Pheniprazine

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

Identification

Name
Pheniprazine
Accession Number
DB09250
Description

Pheniprazine is an irreversible and nonselective monoamine oxidase inhibitor (MAOI) of the hydrazine chemical class that was used as an antidepressant in the 1960s. In addition, it was used for the treatment of other conditions, such as angina pectoris and schizophrenia. Pheniprazine was withdrawn by its manufacturer due to its ability to cause toxicity in the liver and its ability to cause optic neuritis.

Type
Small Molecule
Groups
Withdrawn
Structure
Thumb
Weight
Average: 150.225
Monoisotopic: 150.115698459
Chemical Formula
C9H14N2
Synonyms
Not Available

Pharmacology

Indication

For the treatment of depression, schizophrenia, and angina pectoris.

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
Affected organisms
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
AbciximabThe risk or severity of bleeding and hemorrhage can be increased when Pheniprazine is combined with Abciximab.
AcarbosePheniprazine may increase the hypoglycemic activities of Acarbose.
AcebutololPheniprazine may increase the hypotensive activities of Acebutolol.
AceclofenacThe risk or severity of hypertension can be increased when Aceclofenac is combined with Pheniprazine.
AcemetacinThe risk or severity of hypertension can be increased when Pheniprazine is combined with Acemetacin.
AcenocoumarolThe risk or severity of bleeding and hemorrhage can be increased when Pheniprazine is combined with Acenocoumarol.
AcetazolamideThe risk or severity of adverse effects can be increased when Acetazolamide is combined with Pheniprazine.
AcetohexamidePheniprazine may increase the hypoglycemic activities of Acetohexamide.
AcetophenazineThe risk or severity of extrapyramidal symptoms can be increased when Acetophenazine is combined with Pheniprazine.
Acetylsalicylic acidThe risk or severity of bleeding and hemorrhage can be increased when Pheniprazine is combined with Acetylsalicylic acid.
Additional Data Available
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  • Severity
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  • Evidence Level
    Evidence Level
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  • Action
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Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Pheniprazine hydrochloride5B3OM8452C66-05-7HXCTUSBYMZQLKB-UHFFFAOYSA-N
International/Other Brands
Catron / Cavodil

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Phenethylamines
Direct Parent
Amphetamines and derivatives
Alternative Parents
Phenylpropanes / Alkylhydrazines / Organopnictogen compounds / Hydrocarbon derivatives
Substituents
Alkylhydrazine / Amphetamine or derivatives / Aromatic homomonocyclic compound / Hydrazine derivative / Hydrocarbon derivative / Organic nitrogen compound / Organonitrogen compound / Organopnictogen compound / Phenylpropane
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Chemical Identifiers

UNII
37VKD7067M
CAS number
55-52-7
InChI Key
VXTWEDPZMSVFEF-UHFFFAOYSA-N
InChI
InChI=1S/C9H14N2/c1-8(11-10)7-9-5-3-2-4-6-9/h2-6,8,11H,7,10H2,1H3
IUPAC Name
(1-phenylpropan-2-yl)hydrazine
SMILES
CC(CC1=CC=CC=C1)NN

References

General References
  1. LEAR TE, BROWNE MW, GREEVES JA: A controlled trial of cavodil (pheniprazine) in depression. J Ment Sci. 1962 Nov;108:856-58. [PubMed:13928843]
  2. SANDLER G: Clinical evaluation of pheniprazine in angina pectoris. Br Med J. 1961 Mar 18;1(5228):792-4. [PubMed:13746179]
  3. WICKSTROM L, HAHN N: [beta-Phenylisoprophlhydrazine (Catran) in schizophrenia]. Nord Med. 1962 Sep 13;68:1165-7. [PubMed:14000469]
PubChem Compound
5929
PubChem Substance
310265153
ChemSpider
5716
ChEBI
134773
ChEMBL
CHEMBL22498
Wikipedia
Pheniprazine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility3.75 mg/mLALOGPS
logP1.69ALOGPS
logP1.62ChemAxon
logS-1.6ALOGPS
pKa (Strongest Basic)5.65ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area38.05 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity58.68 m3·mol-1ChemAxon
Polarizability17.47 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Drug created on October 23, 2015 22:06 / Updated on June 12, 2020 10:52

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