Details
Stereochemistry | ACHIRAL |
Molecular Formula | C21H23BrFNO2 |
Molecular Weight | 420.315 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1(CCN(CCCC(=O)C2=CC=C(F)C=C2)CC1)C3=CC=C(Br)C=C3
InChI
InChIKey=RKLNONIVDFXQRX-UHFFFAOYSA-N
InChI=1S/C21H23BrFNO2/c22-18-7-5-17(6-8-18)21(26)11-14-24(15-12-21)13-1-2-20(25)16-3-9-19(23)10-4-16/h3-10,26H,1-2,11-15H2
Bromperidol decanoate is a long-acting antipsychotic medication used in at least Belgium, Germany, Italy, and the Netherlands. In clinical trials, Bromperidol decanoate was effective in the treatment of residual schizophrenia, with significant differences between before and after treatment ratings for symptoms. The preparation seems to be less potent than other depot antipsychotics (such as fluphenazine and haloperidol decanoate) and better than placebo injection. If bromperidol decanoate is available to the clinician it may be a viable choice, especially when there are reasons not to use fluphenazine or haloperidol decanoate.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL339 |
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Target ID: CHEMBL217 Sources: https://www.genome.jp/dbget-bin/www_bget?D02626 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Clinical experiences in an open and a double-blind trial. | 1978 Jan-Feb |
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Effects and side-effects of bromperidol in comparison with other antipsychotic drugs. | 1978 Jan-Feb |
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Double-blind- evaluation of bromperidol versus haloperidol treatment in chronic psychotic patients. | 1978 Jan-Feb |
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The initial US clinical experience in the management of schizophrenic patients with bromperidol. | 1978 Jan-Feb |
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Open study with bromperidol (C-C 2489), a new neuroleptic, for the determination of the neuroleptic threshold and the neuroleptic-therapeutic range. | 1978 Mar |
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Clinical evaluation of bromperidol versus haloperidol in psychotic patients. | 1980 |
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Neuroleptic malignant syndrome after clozapine plus carbamazepine. | 1988 Dec 24-31 |
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Positive and negative symptoms, depression and social disability in chronic schizophrenia: a comparative trial of bromperidol and fluphenazine decanoates. | 1992 Nov |
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Possible interaction between cisapride and bromperidol. | 1997 Jan |
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[Involvement of cytochromeP4503A4 in the metabolism of haloperidol and bromperidol]. | 1998 Feb |
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Lesioning the thalamus for dyskinesia. | 2001 |
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Association between TaqI A dopamine D2 receptor polymorphism and therapeutic response to bromperidol: a preliminary report. | 2001 |
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Relationship between Taq1 A dopamine D2 receptor (DRD2) polymorphism and prolactin response to bromperidol. | 2001 Apr 8 |
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The -141C Ins/Del polymorphism in the dopamine D2 receptor gene promoter region is associated with anxiolytic and antidepressive effects during treatment with dopamine antagonists in schizophrenic patients. | 2001 Aug |
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No relationship between--141C Ins/Del polymorphism in the promoter region of dopamine D2 receptor and extrapyramidal adverse effects of selective dopamine D2 antagonists in schizophrenic patients: a preliminary study. | 2001 Feb 14 |
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[Malignant syndrome caused by a combination of bromperidol and donepezil hydrochloride in a patient with probable dementia with Lewy bodies]. | 2001 Nov |
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Comparison of prolactin concentrations between haloperidol and bromperidol treatments in schizophrenic patients. | 2002 Apr |
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The characteristics of side-effects of bromperidol in schizophrenic patients. | 2002 Feb |
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Therapeutic effects of bromperidol on the five dimensions of schizophrenic symptoms. | 2002 Jan |
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Switching to amisulpride due to hepatic complications. | 2002 May |
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Poor reliability of therapeutic drug monitoring data for haloperidol and bromperidol using enzyme immunoassay. | 2003 Dec |
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Screening, library-assisted identification and validated quantification of fifteen neuroleptics and three of their metabolites in plasma by liquid chromatography/mass spectrometry with atmospheric pressure chemical ionization. | 2003 Mar |
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[Frontal dementia or dementia praecox? A case report of a psychotic disorder with a severe decline]. | 2003 Mar-Apr |
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Combination of dopamine D2 receptor gene polymorphisms as a possible predictor of treatment-resistance to dopamine antagonists in schizophrenic patients. | 2003 Sep |
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Depot bromperidol decanoate for schizophrenia. | 2004 |
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Two cases of deep vein thrombosis associated with antipsychotic drug use. | 2004 Aug |
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[Butyrophenone derivatives]. | 2004 Dec |
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Establishment of new cloned enzyme donor immunoassays (CEDIA) for haloperidol and bromperidol. | 2004 Jun |
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Simultaneous determination of haloperidol and bromperidol and their reduced metabolites by liquid-liquid extraction and automated column-switching high-performance liquid chromatography. | 2004 Jun 5 |
