Bromperidol

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Summary

Bromperidol is a first-generation butyrophenone antipsychotic used in the treatment of schizophrenia and other psychotic manifestations.

Generic Name
Bromperidol
DrugBank Accession Number
DB12401
Background

Bromperidol has been used in trials studying the treatment of Dementia, Depression, Schizophrenia, Anxiety Disorders, and Psychosomatic Disorders, among others.

Type
Small Molecule
Groups
Approved, Investigational
Structure
Weight
Average: 420.322
Monoisotopic: 419.08962
Chemical Formula
C21H23BrFNO2
Synonyms
  • Bromperidol
External IDs
  • R 11,333
  • R-11333

Pharmacology

Indication

Not Available

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Treatment ofSchizophrenic psychoses•••••••••••••••••
Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
1,2-BenzodiazepineThe risk or severity of CNS depression can be increased when Bromperidol is combined with 1,2-Benzodiazepine.
AcetazolamideThe risk or severity of CNS depression can be increased when Acetazolamide is combined with Bromperidol.
AcetophenazineThe risk or severity of CNS depression can be increased when Acetophenazine is combined with Bromperidol.
AgomelatineThe risk or severity of CNS depression can be increased when Agomelatine is combined with Bromperidol.
AlfentanilThe risk or severity of CNS depression can be increased when Alfentanil is combined with Bromperidol.
Food Interactions
Not Available

Products

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Categories

ATC Codes
N05AD06 — Bromperidol
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbonyl compounds
Direct Parent
Alkyl-phenylketones
Alternative Parents
Phenylpiperidines / Phenylbutylamines / Butyrophenones / Aryl alkyl ketones / Benzoyl derivatives / Aralkylamines / Fluorobenzenes / Bromobenzenes / Aryl bromides / Aryl fluorides
show 9 more
Substituents
Alcohol / Alkyl-phenylketone / Amine / Aralkylamine / Aromatic heteromonocyclic compound / Aryl alkyl ketone / Aryl bromide / Aryl fluoride / Aryl halide / Azacycle
show 23 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
LYH6F7I22E
CAS number
10457-90-6
InChI Key
RKLNONIVDFXQRX-UHFFFAOYSA-N
InChI
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
IUPAC Name
4-[4-(4-bromophenyl)-4-hydroxypiperidin-1-yl]-1-(4-fluorophenyl)butan-1-one
SMILES
OC1(CCN(CCCC(=O)C2=CC=C(F)C=C2)CC1)C1=CC=C(Br)C=C1

References

General References
  1. AIFA Product Information: Impromen (bromperidol) for oral use [Link]
PubChem Compound
2448
PubChem Substance
347828647
ChemSpider
2354
BindingDB
81484
RxNav
19777
ChEBI
31305
ChEMBL
CHEMBL28218
ZINC
ZINC000000601270
Wikipedia
Bromperidol

Clinical Trials

Clinical Trials

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
SolutionOral2 mg
Solution / dropsOral10 MG/ML
Solution / dropsOral2 MG/ML
TabletOral1 MG
TabletOral10 MG
TabletOral5 MG
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00723 mg/mLALOGPS
logP3.78ALOGPS
logP3.83Chemaxon
logS-4.8ALOGPS
pKa (Strongest Acidic)13.97Chemaxon
pKa (Strongest Basic)8.07Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area40.54 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity105.41 m3·mol-1Chemaxon
Polarizability41.37 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSsplash10-00xr-3900100000-ff9736b6f93bc161b31c
MS/MS Spectrum - , positiveLC-MS/MSsplash10-00xr-3900100000-ff9736b6f93bc161b31c
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0200900000-1a9c3cc9797b659c4d77
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0402900000-dc3495cbe26112320ed7
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014j-0007900000-6b4aa1c5de0179cda7bf
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-1901100000-2946ff009faa7a3ca0b4
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00p3-9246600000-87fbf4510464887a58b4
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9011000000-d0d44b0ca60532d5b33e
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-189.04526
predicted
DeepCCS 1.0 (2019)
[M+H]+191.52464
predicted
DeepCCS 1.0 (2019)
[M+Na]+199.09874
predicted
DeepCCS 1.0 (2019)

Drug created at October 20, 2016 22:14 / Updated at May 27, 2021 02:57