dopamine receptor. Molecular pharmacology 20060101
Structural determinants of pharmacological specificity between D(1) and D(2) dopamine receptors. Molecular pharmacology 20060101
Pramipexole protects against H2O2-induced PC12 cell death. Naunyn-Schmiedeberg's archives of pharmacology 20060101
Influence of human B-casomorphin-7 on specific binding of 3H-spiperone to the 5-HT2-receptors of rat brain frontal cortex. Protein and peptide letters 20060101
Serotonin 5-HT2A and 5-HT6 receptors in the prefrontal cortex of Alzheimer and normal aging patients. BMC neuroscience 20060101
Dopamine presynaptically and heterogeneously modulates nucleus accumbens medium-spiny neuron GABA synapses in vitro. BMC neuroscience 20060101
Interaction between different parts of the autonomic nervous system in the regulation of smooth muscles in the femoral artery and trachea. Bulletin of experimental biology and medicine 20060101
Dibenzazecine compounds with a novel dopamine/5HT2A receptor profile and 3D-QSAR analysis. BMC pharmacology 20060101
Review of F-FDG Synthesis and Quality Control. Biomedical imaging and intervention journal 20060101
Modifications in muscarinic, dopaminergic and serotonergic receptors concentrations in the hippocampus and striatum of epileptic rats. Life sciences 20051205
Reactions between beta-casomorphins-7 and 5-HT2-serotonin receptors. Bulletin of experimental biology and medicine 20051101
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Competitive MS binding assays for dopamine D2 receptors employing spiperone as a native marker. Chembiochem : a European journal of chemical biology 20051001
KKHA-761, a potent D3 receptor antagonist with high 5-HT1A receptor affinity, exhibits antipsychotic properties in animal models of schizophrenia. Pharmacology, biochemistry, and behavior 20051001
Participation of octopaminergic reward system and dopaminergic punishment system in insect olfactory learning revealed by pharmacological study. The European journal of neuroscience 20050901
Cognitive effects of dopaminergic and glutamatergic blockade in nucleus accumbens in pigeons. Pharmacology, biochemistry, and behavior 20050801
N1/P2 component of auditory evoked potential reflect changes of the brain serotonin biosynthesis in rats. Nutritional neuroscience 20050801
2-[4-(3,4-Dimethylphenyl)piperazin-1-ylmethyl]-1H benzoimidazole (A-381393), a selective dopamine D4 receptor antagonist. Neuropharmacology 20050701
Reciprocal mutations in TM2/TM3 in a D2 dopamine receptor background confirms the importance of this microdomain as a selective determinant of para-halogenated 1,4-disubstituted aromatic piperazines. Archiv der Pharmazie 20050601
Chirospecific and subtype selective dopamine receptor binding of heterocyclic methoxynaphthamide analogs. Archiv der Pharmazie 20050601
Effects of mercury on neurochemical receptors in wild river otters (Lontra canadensis). Environmental science & technology 20050515
Enhanced binding of dopamine D1 receptors in caudate-putamen subregions in High-Yawning Sprague-Dawley rats. Synapse (New York, N.Y.) 20050501
Mechanisms of inverse agonist action at D2 dopamine receptors. British journal of pharmacology 20050501
Dopamine D2 receptor stimulation of mitogen-activated protein kinases mediated by cell type-dependent transactivation of receptor tyrosine kinases. Journal of neurochemistry 20050501
Dopamine receptor activation in bovine pinealocyte via a cAMP-dependent transcription pathway. Journal of pineal research 20050401
The role of the phosphatidyinositol-linked D1 dopamine receptor in the pharmacology of SKF83959. Pharmacology, biochemistry, and behavior 20050401
Estrogen mediated inhibition of dopamine transport in the striatum: regulation by G alpha i/o. European journal of pharmacology 20050328
Stimulation of 5-HT1A receptor with 8-OH-DPAT inhibits hydrogen peroxide-induced neurotoxicity in cultured rat cortical cells. Pharmacological research 20050301
Modeling the similarity and divergence of dopamine D2-like receptors and identification of validated ligand-receptor complexes. Journal of medicinal chemistry 20050210
Developmental neurotoxicity of pyrethroid insecticides: critical review and future research needs. Environmental health perspectives 20050201
Distribution of D1-like and D2-like dopamine receptors in the brain of genetic epileptic WAG/Rij rats. Epilepsy research 20050201
Effect of dopamine injection into caudate nucleus on immune responsiveness in rats: a pilot study. Immunology letters 20050115
Synthesis and structure-activity relationships of 1-aralkyl-4-benzylpiperidine and 1-aralkyl-4-benzylpiperazine derivatives as potent sigma ligands. Journal of medicinal chemistry 20050113
Effects of long-term biogenic amine transporter blockade on receptor/G-protein coupling in rat brain. Neuropharmacology 20050101
Prenatal ethanol preferentially enhances reactivity of the dopamine D1 but not D2 or D3 receptors in offspring. Neurotoxicology and teratology 20050101
Evidence for 5-HT2B and 5-HT7 receptor-mediated relaxation in pulmonary arteries of weaned pigs. Naunyn-Schmiedeberg's archives of pharmacology 20050101
