Drug/Small Molecule:
phenelzine

2D structure

Overview

Trade Names: Beta-phenylethylhydrazine; Fenelzina [INN-Spanish]; Fenelzyna; Fenelzyne; Nardil; Phenalzine; Phenelezine; Phenelzinum [INN-Latin]; Phenethylhydrazine; Phenylethyl hydrazine-HCl; Phenylethylhydrazine; Stinerval
PharmGKB Accession Id: PA450903

Description

One of the monoamine oxidase inhibitors used to treat depression; phobic disorders; and panic. PubChem (source: Drug Bank)

Indication

For the treatment of depression. (source: Drug Bank)

ATC Therapeutic Category

  • N06AF:Monoamine oxidase inhibitors, non-selective

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

The irreversible inhibition of MAO by phenelzine causes an increase in the levels of serotonin, norepinephrine, and dopamine in the neuron, relieving depressive symptoms. (source: Drug Bank)

Pharmacology

Phenelzine belongs to a class of antidepressants called monoamine oxidase inhibitors (MAOIs). Phenelzine works by irreversibly blocking the action of a chemical substance known as monoamine oxidase (MAO) in the nervous system. Within neurons, MAO appears to regulate the levels of monoamines released upon synaptic firing. Since depression is associated with low levels of monoamines, the inhibition of MAO serves to ease depressive symptoms. (source: Drug Bank)

Food Interactions

Avoid St.John's Wort.
Avoid aged foods (cheese, red wine), pickled foods, cured foods (bacon/ham), chocolate, fava beans, beer, unless approved by your physician.
Avoid alcohol.
Avoid excessive quantities of coffee or tea (Caffeine).
Take without regard to meals. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic. Acetylation of phenelzine appears to be a minor metabolic pathway. Beta-phenylethylamine is a metabolite of phenelzine, and there is indirect evidence that phenelzine may also be ring-hydroxylated and N-methylated. (source: Drug Bank)

Absorption

Readily absorbed after oral administration. (source: Drug Bank)

Toxicity

Symptoms of overdose include drowsiness, dizziness, faintness, irritability, hyperactivity, agitation, severe headache, hallucinations, trismus, opisthotonos, convulsions and coma, rapid and irregular pulse, hypertension, hypotension and vascular collapse, precordial pain, respiratory depression and failure, hyperpyrexia, diaphoresis, and cool, clammy skin. (source: Drug Bank)

Isomeric SMILES Code:

c1ccc(cc1)CCNN (source: Drug Bank)