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Atypical properties of several classes of antipsychotic drugs on the basis of differential induction of Fos-like immunoreactivity in the rat brain. | 2004 Nov 26 |
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Effect of quetiapine in the treatment of panic attacks in patients with schizophrenia: 3 case reports. | 2004 Winter |
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Influence of duration of untreated psychosis on auditory P300 in drug-naive and first-episode schizophrenia. | 2005 Apr |
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Treatment with the new antipsychotic sertindole for late-occurring undesirable movement effects. | 2005 Nov |
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Pharmacokinetic parameters of bromperidol in Korean subjects. | 2006 Aug |
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Sensitive determination of 4-(4-bromophenyl)-4-hydroxypiperidine, a metabolite of bromperidol, in rat plasma by HPLC with fluorescence detection after pre-column derivatization using 4-fluoro-7-nitro-2,1,3-benzoxadiazole. | 2006 Dec |
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Association between multidrug resistance 1 (MDR1) gene polymorphisms and therapeutic response to bromperidol in schizophrenic patients: a preliminary study. | 2006 Mar |
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Dopamine D2 receptor gene polymorphisms predict well the response to dopamine antagonists at therapeutic dosages in patients with schizophrenia. | 2007 Apr |
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Pharmacogenetics of antipsychotic adverse effects: Case studies and a literature review for clinicians. | 2007 Dec |
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Donepezil in Alzheimer's disease: From conventional trials to pharmacogenetics. | 2007 Jun |
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Minimizing antipsychotic medication obviated the need for enema against severe constipation leading to paralytic ileus: a case report. | 2007 Oct |
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The effects of atypical and conventional antipsychotics on reduced processing speed and psychomotor slowing in schizophrenia: a cross-sectional exploratory study. | 2008 Apr |
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The effect of antipsychotic medication on sexual function and serum prolactin levels in community-treated schizophrenic patients: results from the Schizophrenia Trial of Aripiprazole (STAR) study (NCT00237913). | 2008 Dec 22 |
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Mechanisms of action of antipsychotic drugs of different classes, refractoriness to therapeutic effects of classical neuroleptics, and individual variation in sensitivity to their actions: Part I. | 2009 Dec |
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Automated on-line in-tube solid-phase microextraction coupled with HPLC/MS/MS for the determination of butyrophenone derivatives in human plasma. | 2009 Jun |
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Drugs associated with more suicidal ideations are also associated with more suicide attempts. | 2009 Oct 2 |
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Identification and quantification of 30 antipsychotics in blood using LC-MS/MS. | 2010 Aug |
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Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method. | 2010 Dec |
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Improvement of mutism in a catatonic schizophrenia case by add-on treatment with amantadine. | 2010 Jun |
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Synergistic drug combinations for tuberculosis therapy identified by a novel high-throughput screen. | 2011 Aug |
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Screening of a chemical library reveals novel PXR-activating pharmacologic compounds. | 2015 Jan 5 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: http://www.ndrugs.com/?s=bromperidol
Oral Schizophrenia:
Adult: 1-15 mg daily, up to 50 mg daily.
Intramuscular Schizophrenia:
Adult: Long-term therapy: Up to 300 mg every 4 wk via deep inj.
Intramuscular Psychoses:
Adult: Long-term therapy: Up to 300 mg every 4 wk via deep inj.
Oral Psychoses:
Adult: 1-15 mg daily, up to 50 mg daily.
Route of Administration:
Other
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/417559
Curator's Comment: In in vivo and in vitro experiements the antidopaminergic action of bromperidol, evaluated by PRL release, can be considered intermediate between pimozide and haloperidol.
Bromperidol is able to antagonize as well as haloperidol the DA-induced LH-RH release.
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NCI_THESAURUS |
C29710
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WHO-VATC |
QN05AD06
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WHO-ATC |
N05AD06
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SUB05923MIG
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3737
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407
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100000091973
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DTXSID0022690
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C76439
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DB12401
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LYH6F7I22E
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m2722
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C006820
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BROMPERIDOL
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759275
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233-943-3
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19777
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10457-90-6
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CHEMBL28218
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2448
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ACTIVE MOIETY
PRODRUG (METABOLITE ACTIVE)