Tranylcypromine
Tranylcypromine is an irreversible, non-selective monoamine oxidase (MAO-A and MAO-B) inhibitor that prevents the oxidative deamination of serotonin, norepinephrine, dopamine, and tyramine, increasing central monoamine levels and producing antidepressant and anxiolytic effects. It is used for treatment-resistant major depression, particularly atypical depression and social anxiety disorder with comorbid depression. Patients must follow strict dietary tyramine restrictions due to the risk of hypertensive crisis from impaired tyramine metabolism.
Molecular Weight
133.1900 g/mol
LogP
1.50
TPSA
26.00 Ų
Lipinski RO5
Pass
Therapeutic Areas
Pharmacokinetics (PK)
Pharmacodynamics (PD)
2D Structure
Cite this structure
Embed this structure
SMILES
N[C@@H]1C[C@H]1c1ccccc1.N[C@H]1C[C@@H]1c1ccccc1
InChI
InChI=1S/2C9H11N/c2*10-9-6-8(9)7-4-2-1-3-5-7/h2*1-5,8-9H,6,10H2/t2*8-,9+/m10/s1
Molecular Formula
C9H11N
HBD / HBA
1 / 1
Rotatable Bonds
1
Heavy Atoms
10
No targets recorded
Target interaction data is not yet available for this drug.
No interactions recorded
Drug interaction data is not yet available for this compound.
No side effects recorded
Side effect data is not yet available for this drug.
Frequently Asked Questions
Tranylcypromine is an irreversible, non-selective monoamine oxidase (MAO-A and MAO-B) inhibitor that prevents the oxidative deamination of serotonin, norepinephrine, dopamine, and tyramine, increasing central monoamine levels and producing antidepressant and anxiolytic effects. It is used for treatment-resistant major depression, particularly atypical depression and social anxiety disorder with comorbid depression. Patients must follow strict dietary tyramine restrictions due to the risk of hypertensive crisis from impaired tyramine metabolism.
Yes, Tranylcypromine is an approved drug. It has reached clinical phase 4. It is classified as a Small molecule.
References & Data Sources
- ChEMBL — European Bioinformatics Institute (EBI). CHEMBL3989843. Open-access bioactivity database.
- PubChem — National Center for Biotechnology Information (NCBI). CID 5530. Chemical information database.
Data aggregated from publicly available pharmacological databases. Last updated 2026-03-28.
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