Tranylcypromine
(1R,2S)-(+)-tranylcypromine (left), (1S,2R)-(−)-tranylcypromine (right) | |
| Clinical data | |
|---|---|
| Trade names | Parnate, many generics |
| Other names | trans-2-Phenylcyclopropylamine |
| AHFS/Drugs.com | Monograph |
| MedlinePlus | a682088 |
| License data | |
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| Routes of administration | Oral |
| ATC code | |
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| Pharmacokinetic data | |
| Bioavailability | 50% |
| Metabolism | Liver |
| Elimination half-life | 2.5 hours |
| Excretion | Urine, Feces |
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| ChEMBL | |
| ECHA InfoCard | 100.005.312 |
| Chemical and physical data | |
| Formula | C9H11N |
| Molar mass | 133.194 g·mol−1 |
| 3D model (JSmol) | |
| Chirality | Racemic mixture |
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| (what is this?) (verify) | |
Tranylcypromine, sold under the brand name Parnate among others, is a monoamine oxidase inhibitor (MAOI). More specifically, tranylcypromine acts as 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. It is also effective in the treatment of ADHD.
Tranylcypromine is also known as trans-2-phenylcyclopropyl-1-amine and is formed pro forma from the cyclization of amphetamine's isopropylamine side chain. As a result, it is classified structurally as a substituted phenethylamine and amphetamine, or more specifically as a phenylcyclopropylamine.