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
AOC3 Uncurated Annotation (source: Drug Bank)
MAOA Uncurated Annotation (source: Drug Bank)
MAOB Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
almotriptan Uncurated Annotation The MAO inhibitor increases the effect and toxicity of 5-HT agonist (source: Drug Bank)
amitriptyline Uncurated Annotation Possibility of severe adverse effects (source: Drug Bank)
amoxapine Uncurated Annotation Possibility of severe adverse effects (source: Drug Bank)
amphetamine Uncurated Annotation Possible hypertensive crisis (source: Drug Bank)
atomoxetine Uncurated Annotation Possible severe adverse reaction with this combination (source: Drug Bank)
benzphetamine Uncurated Annotation Possible hypertensive crisis (source: Drug Bank)
bupropion Uncurated Annotation Possible severe adverse reaction with this combination (source: Drug Bank)
buspirone Uncurated Annotation Possible blood pressure elevation (source: Drug Bank)
chlorpropamide Uncurated Annotation The MAO inhibitor increases the effect of the hypoglycemic agent (source: Drug Bank)
citalopram Uncurated Annotation Possible severe adverse reaction with this combination (source: Drug Bank)
clomipramine Uncurated Annotation Possibility of severe adverse effects (source: Drug Bank)
desipramine Uncurated Annotation Possibility of severe adverse effects (source: Drug Bank)
dextroamphetamine Uncurated Annotation Possible hypertensive crisis (source: Drug Bank)
dextromethorphan Uncurated Annotation Possible severe adverse reaction (source: Drug Bank)
dobutamine Uncurated Annotation Increased arterial pressure (source: Drug Bank)
donepezil Uncurated Annotation Possible antagonism of action (source: Drug Bank)
dopamine Uncurated Annotation Increased arterial pressure (source: Drug Bank)
doxepin Uncurated Annotation Possibility of severe adverse effects (source: Drug Bank)
duloxetine Uncurated Annotation Possible severe adverse reaction with this combination (source: Drug Bank)
ephedrine Uncurated Annotation Increased arterial pressure (source: Drug Bank)
epinephrine Uncurated Annotation Increased arterial pressure (source: Drug Bank)
escitalopram Uncurated Annotation Possible severe adverse reaction with this combination (source: Drug Bank)
fenfluramine Uncurated Annotation Possible hypertensive crisis (source: Drug Bank)
fenoterol Uncurated Annotation Increased arterial pressure (source: Drug Bank)
fluoxetine Uncurated Annotation Possible severe adverse reaction with this combination (source: Drug Bank)
fluvoxamine Uncurated Annotation Possible severe adverse reaction with this combination (source: Drug Bank)
galantamine Uncurated Annotation Possible antagonism of action (source: Drug Bank)
glibenclamide Uncurated Annotation The MAO inhibitor increases the effect of the hypoglycemic agent (source: Drug Bank)
gliclazide Uncurated Annotation The MAO inhibitor increases the effect of the hypoglycemic agent (source: Drug Bank)
glipizide Uncurated Annotation The MAO inhibitor increases the effect of the hypoglycemic agent (source: Drug Bank)
guanethidine Uncurated Annotation The agent decreases the effect of guanethidine (source: Drug Bank)
imipramine Uncurated Annotation Possibility of severe adverse effects (source: Drug Bank)
isoproterenol Uncurated Annotation Increased arterial pressure (source: Drug Bank)
levodopa Uncurated Annotation Possible hypertensive crisis (source: Drug Bank)
mazindol Uncurated Annotation Possible hypertensive crisis (source: Drug Bank)
meperidine Uncurated Annotation Potentially fatal adverse effects (source: Drug Bank)
methamphetamine Uncurated Annotation Possible hypertensive crisis (source: Drug Bank)
methoxamine Uncurated Annotation Increased arterial pressure (source: Drug Bank)
methylphenidate Uncurated Annotation Possible hypertensive crisis with this combination (source: Drug Bank)
mirtazapine Uncurated Annotation Possible severe adverse reaction with this combination (source: Drug Bank)
naratriptan Uncurated Annotation The MAO inhibitor increases the effect and toxicity of 5-HT agonist (source: Drug Bank)
nefazodone Uncurated Annotation Possible severe adverse reaction with this combination (source: Drug Bank)
norepinephrine Uncurated Annotation Increased arterial pressure (source: Drug Bank)
nortriptyline Uncurated Annotation Possibility of severe adverse effects (source: Drug Bank)
orciprenaline Uncurated Annotation Increased arterial pressure (source: Drug Bank)
paroxetine Uncurated Annotation Possible severe adverse reaction with this combination (source: Drug Bank)
phendimetrazine Uncurated Annotation Possible hypertensive crisis (source: Drug Bank)
phendimetrazine Uncurated Annotation Possible hypertensive crisis (source: Drug Bank)
phenylephrine Uncurated Annotation Increased arterial pressure (source: Drug Bank)
pirbuterol Uncurated Annotation Increased arterial pressure (source: Drug Bank)
protriptyline Uncurated Annotation Possibility of severe adverse effects (source: Drug Bank)
pseudoephedrine Uncurated Annotation Increased arterial pressure (source: Drug Bank)
rivastigmine Uncurated Annotation Possible antagonism of action (source: Drug Bank)
rizatriptan Uncurated Annotation The MAO inhibitor increases the effect and toxicity of rizatriptan (source: Drug Bank)
salbutamol Uncurated Annotation Increased arterial pressure (source: Drug Bank)
sertraline Uncurated Annotation Possible severe adverse reaction with this combination (source: Drug Bank)
sibutramine Uncurated Annotation Possible serotoninergic syndrome with this combination (source: Drug Bank)
sumatriptan Uncurated Annotation The MAO inhibitor increases the effect and toxicity of 5-HT agonist (source: Drug Bank)
terbutaline Uncurated Annotation Increased arterial pressure (source: Drug Bank)
tetrabenazine Uncurated Annotation CNS stimulation, hypertensive upsurge with this combination (source: Drug Bank)
tolbutamide Uncurated Annotation The MAO inhibitor increases the effect of the hypoglycemic agent (source: Drug Bank)
tolcapone Uncurated Annotation Possible hypertensive crisis with this combination (source: Drug Bank)
tramadol Uncurated Annotation Increased risk of seizures and serotonin syndrome (source: Drug Bank)
trimipramine Uncurated Annotation Possibility of severe adverse effects (source: Drug Bank)
venlafaxine Uncurated Annotation Possible severe adverse reaction with this combination (source: Drug Bank)
zolmitriptan Uncurated Annotation The MAO inhibitor increases the effect and toxicity of 5-HT agonist (source: Drug Bank)

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. The Connectivity Map: using gene-expression signatures to connect small molecules, genes, and disease

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00780
KEGG Compound ID:
C07430
PubChem Compound ID:
3675
PubChem Substance ID:
9634

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

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