Tranylcypromine
(1S,2R)-(−)-tranylcypromine (top),
(1R,2S)-(+)-tranylcypromine (bottom) |
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| Clinical data | |
|---|---|
| Trade names | originally Parnate, many generics |
| AHFS/Drugs.com | Monograph |
| MedlinePlus | a682088 |
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| Routes of administration |
Oral |
| ATC code | |
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| Legal status | |
| Pharmacokinetic data | |
| Bioavailability | 50% |
| Metabolism | (CYP2A6, CYP2C19, CYP2D6) |
| Biological half-life | 2.5 hours |
| Excretion | Urine, Feces |
| Identifiers | |
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| CAS Number | |
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| DrugBank | |
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| ChEBI | |
| ChEMBL | |
| ECHA InfoCard | 100.005.312 |
| Chemical and physical data | |
| Formula | C9H11N |
| Molar mass | 133.19 g/mol |
| 3D model (Jmol) | |
| Chirality | Racemic mixture |
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Tranylcypromine (INN, USAN, BAN) (originally "Parnate", generic for decades) is a monoamine oxidase inhibitor (MAOI)—it is a nonselective and irreversible inhibitor of the enzyme monoamine oxidase (MAO). It is used as an antidepressant and anxiolytic agent in the clinical treatment of mood and anxiety disorders, respectively.
Tranylcypromine is used to treat major depressive disorder, especially when there is an anxiety component, typically as a second line treatment.
Contraindications include:
Like other MAOIs, foods high in endogenous monoamine precursors or exogenous monoamine compounds may cause adverse reactions. The most common example, hypertensive crisis, is caused by the ingestion of tyramine, which is found in foods such as aged cheeses, cured meats, tofu and certain red wines. Some, such as yeast extracts, contain enough tyramine to be potentially fatal in a single serving. Spoiled food is also likely to contain dangerous levels of tyramine.
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Wikipedia