Behavioral and neurochemical effects on rat offspring after prenatal exposure to ethanol. Neurotoxicology and teratology 20050101
Biphasic firing response of nucleus accumbens neurons elicited by THPB-18 and its correlation with DA receptor subtypes. Acta pharmacologica Sinica 20041201
Aglycemia and ischemia depress monosynaptic and polysynaptic reflexes in neonatal rat spinal cord in vitro by involving different types of 5-hydroxytryptamine receptors. Neuroscience letters 20041130
Atypical properties of several classes of antipsychotic drugs on the basis of differential induction of Fos-like immunoreactivity in the rat brain. Life sciences 20041126
Targeted mutation of CCK(2) receptor gene antagonises behavioural changes induced by social isolation in female, but not in male mice. Behavioural brain research 20041105
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Cloning and expression of a rat D2 dopamine receptor cDNA. Nature 19881201
In vitro estrogen-like effects of 7,12-dimethylbenz(a)anthracene on anterior pituitary dopamine receptors of rats. Cancer research 19881115
Receptor mechanisms of nicotine-induced locomotor hyperactivity in chronic nicotine-treated rats. European journal of pharmacology 19880802
Alpha 2-adrenoceptors as a target for formamidine pesticides: in vitro and in vivo studies in mice. Toxicology and applied pharmacology 19880401
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Antagonism by neuroleptics of serotonin 5-HT1A and 5-HT2 receptors of normal human brain in vitro. European journal of pharmacology 19871110
MPTP-induced parkinsonism in the monkey: neurochemical pathology, complications of treatment and pathophysiological mechanisms. The Canadian journal of neurological sciences. Le journal canadien des sciences neurologiques 19870801
Experimental study on resting tremor and L-dopa-induced dyskinesia. European neurology 19870101
The selective dopamine D2 receptor antagonist raclopride discriminates between dopamine-mediated motor functions. Psychopharmacology 19860101
Simultaneous catalepsy and apomorphine-induced stereotypic behavior in mice. Life sciences 19851104
Prenatal exposure of rats to antidepressants enhances agonist affinity of brain dopamine receptors and dopamine-mediated behaviour. European journal of pharmacology 19851022
Repeated treatment with imipramine or amitriptyline increases the locomotor response of rats to (+)-amphetamine given into the nucleus accumbens. The Journal of pharmacy and pharmacology 19850501
The role of the GABA mechanisms of the globus pallidus in mediating catalepsy, stereotypy and locomotor activity. Pharmacology, biochemistry, and behavior 19841201
[Effect of repeated haloperidol and apomorphine administration on the development of tolerance for catalepsy and dopamine receptor hypersensitivity in mice]. Biulleten' eksperimental'noi biologii i meditsiny 19841001
Sigma opiates and certain antipsychotic drugs mutually inhibit (+)-[3H] SKF 10,047 and [3H]haloperidol binding in guinea pig brain membranes. Proceedings of the National Academy of Sciences of the United States of America 19840901
Dopamine receptors in rat pituitary and estradiol-induced pituitary tumor: effect of chronic treatment with bromocriptine. Biochemical and biophysical research communications 19840830
Remoxipride, a new potential antipsychotic compound with selective antidopaminergic actions in the rat brain. European journal of pharmacology 19840720
Interactions of neurotensin with brain dopamine systems: biochemical and behavioral studies. The Journal of pharmacology and experimental therapeutics 19830501
CGS 7525A, a new, centrally active alpha 2 adrenoceptor antagonist. Life sciences 19830124
Assessment of the antidepressant activity of dothiepin and its metabolites by preclinical tests. Journal of affective disorders 19820901
Possible involvement of serotonergic neurons in the reduction of locomotor hyperactivity caused by amphetamine in neonatal rats depleted of brain dopamine. Brain research 19820722
Cataleptogenic doses of morphine suppress 3H-spiroperidol binding to striatal membranes. Naunyn-Schmiedeberg's archives of pharmacology 19820501
Septo-hippocampal system: target for substituted benzamides. European journal of pharmacology 19820423
Central neurotropic activity of homovanillic acid. Acta physiologica Polonica 19810101
Chronic treatment with antidepressant drugs: potentiation of apomorphine-induced aggressive behaviour in rats. Neuroscience letters 19790801
On the anticataleptic action of cyproheptadine. Pharmacology, biochemistry, and behavior 19760801
Influence of WA-335, a factor which blocks serotonin receptors, on neuroleptic-induced catalepsy. Archivum immunologiae et therapiae experimentalis 19760101
Antagonistic effect of cyproheptadine on neuroleptic-induced catalepsy. Pharmacology, biochemistry, and behavior 19750101
The effect of 5-hydroxytrytamine synthesis inhibitors on neuroleptic-induced catalepsy in rats. Archivum immunologiae et therapiae experimentalis 19750101
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