Benperidol

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

Identification

Summary

Benperidol is a neuroleptic butyrophenone derivative indicated in the treatment of psychoses, manic episodes, and psychomotor agitation.

Generic Name
Benperidol
DrugBank Accession Number
DB12867
Background

Benperidol 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: 381.451
Monoisotopic: 381.185255188
Chemical Formula
C22H24FN3O2
Synonyms
  • Benperidol
  • Benperidolum
External IDs
  • CB 8089
  • MCN-JR-4584
  • R 4584
  • R-4584

Pharmacology

Indication

Not Available

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Treatment ofPsychomotor agitation••••••••••••
Treatment ofPsychosis••••••••••••
Treatment ofManic syndromes••••••••••••
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 1,2-Benzodiazepine is combined with Benperidol.
AcetazolamideThe risk or severity of CNS depression can be increased when Acetazolamide is combined with Benperidol.
AcetophenazineThe risk or severity of CNS depression can be increased when Acetophenazine is combined with Benperidol.
AgomelatineThe risk or severity of CNS depression can be increased when Agomelatine is combined with Benperidol.
AlfentanilThe risk or severity of CNS depression can be increased when Alfentanil is combined with Benperidol.
Food Interactions
Not Available

Products

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International/Other Brands
Anquil / Benquil

Categories

ATC Codes
N05AD07 — Benperidol
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
Phenylbutylamines / Butyrophenones / Benzimidazoles / Aryl alkyl ketones / Benzoyl derivatives / Fluorobenzenes / Piperidines / Aryl fluorides / N-substituted imidazoles / Gamma-amino ketones
show 8 more
Substituents
Alkyl-phenylketone / Amine / Aromatic heteropolycyclic compound / Aryl alkyl ketone / Aryl fluoride / Aryl halide / Azacycle / Azole / Benzenoid / Benzimidazole
show 22 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
97O6X78C53
CAS number
2062-84-2
InChI Key
FEBOTPHFXYHVPL-UHFFFAOYSA-N
InChI
InChI=1S/C22H24FN3O2/c23-17-9-7-16(8-10-17)21(27)6-3-13-25-14-11-18(12-15-25)26-20-5-2-1-4-19(20)24-22(26)28/h1-2,4-5,7-10,18H,3,6,11-15H2,(H,24,28)
IUPAC Name
1-(4-fluorophenyl)-4-[4-(2-hydroxy-1H-1,3-benzodiazol-1-yl)piperidin-1-yl]butan-1-one
SMILES
OC1=NC2=CC=CC=C2N1C1CCN(CCCC(=O)C2=CC=C(F)C=C2)CC1

References

General References
  1. DIMDI Product Information: Benperidol-neuraxpharm (benperidol) solution for injection [Link]
  2. DIMDI Product Information: Glianimon (benperidol) for oral use [Link]
PubChem Compound
16363
PubChem Substance
347829025
ChemSpider
15521
BindingDB
81492
RxNav
1373
ChEBI
93403
ChEMBL
CHEMBL297302
ZINC
ZINC000009232411
Wikipedia
Benperidol

Clinical Trials

Clinical Trials

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Injection, solutionIntramuscular; Intravenous2 mg/100mL
Injection, solutionIntramuscular; Intravenous2 mg/30mL
Tablet10 MG
Tablet2 MG
Tablet4 MG
Tablet5 MG
SolutionOral1 mg/mL
Tablet
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0306 mg/mLALOGPS
logP3.6ALOGPS
logP3.79Chemaxon
logS-4.1ALOGPS
pKa (Strongest Acidic)11.67Chemaxon
pKa (Strongest Basic)8.55Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area58.36 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity106.34 m3·mol-1Chemaxon
Polarizability41.85 Å3Chemaxon
Number of Rings4Chemaxon
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
MS/MS Spectrum - , positiveLC-MS/MSsplash10-01b9-3911000000-e206a343ec091deafac6
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0109000000-7c5a4ac54a9c45209a3e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-01q9-0009000000-0ab190e29355d843db28
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01xa-0609000000-bc28340e446b8fb63fd1
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f8i-0019000000-4fe0d7a387b02d6d394a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-05gr-1948000000-ad48044772bec896f75b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-05nf-4933000000-8d25ae98eeefffceef92
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]-184.17278
predicted
DeepCCS 1.0 (2019)
[M+H]+186.53078
predicted
DeepCCS 1.0 (2019)
[M+Na]+193.32823
predicted
DeepCCS 1.0 (2019)

Drug created at October 21, 2016 00:52 / Updated at June 12, 2021 10:54