Perazine

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

Identification

Summary

Perazine is a phenothiazine antipsychotic used in the acute and chronic treatment of psychotic disorders.

Generic Name
Perazine
DrugBank Accession Number
DB12710
Background

Perazine 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: 339.5
Monoisotopic: 339.176918991
Chemical Formula
C20H25N3S
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Treatment ofAcute psychotic symptoms••••••••••••••••••• •••• ••••••
Management ofChronic psychosis••••••••••••••••••• •••• ••••••
Treatment ofPsychomotor agitation••••••••••••••••••• •••• ••••••
Treatment ofCatatonic reaction••••••••••••••••••• •••• ••••••
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 Perazine.
AcebutololThe serum concentration of Acebutolol can be increased when it is combined with Perazine.
AcetazolamideThe risk or severity of CNS depression can be increased when Acetazolamide is combined with Perazine.
AcetohexamideThe therapeutic efficacy of Acetohexamide can be decreased when used in combination with Perazine.
AcetophenazineThe risk or severity of CNS depression can be increased when Acetophenazine is combined with Perazine.
Food Interactions
Not Available

Products

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Categories

ATC Codes
N05AB10 — Perazine
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzothiazines
Sub Class
Phenothiazines
Direct Parent
Phenothiazines
Alternative Parents
Alkyldiarylamines / Diarylthioethers / N-methylpiperazines / Benzenoids / 1,4-thiazines / Trialkylamines / Azacyclic compounds / Organopnictogen compounds / Hydrocarbon derivatives
Substituents
1,4-diazinane / Alkyldiarylamine / Amine / Aromatic heteropolycyclic compound / Aryl thioether / Azacycle / Benzenoid / Diarylthioether / Hydrocarbon derivative / N-alkylpiperazine
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
phenothiazines, N-alkylpiperazine, N-methylpiperazine (CHEBI:59118)
Affected organisms
Not Available

Chemical Identifiers

UNII
8915147A2B
CAS number
84-97-9
InChI Key
WEYVCQFUGFRXOM-UHFFFAOYSA-N
InChI
InChI=1S/C20H25N3S/c1-21-13-15-22(16-14-21)11-6-12-23-17-7-2-4-9-19(17)24-20-10-5-3-8-18(20)23/h2-5,7-10H,6,11-16H2,1H3
IUPAC Name
10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine
SMILES
CN1CCN(CCCN2C3=CC=CC=C3SC3=CC=CC=C23)CC1

References

General References
  1. DIMDI Drug Product Information: Perazin-neuraxpharm (perazine) film-coated tablets [Link]
KEGG Compound
C16903
PubChem Compound
4744
PubChem Substance
347828908
ChemSpider
4582
BindingDB
260166
RxNav
8042
ChEBI
59118
ChEMBL
CHEMBL1697766
ZINC
ZINC000019362664
PharmGKB
PA162565876
Wikipedia
Perazine

Clinical Trials

Clinical Trials

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Tablet, film coatedOral100 MG
Tablet, film coatedOral200 MG
Tablet, film coatedOral25 MG
Tablet, coatedOral25 MG
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0601 mg/mLALOGPS
logP4.19ALOGPS
logP3.78Chemaxon
logS-3.8ALOGPS
pKa (Strongest Basic)8.41Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area9.72 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity105 m3·mol-1Chemaxon
Polarizability39.53 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - EI-BGC-MSsplash10-01w4-3932000000-826fc2cac2d9f88605f2
GC-MS Spectrum - CI-BGC-MSsplash10-0002-9310000000-ec3169ce94eacf892f47
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0059000000-09cac0e697c14f696d5c
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0009000000-6aad2ab5513d09b2be46
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0019000000-6465a9fd72b1379483c1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-1639000000-0a60af0b8ff519a0e738
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0961000000-85a2e79bc83e8e88e29f
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-7896000000-22d3aeb24ed7aa6a6a79
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]-191.7732622
predicted
DarkChem Lite v0.1.0
[M-H]-175.22598
predicted
DeepCCS 1.0 (2019)
[M+H]+192.5505622
predicted
DarkChem Lite v0.1.0
[M+H]+177.58398
predicted
DeepCCS 1.0 (2019)
[M+Na]+192.3751622
predicted
DarkChem Lite v0.1.0
[M+Na]+183.67711
predicted
DeepCCS 1.0 (2019)

Drug created at October 20, 2016 23:43 / Updated at June 08, 2021 11:32