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QuickView for Tranylcypromine (compound)


PubChem
Name: Tranylcypromine
PubChem Compound ID: 107121
Description: A propylamine formed from the cyclization of the side chain of amphetamine. This monoamine oxidase inhibitor is effective in the treatment of major depression, dysthymic disorder, and atypical depression. It also is useful in panic and phobic disorders. (From AMA Drug Evaluations Annual, 1994, p311)
Molecular formula: C18H24N2O4S
Molecular weight: 364.46 g/mol
Synonyms:
EINECS 222-601-9; Bis(2-phenylcyclopropylammonium) sulphate; 3548-91-2
DrugBank
Identification
Name: Tranylcypromine
Name (isomeric): DB00752
Drug Type: small molecule
Description: A propylamine formed from the cyclization of the side chain of amphetamine. This monoamine oxidase inhibitor is effective in the treatment of major depression, dysthymic disorder, and atypical depression. It also is useful in panic and phobic disorders. (From AMA Drug Evaluations Annual, 1994, p311)
Brand: Transamine, Dl-Tranylcypromine, Parnate
Category: Antidepressants, Anti-anxiety Agents, Monoamine Oxidase Inhibitors, Antidepressive Agents
CAS number: 155-09-9
Pharmacology
Indication: For the treatment of major depressive episode without melancholia.
Pharmacology:
Tranylcypromine belongs to a class of antidepressants called monoamine oxidase inhibitors (MAOIs). Tranylcypromine is a non-hydrazine monoamine oxidase inhibitor with a rapid onset of activity. MAO is an enzyme that catalyzes the oxidative deamination of a number of amines, including serotonin, norepinephrine, epinephrine, and dopamine. Two isoform...
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Mechanism of Action:
Tranylcypromine irreversibly and nonselectively inhibits monoamine oxidase (MAO). 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, as this results in an increase in the concentrations...
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Absorption: Interindividual variability in absorption. May be biphasic in some individuals. Peak plasma concentrations occur in one hour following oral administration with a secondary peak occurring within 2-3 hours. Biphasic absorption may represent different rates of absorption of the stereoisomers of the drug, though additional studies are required to confirm this.
Biotransformation: Hepatic.
Half Life: 1.5-3.2 hours in patients with normal renal and hepatic function
Toxicity: In overdosage, some patients exhibit insomnia, restlessness and anxiety, progressing in severe cases to agitation, mental confusion and incoherence. Hypotension, dizziness, weakness and drowsiness may occur, progressing in severe cases to extreme dizziness and shock. A few patients have displayed hypertension with severe headache and other symptoms. Rare instances have been reported in which hypertension was accompanied by twitching or myoclonic fibrillation of skeletal muscles with hyperpyrexia, sometimes progressing to generalized rigidity and coma.
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Avoid alcohol.
Avoid excessive quantities of coffee or tea (caffeine).
Avoid St. John's Wort.
Avoid aged foods (chesse, red wine), pickled foods, cured foods (bacon/ham), chocolate, fava beans, beer, unless approved by your physician.
Drug interaction:
EscitalopramIncreased risk of serotonin syndrome. Concomitant therapy should be avoided. A significant washout period, dependent on the half-lives of the agents, should be employed between therapies.
BenzphetamineThe MAO inhibitor, Tranylcypromine, may increase the vasopressor effect of the amphetamine, Benzphetamine. Concomitant therapy should be avoided.
DoxepinIncreased risk of serotonin syndrome. Concomitant therapy should be avoided. A significant washout period, dependent on the half-lives of the agents, should be employed between therapies.
AmitriptylineIncreased risk of serotonin syndrome. Concomitant therapy should be avoided. A significant washout period, dependent on the half-lives of the agents, should be employed between therapies.
MethoxamineThe MAO inhibitor, Tranylcypromine, may increase the vasopressor effect of the alpha1-agonist, Methoxamine. Concomitant therapy should be avoided.
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Targets


Enzymes

DrugBank
Identification
Name: Tranylcypromine
Name (isomeric): DB02665
Drug Type: small molecule
Description: A propylamine formed from the cyclization of the side chain of amphetamine. This monoamine oxidase inhibitor is effective in the treatment of major depression, dysthymic disorder, and atypical depression. It also is useful in panic and phobic disorders. (From AMA Drug Evaluations Annual, 1994, p311)
Category: Anti-anxiety Agents, Monoamine Oxidase Inhibitors, Antidepressive Agents

Targets